$2,950,000 Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences today's discerning buyer expects, this exceptional home was extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, including a new roof, HVAC systems, and water heater. Inside, four beautifully finished levels offer elegant living and entertaining spaces filled with natural light, custom millwork, rich hardwood flooring, high ceilings, and refined architectural details throughout. The gourmet kitchen opens seamlessly to inviting gathering spaces designed for both intimate evenings and large-scale entertaining, while the finished lower level with high ceilings and private walk-out entrance provides exceptional flexibility for guests, recreation, or a private office. The upper-level loft retreat offers additional living space ideal for guests, a studio, or a luxurious private sanctuary. Enjoy views of the iconic Naval Academy Chapel dome, a daily reminder of the unparalleled location and lifestyle this home affords. Rare off-street parking adds tremendous value and convenience, while the lock-and-leave nature of the property makes it ideal as a primary residence, weekend retreat, or executive pied-à-terre. Offered substantially furnished with only a few exclusions, this remarkable home provides the opportunity to move in and immediately begin enjoying the very best of Annapolis living. Luxury, history, walkability, and convenience converge at one of the city's most prestigious addresses. 4 Beds ⋅ 5 Baths ⋅ MDAA2147930 MLS Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences today's discerning buyer expects, this exceptional home was extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, including a new roof, HVAC systems, and water heater. Inside, four beautifully finished levels offer elegant living and entertaining spaces filled with natural light, custom millwork, rich hardwood flooring, high ceilings, and refined architectural details throughout. The gourmet kitchen opens seamlessly to inviting gathering spaces designed for both intimate evenings and large-scale entertaining, while the finished lower level with high ceilings and private walk-out entrance provides exceptional flexibility for guests, recreation, or a private office. The upper-level loft retreat offers additional living space ideal for guests, a studio, or a luxurious private sanctuary. Enjoy views of the iconic Naval Academy Chapel dome, a daily reminder of the unparalleled location and lifestyle this home affords. Rare off-street parking adds tremendous value and convenience, while the lock-and-leave nature of the property makes it ideal as a primary residence, weekend retreat, or executive pied-à-terre. Offered substantially furnished with only a few exclusions, this remarkable home provides the opportunity to move in and immediately begin enjoying the very best of Annapolis living. Luxury, history, walkability, and convenience converge at one of the city's most prestigious addresses. 238 King George St, Annapolis
$1,895,000 Experience the rare opportunity to build a custom luxury residence on a prime homesite in the heart of sought-after Severna Park. Perfectly positioned in one of Anne Arundel County’s most desirable communities, 624A Old County Road offers the ideal blend of timeless design, modern functionality, and exceptional convenience — all within the renowned Severna Park Blue Ribbon school district and just moments from shopping, dining, marinas, parks, and major commuter routes to Annapolis, Baltimore, Washington D.C., and Fort Meade. This thoughtfully designed to-be-built home showcases quality craftsmanship and elevated finishes throughout, featuring over-the-top standard inclusions rarely found in new construction today. Designed with both everyday living and entertaining in mind, the home offers spacious open-concept living areas, 10-foot ceilings on the main level, a 4-stop elevator, and a versatile loft entertaining space complete with wet bar and beverage refrigerator. The exterior architecture blends classic and modern influences with stone accents, standing seam metal roofing, covered front porch, rooftop terrace, Trex decking, and a striking French Country-inspired aesthetic. Inside, the gourmet kitchen is appointed with semi-custom soft-close cabinetry, oversized island, quartz or granite countertops, Kohler farmhouse sink, and a premium GE Café appliance package including cooktop, wall oven, Advantium microwave, counter-depth refrigerator, and dishwasher. The luxurious primary suite serves as a private retreat with a spa-inspired bath featuring a freestanding heated jetted tub, expansive walk-in shower, dual vanities, designer tilework, and elevated finishes throughout. Built with efficiency, durability, and comfort at the forefront, the home includes 2x6 construction, engineered floor systems, spray foam insulation, Low-E windows, high-efficiency dual-zone Carrier HVAC systems, natural gas service, public water and sewer, fire suppression system, and a spacious 3-car garage. Additional highlights include LVP flooring throughout the main living spaces, recessed lighting, natural gas fireplace, ceiling fans in all bedrooms, elevated trim package, and abundant storage opportunities. A rare chance to personalize and create your dream home in one of Severna Park’s most convenient and desirable locations — where luxury new construction, exceptional schools, and an unmatched lifestyle come together. 6 Beds ⋅ 5 Baths ⋅ MDAA2144452 MLS Experience the rare opportunity to build a custom luxury residence on a prime homesite in the heart of sought-after Severna Park. Perfectly positioned in one of Anne Arundel County’s most desirable communities, 624A Old County Road offers the ideal blend of timeless design, modern functionality, and exceptional convenience — all within the renowned Severna Park Blue Ribbon school district and just moments from shopping, dining, marinas, parks, and major commuter routes to Annapolis, Baltimore, Washington D.C., and Fort Meade. This thoughtfully designed to-be-built home showcases quality craftsmanship and elevated finishes throughout, featuring over-the-top standard inclusions rarely found in new construction today. Designed with both everyday living and entertaining in mind, the home offers spacious open-concept living areas, 10-foot ceilings on the main level, a 4-stop elevator, and a versatile loft entertaining space complete with wet bar and beverage refrigerator. The exterior architecture blends classic and modern influences with stone accents, standing seam metal roofing, covered front porch, rooftop terrace, Trex decking, and a striking French Country-inspired aesthetic. Inside, the gourmet kitchen is appointed with semi-custom soft-close cabinetry, oversized island, quartz or granite countertops, Kohler farmhouse sink, and a premium GE Café appliance package including cooktop, wall oven, Advantium microwave, counter-depth refrigerator, and dishwasher. The luxurious primary suite serves as a private retreat with a spa-inspired bath featuring a freestanding heated jetted tub, expansive walk-in shower, dual vanities, designer tilework, and elevated finishes throughout. Built with efficiency, durability, and comfort at the forefront, the home includes 2x6 construction, engineered floor systems, spray foam insulation, Low-E windows, high-efficiency dual-zone Carrier HVAC systems, natural gas service, public water and sewer, fire suppression system, and a spacious 3-car garage. Additional highlights include LVP flooring throughout the main living spaces, recessed lighting, natural gas fireplace, ceiling fans in all bedrooms, elevated trim package, and abundant storage opportunities. A rare chance to personalize and create your dream home in one of Severna Park’s most convenient and desirable locations — where luxury new construction, exceptional schools, and an unmatched lifestyle come together. 624-A Old County Rd, Severna Park
$1,653,706 Now Offered with a Remarkable $220,000 Price Improvement! This is an extraordinary opportunity to own one of Renditions Golf Course's premier luxury homes. Even more appealing, qualified buyers may be eligible to assume the seller's existing VA loan at an exceptional 2.375% interest rate, offering the potential for significant monthly savings and reduced closing costs. Perfectly positioned along the 5th fairway of Renditions Golf Course, this exceptional Chesapeake Modern Craftsman combines luxury, comfort, and resort-style living. Skip the beach traffic and enjoy your own private retreat featuring a heated in-ground saltwater pool, coastal-inspired low-maintenance landscaping, and beautifully designed outdoor entertaining spaces. Designed for effortless main-level living, this impressive 6-bedroom, 4.5-bath home offers more than 6,000 square feet of thoughtfully designed living space with an open-concept floor plan that's ideal for both everyday living and entertaining. The light-filled great room features soaring ceilings, a dramatic floor-to-ceiling stone gas fireplace with a raised hearth, an elegant dining area, and a stylish wet bar complete with a beverage refrigerator. The gourmet kitchen is a chef's dream, showcasing quartz countertops, an oversized center island, custom cabinetry, a walk-in pantry, black stainless steel appliances, a French-door refrigerator, built-in convection microwave, dual convection ovens, and a five-burner gas cooktop. The luxurious main-level owner's suite offers tranquil golf course views, a spacious sitting area, dual walk-in closets with automatic lighting, and a spa-inspired bath featuring heated tile floors, dual vanities, a curbless walk-in shower with dual shower heads, and a jetted soaking tub. The main level also includes two additional bedrooms, a full bath with double vanities, an elegant powder room, and a generously sized laundry room. Upstairs, an oversized loft overlooks the great room and provides exceptional flex space, along with two additional bedrooms and another full bath. The fully finished walk-out lower level is an entertainer's dream, offering a private theater with projector, surround sound, and theater lighting; a wet bar with an ice maker and full-size refrigerator; a cozy gas fireplace; expansive recreation space; a private office or craft room; and an oversized guest suite with its own full bath. Additional premium features include: Three-car garage with epoxy-coated floors Screened porch with cathedral wood ceiling Expansive deck with retractable child/pet gate and natural gas grill hookup Privacy-fenced backyard Whole-home audio and smart home wiring Dedicated theater wiring and surround sound Two-zone HVAC with smart thermostats Whole-house fire sprinkler system Well water with water softener and chlorinator Radon mitigation system Hot water recirculation system 16-zone irrigation system Landscape and motion lighting Under-deck Bluetooth speakers Under-cabinet lighting Pool storage shed Keurig water refill line Multiple outdoor electrical outlets and water spigots with automatic hose reels Tinted rear windows for enhanced comfort and energy efficiency With an impressive $220,000 price improvement, luxury finishes, resort-style amenities, golf course views, and the rare opportunity to assume a 2.375% VA loan for qualified buyers, this exceptional home delivers outstanding value in one of Anne Arundel County's most sought-after golf course communities. 6 Beds ⋅ 5 Baths ⋅ MDAA2147642 MLS Now Offered with a Remarkable $220,000 Price Improvement! This is an extraordinary opportunity to own one of Renditions Golf Course's premier luxury homes. Even more appealing, qualified buyers may be eligible to assume the seller's existing VA loan at an exceptional 2.375% interest rate, offering the potential for significant monthly savings and reduced closing costs. Perfectly positioned along the 5th fairway of Renditions Golf Course, this exceptional Chesapeake Modern Craftsman combines luxury, comfort, and resort-style living. Skip the beach traffic and enjoy your own private retreat featuring a heated in-ground saltwater pool, coastal-inspired low-maintenance landscaping, and beautifully designed outdoor entertaining spaces. Designed for effortless main-level living, this impressive 6-bedroom, 4.5-bath home offers more than 6,000 square feet of thoughtfully designed living space with an open-concept floor plan that's ideal for both everyday living and entertaining. The light-filled great room features soaring ceilings, a dramatic floor-to-ceiling stone gas fireplace with a raised hearth, an elegant dining area, and a stylish wet bar complete with a beverage refrigerator. The gourmet kitchen is a chef's dream, showcasing quartz countertops, an oversized center island, custom cabinetry, a walk-in pantry, black stainless steel appliances, a French-door refrigerator, built-in convection microwave, dual convection ovens, and a five-burner gas cooktop. The luxurious main-level owner's suite offers tranquil golf course views, a spacious sitting area, dual walk-in closets with automatic lighting, and a spa-inspired bath featuring heated tile floors, dual vanities, a curbless walk-in shower with dual shower heads, and a jetted soaking tub. The main level also includes two additional bedrooms, a full bath with double vanities, an elegant powder room, and a generously sized laundry room. Upstairs, an oversized loft overlooks the great room and provides exceptional flex space, along with two additional bedrooms and another full bath. The fully finished walk-out lower level is an entertainer's dream, offering a private theater with projector, surround sound, and theater lighting; a wet bar with an ice maker and full-size refrigerator; a cozy gas fireplace; expansive recreation space; a private office or craft room; and an oversized guest suite with its own full bath. Additional premium features include: Three-car garage with epoxy-coated floors Screened porch with cathedral wood ceiling Expansive deck with retractable child/pet gate and natural gas grill hookup Privacy-fenced backyard Whole-home audio and smart home wiring Dedicated theater wiring and surround sound Two-zone HVAC with smart thermostats Whole-house fire sprinkler system Well water with water softener and chlorinator Radon mitigation system Hot water recirculation system 16-zone irrigation system Landscape and motion lighting Under-deck Bluetooth speakers Under-cabinet lighting Pool storage shed Keurig water refill line Multiple outdoor electrical outlets and water spigots with automatic hose reels Tinted rear windows for enhanced comfort and energy efficiency With an impressive $220,000 price improvement, luxury finishes, resort-style amenities, golf course views, and the rare opportunity to assume a 2.375% VA loan for qualified buyers, this exceptional home delivers outstanding value in one of Anne Arundel County's most sought-after golf course communities. 3706 Birkdale Ct, Davidsonville
$1,550,000 TO BE BUILT – Exceptional Luxury Home with 1-Acre Waterfront Lot and Private Boat Ramp Experience the rare opportunity to build a custom luxury waterfront home just minutes to the Chesapeake Bay. Nestled on a tranquil wooded lot in West River, this stunning new construction residence offers the perfect blend of refined craftsmanship, modern comfort, and waterfront living. Thoughtfully designed with over 3,500 square feet of finished living space, this 4 bedroom, 3.5 bath home features a highly functional floor plan that lives comfortably for everyday enjoyment while effortlessly accommodating family and guests. The main-level primary suite provides convenience and privacy, while expansive living areas are designed to maximize natural light. Luxury finishes come standard throughout, including 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, premium quartz countertops, and a chef's kitchen appointed with Sub-Zero and Wolf appliances. Seamless indoor-outdoor living awaits with a spacious screened porch featuring a cozy outdoor fireplace—perfect for entertaining or relaxing while enjoying the waterfront setting. Enjoy boating, fishing, kayaking, and all that Chesapeake Bay waterfront living has to offer directly from your backyard. Built by the renowned Whitehall Building & Company, buyers are invited to tour the builder's model home by appointment to experience the exceptional craftsmanship, attention to detail, and customization options available. As an added incentive, buyers will receive a $10,000 options credit when using the builder's preferred lender and title company. Qualified buyers may also take advantage of 100% VA financing. A rare opportunity to create your dream waterfront retreat in one of Anne Arundel County's most desirable waterfront communities. Contact LA with any questions or to schedule a tour of the property. 4 Beds ⋅ 4 Baths ⋅ MDAA2141366 MLS TO BE BUILT – Exceptional Luxury Home with 1-Acre Waterfront Lot and Private Boat Ramp Experience the rare opportunity to build a custom luxury waterfront home just minutes to the Chesapeake Bay. Nestled on a tranquil wooded lot in West River, this stunning new construction residence offers the perfect blend of refined craftsmanship, modern comfort, and waterfront living. Thoughtfully designed with over 3,500 square feet of finished living space, this 4 bedroom, 3.5 bath home features a highly functional floor plan that lives comfortably for everyday enjoyment while effortlessly accommodating family and guests. The main-level primary suite provides convenience and privacy, while expansive living areas are designed to maximize natural light. Luxury finishes come standard throughout, including 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, premium quartz countertops, and a chef's kitchen appointed with Sub-Zero and Wolf appliances. Seamless indoor-outdoor living awaits with a spacious screened porch featuring a cozy outdoor fireplace—perfect for entertaining or relaxing while enjoying the waterfront setting. Enjoy boating, fishing, kayaking, and all that Chesapeake Bay waterfront living has to offer directly from your backyard. Built by the renowned Whitehall Building & Company, buyers are invited to tour the builder's model home by appointment to experience the exceptional craftsmanship, attention to detail, and customization options available. As an added incentive, buyers will receive a $10,000 options credit when using the builder's preferred lender and title company. Qualified buyers may also take advantage of 100% VA financing. A rare opportunity to create your dream waterfront retreat in one of Anne Arundel County's most desirable waterfront communities. Contact LA with any questions or to schedule a tour of the property. 1110 Cherry Point Rd, West River
$1,799,000 Welcome to this exceptional estate in the highly sought-after Millersville community. Set on 1.23 private acres and served by award-winning Blue Ribbon schools, this impressive 5-bedroom, 7-bathroom residence offers more than 6,000 square feet of beautifully finished living space, combining timeless elegance with modern comfort. Freshly painted throughout with brand-new carpeting, the home is move-in ready. A standout feature is the spacious main-level in-law suite, complete with a private sitting area, full bath, and generous walk-in closet—ideal for multigenerational living, extended guests, or a private home office. At the heart of the home is a stunning custom gourmet kitchen designed to impress, featuring a premium Wolf gas range, two dishwashers, a custom built-in refrigerator, abundant cabinetry, and generous workspace for both everyday living and effortless entertaining. Designed for both comfortable living and memorable gatherings, the expansive main level offers gracious living spaces filled with natural light. The fully finished lower level provides exceptional flexibility, with ample space for a recreation room, home theater, fitness area, guest accommodations, or whatever best suits your lifestyle. Outside, the beautifully landscaped 1.23-acre lot offers privacy and endless possibilities for outdoor enjoyment, including gardens, entertaining spaces, or future enhancements or a pool. A 15kW generator powers most of the main level, providing added peace of mind and convenience. Offering an exceptional combination of size, luxury, location, and versatility, this remarkable property is a rare opportunity in one of Millersville's most desirable neighborhoods. 5 Beds ⋅ 7 Baths ⋅ MDAA2147278 MLS Welcome to this exceptional estate in the highly sought-after Millersville community. Set on 1.23 private acres and served by award-winning Blue Ribbon schools, this impressive 5-bedroom, 7-bathroom residence offers more than 6,000 square feet of beautifully finished living space, combining timeless elegance with modern comfort. Freshly painted throughout with brand-new carpeting, the home is move-in ready. A standout feature is the spacious main-level in-law suite, complete with a private sitting area, full bath, and generous walk-in closet—ideal for multigenerational living, extended guests, or a private home office. At the heart of the home is a stunning custom gourmet kitchen designed to impress, featuring a premium Wolf gas range, two dishwashers, a custom built-in refrigerator, abundant cabinetry, and generous workspace for both everyday living and effortless entertaining. Designed for both comfortable living and memorable gatherings, the expansive main level offers gracious living spaces filled with natural light. The fully finished lower level provides exceptional flexibility, with ample space for a recreation room, home theater, fitness area, guest accommodations, or whatever best suits your lifestyle. Outside, the beautifully landscaped 1.23-acre lot offers privacy and endless possibilities for outdoor enjoyment, including gardens, entertaining spaces, or future enhancements or a pool. A 15kW generator powers most of the main level, providing added peace of mind and convenience. Offering an exceptional combination of size, luxury, location, and versatility, this remarkable property is a rare opportunity in one of Millersville's most desirable neighborhoods. 403 Woodland Estates Way, Millersville
$1,850,000 Located in Annapolis' Historic District, this 4 story home offers a rare opportunity to own a spacious residence within walking distance of the water, City Dock, shops, restaurants, and local attractions. Featuring 6 bedrooms and 4.5 bathrooms, the home is filled with original character, including hardwood flooring and original doors throughout. The oversized living room features a gas fireplace and provides plenty of space for gathering and entertaining. Just off the kitchen, a deck overlooks the backyard with walkways, established gardens, and a fish pond, creating a peaceful outdoor setting in the heart of downtown Annapolis. A welcoming front porch with a porch swing offers another place to relax and enjoy the neighborhood. With central air conditioning, three finished levels, and ample parking, this property combines historic charm with conveniences that are often difficult to find in this location. The home is ready for its next owner to update and personalize while preserving its unique character and historic appeal. 6 Beds ⋅ 5 Baths ⋅ MDAA2146930 MLS Located in Annapolis' Historic District, this 4 story home offers a rare opportunity to own a spacious residence within walking distance of the water, City Dock, shops, restaurants, and local attractions. Featuring 6 bedrooms and 4.5 bathrooms, the home is filled with original character, including hardwood flooring and original doors throughout. The oversized living room features a gas fireplace and provides plenty of space for gathering and entertaining. Just off the kitchen, a deck overlooks the backyard with walkways, established gardens, and a fish pond, creating a peaceful outdoor setting in the heart of downtown Annapolis. A welcoming front porch with a porch swing offers another place to relax and enjoy the neighborhood. With central air conditioning, three finished levels, and ample parking, this property combines historic charm with conveniences that are often difficult to find in this location. The home is ready for its next owner to update and personalize while preserving its unique character and historic appeal. 87 Shipwright St, Annapolis
$10,850,000 An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home! 4 Beds ⋅ 7 Baths ⋅ MDAA2145202 MLS An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home! 3344 Harness Creek Rd, Annapolis
$1,575,000 Imagine coming home to panoramic water views from all three levels, where new picture windows frame the river and fill the home with natural light. Offering over 5,000 square feet of living space, this waterfront home combines generous room sizes, flexible living areas, and the lifestyle you've been searching for. Located in one of Severna Park's most active water-privileged communities with Blue Ribbon schools, residents enjoy neighborhood activities and amenities for all ages. Five spacious bedrooms and four-and-a-half baths provide room for family and guests. Four of the five bedrooms have direct access to a bathroom, including two connected by a Jack-and-Jill bath. Fresh paint throughout all three levels and new carpet on the upper and lower levels make the home move-in ready. The kitchen features freshly painted cabinetry, a new refrigerator, and an oversized mudroom and pantry. Spacious living and dining areas open to a composite deck with all-new decking, while the finished lower level offers a large recreation room, fifth bedroom, full bath, and walks out to a waterside patio. A private pier with two boat lifts and approximately 4 to 5 feet of mean low water makes boating, fishing, and waterfront living easy. Additional updates include a new roof (2025) and new shade-tolerant sod in the front and rear yards. With ample driveway parking, additional cul-de-sac parking, exceptional living space, and an unbeatable waterfront setting, this home offers a rare opportunity to enjoy the Chesapeake lifestyle. 5 Beds ⋅ 5 Baths ⋅ MDAA2143464 MLS Imagine coming home to panoramic water views from all three levels, where new picture windows frame the river and fill the home with natural light. Offering over 5,000 square feet of living space, this waterfront home combines generous room sizes, flexible living areas, and the lifestyle you've been searching for. Located in one of Severna Park's most active water-privileged communities with Blue Ribbon schools, residents enjoy neighborhood activities and amenities for all ages. Five spacious bedrooms and four-and-a-half baths provide room for family and guests. Four of the five bedrooms have direct access to a bathroom, including two connected by a Jack-and-Jill bath. Fresh paint throughout all three levels and new carpet on the upper and lower levels make the home move-in ready. The kitchen features freshly painted cabinetry, a new refrigerator, and an oversized mudroom and pantry. Spacious living and dining areas open to a composite deck with all-new decking, while the finished lower level offers a large recreation room, fifth bedroom, full bath, and walks out to a waterside patio. A private pier with two boat lifts and approximately 4 to 5 feet of mean low water makes boating, fishing, and waterfront living easy. Additional updates include a new roof (2025) and new shade-tolerant sod in the front and rear yards. With ample driveway parking, additional cul-de-sac parking, exceptional living space, and an unbeatable waterfront setting, this home offers a rare opportunity to enjoy the Chesapeake lifestyle. 262 Capote Ct E, Severna Park
$6,500,000 A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the distance, while Annapolis’ beloved summer sailboat races become part of your everyday scenery. A setting of this magnitude—offering serenity, privacy, and commanding water views—is simply irreplaceable. Encompassing more than 9,000 square feet, this grand residence was thoughtfully designed to maximize its extraordinary setting, with jaw-dropping water views greeting you the moment you step through the front door and drawing your eye through the soaring two-story family room straight to the Chesapeake beyond. The architectural footprint and flow are exceptional, creating the perfect canvas for a visionary buyer to elevate this estate into a world-class showpiece. The main level is anchored by an expansive waterfront primary retreat, a sanctuary unto itself featuring dual walk-in closets, a spa-inspired bath with a jetted soaking tub, oversized skylit shower, separate vanities, a bidet, and a private spiral staircase leading directly to the lower-level fitness and hot tub retreat. Two additional generously sized en suite bedrooms with walk-in closets are also conveniently located on the main level, along with a richly appointed study/library, elegant formal dining room, spacious kitchen with island and breakfast area, plus an additional family gathering space designed for effortless everyday living and entertaining. Upstairs, two exceptional en suite bedrooms each offer walk-in closets, fireplaces, private waterfront balconies, and spectacular elevated views that feel suspended above the Bay. The walkout lower level is equally impressive, designed for entertaining and multigenerational flexibility, featuring expansive recreation spaces opening directly to the waterfront patio, plus a fully self-contained in-law or au pair apartment complete with its own kitchen, family room, full bath, separate entrance, and—of course—those same extraordinary views. What sets this offering even further apart is the remarkable future potential already in motion. With public sewer and an extraordinary 7.5-acre footprint, the possibilities are nearly limitless. Seller-approved county plans—transferable to the next owner—dramatically accelerate the vision, including plans for shoreline improvements, tree clearing to further expand views, bank reshaping, revetment enhancements, a new tram and stair access to the pier, a widened driveway with a new entrance feature, a detached guest house with its own private entrance from Lyons Dr, a pickleball court, a gazebo, and additional grounds enhancements. This is more than a home—it is one of Annapolis’ most extraordinary legacy properties, offering a once-in-a-generation opportunity to create an unparalleled waterfront masterpiece. 7 Beds ⋅ 9 Baths ⋅ MDAA2145908 MLS A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the distance, while Annapolis’ beloved summer sailboat races become part of your everyday scenery. A setting of this magnitude—offering serenity, privacy, and commanding water views—is simply irreplaceable. Encompassing more than 9,000 square feet, this grand residence was thoughtfully designed to maximize its extraordinary setting, with jaw-dropping water views greeting you the moment you step through the front door and drawing your eye through the soaring two-story family room straight to the Chesapeake beyond. The architectural footprint and flow are exceptional, creating the perfect canvas for a visionary buyer to elevate this estate into a world-class showpiece. The main level is anchored by an expansive waterfront primary retreat, a sanctuary unto itself featuring dual walk-in closets, a spa-inspired bath with a jetted soaking tub, oversized skylit shower, separate vanities, a bidet, and a private spiral staircase leading directly to the lower-level fitness and hot tub retreat. Two additional generously sized en suite bedrooms with walk-in closets are also conveniently located on the main level, along with a richly appointed study/library, elegant formal dining room, spacious kitchen with island and breakfast area, plus an additional family gathering space designed for effortless everyday living and entertaining. Upstairs, two exceptional en suite bedrooms each offer walk-in closets, fireplaces, private waterfront balconies, and spectacular elevated views that feel suspended above the Bay. The walkout lower level is equally impressive, designed for entertaining and multigenerational flexibility, featuring expansive recreation spaces opening directly to the waterfront patio, plus a fully self-contained in-law or au pair apartment complete with its own kitchen, family room, full bath, separate entrance, and—of course—those same extraordinary views. What sets this offering even further apart is the remarkable future potential already in motion. With public sewer and an extraordinary 7.5-acre footprint, the possibilities are nearly limitless. Seller-approved county plans—transferable to the next owner—dramatically accelerate the vision, including plans for shoreline improvements, tree clearing to further expand views, bank reshaping, revetment enhancements, a new tram and stair access to the pier, a widened driveway with a new entrance feature, a detached guest house with its own private entrance from Lyons Dr, a pickleball court, a gazebo, and additional grounds enhancements. This is more than a home—it is one of Annapolis’ most extraordinary legacy properties, offering a once-in-a-generation opportunity to create an unparalleled waterfront masterpiece. 2562 Carrollton Rd, Annapolis
$3,849,000 A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city’s most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest. 6 Beds ⋅ 5 Baths ⋅ MDAA2142212 MLS A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city’s most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest. 16 Maryland Ave, Annapolis
$1,689,000 Nestled within the highly sought-after community of Green Spring at Compass Pointe, this extraordinary estate backs directly to Hole #7 of the Southwest Course and offers over 6,000 square feet of meticulously designed living space. Featuring 5 bedrooms, 4.5 bathrooms, and luxury finishes throughout, this home is truly an experience from the moment you arrive. Step inside to a grand foyer highlighted by a stunning staircase and elegant touches throughout. The main level offers a spacious private office complete with custom built-in shelving and french doors, as well as an additional flex room ideal for a playroom, sitting room, or second home office. The heart of the home is the breathtaking two-story living room showcasing soaring coffered ceilings, custom accent walls, and a dramatic floor-to-ceiling stone gas fireplace. The formal dining room seamlessly flows into the beautiful gourmet kitchen, creating the perfect layout for both everyday living and entertaining. This stunner of a kitchen features an oversized 8-foot quartz island, dual dishwashers, island level microwave, a large walk-in pantry, and an impressive 60” gas range. A spacious mudroom conveniently connects to the oversized 3-car garage. Upstairs, two of the bedrooms share a Jack-and-Jill bathroom, while a catwalk overlooking the main living area leads to an additional bedroom with its own private full bath and the luxurious primary suite. The primary retreat offers expansive his-and-her closets, a dedicated walk-in laundry room, and a spa-inspired bathroom complete with an oversized dual vanity, jetted soaking tub, and an incredible walk-in shower featuring eight shower heads. The fully finished lower level was built for entertaining and multi-generational living alike, offering a full custom bar with sink, refrigerator, and ice maker, an additional bedroom and full bathroom, plus a versatile bonus room perfect for a home gym or media room. The true showstopper, however, is the resort-style backyard oasis. A large screened-in porch opens to a stunning saltwater pool complete with a swim-up bar, waterfall, and tanning ledge. Multiple patios provide endless entertaining space surrounding the natural gas fire pit and custom putting green — all overlooking the golf course backdrop. Additional premium features include CAT6 networking throughout, Sonance outdoor sound system, hardwired ADT security system, full lawn irrigation, expansive outdoor lighting, fully fenced backyard, tankless water heater, public water, and brand-new HVAC systems. Luxury, lifestyle, and thoughtful design come together seamlessly in one of Compass Pointe’s most exceptional offerings. 5 Beds ⋅ 5 Baths ⋅ MDAA2145888 MLS Nestled within the highly sought-after community of Green Spring at Compass Pointe, this extraordinary estate backs directly to Hole #7 of the Southwest Course and offers over 6,000 square feet of meticulously designed living space. Featuring 5 bedrooms, 4.5 bathrooms, and luxury finishes throughout, this home is truly an experience from the moment you arrive. Step inside to a grand foyer highlighted by a stunning staircase and elegant touches throughout. The main level offers a spacious private office complete with custom built-in shelving and french doors, as well as an additional flex room ideal for a playroom, sitting room, or second home office. The heart of the home is the breathtaking two-story living room showcasing soaring coffered ceilings, custom accent walls, and a dramatic floor-to-ceiling stone gas fireplace. The formal dining room seamlessly flows into the beautiful gourmet kitchen, creating the perfect layout for both everyday living and entertaining. This stunner of a kitchen features an oversized 8-foot quartz island, dual dishwashers, island level microwave, a large walk-in pantry, and an impressive 60” gas range. A spacious mudroom conveniently connects to the oversized 3-car garage. Upstairs, two of the bedrooms share a Jack-and-Jill bathroom, while a catwalk overlooking the main living area leads to an additional bedroom with its own private full bath and the luxurious primary suite. The primary retreat offers expansive his-and-her closets, a dedicated walk-in laundry room, and a spa-inspired bathroom complete with an oversized dual vanity, jetted soaking tub, and an incredible walk-in shower featuring eight shower heads. The fully finished lower level was built for entertaining and multi-generational living alike, offering a full custom bar with sink, refrigerator, and ice maker, an additional bedroom and full bathroom, plus a versatile bonus room perfect for a home gym or media room. The true showstopper, however, is the resort-style backyard oasis. A large screened-in porch opens to a stunning saltwater pool complete with a swim-up bar, waterfall, and tanning ledge. Multiple patios provide endless entertaining space surrounding the natural gas fire pit and custom putting green — all overlooking the golf course backdrop. Additional premium features include CAT6 networking throughout, Sonance outdoor sound system, hardwired ADT security system, full lawn irrigation, expansive outdoor lighting, fully fenced backyard, tankless water heater, public water, and brand-new HVAC systems. Luxury, lifestyle, and thoughtful design come together seamlessly in one of Compass Pointe’s most exceptional offerings. 1631 Carnoustie Dr, Pasadena
$1,775,000 Price reduced, incredible price for Waterfront in prestigious Watergate! Check the comps! Overlooking the protected “hurricane hole” of Watergate Harbor with direct access to the South River near Thomas Point, 3712 Gateshead Drive offers the ultimate lifestyle with waterviews from every room in the home. Located on a street with homes valued at $4 million to $7 million, you get the waterfront lifestyle at a fraction of the cost. Key points about the home include new kitchen appliances and fixtures, brand new boat lift, 46 foot private pier, three wood burning fireplaces, expansive main floor and upstairs windows overlooking the harbor, hardwood floors throughout, three large decks, two car garage, tons of storage for your water toys and kayaks, and a finished walkout basement--a rarity in waterfront homes. Protected from the waves and wind action of the South River, this harbor allows easy docking for up to a 40 foot power boat in all weather. And, due to the home’s elevation of 15 feet above sea level, no flood insurance is required. Plus the community of Watergate offers a community marina, sandy beach, kayak and paddleboard storage, fire pits, pavilion, new playground and basketball courts. This neighborhood is walkable to Thomas Point Park, and just 3 miles from your favorite restaurants and shopping in Eastport and downtown Annapolis. 4 Beds ⋅ 4 Baths ⋅ MDAA2140862 MLS Price reduced, incredible price for Waterfront in prestigious Watergate! Check the comps! Overlooking the protected “hurricane hole” of Watergate Harbor with direct access to the South River near Thomas Point, 3712 Gateshead Drive offers the ultimate lifestyle with waterviews from every room in the home. Located on a street with homes valued at $4 million to $7 million, you get the waterfront lifestyle at a fraction of the cost. Key points about the home include new kitchen appliances and fixtures, brand new boat lift, 46 foot private pier, three wood burning fireplaces, expansive main floor and upstairs windows overlooking the harbor, hardwood floors throughout, three large decks, two car garage, tons of storage for your water toys and kayaks, and a finished walkout basement--a rarity in waterfront homes. Protected from the waves and wind action of the South River, this harbor allows easy docking for up to a 40 foot power boat in all weather. And, due to the home’s elevation of 15 feet above sea level, no flood insurance is required. Plus the community of Watergate offers a community marina, sandy beach, kayak and paddleboard storage, fire pits, pavilion, new playground and basketball courts. This neighborhood is walkable to Thomas Point Park, and just 3 miles from your favorite restaurants and shopping in Eastport and downtown Annapolis. 3712 Gateshead Dr, Annapolis
$1,690,000 *OPEN HOUSE CANCELED* Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry. Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes including Legno Bastone wide-plank hardwood flooring, Caesarstone counter-tops, Omega cabinetry, Thermador appliances & beautiful designer selected plumbing and lighting fixtures. Recently re-built by Lynbrook of Annapolis with numerous, thoughtful additions including fireplace, soaking tub, multiple built-ins, extra closets and sliding doors for privacy. Featuring 9.5' ceilings, expansive windows, & enormous outdoor patio with off-street parking & EV charger. and interior space of 2269 sq feet. Amenities include elevator, rooftop terrace w/views of Spa Creek and city skyline, secured covered parking, gas cooking and water usage. Located in a premier and quiet section of downtown Annapolis yet an easy walk to the water at Goose Park, Main St shops, restaurants & the West St Arts District. Luxury lock & leave at its finest! 2 Beds ⋅ 3 Baths ⋅ MDAA2143604 MLS *OPEN HOUSE CANCELED* Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry. Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes including Legno Bastone wide-plank hardwood flooring, Caesarstone counter-tops, Omega cabinetry, Thermador appliances & beautiful designer selected plumbing and lighting fixtures. Recently re-built by Lynbrook of Annapolis with numerous, thoughtful additions including fireplace, soaking tub, multiple built-ins, extra closets and sliding doors for privacy. Featuring 9.5' ceilings, expansive windows, & enormous outdoor patio with off-street parking & EV charger. and interior space of 2269 sq feet. Amenities include elevator, rooftop terrace w/views of Spa Creek and city skyline, secured covered parking, gas cooking and water usage. Located in a premier and quiet section of downtown Annapolis yet an easy walk to the water at Goose Park, Main St shops, restaurants & the West St Arts District. Luxury lock & leave at its finest! 51 Franklin St, Annapolis
$2,950,000 PRICE REDUCTION 245K! Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay retreat offering the very best of Annapolis living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‑style home spans 7,000+ square feet on 2 private acres with deep‑water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends architectural character, thoughtful modernization, and resort‑style amenities—perfect for boating enthusiasts and those seeking a refined Bay lifestyle. Waterfront features a private dock with 50‑amp power boat lift configured for a 21’ vessel (parts available for jet skis or other boat sizes). Deep‑water slips at dock that are over 8 feet+ mean low. The Polaris utility vehicle conveys for easy waterfront access (and snow plow attachments included). Host all your gatherings at the park like waterfront dock. This home is truly special & unique compared to most other waterfront homes! There have been major improvements in this 6-bedroom waterfront home. There are water views from nearly every room! This home features Hardie Plank siding with vinyl‑wrapped trim in 2024, new roof system in 2021— not just shingles, and four new garage doors & openers. There is a Sub‑Zero refrigerator/freezer installed in 2021, updated dock electrical & lift adjustments, new wood‑burning stove at lower‑level club/bar. The primary suite bath was a complete down‑to‑the‑studs renovation featuring steam shower, deep soaking tub, towel warmer, and Onii toilet/bidet. The Jack‑and‑Jill bath renovated with Jacuzzi tub, rain shower, hand shower, and towel warmer. This home has a beautiful, private layout that combines style & comfort for everyone. The interior highlights are custom architectural design with knotty pine ceilings throughout, two‑sided stacked‑stone wood‑burning fireplace. There is a fully updated kitchen, central vacuum system with outlets throughout home and garages, central audio system with controls indoors and out, and RV‑sized garage with power! The upper garage equipped with hot & cold water plus floor drains—perfect for year‑round vehicle care! Where else can you find that? There have been several updates on the home at 1588 Eaton Way. The kitchen has instant hot water dispenser. The updated outdoor lighting is new. There is restored hardwood flooring throughout home, and new carpeting. The systems in the home have all been meticulously maintained. There are all new skylights and most all of the windows & some doors throughout the home! There is professionally maintained 12‑zone irrigation system for upper and lower lawns and is seasonally serviced. This tranquil Severn River location offers breathtaking water views, abundant wildlife, and easy access to downtown Annapolis, the Chesapeake Bay, and major commuter routes—without sacrificing privacy or serenity. 1588 Eaton Way is a rare opportunity to own a meticulously maintained, deep‑water estate in one of Annapolis’ most prestigious waterfront communities. The Downs on the Severn features two community marinas, an outdoor community swimming pool with swim team, tennis courts, pickle ball, and a clubhouse for year-round socials. There are also tot lots for the little ones, and a little library. The Downs is an easy commute to Baltimore, DC and the beaches. The airport is less than 30-minute drive. This is truly a resort vacation at home in the Downs on the Severn! HOME IS BEING SOLD AS IS. Contact listing agent for details! 6 Beds ⋅ 5 Baths ⋅ MDAA2140638 MLS PRICE REDUCTION 245K! Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay retreat offering the very best of Annapolis living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‑style home spans 7,000+ square feet on 2 private acres with deep‑water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends architectural character, thoughtful modernization, and resort‑style amenities—perfect for boating enthusiasts and those seeking a refined Bay lifestyle. Waterfront features a private dock with 50‑amp power boat lift configured for a 21’ vessel (parts available for jet skis or other boat sizes). Deep‑water slips at dock that are over 8 feet+ mean low. The Polaris utility vehicle conveys for easy waterfront access (and snow plow attachments included). Host all your gatherings at the park like waterfront dock. This home is truly special & unique compared to most other waterfront homes! There have been major improvements in this 6-bedroom waterfront home. There are water views from nearly every room! This home features Hardie Plank siding with vinyl‑wrapped trim in 2024, new roof system in 2021— not just shingles, and four new garage doors & openers. There is a Sub‑Zero refrigerator/freezer installed in 2021, updated dock electrical & lift adjustments, new wood‑burning stove at lower‑level club/bar. The primary suite bath was a complete down‑to‑the‑studs renovation featuring steam shower, deep soaking tub, towel warmer, and Onii toilet/bidet. The Jack‑and‑Jill bath renovated with Jacuzzi tub, rain shower, hand shower, and towel warmer. This home has a beautiful, private layout that combines style & comfort for everyone. The interior highlights are custom architectural design with knotty pine ceilings throughout, two‑sided stacked‑stone wood‑burning fireplace. There is a fully updated kitchen, central vacuum system with outlets throughout home and garages, central audio system with controls indoors and out, and RV‑sized garage with power! The upper garage equipped with hot & cold water plus floor drains—perfect for year‑round vehicle care! Where else can you find that? There have been several updates on the home at 1588 Eaton Way. The kitchen has instant hot water dispenser. The updated outdoor lighting is new. There is restored hardwood flooring throughout home, and new carpeting. The systems in the home have all been meticulously maintained. There are all new skylights and most all of the windows & some doors throughout the home! There is professionally maintained 12‑zone irrigation system for upper and lower lawns and is seasonally serviced. This tranquil Severn River location offers breathtaking water views, abundant wildlife, and easy access to downtown Annapolis, the Chesapeake Bay, and major commuter routes—without sacrificing privacy or serenity. 1588 Eaton Way is a rare opportunity to own a meticulously maintained, deep‑water estate in one of Annapolis’ most prestigious waterfront communities. The Downs on the Severn features two community marinas, an outdoor community swimming pool with swim team, tennis courts, pickle ball, and a clubhouse for year-round socials. There are also tot lots for the little ones, and a little library. The Downs is an easy commute to Baltimore, DC and the beaches. The airport is less than 30-minute drive. This is truly a resort vacation at home in the Downs on the Severn! HOME IS BEING SOLD AS IS. Contact listing agent for details! 1588 Eaton Way, Annapolis
$2,765,000 Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees, meandering roads and preserved open spaces that foster community connection. Inside, the home features five bedrooms, two bathrooms, gorgeous oak floors (recently refinished in 2026), fireplace, bright sun-porch and large 12x 32 back deck. The south-facing orientation fills the home with natural light, creating a bright and cheerful atmosphere throughout. Recent improvements include freshly painted interior and exterior spaces, a newer roof approximately four years old, new porch benches, and a beautifully installed brick paver sidewalk that enhances the home’s curb appeal. A long driveway and rear detached garage provide ample parking and storage. Residents benefit from access to seven community beach areas and a shaded walking trail traversing the neighborhood, that provide a tranquil retreat for adults and a natural wonderland to explore. Conveniently located within walking distance of the local elementary school, Navy Stadium, Annapolis Street shopping and dining, Historic Downtown Annapolis and offers easy access to Rt. 50 for commuters. With classic architecture, spacious interiors, abundant natural light, and an exceptional in-town location close to everything Annapolis has to offer, this is a rare opportunity to own in one of the area’s most beloved neighborhoods. Schedule your private tour today! 5 Beds ⋅ 2 Baths ⋅ MDAA2144980 MLS Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees, meandering roads and preserved open spaces that foster community connection. Inside, the home features five bedrooms, two bathrooms, gorgeous oak floors (recently refinished in 2026), fireplace, bright sun-porch and large 12x 32 back deck. The south-facing orientation fills the home with natural light, creating a bright and cheerful atmosphere throughout. Recent improvements include freshly painted interior and exterior spaces, a newer roof approximately four years old, new porch benches, and a beautifully installed brick paver sidewalk that enhances the home’s curb appeal. A long driveway and rear detached garage provide ample parking and storage. Residents benefit from access to seven community beach areas and a shaded walking trail traversing the neighborhood, that provide a tranquil retreat for adults and a natural wonderland to explore. Conveniently located within walking distance of the local elementary school, Navy Stadium, Annapolis Street shopping and dining, Historic Downtown Annapolis and offers easy access to Rt. 50 for commuters. With classic architecture, spacious interiors, abundant natural light, and an exceptional in-town location close to everything Annapolis has to offer, this is a rare opportunity to own in one of the area’s most beloved neighborhoods. Schedule your private tour today! 202 Wardour Dr, Annapolis
$1,790,000 OPEN HOUSE | SUNDAY | 8/2 | FROM 1-3PM Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,060 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey. 6 Beds ⋅ 5 Baths ⋅ MDAA2143684 MLS OPEN HOUSE | SUNDAY | 8/2 | FROM 1-3PM Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,060 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey. 5503 Brooks Woods Rd, Lothian
$1,750,000 Nestled in the picturesque rolling hills of Davidsonville, this property offers both convenience to major commuter routes and stunning outdoor entertaining spaces, it features a saltwater pool, outdoor kitchen, all surrounded by beautiful views of lush green pastures and ample privacy. The interior boast a gourmet kitchen that flows seamlessly into the family room, along with four bedrooms and 4.5 baths. The finished walk out lower level includes a Tuscan-style wet bar and wine cellar. additional office flex space, full bath Fireplace and so much space for gatherings. The property also includes a two garage, plenty of parking space, and an extra rear garage space that ideal for storing all the recreation equipment and other toys New roof was installed December 2025 4 Beds ⋅ 5 Baths ⋅ MDAA2145042 MLS Nestled in the picturesque rolling hills of Davidsonville, this property offers both convenience to major commuter routes and stunning outdoor entertaining spaces, it features a saltwater pool, outdoor kitchen, all surrounded by beautiful views of lush green pastures and ample privacy. The interior boast a gourmet kitchen that flows seamlessly into the family room, along with four bedrooms and 4.5 baths. The finished walk out lower level includes a Tuscan-style wet bar and wine cellar. additional office flex space, full bath Fireplace and so much space for gatherings. The property also includes a two garage, plenty of parking space, and an extra rear garage space that ideal for storing all the recreation equipment and other toys New roof was installed December 2025 1312 Double Gate Ct, Davidsonville
$1,750,000 The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country living—just minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortlessly from the kitchen to the porch to the water’s edge. The main-level primary suite offers a private retreat of its own, with sliding doors to the deck and hot tub, a large walk-in closet, and an elegant bath featuring a glass-enclosed slate shower and separate jetted tub. A spacious office and additional bedroom complete the main level, while the upper floor offers three more bedrooms, including an en-suite bedroom with its own private screened porch overlooking the creek. Outside, the property becomes something truly special. Spend summer afternoons by the waterside pool, launch paddleboards and kayaks from your private pier and floating dock, gather around the fire pit after sunset, or practice your short game from the tee box. Screened porches, stone patios, open lawn, and wide water views create a lifestyle that feels equal parts luxury retreat and Chesapeake homestead. For those craving space, privacy, and purpose, the grounds deliver. A fenced garden area with chicken coop, gardening shed, vegetable garden, and room to roam brings fresh eggs, homegrown vegetables, and a slower rhythm to everyday life. A large detached garage with a bathroom and second level is ideal for a car enthusiast, workshop, studio, equipment storage, or hobby space. A commercial whole-house generator adds peace of mind, keeping the property ready in every season. Private, polished, and incredibly versatile, 5865 Deale Beach Road is more than a waterfront home—it is a full-scale lifestyle property. Whether imagined as a year-round residence, a weekend escape from the DC region, or a legacy retreat close to Annapolis, Joint Base Andrews, Northern Virginia, and the Chesapeake Bay, this is Southern Maryland waterfront living at its most complete. The photos are virtually staged to represent a concept to buyers of what the home could look like furnished. 4 Beds ⋅ 5 Baths ⋅ MDAA2144658 MLS The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country living—just minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortlessly from the kitchen to the porch to the water’s edge. The main-level primary suite offers a private retreat of its own, with sliding doors to the deck and hot tub, a large walk-in closet, and an elegant bath featuring a glass-enclosed slate shower and separate jetted tub. A spacious office and additional bedroom complete the main level, while the upper floor offers three more bedrooms, including an en-suite bedroom with its own private screened porch overlooking the creek. Outside, the property becomes something truly special. Spend summer afternoons by the waterside pool, launch paddleboards and kayaks from your private pier and floating dock, gather around the fire pit after sunset, or practice your short game from the tee box. Screened porches, stone patios, open lawn, and wide water views create a lifestyle that feels equal parts luxury retreat and Chesapeake homestead. For those craving space, privacy, and purpose, the grounds deliver. A fenced garden area with chicken coop, gardening shed, vegetable garden, and room to roam brings fresh eggs, homegrown vegetables, and a slower rhythm to everyday life. A large detached garage with a bathroom and second level is ideal for a car enthusiast, workshop, studio, equipment storage, or hobby space. A commercial whole-house generator adds peace of mind, keeping the property ready in every season. Private, polished, and incredibly versatile, 5865 Deale Beach Road is more than a waterfront home—it is a full-scale lifestyle property. Whether imagined as a year-round residence, a weekend escape from the DC region, or a legacy retreat close to Annapolis, Joint Base Andrews, Northern Virginia, and the Chesapeake Bay, this is Southern Maryland waterfront living at its most complete. The photos are virtually staged to represent a concept to buyers of what the home could look like furnished. 5865 Deale Beach Rd, Deale
$7,250,000 Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare. 4 Beds ⋅ 4 Baths ⋅ MDAA2144478 MLS Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare. 11 S Acton Pl, Annapolis
$1,999,999 Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design. 4 Beds ⋅ 4 Baths ⋅ MDAA2144868 MLS Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design. 146 Duke Of Gloucester St, Annapolis
$8,750,000 Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay. 5 Beds ⋅ 7 Baths ⋅ MDAA2130456 MLS Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay. 2035 Maidstone Farm Rd, Annapolis
$1,849,000 Sited on a quiet cul-de-sac in prestigious Belvoir Farms, this beautifully maintained French inspired 7,000 square feet home boasts refined living space on an exceptionally private one-acre homesite - rare for the community. The property is completely surrounded by open space with mature trees and serene woodlands, and provides a level of seclusion and tranquility that sets it apart from many others. The home features a new roof and driveway (2025), offering both peace of mind and curb appeal. Inside, there are many new or upgraded amenities such as marble, granite, and onyx countertops, flooring, and closets. The main level showcases a formal living room, spacious family room, and elegant dining room, along with an eat-in kitchen equipped cherry cabinets and professional-grade appliances - ideal for everyday living and entertaining. A versatile main-level bedroom can also serve as a sun-filled morning room, private office, or guest apartment. Rooms on all levels are appointed with custom millwork trim. Upstairs, the primary suite is a true retreat, complete with a cozy fireplace and custom-designed closet. The primary bath features a skylight, whirlpool bath, bidet, and marble counter and shower with side sprays. Three additional bedrooms provide generous accommodations, while the finished third level offers flexible space for a fourth bedroom, studio, or home office. The fully finished lower level is designed for entertaining, featuring a media room, expansive recreation area with fireplace, powder room, closets, and a full custom bar with sink, dishwasher, Viking refrigerator, and Sub-Zero wine/beverage fridge. A bonus room adds even more versatility for a gym or hobby space. Outdoor living is equally impressive, with an expansive terrace with natural travertine paving, outdoor Viking kitchen, and a heated saltwater plunge pool with smart technology - creating a private resort-like experience at home. The property also includes an attached 24’ x 26’ oversized 2-car garage with storage cabinets. A detached 24’ x 26’ oversized 2-car garage includes a storage closet, in-wall heaters, and finished space above, ideal for a studio, office, or guest suite. The property has an irrigation system, landscape lighting, and emergency backup generator. The Belvoir Farms community offers a lifestyle unlike any other, with abundant open space, scenic walking trails, and gate accessible private marina on the Severn River via Maynadier Creek - just a short walk along the private trail from this home. Residents enjoy a boat ramp, kayak launch, fishing and crabbing pier, and boat slips available for rent or purchase, making waterfront living easily accessible. The community also features tennis and pickleball courts, a playground, and natural wildlife areas. Ideally located just across Generals Highway from the newly renovated Preserve at Eisenhower Golf Course providing access and amenities comparable to a community owned Golf Course without expense of a membership. This property is located within minutes to Route 50 and I-97 for easy access to BWI Airport, Washington, D.C., Baltimore and Delaware. This home combines luxury, privacy, and convenience in one exceptional offering. Welcome Home! 5 Beds ⋅ 5 Baths ⋅ MDAA2133394 MLS Sited on a quiet cul-de-sac in prestigious Belvoir Farms, this beautifully maintained French inspired 7,000 square feet home boasts refined living space on an exceptionally private one-acre homesite - rare for the community. The property is completely surrounded by open space with mature trees and serene woodlands, and provides a level of seclusion and tranquility that sets it apart from many others. The home features a new roof and driveway (2025), offering both peace of mind and curb appeal. Inside, there are many new or upgraded amenities such as marble, granite, and onyx countertops, flooring, and closets. The main level showcases a formal living room, spacious family room, and elegant dining room, along with an eat-in kitchen equipped cherry cabinets and professional-grade appliances - ideal for everyday living and entertaining. A versatile main-level bedroom can also serve as a sun-filled morning room, private office, or guest apartment. Rooms on all levels are appointed with custom millwork trim. Upstairs, the primary suite is a true retreat, complete with a cozy fireplace and custom-designed closet. The primary bath features a skylight, whirlpool bath, bidet, and marble counter and shower with side sprays. Three additional bedrooms provide generous accommodations, while the finished third level offers flexible space for a fourth bedroom, studio, or home office. The fully finished lower level is designed for entertaining, featuring a media room, expansive recreation area with fireplace, powder room, closets, and a full custom bar with sink, dishwasher, Viking refrigerator, and Sub-Zero wine/beverage fridge. A bonus room adds even more versatility for a gym or hobby space. Outdoor living is equally impressive, with an expansive terrace with natural travertine paving, outdoor Viking kitchen, and a heated saltwater plunge pool with smart technology - creating a private resort-like experience at home. The property also includes an attached 24’ x 26’ oversized 2-car garage with storage cabinets. A detached 24’ x 26’ oversized 2-car garage includes a storage closet, in-wall heaters, and finished space above, ideal for a studio, office, or guest suite. The property has an irrigation system, landscape lighting, and emergency backup generator. The Belvoir Farms community offers a lifestyle unlike any other, with abundant open space, scenic walking trails, and gate accessible private marina on the Severn River via Maynadier Creek - just a short walk along the private trail from this home. Residents enjoy a boat ramp, kayak launch, fishing and crabbing pier, and boat slips available for rent or purchase, making waterfront living easily accessible. The community also features tennis and pickleball courts, a playground, and natural wildlife areas. Ideally located just across Generals Highway from the newly renovated Preserve at Eisenhower Golf Course providing access and amenities comparable to a community owned Golf Course without expense of a membership. This property is located within minutes to Route 50 and I-97 for easy access to BWI Airport, Washington, D.C., Baltimore and Delaware. This home combines luxury, privacy, and convenience in one exceptional offering. Welcome Home! 1603 Upton Scott Way, Crownsville
$2,997,000 Set on a spectacular point of land along the Magothy River, this rare offering captures panoramic water views in every direction and delivers the kind of waterfront lifestyle that is increasingly hard to find. With an extraordinary 497 linear feet of shoreline, upgraded bulkhead, and a newly constructed pier, the property is wrapped in water, creating a sense of privacy, openness, and connection to the river that defines every moment here. The new private pier extends into deep, protected waters with the capability to accommodate a large vessel, making this an ideal setting for boating enthusiasts eager to explore the Magothy and beyond to the Chesapeake Bay. Whether it’s early morning departures, sunset cruises, or effortless days spent on the water, this property is designed to fully embrace life on the river. Inside, the home offers a warm and inviting layout with expansive living spaces that frame the ever-changing waterfront backdrop. The kitchen and adjoining dining area are perfectly positioned to take advantage of the views, while multiple gathering spaces—including a wood-clad great room with fireplace and a sun-filled waterside porch—create a seamless flow for both everyday living and entertaining. Classic detailing, rich wood floors, and timeless finishes provide a strong foundation ready to be enjoyed as-is or elevated to suit your vision. The upper level features a spacious primary suite highlighted by a private balcony overlooking the water, an ideal retreat for quiet mornings and peaceful evenings. Additional bedrooms offer comfortable accommodations for family and guests, many with their own unique vantage points of the river. Outdoor living is equally compelling, with a waterside deck, expansive lawn, and mature trees framing the shoreline. The setting invites everything from casual gatherings to large-scale entertaining, all with the Magothy River as your backdrop. Adding to its exceptional appeal, this remarkable property offers a rare combination of features seldom found in waterfront homes, including the coveted waterfront trifecta of public water, public sewer, and natural gas — an invaluable advantage that provides both everyday convenience and long-term flexibility. Situated just steps from the community pool in the highly sought-after Fair Oaks on the Magothy community and within the Severna Park Blue Ribbon school district, the property seamlessly blends an extraordinary point-of-land setting with an unmatched waterfront lifestyle centered around boating, relaxation, and year-round enjoyment on the water. Welcome Home! 6 Beds ⋅ 4 Baths ⋅ MDAA2142938 MLS Set on a spectacular point of land along the Magothy River, this rare offering captures panoramic water views in every direction and delivers the kind of waterfront lifestyle that is increasingly hard to find. With an extraordinary 497 linear feet of shoreline, upgraded bulkhead, and a newly constructed pier, the property is wrapped in water, creating a sense of privacy, openness, and connection to the river that defines every moment here. The new private pier extends into deep, protected waters with the capability to accommodate a large vessel, making this an ideal setting for boating enthusiasts eager to explore the Magothy and beyond to the Chesapeake Bay. Whether it’s early morning departures, sunset cruises, or effortless days spent on the water, this property is designed to fully embrace life on the river. Inside, the home offers a warm and inviting layout with expansive living spaces that frame the ever-changing waterfront backdrop. The kitchen and adjoining dining area are perfectly positioned to take advantage of the views, while multiple gathering spaces—including a wood-clad great room with fireplace and a sun-filled waterside porch—create a seamless flow for both everyday living and entertaining. Classic detailing, rich wood floors, and timeless finishes provide a strong foundation ready to be enjoyed as-is or elevated to suit your vision. The upper level features a spacious primary suite highlighted by a private balcony overlooking the water, an ideal retreat for quiet mornings and peaceful evenings. Additional bedrooms offer comfortable accommodations for family and guests, many with their own unique vantage points of the river. Outdoor living is equally compelling, with a waterside deck, expansive lawn, and mature trees framing the shoreline. The setting invites everything from casual gatherings to large-scale entertaining, all with the Magothy River as your backdrop. Adding to its exceptional appeal, this remarkable property offers a rare combination of features seldom found in waterfront homes, including the coveted waterfront trifecta of public water, public sewer, and natural gas — an invaluable advantage that provides both everyday convenience and long-term flexibility. Situated just steps from the community pool in the highly sought-after Fair Oaks on the Magothy community and within the Severna Park Blue Ribbon school district, the property seamlessly blends an extraordinary point-of-land setting with an unmatched waterfront lifestyle centered around boating, relaxation, and year-round enjoyment on the water. Welcome Home! 454 Fairoak Dr, Severna Park
$1,500,000 Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. Just steps from your front door, stroll to the water taxi for your own nautical uber, restaurants, boutiques, galleries, and entertainment to experience all of what living in downtown Annapolis has to offer. 4 Beds ⋅ 4 Baths ⋅ MDAA2143068 MLS Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. Just steps from your front door, stroll to the water taxi for your own nautical uber, restaurants, boutiques, galleries, and entertainment to experience all of what living in downtown Annapolis has to offer. 107 Monticello Ave, Annapolis
$12,975,000 This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay. 6 Beds ⋅ 11 Baths ⋅ MDAA2144080 MLS This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay. 938 Old County Rd, Severna Park
$2,450,000 Situated in a private setting overlooking a serene cove off Cypress Creek, this exceptional waterfront property offers the perfect blend of comfort, space, and coastal living. With stunning northwest-facing views, enjoy breathtaking sunsets from multiple vantage points throughout the home. A striking stone front and attached three-car garage create an impressive first impression, while inside, bamboo hardwood flooring and thoughtfully designed living spaces blend warmth with functionality. Spanning three finished levels, the home is designed for both everyday comfort and exceptional entertaining. The main level features a dramatic two-story great room with a dual-sided fireplace extending to the outdoor living space, a formal dining room, private home office, half bath, and a desirable main-level primary suite complete with separate laundry, an oversized walk-in closet, and a luxurious super bath featuring a large shower, dual vanity, and additional closet space. The primary suite also offers direct access to the expansive rear deck. At the heart of the home is a beautifully updated gourmet kitchen, fully renovated in 2023 with a large center island and high-end appliances, including a GE Monogram refrigerator, gas cooktop with griddle, double wall ovens, Advantium oven, and Fisher & Paykel double drawer dishwasher. Recent improvements throughout include flooring, updated windows and doors, and four HVAC systems for year-round comfort. Outdoor living is equally impressive, highlighted by expansive Ipe wood decking, a SunSetter awning, gas fire pit, and an additional wood-burning fire pit tucked into the yard—creating the perfect backdrop for waterfront evenings. Adding tremendous flexibility, the property includes a private apartment above the attached three-car garage, accessible via a separate mudroom entry and rear staircase. This well-appointed space features its own kitchen, living room with fireplace, bedroom, full bath, and abundant storage. The expansive lower level adds even more versatility, complete with a large recreation/living area, a third kitchen, home gym, bedroom, full bath, and access to both glass-enclosed and screened porches. Set along 350 feet of shoreline on Cypress Creek, the property is equipped with a private pier featuring three slips (including two wider, deeper slips), two PWC lifts, plus water and electric service. With riparian rights, navigable depths, and coveted northwest-facing sunset views, it’s an ideal setting for boating, kayaking, crabbing, and fishing just moments from the Magothy River. Located within the Manhattan Beach community association, residents enjoy access to multiple beaches, a boat ramp, and clubhouse for a minimal annual fee. This is a rare opportunity to experience peaceful waterfront living with modern updates, incredible flexibility, and unforgettable views. 7 Beds ⋅ 6 Baths ⋅ MDAA2141772 MLS Situated in a private setting overlooking a serene cove off Cypress Creek, this exceptional waterfront property offers the perfect blend of comfort, space, and coastal living. With stunning northwest-facing views, enjoy breathtaking sunsets from multiple vantage points throughout the home. A striking stone front and attached three-car garage create an impressive first impression, while inside, bamboo hardwood flooring and thoughtfully designed living spaces blend warmth with functionality. Spanning three finished levels, the home is designed for both everyday comfort and exceptional entertaining. The main level features a dramatic two-story great room with a dual-sided fireplace extending to the outdoor living space, a formal dining room, private home office, half bath, and a desirable main-level primary suite complete with separate laundry, an oversized walk-in closet, and a luxurious super bath featuring a large shower, dual vanity, and additional closet space. The primary suite also offers direct access to the expansive rear deck. At the heart of the home is a beautifully updated gourmet kitchen, fully renovated in 2023 with a large center island and high-end appliances, including a GE Monogram refrigerator, gas cooktop with griddle, double wall ovens, Advantium oven, and Fisher & Paykel double drawer dishwasher. Recent improvements throughout include flooring, updated windows and doors, and four HVAC systems for year-round comfort. Outdoor living is equally impressive, highlighted by expansive Ipe wood decking, a SunSetter awning, gas fire pit, and an additional wood-burning fire pit tucked into the yard—creating the perfect backdrop for waterfront evenings. Adding tremendous flexibility, the property includes a private apartment above the attached three-car garage, accessible via a separate mudroom entry and rear staircase. This well-appointed space features its own kitchen, living room with fireplace, bedroom, full bath, and abundant storage. The expansive lower level adds even more versatility, complete with a large recreation/living area, a third kitchen, home gym, bedroom, full bath, and access to both glass-enclosed and screened porches. Set along 350 feet of shoreline on Cypress Creek, the property is equipped with a private pier featuring three slips (including two wider, deeper slips), two PWC lifts, plus water and electric service. With riparian rights, navigable depths, and coveted northwest-facing sunset views, it’s an ideal setting for boating, kayaking, crabbing, and fishing just moments from the Magothy River. Located within the Manhattan Beach community association, residents enjoy access to multiple beaches, a boat ramp, and clubhouse for a minimal annual fee. This is a rare opportunity to experience peaceful waterfront living with modern updates, incredible flexibility, and unforgettable views. 798 Creek View Rd, Severna Park
$7,675,000 Sited along the storied Chesapeake Bay, with breathtaking views, proximity to the water, and exceptional landscaping, this spectacular Gibson Island listing offers a once in a generation opportunity to capture and enjoy the unique marvels of life along the Bay. The five-bedroom, five and a half bath estate, sitting on a rare double lot, offers generous living spaces and a timeless coastal elegance perfectly suited to its idyllic location. The house also overlooks expansive stone terraces, lovely seasonal flowers and grounds, and a 63-foot heated lap pool with 180-degree panoramic views of the Bay. Built in 1928 and beautifully renovated and expanded over time, the interior of this spectacular home unfolds with gracious rooms, inviting gathering places, classic architecture, a restful and spacious primary bedroom suite, superbly designed Bayside porches, hardwood floors, a main level guest bedroom with separate entrance, and a host of unique features and amenities befitting such a stunning property. The rooms offer carefully designed finishings that speak to both entertaining and comfortable family living. A property of this caliber and scale—combining a cherished residence, exceptional waterfront positioning, and a double lot—rarely comes to market on Gibson Island. With the Bay Bridge in the distance, it stands with the finest examples of Chesapeake Bay and Gibson Island waterfront property. Information on Gibson Island: Gibson Island is a private island within one hour of Washington, D.C. and Baltimore offering an absolutely extraordinary setting. The Island comprises 1000 acres with seven miles of shoreline. Two thirds of the Island is undeveloped and is owned by the Gibson Island Corporation, the homeowners' association. The remaining third is residential home sites. Gibson Island is located on the western shore of Maryland, so there is no need to cross the Bay Bridge. On the Island is a 43-acre spring fed freshwater lake in which one may enjoy non-motorized watercraft activities such as paddleboarding, canoeing, kayaking, fishing and swimming. The Island offers enormous privacy and security--there is an entry gatehouse staffed 24+Hours, and the Island is patrolled by the Gibson Island Police Force (GIPD). The Gibson Island Corporation Service Department offers yard maintenance and landscaping and other services for homeowners. There is a full-service yacht yard. From the Island, it is just a 20-minute drive to BWI Airport and the neighboring Amtrak train station. The Island houses a private country club (membership by invitation) offering yachting, fine dining year-round, tennis, an award-winning Charles Blair Macdonald designed 9-hole golf course, swimming, croquet, skeet shooting, and more. (C) 5 Beds ⋅ 6 Baths ⋅ MDAA2144136 MLS Sited along the storied Chesapeake Bay, with breathtaking views, proximity to the water, and exceptional landscaping, this spectacular Gibson Island listing offers a once in a generation opportunity to capture and enjoy the unique marvels of life along the Bay. The five-bedroom, five and a half bath estate, sitting on a rare double lot, offers generous living spaces and a timeless coastal elegance perfectly suited to its idyllic location. The house also overlooks expansive stone terraces, lovely seasonal flowers and grounds, and a 63-foot heated lap pool with 180-degree panoramic views of the Bay. Built in 1928 and beautifully renovated and expanded over time, the interior of this spectacular home unfolds with gracious rooms, inviting gathering places, classic architecture, a restful and spacious primary bedroom suite, superbly designed Bayside porches, hardwood floors, a main level guest bedroom with separate entrance, and a host of unique features and amenities befitting such a stunning property. The rooms offer carefully designed finishings that speak to both entertaining and comfortable family living. A property of this caliber and scale—combining a cherished residence, exceptional waterfront positioning, and a double lot—rarely comes to market on Gibson Island. With the Bay Bridge in the distance, it stands with the finest examples of Chesapeake Bay and Gibson Island waterfront property. Information on Gibson Island: Gibson Island is a private island within one hour of Washington, D.C. and Baltimore offering an absolutely extraordinary setting. The Island comprises 1000 acres with seven miles of shoreline. Two thirds of the Island is undeveloped and is owned by the Gibson Island Corporation, the homeowners' association. The remaining third is residential home sites. Gibson Island is located on the western shore of Maryland, so there is no need to cross the Bay Bridge. On the Island is a 43-acre spring fed freshwater lake in which one may enjoy non-motorized watercraft activities such as paddleboarding, canoeing, kayaking, fishing and swimming. The Island offers enormous privacy and security--there is an entry gatehouse staffed 24+Hours, and the Island is patrolled by the Gibson Island Police Force (GIPD). The Gibson Island Corporation Service Department offers yard maintenance and landscaping and other services for homeowners. There is a full-service yacht yard. From the Island, it is just a 20-minute drive to BWI Airport and the neighboring Amtrak train station. The Island houses a private country club (membership by invitation) offering yachting, fine dining year-round, tennis, an award-winning Charles Blair Macdonald designed 9-hole golf course, swimming, croquet, skeet shooting, and more. (C) 747 Bywater Rd, Gibson Island
$1,650,000 Welcome to this grand and gracious penthouse residence, with 11+ft ceilings and a very thoughtful layout. Bathed in natural light from expansive windows, this residence features 3 bedrooms, 3.5 baths, an open gourmet kitchen, rich hickory hardwood floors and a striking fireplace that anchors the beautifully appointed interiors. A charming den and dedicated office space add both flexibility and function. An additional office/work/flex space is located in the primary bedroom. Dual balconies provide outdoor air space & a view of the Towne Centre fairway. Residents enjoy a full complement of amenities, including assigned garage parking, concierge service, a fitness center, and a rooftop pool with thoughtfully designed entertaining spaces. Walking to Whole Foods, shops, restaurants and services. Welcome to Annapolis Towne Centre living at its finest! 3 Beds ⋅ 4 Baths ⋅ MDAA2143720 MLS ⋅ Grandview BLDG. Welcome to this grand and gracious penthouse residence, with 11+ft ceilings and a very thoughtful layout. Bathed in natural light from expansive windows, this residence features 3 bedrooms, 3.5 baths, an open gourmet kitchen, rich hickory hardwood floors and a striking fireplace that anchors the beautifully appointed interiors. A charming den and dedicated office space add both flexibility and function. An additional office/work/flex space is located in the primary bedroom. Dual balconies provide outdoor air space & a view of the Towne Centre fairway. Residents enjoy a full complement of amenities, including assigned garage parking, concierge service, a fitness center, and a rooftop pool with thoughtfully designed entertaining spaces. Walking to Whole Foods, shops, restaurants and services. Welcome to Annapolis Towne Centre living at its finest! 1915 Towne Centre Blvd Unit #1105, Annapolis
$1,950,000 Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today. 6 Beds ⋅ 4 Baths ⋅ MDAA2144086 MLS Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today. 192 Duke Of Gloucester, Annapolis
$2,700,000 DO NOT WALK THE PROPERTY WITHOUT AN APPOINTMENT - SOUGHT AFTER OPPORTUNITY. High-visibility commercial development / contractor / auto-oriented opportunity on Route 3.This property offers 2.65 acres of flat, cleared, and graveled C-4 zoned land, providing an exceptional development opportunity in Millersville. With direct access and high visibility along the bustling Rt. 3 corridor, this site boasts a prime location for a wide range of commercial uses. The property benefits from a remarkable traffic count of approximately 70,000 vehicles per day, ensuring maximum exposure and visibility for any business that chooses to establish itself here. The landlord is actively working on obtaining a grading permit, further enhancing the site's value by preparing it for additional graveling. This preparation not only facilitates immediate use but also reduces development time and costs for future tenants or buyers. Discover an exceptional investment opportunity with this expansive 2.65-acre parcel of land, perfectly positioned for future development or personal use. This prime piece of real estate offers a blank canvas for visionary investors looking to capitalize on the growing demand for residential or commercial properties in the area. The generous lot size provides the flexibility to create a unique project that stands out in the market, ensuring a strong return on investment. The potential for appreciation in value is significant, given the area's upward trajectory and increasing interest from buyers and renters alike. The property is strategically located, providing easy access to major thoroughfares and essential amenities, making it an attractive option for future residents or businesses. The surrounding landscape offers a serene backdrop, enhancing the appeal of any development while ensuring a tranquil environment for future occupants. Investors will appreciate the additional parcels available, allowing for expanded development opportunities or the potential for resale at a premium. The land's versatility means it can accommodate a variety of projects, from upscale residential homes to innovative commercial spaces, catering to the diverse needs of the market. This parcel is not just a piece of land; it's a gateway to a lucrative future. With the right vision and planning, this investment can yield substantial returns, making it a smart addition to any real estate portfolio. The potential for rental income, appreciation, and development in a thriving area positions this property as a standout opportunity. Seize the chance to invest in a property that promises not only immediate potential but also long-term growth. Whether you're looking to build your dream project or seeking a strategic investment, this land offers the perfect foundation for success. Don't miss out on the opportunity to shape the future of this prime location. MDAA2144046 MLS DO NOT WALK THE PROPERTY WITHOUT AN APPOINTMENT - SOUGHT AFTER OPPORTUNITY. High-visibility commercial development / contractor / auto-oriented opportunity on Route 3.This property offers 2.65 acres of flat, cleared, and graveled C-4 zoned land, providing an exceptional development opportunity in Millersville. With direct access and high visibility along the bustling Rt. 3 corridor, this site boasts a prime location for a wide range of commercial uses. The property benefits from a remarkable traffic count of approximately 70,000 vehicles per day, ensuring maximum exposure and visibility for any business that chooses to establish itself here. The landlord is actively working on obtaining a grading permit, further enhancing the site's value by preparing it for additional graveling. This preparation not only facilitates immediate use but also reduces development time and costs for future tenants or buyers. Discover an exceptional investment opportunity with this expansive 2.65-acre parcel of land, perfectly positioned for future development or personal use. This prime piece of real estate offers a blank canvas for visionary investors looking to capitalize on the growing demand for residential or commercial properties in the area. The generous lot size provides the flexibility to create a unique project that stands out in the market, ensuring a strong return on investment. The potential for appreciation in value is significant, given the area's upward trajectory and increasing interest from buyers and renters alike. The property is strategically located, providing easy access to major thoroughfares and essential amenities, making it an attractive option for future residents or businesses. The surrounding landscape offers a serene backdrop, enhancing the appeal of any development while ensuring a tranquil environment for future occupants. Investors will appreciate the additional parcels available, allowing for expanded development opportunities or the potential for resale at a premium. The land's versatility means it can accommodate a variety of projects, from upscale residential homes to innovative commercial spaces, catering to the diverse needs of the market. This parcel is not just a piece of land; it's a gateway to a lucrative future. With the right vision and planning, this investment can yield substantial returns, making it a smart addition to any real estate portfolio. The potential for rental income, appreciation, and development in a thriving area positions this property as a standout opportunity. Seize the chance to invest in a property that promises not only immediate potential but also long-term growth. Whether you're looking to build your dream project or seeking a strategic investment, this land offers the perfect foundation for success. Don't miss out on the opportunity to shape the future of this prime location. 605 N Crain Hwy N, Millersville