$18,000,000
MDAA2132314 MLS
Rare opportunity to purchase 26 + acres of waterfront on the South River! This just does not happen! 5 separate lots. Zoned MA2, R1, RLD/OS. Features 1 lot with brick rancher 4 bedrooms and 3 baths. Deep water pier with gazebo and boat house. Total water frontage is approx. 1200 feet. Endless opportunities to develop this gem. Family compound, private estate, horses, lots of privacy and nature. Near South River Bridge. Selling as an entire package. Includes parcels 157,158, 378,159 and 154. Property Tax Records. 020200006760600, 020200006764800, 020200006765200, 020200006765000, 020200090083947, Agent related to owner. Appointment required.

27 Old South River Rd, Edgewater
$18,000,000
4 Beds ⋅ 3 Baths ⋅ MDAA2118916 MLS
Rare opportunity to purchase 26 + acres of waterfront on the South River! This just does not happen! 5 separate lots. Zoned MA2, R1, RLD/OS. Features 1 lot with brick rancher 4 bedrooms and 3 baths. Deep water pier with gazebo and boat house. Total water frontage is approx. 1200 feet. Endless opportunities to develop this gem. Family compound, private estate, horses, lots of privacy and nature. Near South River Bridge. Selling as an entire package. Includes parcels 157,158, 378,159 and 154. Property Tax Records. 020200006760600, 020200006764800, 020200006765200, 020200006765000, 020200090083947. Agent related to owner. Appointment required.

27 Old South River Rd, Edgewater
$12,975,000
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
$12,950,000
6 Beds ⋅ 9 Baths ⋅ MDAA2147500 MLS
Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis
$10,850,000
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
$8,750,000
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
$7,900,000
4 Beds ⋅ 6 Baths ⋅ MDAA2135920 MLS
Welcome to this fabulous waterfront estate historically known as The POD. Set behind the gates of an extraordinary 7+ acre waterfront compound, The POD offers a rare blend of privacy, scale, and resort-caliber living along Forked Creek and the Severn River. Beautifully constructed and thoughtfully curated, the property unfolds as a true lifestyle destination, where every detail has been designed to elevate both everyday living and grand entertaining. A long, illuminated drive framed by mature crape myrtles leads to expansive, meticulously landscaped grounds. Outdoor living takes center stage with sweeping wraparound decks, multiple gathering spaces, and a heated saltwater pool surrounded by travertine stone, gazebo, and fire features. An outdoor kitchen, complete with EVO grill, gas burners, refrigeration, and bar seating, creates the perfect setting for waterfront entertaining, while the year-round spa and low-maintenance turf with putting green enhance the ease of ownership. The private pier is a standout, offering multiple slips, lifts, floating dock access, and approximately 10 feet of water depth. An exceptional experience that is ideal for boating enthusiasts seeking effortless access to the Severn River and beyond. Inside, the main residence spans approximately 8,000 square feet, where refined finishes and architectural details are complemented by a light-filled, flowing layout. A grand foyer introduces the home, leading to elegant living and dining spaces, a chef’s kitchen equipped with premium appliances, and a welcoming sunroom overlooking the pool and waterfront. The main level Primary suite with private balcony, fireplace and spa-like bath is the perfect retreat after a day in the pool or on the water. A conveniently located elevator provides seamless access to all 3 levels. Designed for both relaxation and recreation, the lower level transforms into a true entertainment hub, featuring a nightclub-inspired lounge with full bar, a state-of-the-art theater, and dedicated fitness and recreation spaces. Head upstairs where an additional 3 bedrooms, 2 baths and an awe-inspiring office with wrap around deck offer comfort and flexibility for family and guests. A separate guest house offers additional accommodations with its own kitchen, living spaces, 3 bedrooms 2 baths and private comforts, an ideal retreat for extended stays or hosting with ease. Advanced infrastructure and smart home technology, including whole-house automation, security, generator, and climate systems, ensure modern convenience is fully integrated into this exceptional offering. The POD is more than a home, it is a private waterfront retreat designed for those who value space, privacy, and a seamless connection to the water. A truly resort-inspired setting, this property offers an unparalleled opportunity to experience the waterfront lifestyle in its most complete and effortless form. Welcome Home!

423 Benfield Rd, Severna Park
$7,675,000
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
$7,500,000
6 Beds ⋅ 10 Baths ⋅ MDAA2150424 MLS
Available for the first time in decades, 622 Magothy Road is a true legacy property with jaw dropping Magothy River water views, exceptional privacy, and storybook architecture. On more than two acres, this magnificent property is accessed by a long private driveway. Renovated in 1999 and substantially updated in 2015, this approximately 11,000-square-foot, six bedroom, seven full and three half bathroom home includes a spectacular guesthouse connected to the main house. On three finished levels, both the main property and guest house blend Norman Esque architectural character with modern systems and amenities. Most rooms capture panoramic water views, while seven fireplaces, generous entertaining spaces, and comfortable gathering areas make the property equally suited for everyday living and large family gatherings. The dramatic entrance hall is anchored by a hand-crafted pewter stair railing, one of the home's defining features. At the center of the home, a beautifully designed gourmet kitchen features French stone floors, a remarkable 19-foot center island, premium appliances, a pizza oven, and a deep window seat for onlookers to lounge. A casual family room perfect for relaxed family gatherings while the kitchen is in use adjoins the kitchen. From the main foyer, one enters a stunning large sitting room framed by a wall of French doors with panoramic Magothy River views opening directly to the waterfront terrace. A great room features soaring beamed ceilings, parquet wood floors, oversized arched windows with magnificent waterfront views, and a substantial wood-burning fireplace with a carved stone mantel. An elegant dining area is connected to the great room. A spacious and private primary bedroom suite includes a sitting room with beautiful views, a luxurious primary bathroom, and an oversized walk-in closet. There are three additional ensuite bedrooms on the second level, with a fifth bedroom on the lower level and an additional bedroom in the three-story guest house. Broad lawns extend from the residence to approximately 260 feet of protected Magothy River shoreline, creating one of Gibson Island's finest waterfront settings. Mature trees, established landscaping, and multiple bluestone terraces surround the home, while the heated lap pool, waterfront firepit terrace, and expansive outdoor entertaining areas take full advantage of the western exposure and spectacular sunsets. Stone pathways lead to the private pier, equipped with a boat lift and generous docking facilities for boating, fishing, paddleboarding, kayaking, and exploring the Chesapeake Bay. Just an hour from Washington and 45 minutes from Baltimore with no Bay Bridge crossing, this extraordinary waterfront property is one of the Chesapeake Bay's finest offerings. 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.

622 Magothy Rd, Gibson Island
$7,500,000
5 Beds ⋅ 7 Baths ⋅ MDAA2132598 MLS
This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

125 S Winchester Rd, Annapolis
$7,250,000
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
$6,995,000
4 Beds ⋅ 6 Baths ⋅ MDAA2148092 MLS
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis
$6,950,000
5 Beds ⋅ 6 Baths ⋅ MDAA2148418 MLS
Perfectly positioned along the coveted shores of the Magothy River, this extraordinary custom waterfront estate—thoughtfully designed by Dave Riegel and masterfully built by John Riley Custom Home Builders—offers an unparalleled lifestyle in the heart of Severna Park. Oriented to the east, the residence captures breathtaking sunrises and bathes the home in natural light throughout the day, creating a warm and inviting coastal ambiance across all four finished levels. At the heart of the home, an expansive open-concept living area is anchored by a chef's kitchen designed for both everyday living and exceptional entertaining. Premium appliances include separate Sub-Zero refrigerator and freezer units, dual beverage refrigerator drawers, an additional freezer in the walk-in pantry, a Wolf induction cooktop, and a Wolf steam wall oven. The main-level living room features a custom motorized artwork concealment system that discreetly hides the television, seamlessly integrating technology into the home's design. Rich hardwood flooring, refined architectural details, and four fireplaces—two gas and two wood-burning—create an atmosphere that is both elegant and welcoming. The private primary suite serves as a luxurious retreat, accessed through elegant double doors and showcasing stunning water views, custom built-in shelving, and a spa-inspired bath featuring a steam shower and Toto washlet. Two generous walk-in closets connect directly to the laundry room for added convenience. Above the primary, a dedicated bonus room provides exceptional flexibility as a private office, fitness studio, creative space, or secluded retreat, complete with extensive storage. Blending timeless craftsmanship with sophisticated waterfront living, the home offers 3 additional spacious upper-level bedrooms, as well as a versatile finished room above the garage that easily functions as a fifth bedroom or recreation room. The finished walkout lower level takes full advantage of the property's unique topography, functioning as a natural extension of the main living spaces rather than a traditional basement. This expansive level includes an additional bedroom, two full bathrooms, a dedicated utility area, secondary laundry facilities, and a fully equipped entertainment bar complete with a refrigerator, freezer, Scotsman ice maker, and dishwasher. Designed for effortless indoor-outdoor living, the exterior spaces are equally impressive. Screened porches with motorized screens, a fully equipped outdoor kitchen with built-in grill, sink, and cabinetry, and a heated saltwater gunite pool create a private waterfront resort-like setting. Pennsylvania Bluestone hardscaping, an automatic pool cover, landscape lighting, and thoughtfully illuminated grounds further enhance the property's beauty, functionality, and evening ambiance. For boating enthusiasts, the protected shoreline is reinforced with riprap and conveys full riparian rights. The private pier is equipped with water and electric service, a boat lift configured for a 28-foot Chaparral, and two personal watercraft lifts. With no neighboring piers in direct view and convenient water access to Magothy Marina's fuel dock just minutes away, the setting offers a rare combination of privacy and accessibility. Additional amenities include a whole-house Lutron lighting system, integrated Sonos audio, elevator access to upper and lower levels, irrigation system, a whole-house generator, geothermal HVAC enhanced by Aprilaire humidifiers, reverse-osmosis water treatment, and dual water-heating systems. Every detail of this remarkable estate has been thoughtfully curated to deliver the ultimate Severna Park waterfront lifestyle, where luxury, comfort, and effortless coastal living converge.

464 Arundel Beach Rd, Severna Park
$6,500,000
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
$5,775,000
5 Beds ⋅ 6 Baths ⋅ MDAA2139364 MLS
Set on 4.5 picturesque acres along the Severn River, this exceptional Tudor–French Country estate designed by Scarlett Breeding of ABS blends timeless architecture with refined craftsmanship just minutes from downtown Annapolis. Panoramic river views define the property, complemented by a detached two-car garage with private guest quarters featuring a kitchenette and full bath. Outdoor living is equally compelling, with a fire pit, boathouse for convenient dockside storage, and a private pier equipped with a 20,000 lb boat lift—ideal for embracing true waterfront living. Access the dock via a scenic path and stairs or by private tram. Inside, light-filled interiors capture sweeping water views and flow effortlessly through a thoughtfully designed floor plan suited for both everyday living and elegant entertaining. A dramatic curved staircase anchors the foyer, leading to a main level that includes a gourmet kitchen, living room with a gas fireplace, bar, office, mudroom, two powder rooms, and a formal dining room. The chef’s kitchen is outfitted with a 6+ burner Wolf range, hammered copper sinks, dual dishwashers, expansive prep space, and a generous pantry. The living area opens to a spacious deck, perfect for waterfront gatherings. Upstairs, the primary suite offers a private retreat with its own balcony, wet bar, two walk-in closets, dual vanities, and a walk-in shower. This level also includes flexible bonus space, two additional bedrooms, a full bath, and a laundry room. The lower level expands the living space with two additional bedrooms, two full baths, a family room with fireplace and bar, and a game room—all with easy outdoor access and continued river views. All levels of this home can be accessed by an elevator. Some of the well executed details in this home include wooden beams, arched doorways, curved walls, extensive stone work, intricate iron work, dramatic light fixtures, walnut flooring, dramatic built-ins and the highest level of craftsmanship and execution. A rare opportunity to own a meticulously crafted waterfront retreat, with over 6500 sq. feet of finished space, that seamlessly combines old-world charm with modern luxury.

1716 Severn Forest Dr, Annapolis
$5,500,000
5 Beds ⋅ 7 Baths ⋅ MDAA2145616 MLS
Introducing a masterfully curated waterfront estate that redefines luxury living on the shores of Severna Park. Tucked away within the prestigious, gated community of Bluff Point on the Severn, this magnificent residence offers the ultimate blend of privacy, sophistication, and resort-style amenities. From the grand roundabout driveway that welcomes your arrival to the sweeping, panoramic water vistas framing the rear of the property, every detail has been designed to deliver an uncompromising coastal lifestyle. The Ultimate Waterfront Paradise- The crown jewel of this estate is its seamless, private connection to the water. A beautifully paved path provides effortless access from the home straight down to the shoreline, where your private paradise awaits. Spend your mornings relaxing on your private sandy beach, or step onto the expansive private dock, fully equipped with a heavy-duty boat lift and two Jet Ski lifts offering immediate entry to the region's finest boating and watersports. Resort-Style Outdoor Living- Designed for outdoor entertaining or relaxing, the estate boasts a striking multi-tiered waterfront deck that overlooks a private oasis. At the center of the outdoor experience is a pristine, heated pool equipped with an automated safety cover, hot tub, and a private basketball court—perfect for active afternoons before cooling off in the water. An Entertainer’s Dream & Lower-Level Retreat- Inside, the home’s grand proportions are stitched together by a built-in, multi-zone sound system that flows seamlessly through the main living areas and outdoor decks. This residence features a private elevator providing convenient access across all three expansive levels. The exceptional walkout basement serves as a secondary entertainment hub, designed to mirror the luxury of the main floors. The lower level features a fully equipped second kitchen and custom bar, making it the ultimate venue for hosting formal events, game days, or intimate evenings by the water. Turn-Key Excellence Beyond its breathtaking aesthetic and leisure features, the estate has been meticulously maintained with premium structural updates, including a new synthetic slate roof installed in 2022, offering the timeless elegance of classic slate with modern, high-durability performance.

658 Rock Cove Ln, Severna Park
$3,750,000
4 Beds ⋅ 6 Baths ⋅ MDAA2142344 MLS
Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys an exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry, GE Monogram stainless steel appliances and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. The table is anchored by a craftsman-style light fixture, and the entire first and second floors have beautiful wood floors. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, generous walk-in shower with a built-in bench, and a spacious cosmetic area with dedicated seating make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The Historical Context: Originally built in the 1880s, this log house was one of three identical structures used as hunting lodges. The logs of this original structure were re-purposed in the renovation. The construction of the log walls is one of great craftmanship, including sizing each log to be approximately the same diameter as others. Lore has it that around the turn of the 20th century, the Naval academy wanted to acquire more land by the academy and traded this peninsula for land across from College Creek. The Naval Academy superintendent, Admiral David Porter, could be where the name Porter’s Hill derived from. In the 1920’s, the Whitehead family – three brothers known for running bootleg liquor to Baltimore and Washington during Prohibition — used the property as a place to entertain and stop on the way to Baltimore. In the 1940s, the brothers’ exploits caught up with them, and the State of Maryland confiscated the Porters Hill peninsula. Through a unique trade involving the Jones family’s gravel pit (now the site of the 895 Tunnel), this private waterfront enclave found its next chapter.

1715 Porters Hill Rd, Annapolis
$3,500,000
5 Beds ⋅ 6 Baths ⋅ MDAA2127456 MLS
Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over 4,600 square feet, the home blends classic Chesapeake architecture with modern scale, light, and livability. High ceilings, oversized doors, and expansive windows draw the water into nearly every room, creating a constant connection to the horizon. The layout balances open, light-filled gathering spaces with a thoughtful separation of private areas, making it equally suited for everyday living and hosting guests. The main-level primary suite is positioned to capture water views, with a fireplace, spa-like bath, and custom walk-in closet. At the center of the home, the kitchen is designed for both daily use and entertaining, anchored by professional-grade appliances and clean, functional design. Outdoor living is fully realized. A waterside saltwater pool, bluestone terraces, teak decking, and a fully equipped pool house create a seamless extension of the home—designed for both relaxed days and larger gatherings. The lawn stretches to a protected shoreline, reinforcing the home’s connection to the water. A private 70-foot pier with lift provides immediate access to the Chesapeake, ideal for day boating and spontaneous time on the water, with nearby marinas accommodating larger vessels. Additional features include mature landscaping, a smart irrigation system, multiple outdoor living areas, a detached three-car garage, and a separate storage structure. Silver Water offers a rare combination of design, setting, and livability—an intentional waterfront home where architecture and landscape come fully into alignment.

4750 Frederick Ave, Shady Side
$3,300,000
5 Beds ⋅ 5 Baths ⋅ MDAA2148208 MLS
A truly exceptional waterfront offering, this is one of the finest opportunities to come to market on Glebe Bay. Set on a spectacular 1.71-acre point lot with more than 400 feet of pristine shoreline, this private estate enjoys panoramic water views, gentle topography, and an unparalleled setting at the end of a quiet cul-de-sac. Whether you're seeking an elegant waterfront home to enjoy immediately or envision transforming it into a custom luxury estate, this remarkable property offers endless possibilities. Lovingly maintained over the years, the residence is comfortable and full of character today, while also presenting an outstanding opportunity to renovate, update, or create a custom showcase that takes full advantage of its extraordinary setting. Designed for an exceptional waterfront lifestyle, the property features a private pier with boat and jet ski lifts, a waterside in-ground pool, and a screened porch that invites relaxed entertaining while overlooking Glebe Bay, a premier tributary of the South River. The existing home offers over three finished levels, including a desirable main-level primary suite, luxurious hardwood floors, four spacious bedrooms upstairs, and a fully finished walkout lower level with a full bath, ideal for guests, an au pair, or extended family. While the interiors reflect the current owner's distinctive style, the home's generous footprint provides an outstanding foundation for reimagining the space to today's luxury standards. A detached three-car garage with a full stand-up attic adds tremendous flexibility for storage, a studio, guest quarters, or future expansion. Properties with this combination of acreage, shoreline, privacy, and protected water are increasingly rare. This is a remarkable opportunity to create a legacy waterfront estate in one of Anne Arundel County's most coveted locations. Great value lies in this extraordinary homesite.

1552 Widows Mite Rd, Edgewater
$3,195,000
3 Beds ⋅ MDAA2130926 MLS
Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone court, surrounded by mature trees and mature landscaping. Inside, an open, sun-filled floor plan unfolds toward the water, creating a seamless connection between indoor living and the natural beauty of the setting. The grand living room is the heart of the home, anchored by a dramatic wood-paneled cathedral ceiling and a floor-to-ceiling stone fireplace. A full wall of windows opens to an expansive ipe deck with hot tub that spans the width of the house—perfect for large-scale entertaining or quiet morning coffee overlooking the water. The dining room features custom acoustical paneling, while the adjoining family area with cathedral ceiling includes a gas fireplace and casual breakfast are—all capturing panoramic water views. The chef’s kitchen is both refined and functional, featuring marbled Silestone counters, Miele appliances (including double wall ovens, warming drawer, refrigerator/freezer, microwave, dishwasher, and induction cooktop), and a large walk-in pantry. A dedicated office with built-ins and an adjoining den/bedroom create valuable flexibility for working or hosting. An architecturally striking skylit octagon, leads to the remaining bedrooms. The serene primary suite, framed by water views, offers a gas fireplace, tray ceiling, and an oversized walk-in closet. The spa-inspired bath includes a large double vanity, soaking tub positioned to capture the view, a generous walk-in shower, and a private sauna. Two additional bedrooms complete this wing—one with an ensuite bath—along with a third full bath, a separate laundry room, and powder room. Throughout the home, luxurious hardwood floors and large-format provide a clean, consistent aesthetic. A well-appointed mudroom and large two-car garage complete the residence.  Designed with sustainability and comfort in mind, the home features a state-of-the-art geothermal heating and cooling system, a new roof, and an upgraded water heater & treatment —providing exceptional energy efficiency. Outdoors, the property transitions from elevated privacy access via a funicular that transports you to the to deep water pier with two boat lifts and approximately 8’ MLW. Situated high above Luce Creek—just off the Severn River—the home enjoys both long, sweeping views and the practical advantages of protected deep water. Whether boating to downtown Annapolis, heading out for an afternoon sail, or commuting toward Baltimore, BWI, the Eastern Shore, or Washington, DC, this location delivers exceptional convenience without sacrificing the tranquility of a private waterfront retreat.

1800 River Watch Ln, Annapolis
$2,999,900
5 Beds ⋅ 5 Baths ⋅ MDAA2152082 MLS
There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis
$2,997,000
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
$2,995,000
5 Beds ⋅ 5 Baths ⋅ MDAA2149426 MLS
Coastal chic meets timeless waterfront living on one of the West River’s most extraordinary settings. Set on nearly 1.2 private acres with more than 600 feet of shoreline, this exceptional waterfront retreat offers deep-water docking, a cedar shake roof, flagstone patios, a saltwater pool, and sweeping views of the West River, protected marshes, and shimmering evening lights across the water. Designed to embrace its extraordinary setting, nearly every room offers a view to the water. Start your mornings watching the sunrise from the spacious sunroom, spend afternoons by the heated waterfront pool, unwind in the six-person spa overlooking the river, or relax in the soaking tub while taking in water views. Located in the charming waterfront village of Galesville, the home is just two doors from the West River Sailing Club, where you can enjoy sailing school, Wednesday night sailboat races, and the vibrant boating lifestyle. Cruise or stroll to local waterfront restaurants, churches, and the town’s beloved antique shop. Offering approximately 3,900 square feet, the home blends the timeless character of a classic waterfront residence with the comfort and convenience of thoughtful modern updates. The main level waterfront primary suite with French doors that lead to the pool and patio and is complemented by a second bedroom and 2 additional full baths on the first floor. Upstairs are three additional bedrooms, two full baths, and a spacious bonus room with vaulted ceilings, ideal as a family room, home office, fitness space, or guest retreat. Approached through a gated entrance, the property is framed by mature oaks, Southern magnolias, and specimen trees, creating exceptional privacy. A stately white picket fence atop a handcrafted dry-stack stone wall welcomes you home, while Otto Pond provides a peaceful natural buffer and a sheltered cove perfect for launching a kayak. Boaters will appreciate two private docks with multiple lifts, electric and water service, and 7MLW at the of the primary pier, ideal for larger powerboats and sailboats alike. See documents or ask listing agent for full list of features and updates.

1052 Benning Rd E, Galesville
$2,900,000
4 Beds ⋅ 4 Baths ⋅ MDAA2139266 MLS
"Sunset on the Severn" — A gated, custom contemporary estate perched on 72 waterfront feet with a private pier, boat & jet ski lifts. A dramatic two-story great room with floating catwalk and wall of glass serves as the heart of this entertainer’s dream. Just 15 minutes from downtown Annapolis, this Severna Park home offers refined seclusion with seamless access to the heart of the Chesapeake. Designed to open upward and outward toward light and the water, you will love the expansive views from every room in the home. The main level blends form and function, anchored by a spacious eat-in kitchen and breakfast bar that flow effortlessly into both formal and informal living areas. A tucked-away family room with custom built-ins creates a cozy retreat, while art niches and clean architectural lines lend a sense of curated calm. Upstairs, the expansive primary suite features a private balcony with tranquil water views, a custom walk-in closet, and a spa-like bath with dual vanities, a jetted tub, and a walk-in shower. A rear staircase leads to two additional bedrooms, a full bathroom, and a dedicated upstairs laundry. The walkout lower level is built for entertaining with a generous recreation room (bonus pool table & custom shuffle board convey for instant entertaining). The lower level also features an additional bedroom (with views so good, your guests may not want to leave!) and an additional full bathroom. Just outside, you're an easy walk to the water which is rare for this side of the Severn, and a private beach awaits you for easy waterfront living. Additional highlights include an oversized three-car garage with extensive storage, solar panels for year-round efficiency, a stone-paver motor court, a lily pad pond, and a garden path that gently winds to the private waterfront. Affectionately named Sunset on the Severn for its breathtaking evening views, you will absolutely love being home.

922 Old County Rd, Severna Park
$2,500,000
4 Beds ⋅ 4 Baths ⋅ MDAA2135386 MLS
Welcome to this charming Cape Cod waterfront home in the heart of Linstead on the Severn, where classic coastal character meets bright, open living. Thoughtfully renovated in 2016, the home showcases custom finishes and inviting spaces designed to flow seamlessly from room to room, all framed by peaceful water views that define relaxed waterfront living. The main level welcomes you with a cozy seating area and fireplace, leading into an open living and dining space featuring vaulted ceilings, beautiful hardwood floors, and walls of windows that capture sweeping views of Yantz Creek. The chef’s kitchen is both stunning and functional, offering custom cabinetry, a striking backsplash, quartz countertops with a large island, a La Cornue gas range, and a sun-filled breakfast nook. Upstairs, you’ll find three bedrooms and two full bathrooms, including a luxurious primary suite with a marble double vanity, soaking tub, glass-enclosed shower, and walk-in closet. A fourth bedroom or office on the main level, with an adjacent full bath, provides flexible living options. The finished lower level adds a recreation room with a third fireplace, full bath, and laundry room, plus access to the two-car garage with EV charging. Step outside from this level to the covered walk-out patio for effortless indoor-outdoor living. Waterfront features include a private pier with approximately 5' MLW, a 20,000-lb boat lift, and jet ski lift, and boathouse with rooftop deck ideal for entertaining and boating enthusiasts. Enjoy Linstead’s sought-after community amenities, including private beaches, pier, pavilion, playground, and year-round events, all within the Severna Park school district and convenient to major commuter routes. This is a rare opportunity to experience waterfront living at its finest—schedule your private tour today!

143 Boone Trl, Severna Park
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