Annapolis Real Estate

Annapolis Real Estate

Welcome to Annapolis, Maryland, a city steeped in history and charm, where the past meets the present in a delightful coastal setting. As the capital of Maryland and the proud home of the United States Naval Academy, Annapolis is a vibrant hub of culture, education, and maritime heritage.

Nestled along the shores of the Chesapeake Bay, Annapolis boasts stunning waterfront views, making it a paradise for sailing enthusiasts and nature lovers alike. Stroll through the picturesque streets of the historic district, where colonial architecture and cobblestone pathways transport you back in time. The iconic State House, the oldest state capitol still in continuous use, is a must-see, offering a glimpse into the rich political history of the United States.

Annapolis is not just about history; it’s a city that thrives on community and celebration. With a lively arts scene, numerous festivals, and a plethora of restaurants serving fresh seafood, there’s always something happening. The annual Annapolis Boat Show and the Maryland Renaissance Festival draw visitors from far and wide, showcasing the city's vibrant culture.

For families, Annapolis offers excellent schools, beautiful parks, and a variety of recreational activities, from kayaking on the bay to exploring the scenic trails of Broadneck Park. The sense of community here is palpable, with friendly neighbors and local businesses that create a warm and inviting atmosphere.

Whether you’re looking to settle down or simply enjoy a weekend getaway, Annapolis combines the best of coastal living with a rich tapestry of history and culture. Discover your new home in this charming city, where every day feels like a vacation!

Newest Listings in Annapolis

1925 Fairfax Rd, Annapolis
$700,000
5 Beds ⋅ 3 Baths
Stunning, updated home on a spacious .6-acre lot located just 2 miles from historic downtown Annapolis. The main level boasts beautifully refinished hardwood floors, updated eat-in kitchen, and a separate dining room. The bright living room with a wood-burning fireplace flows effortlessly toward outdoor living, featuring a spacious screened-in porch that exits to a large back deck. A desirable main-floor bedroom with a full ensuite bathroom offers ultimate convenience. Upstairs, you will find three additional hardwood-floored bedrooms sharing a tastefully updated full bathroom. The versatile basement provides a flexible space perfect for a rec room or fifth bedroom, complete with a full bath, laundry, and ample storage. The expansive, private backyard completes this property with a detached one-car garage and an additional separate storage shed.

1925 Fairfax Rd, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

3234 Henson Ave, Annapolis
$589,900
3 Beds ⋅ 3 Baths
Welcome to Bay Highlands! This well-maintained 3-bedroom, 2.5-bath Colonial offers comfortable living, a desirable lot, and a fantastic location surrounded by nature. The spacious front and rear yards provide plenty of room to enjoy the outdoors, while the fully fenced backyard is ideal for pets. Gather around the white-stone fire pit or relax on the large rear deck overlooking the backyard. Inside, hardwood floors and a functional layout connect the dining room, kitchen, and living room, creating an inviting space for everyday living and entertaining. Upstairs, the spacious primary bedroom features a private ensuite bath, accompanied by two additional bedrooms and a full hall bath. The basement offers a very nice additional storage and utility space. Bay Highlands is nestled among wooded surroundings and bordered by Blackwalnut Creek and Oyster Creek, offering a peaceful setting just a short drive from Eastport and downtown Annapolis. Residents can enjoy community water access, including a boat ramp on Oyster Creek, canoe and kayak launching at Aldridge Park, and a playground at Augusta Park. With outdoor recreation, convenient access to Annapolis, and a move-in-ready home, this property is a wonderful opportunity to enjoy the best of Chesapeake Bay living. Schedule your private tour today!

3234 Henson Ave, Annapolis

Listing courtesy of Hutchins Properties. Contact:

100 Severn Ave Unit 507, Annapolis
$1,250,000
1 Beds ⋅ 1 Baths
Sought after Coastal lock and go pied de terre escape - or one-of-a-kind primary residence. Private guest parking lot in front of the building with your own underground parking garage and storage bin. This is the one and only one-bedroom full water view condo in the historic Severn 100 Condo. Overlooking Spa Creek and the Annapolis skyline --- you are one short block to the water's edge and the water taxi to the downtown Annapolis hub. Across the street from Severn 100 is the festive East Port Yacht Club with live music you can enjoy right from your deck... You are only 2 blocks to the local Marinas at Chesapeake Landing and Annapolis City Marina/Carroll's Creek. Stroll the artful and nautical lined Eastport shops to five-star restaurants, pubs, cafes and side-street waterfront parks. Enjoy your 5th floor-front row balcony seats for Blue Angels fly over in May/ Wednesday and Thursday sailboat regattas / Fourth of July fireworks / Parade of Lights in December and Fireworks on New Year's Eve ... MAJOR RENOVATIONS to #507: New Red Oak front door with brass sailboat knocker...... LIVING AREA and BEDROOM = Built -in shelving housing new fireplace, 55-inch TV and bookshelves. Drop ceilings with added sound deadening barrier. Installed - all new electrical, Pot lights and ceiling fan. BATHROOM = New shower, wall tile, cabinets, ceiling exhaust system, granite counters on top of storage drawers (7), Kohler toilet, sink, and faucets. Robern medicine cabinets and lighting. KITCHEN = 10 and1/2-foot island with granite surface and seating. All new natural wood cabinets with drawers and cabinets. Pop-up/retractable outlet and USB port on island countertop. Fusion quartzite counter with tile backsplash. Luxury appliances = Subzero refrigerator, Miele dishwasher, Bertazzoni induction stove top and convention oven, whirlpool steam, convection oven. Storage wall unit with granite top. Beverage refrigerator. All cabinets installed are high end quality from Crystal Cabinet company. GATED GARAGE = Assigned lower-level parking spot #13 = the easiest pull-in / reverse and exit garage space. Garage access to elevator / lobby and all floors. Pre-qual process required for all private showings.

100 Severn Ave Unit 507, Annapolis

Listing courtesy of Coastal Realty Maryland. Contact:

303 Wood Hollow Ct, Annapolis
$360,000
3 Beds ⋅ 2 Baths
Discover the charm of this townhouse in the serene Whispering Woods community. This is a great opportunity to own a beautiful townhouse in Annapolis! It offers a perfect blend of comfort and functionality, making it an ideal retreat for modern living. Step inside to find a spacious layout featuring 3 inviting bedrooms, updated full bath and 1/2 bath in the basement. Enjoy a spacious updated eat in kitchen with crown molding and plenty of room to cook, gather and dine! Crown molding throughout the large living room/dining room combo. The fully finished basement, complete with a walkout entrance, provides additional living space, ideal for a home office, playroom, or cozy den. Brand new roof and attic insulation! Conveniently located near Route 50, charming downtown Annapolis with water views, shopping and dining. Don't miss the opportunity to make this charming residence your own!

303 Wood Hollow Ct, Annapolis

Listing courtesy of Maryland Residential Management Co. Contact:

3134 Anchorage Dr, Annapolis
$965,000
4 Beds ⋅ 3 Baths
Annapolis Renovated Gem A distinctive Annapolis residence where updates, architectural detail, and an enviable waterfront-community setting come together. Welcome to 3134 Anchorage Drive, an extensively updated 4-bedroom, 3-full-bath home offering approximately 3,627 square feet in Annapolis’s desirable Anchorage waterfront community. Situated on a 0.26-acre lot, this distinctive residence features natural stone accents, a fenced backyard, storage shed, attached garage, expansive deck, and covered patio. The 2026 improvements include a new roof, new stainless-steel appliances, new fresh interior paint, new light fixtures throughout, new hardwood flooring in the great room, new lower-level luxury vinyl plank flooring, a fully renovated lower-level bathroom, and basement waterproofing by Charles Pastrana & Sons. Architectural highlights include a dramatic great room with soaring ceilings, three custom arched wood-framed windows with intricate divided-light detailing and decorative fanlights, Pella windows, and sliding-door access to the deck. The welcoming foyer showcases a two-story staircase with custom turned spindles, natural oak handrails, and crafted newel posts. The well-appointed kitchen features Hagerstown custom-made wood cabinetry, granite countertops, a generous pantry, and reverse-osmosis filtration at the kitchen and bar sinks. The spacious Owner’s Suite was an addition to create a larger primary bedroom with a sitting area, custom window moldings, a stained-glass accent, a large walk-in closet, and a spa-inspired en-suite bath with a glass-enclosed shower, whirlpool soaking tub, double granite vanity, and separate water closet. The lower level provides a versatile family room with a traditional cast-iron wood-burning stove and white brick surround, two additional bedrooms, a full bath, recreation room, laundry closet, workshop, utility room, storage, and direct garage access. Additional features include a two-zone air-conditioning system, water-treatment system, generator, and attic storage. Beautifully expanded and renovated, 3134 Anchorage Drive is located in the highly sought-after Anchorage Waterfront community where residents enjoy exceptional amenities with an HOA fee of just $123/month, which includes access to a boat slip, marina, boat ramp, community pool, rack for kayaks and paddle boards and a half basketball court. Don’t miss the chance to own this renovated gem in one of Annapolis’s most coveted neighborhoods.

3134 Anchorage Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1954 Baltimore Annapolis Blvd, Annapolis
$1,200,000
7 Beds ⋅ 4 Baths
Set on a beautiful one acre lot with a U shaped driveway, this expansive 4,500 square foot contemporary rancher offers seven bedrooms, three full baths, generous living spaces, and a layout filled with possibilities. Recently updated by its longtime owners in preparation for its next chapter, the home combines distinctive architectural details with extensive improvements throughout. Step inside to an impressive open floor plan where soaring vaulted ceilings with exposed wood beams immediately draw your eye. Hardwood floors extend through the main living areas, while a dramatic wall of floor to ceiling windows spans the rear of the home, filling the space with natural light and showcasing peaceful wooded views. A two sided fireplace creates a striking focal point between the living and dining areas, adding warmth and character to both spaces. The kitchen offers new appliances along with a separate eat in area and convenient half bath. The main level features four spacious bedrooms, all with ceilings over nine feet. The hall bath includes a soaking tub, while the primary suite offers its own private bath with a walk in shower and new vanity. Step outside from the primary bedroom onto a private balcony overlooking the wooded setting. The finished lower level provides an incredible amount of additional living and entertaining space. An exceptionally large recreation room continues the home's connection to the outdoors with another wall of windows spanning the rear. A bar area opens conveniently to the lower level patio, creating a great setup for entertaining indoors and out. Three additional bedrooms and a full hall bath provide tremendous flexibility for guests, extended family, hobbies, or additional work from home space. The lower level also includes a large cedar closet, additional storage, a laundry and utility room, and a separate bonus room that could serve as an office, gym, hobby room, or additional storage. Recent improvements include fresh interior paint throughout, refinished hardwood floors on the main level, new LVP flooring throughout the lower level, new lighting, new appliances, a new front door and kitchen door, and a new air conditioning system. Located in Ferry Farms, a sought after water privileged community along the Severn River, the property offers the opportunity to enjoy the Annapolis waterfront lifestyle while still having the privacy and space of a full acre. Just across the Severn River from the U.S. Naval Academy and convenient to downtown Annapolis, the location offers a unique combination of water access, natural surroundings, and proximity to everything Annapolis has to offer. With more than 4,500 square feet of living space, seven bedrooms, multiple gathering areas, walls of windows, wooded views, and an acre of property, this is a truly unique home. Thoughtfully refreshed by owners who have loved and cared for it, the home is ready to welcome its next owner while still offering plenty of opportunity to personalize the space and make it your own.

1954 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

1961 Marconi Cir, Annapolis
$475,000
2 Beds ⋅ 2 Baths
Welcome to 1961 Marconi Circle, located in the highly sought-after Heritage Harbour 55+ community in Annapolis! This charming 2-bedroom, 2-full-bath townhouse offers comfortable, convenient, single-level living. Step inside to a bright and inviting living room featuring beautiful flooring, coastal-inspired colors, and an abundance of natural light. The adjoining dining area flows into the kitchen, complete with white cabinetry, granite countertops, a stylish tile backsplash, and a cozy breakfast nook. The spacious primary bedroom features a private full bathroom with a walk-in shower, while the second bedroom offers flexibility for guests or a home office. Step outside to enjoy your private rear patio and fenced backyard, perfect for morning coffee, relaxing, or entertaining. Additional features include an attached one-car garage and convenient laundry area. Heritage Harbour is known for its exceptional active adult lifestyle, offering a variety of recreational amenities, clubs, and social activities. Conveniently located near downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect opportunity to enjoy low-maintenance living in a vibrant 55+ community. Don't miss your chance to make 1961 Marconi Circle your new home!

1961 Marconi Cir, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

5 Park Pl Unit 127, Annapolis
$639,900
2 Beds ⋅ 2 Baths
Welcome to a warm, inviting 2-bedroom, 2-bath condo in Downtown Annapolis, offering nearly 1300 square feet of thoughtfully designed living space. Beautiful hardwood floors and an updated kitchen create a comfortable, modern setting that feels just right whether you’re coming home from work, enjoying a weekend retreat, or simplifying your lifestyle. Another upgrade that adds those perfect finishing touches include custom blinds, crown molding and elevated mill work throughout. The gas fireplace is perfect for those amazing winter nights in Annapolis. Large windows frame a peaceful and private, grassland and wooded views, providing a quiet backdrop that contrasts beautifully with the energy of the city that is just beyond your door. The community pool, gym, game room, garage parking and concierge services adding ease and convenience to everyday life, allowing you to relax and focus on what matters most. From this ideal location, you can walk to restaurants, a spa, Navy Stadium, and be moments from everything Annapolis has to offer. Being in the back of the first floor, you get ease and quiet. Let's not forget about the 2 parking spots in the building's garage that right at the elevators' doors for even more convenience. This very well cared for unit is a must see.

5 Park Pl Unit 127, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

531 Second St, Annapolis
$1,199,000
2 Beds ⋅ 3 Baths
This charming historic Eastport home was built in the early 1900s and moved to Second Street in 1937. David Fogle, renowned preservationist architect and professor, purchased the home in 1970s and designed the light-filled addition featuring Palladium windows and architectural angles. The home bridges the integrity of the past to the present with its original Heart Pine floors on the main level. The current owners did a full kitchen renovation to include custom-built Heartwood cherry cabinets, dry/wet bar, and granite countertops with plenty of room for food prep and entertaining! The combined living room/dining room area is spacious and open while the comfortable family room opens to the front porch and overlooks a lovely flower garden. The family room opens to a brick patio and a large partially- fenced backyard that is ideal for warm weather entertaining. Lots of custom bookshelves throughout, and there are two gas fireplaces on the main level for added charm and ambiance in the cold weather! Full bathroom on the first floor. The spacious bright primary bedroom on the second floor features skylights and windows that offer views of the private backyard. Second bedroom is perfect for an office/guest room with Murphy bed. The coveted off-street parking accommodates four cars. The house is located in the heart of Eastport's historic maritime neighborhoods where watermen made a living from fishing, crabbing, and oystering. The front porch on this friendly street is the perfect spot for impromptu gatherings with neighbors and friends. Easy walk to marinas on Back and Spa Creeks, the Maritime Museum, yacht clubs, restaurants, pubs and shops; access to seasonal water taxi transport to downtown Annapolis. Eastport charm at its best!

531 Second St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

20 Amberstone Ct Unit H, Annapolis
$299,900
3 Beds ⋅ 2 Baths
Mid-Level Condo Available Now in the Sought After Annapolis Overlook Community. This 3 Bedroom 2 Full Bath Condo offers an Open Living Space and Balcony showing a Beautiful Wooded Backdrop to give a sense of Privacy. Features of this Home include Brand New LVP Flooring, Brand New Carpet in Bedrooms, Brand New Renovated Hall Bathroom, Freshly Painted, Stainless Steel Appliances in the Kitchen, Wood Burning Fireplace, and So Much More!!! The Annapolis Overlook Community offers a Community Center, Fitness Center, In-ground Pool, and More. Located Minutes from Downtown Annapolis.

20 Amberstone Ct Unit H, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

1952 Forest Dr, Annapolis
$435,000
3 Beds ⋅ 2 Baths
Beautiful Move-In Ready Home with Spacious Fenced Backyard! Welcome to this clean, beautiful, and well-maintained 3-bedroom, 2-full-bath home, offering comfortable living spaces and everything you need to move right in and enjoy. The inviting kitchen features beautiful granite countertops and plenty of space for cooking and entertaining. The spacious family room is highlighted by a warm, attractive fireplace, creating the perfect setting for relaxing with family and friends. Step outside and discover the large, fully fenced backyard, offering plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying your own private outdoor space. With its desirable layout, attractive finishes, spacious backyard, and move-in-ready condition, this home is a wonderful opportunity for anyone looking for comfort, convenience, and a place to call home. All information must confirm by the buyer. Don’t miss the opportunity to see this beautiful home! Schedule your showing today.

1952 Forest Dr, Annapolis

Listing courtesy of Blufin Realty, LLC.. Contact:

1612 Belle Dr, Annapolis
$570,000
3 Beds ⋅ 4 Baths
Nestled in the prestigious gated community of Village Greens, this exquisite Colonial townhouse offers a harmonious blend of luxury and comfort. Built in 2016, this meticulously maintained residence spans 2,000 square feet, showcasing high-end finishes including a newly updated kitchen and thoughtful design throughout. Step inside to discover a warm and inviting atmosphere, where rich hardwood floors flow seamlessly through the main living areas. The spacious living room, anchored by a cozy fireplace for your indoor and outdoor enjoyment, invites relaxation and gatherings with loved ones. With three generously sized bedrooms, including a serene master suite with an ensuite bath, this home provides ample space for rest and rejuvenation. The two full and two half baths are beautifully appointed, offering both style and functionality. Enjoy the convenience of an attached finished rear-entry garage and driveway parking, ensuring easy access and ample space for guests. The low-maintenance outdoor area allows for leisurely afternoons spent soaking up the sun or enjoying a quiet evening under the stars. Experience the exclusive lifestyle that Village Greens has to offer, with its serene surroundings and proximity to local amenities. This stunning townhouse is not just a home; it's a sanctuary where luxury meets everyday living. Embrace the opportunity to make this exceptional property your own.

1612 Belle Dr, Annapolis

Listing courtesy of O'Brien Realty ERA Powered. Contact:

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