Refine Search
Map
Sort by
$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
$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
$2,250,000
6 Beds ⋅ 6 Baths ⋅ MDAA2144964 MLS
BOAT TO DINNER IN ANNAPOLIS. WATCH THE SUN SET FROM YOUR PRIVATE PIER. WAKE TO SWEEPING SOUTH RIVER VIEWS. Tastefully renovated in 2022 and set on 1.18 private acres with 144' of protected shoreline, this exceptional waterfront retreat offers over 5,800 SF, 6 BRs, 6 BAs, soaring ceilings, gorgeous kitchen with expansive island and 2 cook spaces, four-season sunroom, spectacular main suite with balconies and views as well as room for generations of family and friends to gather. Private pier, no flood insurance required, and just minutes to Annapolis, Washington, D.C., and Baltimore. Simply put, opportunities to own over an acre on the South River with this amount of waterfront, square footage, privacy, and convenience do not come along every day.

575 Laurel Rd, Riva
$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
$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
$7,675,000
5 Beds ⋅ 6 Baths ⋅ MDAA2144136 MLS
Sited along the storied Chesapeake Bay, with breathtaking views and beautiful landscaping, this spectacular waterfront Gibson Island property offers the perfect family setting to enjoy the marvels of life along the Bay. The five-bedroom, five and a half bath home sits on a rare double lot, and offers a 63-foot heated lap pool and panoramic views from Bay windows across the entire width of the house. Whether enjoying the mahogany paneled screen porch, the spacious and beautifully designed kitchen, the lovely sun porch or the cozy but richly fashioned library, you will be drawn to the natural setting around you, with lovely morning sun and 180-degree views of the Chesapeake Bay, Bay Bridge and extended Magothy River shoreline. Follow the beautiful hardwood floors throughout the house, including a first-floor bedroom suite with separate entrance. Ascend the elegant staircase to a gorgeous primary bedroom suite and enjoy all its amenities, including a steam bath and gas fireplace. Doors from the primary suite open to outer decks with crafted wooden railings. The second level includes three additional bedrooms, two full baths and a large cedar closet. The family experience extends to the finished basement, containing a pool table, weight and exercise room, and fully equipped sauna. A property of this caliber and scale—offering a lovely, well-cared for home, exceptional Chesapeake Bay waterfront and a double lot—rarely comes to market on Gibson Island. Whether sitting next to the Bayside pool or enjoying the views from the 10 rooms or porches that look out toward the Bay, your family will be surrounded by a natural charm and friendly intimacy befitting the special home that you have chosen. 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. Gibson Island provides 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 fully equipped yacht yard for boating needs, both power and sail. 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) with a magnificent clubhouse, an award-winning and challenging Charles Blair Macdonald designed 9-hole golf course, swimming, yachting, both power and sail, year-round fine dining, tennis, paddle, pickle ball, summer camp for children, croquet, skeet shooting, and more. (C)

747 Bywater Rd, Gibson Island
$1,138,322
5 Beds ⋅ 6 Baths ⋅ MDAA2144234 MLS
Koch Homes Brentwood model is now being constructed-to-order for our clients. This amazing home features 10' ceilings on the main level, open floorplan with morning room off the kitchen, butler's pantry AND walk-in pantry, GE Profile series appliances with double wall ovens, maple cabinetry, quartz countertops, cubbies and drop-zone cabinetry in the mud room, over-sized garage, owner's suite sitting room with available coffee bar, owner's bath with standard free-standing soaking tub, separate shower, all guest bedrooms are SUITES with their own bathrooms and walk-in closets. This is the perfect home for a large family. Hard-hat tours of this home are being offered once construction is underway. Schedule a time with community sales manager, Eric Easton for a tour.

7409 Copper Lake Dr Unit #19, Hanover
$12,500,000
5 Beds ⋅ 7 Baths ⋅ MDAA2143556 MLS
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

5 Franklin St, Annapolis
$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
$11,500,000
5 Beds ⋅ 6 Baths ⋅ MDAA2143164 MLS
Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining. Cruise by boat to downtown Annapolis, waterfront restaurants, ice cream shops, and the historic City Dock, or enjoy spectacular views of the Blue Angels, fireworks, and the annual boat parade from your own private retreat. Set within an exclusive enclave of only three prominent waterfront residences, this property offers a rare combination of privacy, convenience, and lifestyle. The waterside heated saltwater pool, expansive Ipe deck, and beautifully landscaped grounds create the perfect setting for entertaining family and friends. Host sunset dinners, summer gatherings, or relaxed afternoons outdoors while enjoying the water views and the sparkling lights of the Annapolis skyline. Surrounded by lush boxwoods and specimen plantings, the grounds provide a peaceful escape just minutes from downtown. Architecturally distinctive and thoughtfully updated, the residence combines refined design with comfortable waterfront living. Extensive renovations by Pyramid Builders showcase exceptional craftsmanship, including a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, and rich stained black oak flooring. The gourmet kitchen features Sub-Zero refrigeration, a white six-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops, designer lighting, and a striking floating staircase. A custom marble-topped bar provides an ideal space for entertaining. Offering 4–5 bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor bedroom suite, the home provides flexibility for family and guests. A two-car garage, generous parking, and deep-water pier complete this exceptional Annapolis waterfront offering. This is more than a home—it is a rare opportunity to experience the very best of Annapolis living, where boating, entertaining, and downtown charm come together in one extraordinary setting.

8 Spa View Cir, Annapolis
$1,795,000
5 Beds ⋅ 6 Baths ⋅ MDAA2140348 MLS
This exceptional Colonial is more than a home—it’s a lifestyle. Perfectly positioned within a sought-after waterfront community offering private water access, a swim dock, and convenient kayak storage, this residence delivers an elevated blend of elegance, comfort, and resort-style living. Introducing the prestigious Langley model—offering over 7,200 sq ft of living space—this impressive home makes a statement from the moment you arrive, with its charming covered front porch and expansive three-car side-loading garage. Inside, timeless craftsmanship and thoughtful design are evident at every turn, from the rich hardwood floors that flow throughout the main living areas to the grand two-story foyer that sets the tone for what’s to come. The main level offers a perfect balance of sophistication and functionality, featuring a formal living room, a private home office with custom built-ins, and a breathtaking two-story great room anchored by a stunning stone corner fireplace and walls of windows that flood the space with natural light. The gourmet kitchen is truly the heart of the home—an expansive space complete with a large center island, walk-in pantry, sun-drenched breakfast room overlooking the backyard oasis, and a convenient wet bar that seamlessly connects to the formal dining room—ideal for entertaining. Step outside and experience your own private retreat. The custom-built heated saltwater pool is the centerpiece, enhanced by a dramatic stone waterfall and additional water features. A beautifully designed stone paver patio surrounds the space, complemented by a custom stone outdoor fireplace—creating the perfect setting for both quiet evenings and unforgettable gatherings. Upstairs, the luxurious primary suite is a true sanctuary, featuring a spacious sitting area, an oversized walk-in closet, and a spa-inspired ensuite bath complete with a soaking tub and dual vanities. All secondary bedrooms are generously sized, offering comfort and flexibility for family and guests alike. The fully finished lower level expands the living space even further, boasting a large recreation area, custom wet bar, dedicated game room, private bedroom with walk-in closet, and an impressive home theater—plus abundant storage throughout. With exquisite custom wood trim details, expansive living spaces, and high-end indoor and outdoor amenities, this home offers a rare opportunity to enjoy refined living in a picturesque, amenity-rich community.

27 Hunting Ct, Edgewater
$1,400,000
5 Beds ⋅ 6 Baths ⋅ MDAA2141498 MLS
Set on 7.37 private acres and surrounded by mature trees, this expansive estate offers over 4,000 square feet of living space, a resort-style outdoor setting, and a rare combination of residential comfort and versatile outbuildings. Backing to the peaceful edge of the Patuxent River, the property is thoughtfully designed for both everyday living and multi-use flexibility, featuring an inground Gunite pool with hot tub, multiple garage structures, and separate metering that allows for income-producing or independent workspaces. A gracious entry begins in the foyer, where a sweeping curved staircase and detailed box wainscoting create an elegant first impression. The recently remodeled kitchen serves as the heart of the home, appointed with a propane cooktop and range hood, high-end stainless steel appliances, double oven, apron-front sink, and quartz countertops. A large walk-in pantry with a sliding barn door adds both style and function. Just beyond, the dining room is framed by walls of windows that capture serene tree-lined views, enhanced by beamed ceilings and French door access to the deck for seamless indoor-outdoor flow. The adjacent living room offers warmth and character with a brick-accented wood stove. A spacious recreation room extends the living space and is ideal for entertaining, complete with a built-in bar. A main-level bedroom provides flexibility for guests or multigenerational living and is paired with a beautifully renovated full bath featuring heated floors completed in 2020. A conveniently located half bath offers direct access to the pool area, making outdoor entertaining effortless. Upstairs, the primary suite is a private retreat with a generous sitting room and a cozy fireplace set within a refined paneled wood surround. The suite also includes a large closet and a renovated en-suite bath with a double vanity and tiled shower. A unique highlight is the direct access from the primary suite to an expansive bonus area above the garage, currently configured as office space with four separate rooms, a kitchenette, full bath, and private entrance. This space is ideal for a studio or private workspace. Two additional upper-level bedrooms share a full hall bath. The fully finished lower level adds even more versatility, featuring a kitchenette, full bath, and a flexible layout currently used as an exercise space. With full windows, a walk-out to the pool area, and a separate entrance, this level functions well as a potential apartment or guest suite. Outside, the property continues to impress with multiple outbuildings, including a deep attached three-car garage, a detached four-car garage, a barn-style garage used for storage, and an additional detached garage with a tall door suited for RV storage, complete with its own HVAC system. A storage shed, irrigation system, whole-house generator, new water treatment system, and an oversized 119-gallon water heater support the home’s infrastructure. With three separate electric meters already in place, the property offers exceptional flexibility for those seeking to offset costs or create distinct living or working environments. Located along Patuxent River Road in Davidsonville, this setting offers a quiet, rural feel while remaining convenient to everyday amenities. Shopping, dining, and services are easily accessible in nearby Crofton, Edgewater, and Annapolis, while outdoor recreation includes local parks, equestrian trails, and the surrounding Patuxent River and Chesapeake Bay waterways. Major commuter routes including Route 50, Route 301, and I-97 provide straightforward access to Washington, D.C., Baltimore, and Annapolis.

3754 Patuxent River Rd, Davidsonville
$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
$2,500,000
6 Beds ⋅ 7 Baths ⋅ MDAA2142274 MLS
READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6 bedrooms, 6 full baths, and 1 half bath, along with a 3-car garage, blending timeless craftsmanship with modern luxury and functionality. The main level is designed with both comfort and entertainment in mind, showcasing an open-concept floor plan anchored by a gourmet kitchen featuring high-end appliances, an expansive workspace, and seamless flow into gathering spaces. A beautifully appointed butler’s pantry includes a built-in ice maker and is complemented by a walk-in pantry, demonstrating the careful attention to detail found throughout the home. A rare main-level bedroom with en suite bath, along with a dedicated private office, provides exceptional flexibility for guests, multi-generational living, or work-from-home convenience. Upstairs, you’ll find four generously sized bedrooms, each offering its own walk-in closet and own en suite bathroom —a rare and highly desirable feature. The primary suite serves as a luxurious retreat, complete with separate his-and-hers walk-in closets and a spa-inspired bathroom featuring a soaking tub and oversized walk-in shower. The finished lower level is designed for entertainment and relaxation, featuring a spacious recreation room, a dedicated theater room, and an optional bar area with its own pantry and possible wine storage room. An additional en suite bedroom on this level makes the space ideal for extended guests, in-laws, or a live-in nanny. Set on an exceptionally rare 2.19-acre homesite, the property offers endless possibilities for outdoor living, including space approved for a future pool, pickleball court, or custom outdoor entertainment retreat of your choice —creating the ultimate private backyard oasis. Life in Winchester on the Severn offers an unmatched lifestyle. Simply hop on your golf cart and head to one of the finest community beaches on the Severn River, where residents enjoy a playground, pavilion, sandy beach, swimming pier, kayak and paddleboard storage and launch, boat ramp, and breathtaking sunsets over the water. This is an extremely rare opportunity to create a custom residence in one of the area’s most desirable water-privileged communities—where luxury, space, and lifestyle come together seamlessly.

1603 Winchester Rd, Annapolis
$2,400,000
11 Beds ⋅ 13 Baths ⋅ MDAA2141732 MLS
Welcome to a one-of-a-kind, 10,000+ sq ft luxury waterfront estate nestled on 6.03 private acres along Rockhold Creek in Deale, MD. Offering 11 bedrooms, 12 full baths, and 1 half bath, this massive property seamlessly blends private luxury with incredible revenue potential. It is exceptionally well-suited as a high-yield short-term rental (Airbnb/VRBO), or a premier destination for weddings, corporate retreats, wellness events, and private family gatherings. With 120+ feet of waterfront and two private piers with multiple dock slips, this property provides direct navigable access for boating, kayaking, and waterfront recreation. The rip-rapped shoreline enhances durability while maximizing usability of the shoreline. The main residence offers a flexible, open layout with multiple living and entertaining spaces, high ceilings, and a commercial kitchen, making it ideal for large gatherings, hosting, or catering support. A detached two-story guest house/in-law suite provides additional accommodations, perfect for extended stays, multi-generational living, or rental use. Additional highlights include parking for 20+ vehicles, expansive open and wooded grounds, and multiple indoor/outdoor entertaining areas. Built in 1978 and renovated in 2021, the property blends scale, privacy, and functionality. Located in Anne Arundel County with convenient access to Annapolis, the Chesapeake Bay, and commuting routes to Washington, DC, this is a rare large-scale waterfront offering with limited comparable inventory. Whether you are seeking a private estate, an income-producing property, or a one-of-a-kind event destination, this property delivers unmatched versatility and potential.

5841 Rockhold Creek Rd, Deale
$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
$2,349,999
6 Beds ⋅ 6 Baths ⋅ MDAA2139966 MLS
Some Places Witness History. Others Become Part of It. Tucked away on one of Maryland's most historic corridors, 1116 & 1118 Gumbottom Road encompasses nearly 45 acres of history, legend, and possibility. Once a farm and steeped in local lore with ties to Maryland's colonial and Revolutionary-era heritage, this is more than a home—it's a rare opportunity to become part of the American story. Set on a quiet no-through road, the property includes approximately 40 acres plus a separate 5-acre parcel with a 1997 perc test on file (county approval required; buyers to verify). Whether envisioned as a private estate, equestrian retreat, homestead/hobby farm, or multi-generational compound, the possibilities are as expansive as the landscape itself. Rolling pastures, mature trees, ATV trails, and multiple outbuildings—including a barn and former horse corral—create a setting that feels worlds away, yet remains convenient to Annapolis, Baltimore, Washington, D.C., golf courses, marinas, dining, and shopping. The thoughtfully updated farmhouse blends modern comfort with timeless character. Recent improvements include updates to the roof, barn, electrical and plumbing systems, flooring, paint, and bathrooms, preserving the home's charm while making it move-in ready. Inside, six bedrooms and six bathrooms offer exceptional flexibility. The heart of the home is a welcoming kitchen with quartz countertops that opens to a warm family room with exposed beams and a fireplace. A formal dining room, sun-filled office/parlor overlooking magnolia trees, and a main-level primary suite with private entrance, ensuite bath, and sweeping pasture views complete the first floor. Upstairs, three additional bedrooms include a private ensuite and two connected by a charming secret passageway, along with a beautifully renovated full bath. The lower level features a spacious recreation room, workshop, half bath, and direct access to the three-car garage. Outdoors, the lifestyle opportunities are endless. Explore wooded trails, gather around the secluded campsite and fire pit, practice your golf swing, relax by the pool, or simply enjoy the peace and privacy of your own historic countryside retreat. Conveniently located near golf courses, dining, shopping, and boating, this is more than a home—it’s a rare opportunity to enjoy a turnkey property with room to grow. Sale includes the 5-acre parcel known as 1118 Gumbottom Rd.(a previous perc was done in 1997).*Per the county, buyers must verify independently. Agents please see remarks. Rarely does a property offer this combination of acreage, character, history, and future potential. More than a home, this is a legacy property—one that has witnessed generations of Maryland history and is ready for its next chapter.

1116 Gumbottom Rd, Crownsville
$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
$6,995,000
7 Beds ⋅ 6 Baths ⋅ MDAA2131054 MLS
Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated. It is evident from the moment you walk in the front door that no expense was spared with this stunning home. Curated with premium quality, top of the line materials, combined with the tranquil views, exquisite design, and top-tier finishes, 1524 Cedar Lane Farm Road is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream. The lush lawn and landscaping gracefully extends to the water's edge and leads to the well-appointed multi-slip IPE pier with boat lifts, 2 jet ski lifts, upgraded power, water and great lighting including underwater LED fishing lights. Inside, this stunning home boasts an awe-inspiring Great Room with soaring ceilings, architectural beams, and panoramic water views and features brushed Teak hardwood flooring, renovated high-end gourmet Kitchen with marble counters, 10 burner Wolf range, 5 fireplaces, Restoration Hardware lighting, renovated bathrooms throughout and much more! Fall asleep to captivating, sweeping views from the Primary's suite, enjoy watching the early morning wildlife activity on the water. Located on Whitehall Creek which flows out to Whitehall Bay and beyond to the Chesapeake Bay, you are perfectly located to take advantage of the Bay's best cruising and fishing areas. Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a short cruise away and just minutes from accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

1524 Cedar Lane Farm Rd, Annapolis
$742,425
3 Beds ⋅ 7 Baths ⋅ MDAA2137262 MLS
Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

76 Old Mill Bottom Rd N Unit #102, Annapolis
$3,090,000
5 Beds ⋅ 6 Baths ⋅ MDAA2135638 MLS
This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited have city approvals secured and are awaiting permits to be pulled. Cypress Homes, a well-known local builder, is prepared to construct the proposed 5-bedroom, 5.5-bath home designed for connection and comfort.  Featuring an exquisite exterior design, generously sized rooms, a thoughtful floor plan, and a harmonious connection between indoor and outdoor living. The main level features a stunning great room with 2 story fireplace, a gourmet kitchen, and a luxurious primary suite with a spa-like bath. The upper level boasts 2 bedrooms each with ensuite baths. The lower level has endless potential, currently offering 2 additional ensuite bedrooms with private patios, a recreation room, and a gym. The conveniently located elevator accesses all levels. The generous yard, screened porch, and multiple decks invite outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. Welcome Home!

4 Shiley St, Annapolis
$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
$1,230,839
5 Beds ⋅ 6 Baths ⋅ MDAA2129766 MLS
Koch Homes Brentwood model is now being constructed-to-order for our clients. This amazing home features 10' ceilings on the main level, open floorplan with morning room off the kitchen, butler's pantry AND walk-in pantry, GE Profile series appliances with double wall ovens, maple cabinetry, quartz countertops, cubbies and drop-zone cabinetry in the mud room, over-sized garage, owner's suite sitting room with available coffee bar, owner's bath with standard free-standing soaking tub, separate shower, all guest bedrooms are SUITES with their own bathrooms and walk-in closets. This is the perfect home for a large family. Hard-hat tours of this home are being offered once construction is underway. Schedule a time with community sales manager, Eric Easton for a tour.

7320 Wisteria Point Dr Unit #40, Hanover
$1,034,990
4 Beds ⋅ 6 Baths ⋅ MDAA2113832 MLS
Rec Room with full bathroom is now included!! For GPS to community, please use: 1727 Maple Ave. Hanover, MD 21076 **This is a to-be-built listing. This home can be constructed on any lot within this community. This home has not yet been built. Koch Homes' is proud to present our luxurious Brentwood model with 3 elevations to select from. Soaring 10' ceilings througout the main level make this home a place to show everyone you know! Add a morning room or screened porch off of the incredible kitchen. Finish the basement with or without the available wet bar. Reach those fitness goals in the optional exercise room. This home is expandable to nearly 6,000 finished square feet. Every 2nd floor bedroom is a SUITE with its own bath and walk-in closet. The owner's suite features a sitting room, 3 walk-in closets, and a spa-like bath with freestanding soaking tub. We have great sites available - with, or without walk-out capabilities. Call for Phase II & III lot availability today. (Pricing listed is base price for phase 2 lots only)

0007 Copperleaf Blvd, Hanover