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517 Bayberry Dr, Severna Park
$2,795,000
5 Beds ⋅ 7 Baths ⋅ MDAA2156846 MLS
Experience the best of the Severna Park waterfront lifestyle from this exceptional home, privately positioned at the end of a cul-de-sac and elevated above Yantz Creek to capture sweeping views toward the Severn River. With a heated waterside pool, expansive outdoor living spaces, and a private pier with boat lift, this is a home designed for days spent on the water and evenings relaxing poolside. Open and spacious interiors keep the water views at the forefront. Formal living and dining spaces flow around the double sided fireplace into the waterside gourmet kitchen and family room, where sliding glass doors open to a rear balcony overlooking the pool and creek. Whether gathering with friends, dining outdoors, or enjoying a quiet morning above the water, indoor and outdoor living blend effortlessly. The main-level primary suite offers beautiful privacy with two walk-in closets and a spacious ensuite bath with dual vanity areas, jetted tub, and walk-in shower. An additional bedroom, full bath, and powder room provide flexibility for family and guests. The expansive lower level was made for entertaining, featuring a second double-sided fireplace, wet bar, full kitchen, and generous recreation and gathering spaces. Three additional bedrooms and two full baths offer plenty of room for overnight guests or extended family, while a separate entrance from the driveway adds even greater versatility. Just outside, a large covered brick patio leads to the heated in-ground pool and expansive pool deck, all overlooking the waterfront with a conveniently located pool bath nearby. Beyond the pool, a distinctive brick bulkhead and private pier with boat lift make it easy to head out for a day on the Severn or simply settle in and enjoy the ever-changing views. All of this is tucked into sought-after West Severna Park, close to shops, restaurants, award winning schools, and convenient commuter routes. Welcome Home!

517 Bayberry Dr, Severna Park

113 Bay Dr, Annapolis
$2,795,000
3 Beds ⋅ 3 Baths ⋅ MDAA2156508 MLS
Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace. Extensively renovated inside and out since 2019, this charming craftsman styled gem in the sought-after Bay Ridge Community offers easy one-floor living and a natural connection to the outdoors. Windows and skylights, French doors and Phantom screens invite the sunshine and bay breeze inside. New Café Elite appliances, induction cooktop, and laundry. Freshly painted, craftsman style trim, molding and shiplap accents. Open floor plan with wide plank hickory flooring. Set on a generous .31 are lot, the flat, manicured backyard leaves plenty of room for games, children and pets. Low-maintenance Ipe deck and rear entry porch made for entertaining. Ample storage for water toys, paddle boards and bikes. Outdoor shower adding another practical touch to life by the water. Oversized parking pad for guests. Detached 2 car garage/studio, heated and cooled, skylight and separate personnel door offers flex space for home gym, office or guests. Functional updates include architectural shingle roofs, Pella windows, Hardie siding, hurricane French doors, blown attic insulation and generator hook- up. Then there is Bay Ridge itself—a walkable waterfront community with the quiet, unhurried character of a New England shore town. Tree lined streets, community beaches, deep water marina, pool and clubhouse are part of the fabric, while effortless biking connects the neighborhood to shoreline points along the South and Severn Rivers. A coveted pool bond conveys. Eastport, with its waterfront restaurants, marinas and distinctly maritime character, is close by, as are the Annapolis Maritime Museum & Park and Quiet Waters Park, with miles of trails and waterfront access. Historic downtown Annapolis, City Dock and the U.S. Naval Academy bring dining, shopping, sailing, history and the traditions of one of the country's most distinctive institutions at your doorstep. Zippy routes south to Washington, DC and Northern Virginia, north toward Baltimore, and across the Chesapeake Bay Bridge to Maryland’s Eastern Shore. BWI Airport and the Amtrak/MARC station are under 35 minutes away. Chesapeake Bay cottage lifestyle with the water in front of you, a community around you and the region within easy reach. Cultivate your existence. The art of uniting human and home.

113 Bay Dr, Annapolis

4567 Solomons Island Rd, Harwood
$2,700,000
7 Beds ⋅ 4 Baths ⋅ MDAA2158414 MLS
THREE-PARCEL OFFERING | APPROX. 63.7 ACRES. This offering includes the primary property together with two adjacent, separately deeded parcels, creating a combined offering of approximately 63.7 acres. Primary Parcel - Zoned RA: Lot 2R — approximately 55.75 acres; Additional Parcel – 4563 Solomons Island Road: Lot 2B — approximately 3.98 acres | Tax ID 020103090230655; Additional Parcel – 4565 Solomons Island Road: Lot 2A — approximately 3.95 acres | Tax ID 020103090230654. All three parcels are included in the purchase price and are being offered together. The property offers a truly exceptional opportunity to create a private country estate with substantial flexibility for both living and recreation. Tucked away at the end of a long private drive and enveloped by mature woods, the property feels remarkably secluded. Once on the grounds it is as though you are miles from everything, yet the property finds itself conveniently positioned directly off Solomons Island Road - just 20 minutes from Annapolis and within easy reach of Washington, DC, the Chesapeake Bay, and BWI & DCA Airports. This rare combination of privacy, acreage, and accessibility with RA Zoning is increasingly difficult to find in Anne Arundel County, making this an extraordinarily unique offering. The primary 55.75-acre parcel features an 2,566-square-foot residence, beautifully positioned atop the hill with sweeping views overlooking the farm. The inviting home offers fresh, welcoming finishes and a private lower-level guest apartment complete with its own kitchen and full bath. Just down the hill sits a remarkable 3,600-square-foot tobacco barn, that was meticulously restored in 2023 to preserve its authentic and historic character. Currently designated as a farm tenant residence, this versatile structure features three additional bedrooms, a full bathroom, and a complete kitchen. It also offers expansive bonus space perfectly suited for a premium home office, game room, private fitness studio, or grand entertaining venue. The offering also includes two adjacent parcels at 4563 and 4565 Solomons Island Road, totaling approximately 8 additional acres. Each has a previously approved septic area and has been identified for the potential placement of a single-family dwelling, subject to verification and final County approvals. The main parcel also has a 2026-approved perc test. The expansive grounds offer exceptional opportunities to enjoy the outdoors, with wooded areas, open fields, and existing equestrian infrastructure providing an ideal setting for trail riding, horseback riding, hunting, hiking, biking, and other recreational pursuits. A quarter-mile red-clay track with drainage and four run-in sheds, each with water and electric hookups, remain from the property’s former equestrian use. The property’s Rural Agricultural zoning further enhances its versatility, supporting a range of compatible agricultural, equestrian, recreational, and other permitted uses, subject to County requirements. Blending historic character, versatile living spaces, and expansive grounds with unrivaled proximity to Annapolis and the region’s major destinations, this property presents a premier opportunity to craft a truly extraordinary country estate. *****Please do not drive down the driveway without a scheduled showing.***** Buyers should independently verify all building rights, development potential, septic approvals, zoning, permitted uses, subdivision potential, and other applicable requirements directly with Anne Arundel County and through their own due diligence.

4567 Solomons Island Rd, Harwood

126 Gilbert Ct, Edgewater
$2,700,000
7 Beds ⋅ 5 Baths ⋅ MDAA2151080 MLS
Seller says BRING ALL OFFERS! Come Take a look at this One Of A Kind property in the heart of the it All! Grab a Large Plot of Waterfront Land in Annapolis/Edgewater area! Incredible value on this newly updated 10.77-acre waterfront estate, with Picturesque Winter Water views, perfectly nestled on its own private peninsula on Beards Creek in Scotts Cove. Offering over 7,700 sq ft of finished living space, this unique 7-BR, 5-BA home is surrounded by 9.12 acres of wooded conservation easement, delivering extraordinary privacy with no HOA and flexible R-2 zoning.The expansive, versatile floor plan is optimized for multi-generational living or a high-yielding short-term rental—ideal for Navy families and students. Separate living zones include a main-floor bedroom with a full bath and a private side entrance, plus a flexible bonus wing (previously a media room/office) leading to a massive private deck.Premium Spring 2026 updates feature new CertainTeed Cedar Impressions siding in Coastal Grey, fresh Behr Cotton White interior paint, updated deck railings, and new sod/landscaping. Move-in ready with high-end mechanicals: private elevator (2022), 4 geothermal heat pumps (5 zones), tankless water heater, 3 steam showers, whole-house generator, and owned solar panels.Waterfront amenities include 665 ft of creek frontage, a private pier, and 2 boat lifts—perfect for kayaks and smaller watercraft. Unbeatable, secluded location just off Route 2 South with quick access to shopping, dining, Lee Airport, Route 50, Route 97, Annapolis, BWI, and Washington, D.C!

126 Gilbert Ct, Edgewater

912 Lynch Dr, Arnold
$2,595,000
5 Beds ⋅ 4 Baths ⋅ MDAA2158894 MLS
Discover exceptional waterfront living in coveted Ulmstead Estates at 912 Lynch Drive. This remarkable five-bedroom, four-full-bath residence features approximately 3,937 square feet above grade plus 1,925 square feet of finished lower-level space, combining thoughtful updates, custom craftsmanship, flexible living spaces, and direct deep-water access. The home has been refreshed with new paint, trim, doors, hardware, flooring, appliances, ceiling fans, and LED lighting throughout. Custom heat and exhaust vents add a modern touch, while a double-sided wood-burning fireplace creates a warm focal point. A first-floor bedroom with a koi pond view and private ground-level entrance provides an ideal home office or guest suite. Two impressive primary suites provide exceptional flexibility for multigenerational living. The main primary suite features three custom closets with automatic lighting, custom jewelry drawers, shoe racks, specialized pant storage, and its own laundry closet. The luxurious primary bath includes multiple shower areas with LED lighting and wall jets, heated floors, Bluetooth speakers, walnut cabinetry, soaking tub, heated towel rack, makeup station, private toilet room, and custom anti-fog medicine cabinets. The second primary suite features custom closets with automatic lighting, a lighted mirror, illuminated bathroom niches, walnut cabinetry, heated floors, private toilet room, custom glass doors, and privacy features allowing the closet and bathroom to be independently secured. The gourmet kitchen is designed for entertaining and everyday living, featuring soft-close cabinetry, pantry storage, walnut island, custom hood, stemware cabinet, pop-up outlets, custom sink with integrated cutting board and drying rack, beverage refrigerator, and paneled dishwasher. The kitchen, family room, and sunroom are prewired with installed speakers, ready for Sonos or another sound system. A reading nook, half bath, and expansive theater-ready room add even more versatility. The finished lower level provides an additional 1,925 square feet of living space, including two bedrooms with oversized windows overlooking the koi pond, custom-lit closets, communal living space, kitchenette, bathroom with heated floors and Bluetooth speaker, walk-in pantry/wine-cellar area, and three storage areas. The upgraded laundry room includes brand-new appliances and cabinetry, a dog-washing station that can also serve as a utility sink, and a fold-out ironing board. Additional features include 36 solar panels with new microinverters, gas furnace, on-demand gas hot water, double 2x4 wall construction with double insulation and vapor barriers, extensive composite/PVC decking, Ipe hardwood front entry, new ceiling fans, and expanded irrigation with four additional zones. The waterfront setting is extraordinary. A new pier and bulkhead, approximately two years old, lead to a brand-new composite deck and stairs at the water. The pier has water and electricity and provides an approximately 11-foot-deep slip at the end of the pier with an advanced SlidMoore docking system, creating an exceptional Chesapeake boating experience. Life in Ulmstead Estates adds to the appeal. UCI provides access to three docks, a boat ramp, waterfront park and playground, with additional options for boat slips, tennis, pickleball, and swimming. Soccer, lacrosse, and softball fields complement a full calendar of community events, including pool gatherings, fishing tournaments and fish fries, a Fourth of July parade and cookout, holiday celebrations, Beer & Brats, and other neighborhood activities. A new clubhouse is currently in the design and permitting phase. Ulmstead's private setting creates a peaceful atmosphere with two monitored entrances and limited through traffic. Nearby Sprigg Farm provides approximately 63 acres of trails and waterfront, while Bay Hills Shopping Center and Cape St. Claire provide convenient shopping and dining.

912 Lynch Dr, Arnold

6300 Town Point Rd, Tracys Landing
$2,500,000
7 Beds ⋅ 7 Baths ⋅ MDAA2156724 MLS
Welcome to an extraordinary private estate offering more than 7,000 square feet of refined living space on over 13 breathtaking acres. Pristine landscaping, spectacular views of Herring Bay, rolling pastures, equestrian facilities, and surrounding countryside create an unparalleled lifestyle. Designed by renowned architect George A. Brunatti, AIA, and constructed under the direct supervision of the owners, experienced licensed general and mechanical contractors, this exceptional residence reflects a level of craftsmanship, structural integrity, and enduring quality rarely found today. Arrive through the oversized garage or elegant French door entry and experience the home’s timeless architectural character. The formal living room features hardwood floors, crown molding, and a striking corner brick-surround wood-burning fireplace, while the adjoining dining room showcases chair railing, box wainscoting, and crown molding. The distinguished kitchen is designed for both everyday living and entertaining, with a spacious center island and breakfast bar, planning station, abundant cabinetry, stainless steel appliances, granite countertops, decorative backsplash, and a picturesque bay window overlooking the property. The adjoining family room features distinctive plug-and-peg oak flooring, a brick wood-burning fireplace, and another bay window framing scenic views. This space flows into the solarium, powder room, and expansive south wing, which includes a secondary primary suite with attached bath and walk-in closet, private office with exterior entrance, and two additional bedrooms with crown molding, including one with custom built-in bookcases. A hardwood hallway with decorative border inlay completes the wing. The north wing offers exceptional versatility with a sunroom featuring slate flooring and indoor grill, plus access to the patio and outdoor entertaining areas. A private attached living quarter is ideal for a caretaker, guests, multigenerational living, or potential income-producing use, offering a bedroom, living room, full bath, well-equipped kitchen, and private one-car garage. Upstairs, the luxurious primary suite offers plush carpeting, dramatic domed tray ceiling, box and picture-frame wainscoting, and captivating views. The spa-inspired en-suite bath features separate vanities, jetted soaking tub, walk-in shower, and expansive walk-in closet. Two additional generously sized bedrooms complete the upper level. The fully finished lower level expands the home’s entertaining possibilities with a third wood-burning fireplace, wet bar, wine room, dedicated office or crafting area with extensive storage, and powder room. Built during an era when residential construction emphasized permanence over production efficiency, the home showcases true masonry construction, custom millwork, hardwood flooring, solid wood doors, premium hardware, and three masonry fireplaces. Traditional architectural proportions and a robust structural system provide enduring character and flexibility for future modernization. The approximately 170-foot footprint is supported by a commercial-style hydronic HVAC system, providing consistent comfort throughout. The seven-stall equestrian barn features a wash stall, tack room with powder room, feed area, three pastures, and riding arena with jumps. Infrastructure includes an adjustable fly-spray system, underground French drains beneath stalls and along the riding ring, stall mats, ventilation fan, and a new 30-gallon hot water heater installed in 2026. Whether envisioned as a Chesapeake Bay-view residence, private equestrian retreat, or multigenerational estate, this property offers architectural distinction, superior construction, breathtaking scenery, and exceptional lifestyle amenities. With an oversized garage and convenient access to MD-428, MD-2, and I-97, it combines privacy and tranquility with accessibility.

6300 Town Point Rd, Tracys Landing

1603 Winchester Rd, Annapolis
$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

143 Boone Trl, 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

3733 Thomas Point Rd, Annapolis
$2,495,000
5 Beds ⋅ 5 Baths ⋅ MDAA2148158 MLS
Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

3733 Thomas Point Rd, Annapolis

5841 Rockhold Creek Rd, Deale
$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

8 Brooke Ave, Annapolis
$2,395,000
5 Beds ⋅ 5 Baths ⋅ MDAA2157152 MLS
NEW PRICE MARKET ALIGNMENT - A FRESH OPPORTUNITY IN MURRAY HILL! A rare opportunity in the heart of Murray Hill! Welcome to 8 Brooke Avenue, a stunning 2015 Traynor Brothers-built Craftsman offering nearly 5,000 square feet of beautifully finished living space just steps from Downtown Annapolis. Combining timeless architecture, exceptional craftsmanship, and the space and amenities today's luxury buyer desires, this extraordinary home features 5 bedrooms, 5 full baths, a main-level office/optional 6th bedroom, three finished levels, and an oversized 2-car garage all on a flat 0.18-acre lot. The attention to detail begins at the curb with HardiePlank siding, AZEK trim, cultured stone, tapered Arts & Crafts columns, hand-built wood brackets, a Brazilian cherry front porch, and brick-paver driveway and walkway. Step inside to a light-filled, open floor plan showcasing white oak flooring, plantation shutters, custom hardwood trim and moldings, wainscoting, coffered ceilings, and a striking gas fireplace with custom architectural mantel. Designed for entertaining, the gourmet kitchen centers around a generous granite island and features high-end stainless appliances, oversized subway tile, and a Bertazzoni 36" six-burner gas range with wok burner. A walk-in butler's pantry with custom hardwood shelving and barn-style door provides exceptional storage, while the spacious mudroom with built-in cubbies makes everyday living effortless. Just beyond, a screened porch creates the perfect setting for morning coffee, dinner with friends, or relaxing outdoors. Upstairs, the luxurious primary suite feels like a private retreat with a vaulted ceiling, two generous walk-in closets with custom built-ins, and a spa-inspired bath featuring a soaking tub, double vanity, and oversized three-head shower. Three additional bedrooms and two additional full baths complete the sleeping quarters. Even the laundry room has been thoughtfully designed—a large, updated, light-filled space with higher ceilings, generous storage, and a utility sink, making everyday functionality feel anything but ordinary. The finished walk-out lower level adds another dimension to the home with a spacious recreation area, additional bedroom, full bath, flex/play space, abundant storage, and direct access to a shaded brick-paver patio. An additional outdoor firepit gathering area creates yet another inviting place to entertain, unwind, and enjoy evenings with family and friends. And then there is the location. Walk to Downtown Annapolis, the U.S. Naval Academy, waterfront, restaurants, shops, and everything that makes this city so special. At the end of the street, enjoy access to Old Woman's Cove and Spa Creek, grab your kayak or paddleboard and be on the water in minutes. Few homes in Murray Hill and the surrounding area offer this combination of nearly 5,000 finished square feet, newer Craftsman construction, exceptional architectural detail, garage parking, multiple outdoor living spaces, water access, and walkability. Come experience 8 Brooke Avenue and discover a home and an Annapolis lifestyle that is truly something special.

8 Brooke Ave, Annapolis

349 Sherwood Trl, Annapolis
$2,395,000
3 Beds ⋅ 5 Baths ⋅ MDAA2137986 MLS
Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. Welcome Home!

349 Sherwood Trl, Annapolis

83 Market St, Annapolis
$2,295,000
5 Beds ⋅ 4 Baths ⋅ MDAA2143042 MLS
This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

83 Market St, Annapolis

1309 Saint Pauls Way, Crownsville
$2,200,000
3 Beds ⋅ 3 Baths ⋅ MDAA2159162 MLS
Waterfront Living, Exceptional Privacy & Timeless Charm in Bayberry Hill! Escape the hustle and bustle of everyday life and discover the peace, privacy, and natural beauty of waterfront living in the sought-after gated community of Bayberry Hill in Crownsville. Tucked away on a beautifully wooded lot, this distinctive waterfront retreat offers a rare opportunity to enjoy a more relaxed lifestyle surrounded by nature, with beautiful water views and the serenity of a private setting. Situated high above the water, the home enjoys an elevated position that enhances its sense of seclusion and provides a wonderful connection to the surrounding landscape. A long, private driveway welcomes you home, setting the stage for the tranquility and privacy that await. This 3-bedroom, 2.5-bath home features a spacious 3-car garage and a charming wraparound porch with water views from multiple vantage points—the perfect place to enjoy your morning coffee, unwind in the evening, or simply take in the beauty of your peaceful surroundings. The gated community setting, wooded homesite, and elevated location create a special sense of retreat, making this an ideal escape for those seeking a break from the pace and pressures of city life without giving up the comforts of home. Inside, three fireplaces add warmth, character, and ambiance throughout the home. A striking double-sided fireplace serves as the centerpiece between the living room and family room, while the primary bedroom offers its own fireplace for a cozy, relaxing retreat. A third fireplace in the office/library creates an inviting space for working from home, reading, or enjoying a quiet evening. For boating enthusiasts, the private dock features approximately 4'8" of mean low water depth at the end of the dock, offering the opportunity to enjoy boating and waterfront activities right from your own backyard. Whether you're seeking a peaceful waterfront escape, a private wooded sanctuary, or a home where boating and outdoor living take center stage, 1309 Saint Pauls Way offers a distinctive combination of gated-community privacy, natural beauty, generous garage space, and timeless waterfront charm. Here, you can slow down, enjoy the surroundings, and experience a lifestyle that feels a world away from the everyday hustle and bustle.

1309 Saint Pauls Way, Crownsville

108 Cresston Rd, Arnold
$2,195,000
5 Beds ⋅ 5 Baths ⋅ MDAA2157472 MLS
Built in 2017 and beautifully updated, 108 Cresston Road is designed for the way you want to live: comfortably, effortlessly and close to the water. With five bedrooms, five full bathrooms and a spacious open floor plan, there is plenty of room to gather, entertain and spread out. A versatile main-level bonus room offers the flexibility for a private office, guest room or additional living space. The kitchen and main living areas flow naturally together, creating a welcoming backdrop for everything from casual dinners to lively celebrations. When the day winds down, curl up with a good book beside the gas fireplace or step onto the cozy screened-in porch and deck for relaxed outdoor dining or cocktails with friends. Then, head outside and let the waterfront take over. Your private deep-water pier makes it easy to spend the day boating, launch the jet skis or slip your kayak into the water for a quiet paddle. Cast a line, drop a crab trap or simply sit back and enjoy the setting. Everything you need for life on the water is right at home. Whether envisioned as a full-time residence, weekend escape or potential short-term rental, this property offers exceptional possibilities. Downtown Annapolis and the U.S. Naval Academy are just minutes away, placing fine dining, boutique shopping, live music and centuries of history within easy reach. Convenient to major commuter routes, Blue Ribbon schools, Washington, D.C. and Baltimore, 108 Cresston Road delivers something increasingly rare: generous living space, modern comfort and your own private gateway to a waterfront lifestyle. Welcome Home!

108 Cresston Rd, Arnold

965 Magothy Ave, Arnold
$2,100,000
4 Beds ⋅ 3 Baths ⋅ MDAA2149700 MLS
Imagine waking each morning to sweeping water as far as the eye can see. Set directly on the Magothy River, 965 Magothy Avenue captures more than 180 degrees of panoramic views stretching toward the Chesapeake Bay—a rare waterfront treasure in the heart of Arnold. Fully remodeled and offering 2,688 square feet, this four-bedroom, three-bath home embraces an open, airy floor plan made for both lively gatherings and quiet evenings by the water. Gleaming hardwood floors run throughout, while a gas fireplace adds warmth and ambiance to the main living space. At the center of it all, the gourmet kitchen shines with quartz countertops, stainless steel appliances, and a generous island perfect for casual meals and conversation. Step out to the screened porch to savor river breezes, or retreat upstairs to the primary suite, where a private balcony frames those unforgettable sunrises. Boating enthusiasts will love the private pier complete with a lift and slips, making waterfront living effortless. A two-car garage with extra storage handles all your gear, while community amenities—a boat ramp, clubhouse, and playground—enrich everyday life along the river. The location delivers the best of both worlds: just minutes from downtown Annapolis, City Dock, the U.S. Naval Academy, and Navy Stadium, with convenient access to Washington, D.C., and Baltimore. Waterfront homes of this caliber rarely come available. Experience life on the Magothy.

965 Magothy Ave, Arnold

350 E Bay Front Rd, Deale
$1,999,999
6 Beds ⋅ 7 Baths ⋅ MDAA2158156 MLS
Welcome Home to your 350 Bay Front Estate! Imagine the magic of the holidays hosted here: distinguished guests arriving beneath the soaring, two-story foyer, effortless conversation flowing from the chef's kitchen to the grand Great Room, and expansive accommodations that invite loved ones to stay just a little longer. Secluded on 20.06 picturesque, private acres in the coastal enclave of Deale, this custom-built INTEGRITY Builders estate spans an impressive 10,015 square feet of masterfully designed living space, featuring seven bedrooms, five full baths, and two half baths. This is a residence crafted for grand-scale entertaining, yet deeply attuned to the quiet, intimate moments that become cherished family traditions. A sweeping spiral staircase and pristine hardwood floors offer a stately welcome inside. The first-floor conservatory—wrapped in walls of glass and crowned by a dramatic 15-foot ceiling—provides a spectacular, sun-drenched sanctuary perfect for displaying a towering holiday tree or enjoying a peaceful afternoon. Elegant formal living and dining rooms flow seamlessly into a sunken Great Room, where expansive windows frame magnificent, panoramic views across your private acreage. Designed with the modern host in mind, the open-concept layout keeps you at the heart of every gathering, while a discreet second staircase offers effortless access to the upper level. The gourmet kitchen is a culinary masterpiece fully equipped for exceptional feasts, featuring custom cabinetry, premium granite countertops, a commercial-size double refrigerator, double convection ovens, an induction cooktop with a professional ventilation hood, and upgraded dishwasher. Adjoining the kitchen, a bright sunroom opens to an enclosed outdoor patio, gracefully extending your living space toward the tranquil grounds. For overnight guests or multigenerational living, a refined main-level bedroom suite offers ultimate privacy with its own full bath, complemented by a stately home office tucked behind elegant French doors. Upstairs, the palatial primary retreat serves as a private oasis, complete with a cozy fireplace, a deep soaking tub, a separate spa-like shower, an expansive vanity, and a generous walk-in boutique closet. The beautifully finished lower level introduces an entirely new dimension of luxury, featuring a private theater room, an additional guest bedroom and full bath, and seamless walk-out access to the patio and pristine private pool. Above the 3-car oversized garage, a versatile loft provides the perfect canvas for a studio, gym, or private lounge. The holidays are truly just the beginning. Here, 20 acres of pristine land offer unparalleled privacy, peaceful wooded vistas, and a stunning backdrop for every season. Embracing Deale’s coveted Chesapeake Bay lifestyle, you are moments away from premier boating and upscale waterfront dining at Happy Harbor, Wharf 38°, and Skipper’s Pier, with the historic charm of Annapolis just a short drive away. This is more than a home; it is a legacy estate to gather in now and cherish for generations. Zoned Rural Agricultural; buyers are kindly requested to verify any intended land use or improvements directly with Anne Arundel County.

350 E Bay Front Rd, Deale

1614 Annesley Ct, Annapolis
$1,998,000
5 Beds ⋅ 7 Baths ⋅ MDAA2150382 MLS
Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

1614 Annesley Ct, Annapolis

744 Oak Grove Cir, Severna Park
$1,985,000
6 Beds ⋅ 5 Baths ⋅ MDAA2153088 MLS
Welcome to a rare waterfront opportunity where breathtaking sunset views create an unforgettable backdrop night after night. Just moments from the Magothy River and Chesapeake Bay, this brand-new home offers the perfect blend of luxury, comfort, and coastal living. This home comes fully loaded with premium features and upscale finishes, offering an impressive level of included upgrades from the start. Thoughtful design, quality craftsmanship, and elevated selections throughout create a home that feels anything but builder-basic. Buyers can make it truly their own by selecting finishes and features that reflect their personal style. The thoughtfully designed floor plan also offers the option to add a finished third-floor attic loft/bonus room with an additional full bathroom and built in roof deck—an incredible space to take advantage of the surrounding views. With the finished attic loft/bonus room, the home offers over 3,500 square feet of above-grade finished living space. Customize the existing plans or bring your own and create the waterfront home you’ve always envisioned. Enjoy Manhattan Beach amenities including a boat ramp, multiple beaches, clubhouse, and playground—all while experiencing the beauty and lifestyle of living on the water. Contact the listing agent for available plans, specifications, construction-permanent financing options, and inground pool potential. $10,000 in closing cost assistance available with use of the builder’s preferred lender and title company.

744 Oak Grove Cir, Severna Park

613 Pond Rd, Lothian
$1,975,000
6 Beds ⋅ 6 Baths ⋅ MDAA2157620 MLS
Create the home you have always envisioned at Fieldcrest Farm. Lot 2 offers a rare combination of open space, privacy and a quiet rural setting, with the conveniences of Annapolis and the Washington region within reach. It is a place to slow down, enjoy the countryside and build a home that reflects your style and the way you want to live. Whitehall Builders’ proposed home plans provide a starting point to explore the possibilities. Consider a kitchen made for gathering, comfortable spaces for entertaining, a quiet home office or a porch where you can begin and end the day outdoors. Work with the builder to explore the layout, finishes and available options that will make the home your own. The appeal extends beyond the house itself: open surroundings, a sense of separation and room to enjoy a more relaxed pace of life. Rural living here keeps you connected to the region. Annapolis offers historic streets, waterfront restaurants, shopping and cultural attractions, while area marinas provide options for keeping a boat and enjoying the Chesapeake Bay. Nearby shopping and dining serve everyday needs, with access to Washington, DC, Reagan National Airport and the broader region for work and travel. For buyers who have struggled to find an existing home that fits their vision, Lot 3 offers the opportunity to create something personal from the beginning. Custom home opportunities that bring together countryside, privacy and proximity to these destinations are limited. Fieldcrest Farm offers a setting to put down roots and build for the years ahead. Visit Whitehall Building's website for additional information. PHOTO DISCLOSURE: Photos 1–19 have been AI-enhanced for marketing purposes. Plans and concept images are illustrative and do not depict a completed home. Buyers should confirm final design, specifications and available options with the builder.

613 Pond Rd, Lothian

609 Pond Rd, Lothian
$1,950,000
6 Beds ⋅ 6 Baths ⋅ MDAA2158780 MLS
Create the home you have always envisioned at Fieldcrest Farm. Lot 3 offers a rare combination of open space, privacy and a quiet rural setting, with the conveniences of Annapolis and the Washington region within reach. It is a place to slow down, enjoy the countryside and build a home that reflects your style and the way you want to live. Whitehall Builders’ proposed home plans provide a starting point to explore the possibilities. Consider a kitchen made for gathering, comfortable spaces for entertaining, a quiet home office or a porch where you can begin and end the day outdoors. Work with the builder to explore the layout, finishes and available options that will make the home your own. The appeal extends beyond the house itself: open surroundings, a sense of separation and room to enjoy a more relaxed pace of life. Rural living here keeps you connected to the region. Annapolis offers historic streets, waterfront restaurants, shopping and cultural attractions, while area marinas provide options for keeping a boat and enjoying the Chesapeake Bay. Nearby shopping and dining serve everyday needs, with access to Washington, DC, Reagan National Airport and the broader region for work and travel. For buyers who have struggled to find an existing home that fits their vision, Lot 3 offers the opportunity to create something personal from the beginning. Custom home opportunities that bring together countryside, privacy and proximity to these destinations are limited. Fieldcrest Farm offers a setting to put down roots and build for the years ahead. Visit Whitehall Building's website for additional information. PHOTO DISCLOSURE: Photos 1–19 have been AI-enhanced for marketing purposes. Plans and concept images are illustrative and do not depict a completed home. Buyers should confirm final design, specifications and available options with the builder.

609 Pond Rd, Lothian

3410 Blandford Way, Davidsonville
$1,950,000
5 Beds ⋅ 6 Baths ⋅ MDAA2157666 MLS
Experience timeless elegance and modern sophistication in this exquisite estate home located in the sought-after Wynnewood community of Davidsonville. Boasting over 7,200 square feet of meticulously designed living space, this residence was fully renovated in 2015 with no detail overlooked. From the moment you enter, you’re greeted by a grand double staircase and Brazilian hardwood floors that flow throughout the home, setting the tone for the craftsmanship and luxury within. The gourmet kitchen is a chef’s dream, complete with an oversized island, custom cabinetry, designer backsplash, sleek new countertops, and Sub-Zero and Wolf appliances. The two-story family room impresses with soaring ceilings and a striking natural stone wood-burning fireplace, one of two fireplaces in the home. Just off the kitchen, the sunroom offers a seamless connection to the backyard oasis, perfect for effortless entertaining. Formal living and dining rooms provide elegant spaces for gatherings, while a private office, mudroom, laundry room, and half bath complete the main level. Upstairs, the open loft area overlooks the family room below. The luxurious primary suite features a tray ceiling, spa-inspired bath with soaking tub and separate shower, and a spacious walk-in closet. Each of the three additional bedrooms includes its own en suite bath, offering comfort and privacy for family and guests alike. The fully finished lower level is an entertainer’s dream, featuring a custom live-edge wood bar, wine cellar, fitness room, game area, Norwegian sauna, and expansive recreation room. A guest bedroom with a full bath provides the perfect retreat for visitors. Step outside to your private resort-style paradise with a travertine patio, pool, and hot tub surrounded by natural stone retaining walls and lush professional landscaping. The screened gazebo, irrigation system, and outdoor lighting complete this spectacular setting. Additional recent upgrades include new HVAC systems, a whole-house generator, water purification system, new roof and gutters, and more, ensuring peace of mind and comfort for years to come. This is more than a home, it’s a lifestyle. Don’t miss the opportunity to own this extraordinary Davidsonville estate where luxury, comfort, and craftsmanship meet.

3410 Blandford Way, Davidsonville

2108 Rosehill Ln, Gambrills
$1,950,000
6 Beds ⋅ 8 Baths ⋅ MDAA2157494 MLS
European design. California living. Maryland landscape. Welcome to Rosehill, an extraordinary modern-classical estate set on nearly four private acres in Gambrills. Completely reimagined, this 6-bedroom, 7.5-bath residence offers more than 6,600 square feet of finished living space, thoughtfully designed around architecture, light and landscape. The statement begins at the front door with a soaring two-story foyer, architectural millwork, dramatic black-and-white Calacatta marble from Italy and expansive glass filling the space with natural light. A succession of arches creates a remarkable sight line through the center of the home, each opening framing the next and ultimately drawing the eye toward the landscape beyond. At the center, a sweeping curved staircase becomes art itself, intentionally designed so sunlight and shadow move across its sculptural walls throughout the day. Dramatic black steel doors open to a dedicated home office, while across the hall, an expansive formal dining room with beautiful mill work and a gallery wall is ready for memorable dinner parties and celebrations. The arches continue throughout Rosehill, framing rooms and creating intimate moments within the home's larger scale. Designed for serious cooking, gathering and entertaining, the kitchen is anchored by TWO oversized 5-by-8-foot islands with waterfall quartz countertops, ZLINE appliances, TWO dishwashers and a striking fluted Italian marble backsplash. A dedicated pantry includes a dumbwaiter connecting to the three-car garage, making grocery runs considerably easier. The kitchen opens to an unforgettable family room with custom coffered ceilings, architectural arches and niches, and a dramatic gas fireplace. The showstopper is the wall of glass: TWO10-foot accordion doors that create nearly 20 feet of opening to the expansive rear terrace. Fold them away and the separation between indoors and outdoors nearly disappears, with almost four acres gently rolling away into a beautiful wooded setting. A main-level bedroom with its own full bath provides a private space for guests or extended family. Upstairs, the thoughtful design continues. The landing becomes a destination of its own, creating a comfortable place for late-night conversations or quality time together. Each secondary bedroom enjoys the privacy of its own en-suite bathroom, while the Primary Suite takes the idea of a retreat to another level, featuring a see-through fireplace, sitting area and private Juliet balcony. The Roman-inspired bath is wrapped in beautiful tile-work with warm brass finishes, a freestanding soaking tub and an extraordinary oversized shower with dual ceiling-mounted rainfall systems. Beyond the suite awaits a private bonus room with skylights and built-in cabinetry. The space could become a spectacular dressing room, private lounge, studio, meditation room, or simply a place to disappear from the rest of the world for a while. The fully finished lower level adds even more flexible living space, a secondary laundry room and direct access to the three-car garage. Yet the land remains central to Rosehill's story. Positioned at the top of nearly four private acres, the home was intentionally designed to keep the landscape in view, with a 14-zone automatic, phone-controlled sprinkler system providing irrigation throughout the grounds. Tucked away at the end of a cul-de-sac along the Gambrills/Davidsonville border, Rosehill offers remarkable privacy zoned to the sought-after Crofton schools and convenient access to Washington, D.C., Annapolis and Fort Meade. This is a home where architecture becomes art and the landscape is never far from view. Come experience Rosehill for yourself!

2108 Rosehill Ln, Gambrills

146 Duke Of Gloucester St, Annapolis
$1,950,000
4 Beds ⋅ 4 Baths ⋅ MDAA2144868 MLS
Price improvement!!! Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

146 Duke Of Gloucester St, Annapolis

192 Duke Of Gloucester, Annapolis
$1,950,000
6 Beds ⋅ 4 Baths ⋅ MDAA2144086 MLS
Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

192 Duke Of Gloucester, Annapolis

3596 S River Ter, Edgewater
$1,925,000
5 Beds ⋅ 6 Baths ⋅ MDAA2159002 MLS
Enjoy waterfront living in the sought-after Loch Haven community. This feature rich four-level home with generous living spaces and high ceilings is positioned on 63 feet of waterfront along the protected deep waters of Pocahontas Creek providing quick unobstructed boating access to the South River, Chesapeake Bay and beyond. Recent improvements include a new roof (2026) and two new HVAC systems (2024 and 2026). The open-concept main level features water views, hardwood floors, abundant natural light, and a gourmet kitchen with a large island, stainless steel appliances, double ovens, a gas cooktop with grill, a custom tile backsplash and solid hickory cabinets. The kitchen opens to the family room with a stone-surround gas fireplace and direct access to the full home width screened porch overlooking the water for seamless indoor/outdoor living and entertainment. A formal dining room, bedroom, full bath, and laundry room complete this level. The second level also featuring hardwood floors contains the spacious primary suite with a full home width private waterfront deck, unobstructed creek views, a walk-in closet, an ensuite bath with oversized shower, separate soaking tub, and double vanity. Two additional bedrooms, each with full ensuite baths, complete the second level. The third floor offers a fifth bedroom, flex space, and a full bath. The lower level includes a recreation room, gym, full bath, storage, and utility space. The landscaped waterfront lot with irrigation system gently slopes to the private pier, 20,000-pound boat lift (with new cradle 2026), 30 amp of power and fresh water at the pier, kayak storage and fire pit. The oversized three-car garage provides substantial storage space for vehicles and more. Loch Haven amenities include a private sandy beach, community marina and boat ramp, playground, tennis, pickleball and basketball courts, walking trails, and year-round social activities. This is a well-appointed waterfront home offering flexible living spaces, recent major improvements, and outstanding boating access.

3596 S River Ter, Edgewater

830 Chester Ave, Annapolis
$1,895,000
4 Beds ⋅ 4 Baths ⋅ MDAA2159664 MLS
*Interior Photos Coming Soon*. This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission. The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets. The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace. The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

830 Chester Ave, Annapolis

1820 Baltimore Annapolis Blvd, Annapolis
$1,895,000
6 Beds ⋅ 5 Baths ⋅ MDAA2151490 MLS
Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

1820 Baltimore Annapolis Blvd, Annapolis

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