Annapolis Real Estate

Annapolis Real Estate

Welcome to Annapolis, Maryland – a city where rich history meets vibrant coastal charm! Nestled along the picturesque shores of the Chesapeake Bay, Annapolis is not just the capital of Maryland but also a treasure trove of culture, maritime heritage, and scenic beauty. With its quaint cobblestone streets and historic architecture, the city boasts a unique blend of colonial charm and modern conveniences.

Annapolis is renowned for its stunning waterfront views, making it a haven for boating enthusiasts and nature lovers alike. The city is home to the United States Naval Academy, where visitors can explore the beautiful campus and learn about the nation's naval history. Stroll through the historic district, where you’ll find delightful boutiques, art galleries, and a variety of dining options, from cozy cafes to upscale seafood restaurants that offer fresh catches from the Bay.

The city's vibrant arts scene is highlighted by numerous festivals and events throughout the year, including the Annapolis Film Festival and the Maryland Renaissance Festival. For those who appreciate outdoor activities, the surrounding parks and waterfront areas provide ample opportunities for sailing, kayaking, and hiking.

Families will find excellent schools and a strong sense of community, making Annapolis an ideal place to call home. With its perfect blend of history, culture, and natural beauty, Annapolis stands out as a charming destination that invites exploration and offers a lifestyle that many aspire to attain. Whether you're looking to buy a home or simply visit, Annapolis promises an experience that is both enriching and unforgettable.

Newest Listings in Annapolis

107 Pinecrest Dr, Annapolis
$629,900
4 Beds ⋅ 3 Baths
Coming Soon in Hillsmere Shores! This 4-bedroom, 3-full-bath home features updates throughout, along with newer mechanical systems. Hillsmere Shores fantastic community amenities include a private beach, marina, boat ramps, community pool, playgrounds, and more. Conveniently located just minutes from Downtown Annapolis, shopping, dining, and major commuter routes. More details and photos coming soon!

107 Pinecrest Dr, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

523a Epping Forest Rd, Annapolis
$950,000
4 Beds ⋅ 4 Baths
Located in the sought-after Saefern community, this distinctive home offers a rare combination of privacy, natural beauty, and access to an array of community amenities. Tucked away in a peaceful, wooded setting, the home is approached by a long, sloping driveway and surrounded by mature trees, creating a private retreat with a treehouse-like feel. Inside, the home's post-and-beam construction, soaring vaulted ceilings, exposed beams, and dramatic two-story brick fireplace create a warm and inviting atmosphere. Natural light fills the open living spaces, while multiple glass sliders connect the interior to the expansive ipe deck, providing an ideal setting for entertaining or simply enjoying the surrounding landscape. The kitchen features granite countertops, stainless steel appliances, 42-inch upper cabinets, double wall ovens, a separate cooktop, and a center island. The main level offers the convenience of a primary bedroom and bath, along with an open living and dining area anchored by an oversized wood-burning fireplace. Upstairs, a catwalk and loft overlook the main living space, adding architectural interest and offering beautiful views of the home's interior and wooded surroundings. The walk-out lower level expands the home's living space with 10-foot ceilings, an additional bedroom and full bathroom, a spacious 24 x 20 family room with a woodstove, and ample storage. A covered area beneath the deck provides additional sheltered outdoor space. Other features include an attached two-car garage and an irrigation system. Recent improvements include a new roof installed at the end of 2024, a new septic tank in 2025, and a new HVAC system installed in 2025, converting the home from oil heat to an electric heat pump system. Saefern offers an impressive selection of community amenities, including a marina, outdoor swimming pool, horse stables, scenic trails, dog park, fishing pond, and tennis and pickleball courts. Membership is optional, though highly recommended within the community, and provides access to these amenities. Boat slips at the marina are available separately and are subject to availability, with options for vessels of varying sizes and water depths. Enjoy the feeling of a private retreat while remaining conveniently located near Annapolis Mall, downtown Annapolis, Anne Arundel Medical Center, and major commuter routes including Routes 50 and 97. With its distinctive architectural character, peaceful natural setting, recent system updates, and access to the Severn River and community amenities, this home offers a unique opportunity to enjoy Saefern living.

523a Epping Forest Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

976 Mount Holly Dr, Annapolis
$550,000
4 Beds ⋅ 3 Baths
Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending modern updates with comfortable living, this inviting home features major renovations completed in 2022, a fully finished basement, and a cozy fireplace perfect for relaxing evenings or gathering with family and friends. Enjoy added peace of mind with an impressive list of updates, including a brand-new well installed in 2026 with an upgraded well pump, a roof replaced within the last five years featuring architectural shingles, HVAC system, hot water heater, and new windows. With its classic brick front, vinyl siding, paved driveway, and generous 0.21-acre lot, this home offers both curb appeal and everyday convenience. Love the Chesapeake lifestyle? Cape St. Claire offers a wonderful community atmosphere with parks, recreational amenities, and proximity to the scenic Magothy River. Enjoy nearby outdoor recreation, explore local shopping and dining, and experience the charm of this established waterfront community. Updated, inviting, and ideally situated—this is your opportunity to enjoy the best of Cape St. Claire living!

976 Mount Holly Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1501 Broadneck Pl Unit 303, Annapolis
$385,000
2 Beds ⋅ 2 Baths
Enjoy effortless one-level living in the highly desirable Four Seasons at St. Margaret’s, a vibrant 55+ active adult community in Annapolis! Located in a secure building with convenient elevator access, this beautifully maintained 2-bedroom, 2-bath condominium offers the perfect combination of comfort, convenience, and an exceptional community lifestyle. The inviting open floor plan features LVP flooring, ideal for everyday living and entertaining. The gourmet kitchen offers crisp white cabinetry, Corian countertops, and new stainless appliances, including (10/2026) dishwasher, stove, and microwave. The spacious, freshly painted primary suite provides a relaxing retreat with a generous walk-in closet and an en-suite bath featuring double vanities, a separate soaking tub, and a walk-in shower. Additional highlights include a newer HVAC system (2021) and hot water heater (2023). Enjoy exceptional community amenities, including a beautifully appointed clubhouse featuring a fitness center, library, billiards room, game room, and spacious lounge and entertaining area with a kitchen. Step outside to the inviting deck with a gas grill overlooking the community pool, perfect for relaxing and socializing. Conveniently located close to everything Annapolis has to offer, including historic downtown Annapolis, the U.S. Naval Academy, shopping, dining, and entertainment, with easy access to Routes 50 and 97 for commuting to Baltimore, Washington, D.C., and beyond.

1501 Broadneck Pl Unit 303, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

1010 Park Ave, Annapolis
$1,298,000
4 Beds ⋅ 4 Baths
Skip the renovations and settle right into this Eastport gem. From top to bottom, flawlessly turnkey in every detail, this home invites you to immediately embrace the coveted downtown lifestyle. Custom-built in 2021, this 3200 sq ft home perfectly blends modern luxuries with classic Eastport charm. Fine finishes, 9-foot ceilings, stunning millwork, and gorgeous white oak floors set the tone. The heart is the chef’s kitchen with a show-stopping center island and granite counters. The kitchen is open to the light-filled spacious family room, flanked by a cozy gas fireplace and custom built-ins. A versatile 4th bedroom or office, full bath, and chic beverage center complete the main level. Upstairs features a convenient laundry room, three spacious bedrooms—including a vaulted primary suite—and two beautifully appointed bathrooms with modern tile and granite vanities. The fully finished lower level adds a large recreation area, another full bath, and ample storage. For outdoor living, the amazing 300-square-foot screened porch will quickly become a favorite spot. Step off the porch and enjoy the crafted stone patio, firepit and a fully fenced, grassy backyard. Perfectly positioned, you are just moments from Eastport's celebrated restaurants, marinas, and waterfront parks, with an easy stroll across the Spa Creek Bridge to Historic Downtown Annapolis. This exceptional turn-key offering delivers an unmatched coastal lifestyle in a flawless package. Check out the Interactive Floor Plan! No showings on Friday 10/30 until 4pm. Open House on Fri 10/30 4pm-630pm. Additional Open Houses: Sat 10/31 9am-12pm, Sunday 11/1 1pm-3pm.

1010 Park Ave, Annapolis

Listing courtesy of Compass. Contact:

2638 Greenbriar Ln, Annapolis
$550,000
4 Beds ⋅ 2 Baths
DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opportunity to renovate, reimagine, or potentially redevelop an unusually large residential property consisting of nearly two acres of land in one of the Annapolis area's most desirable and established residential locations. Situated toward the end of Greenbriar Lane, just off Forest Drive and literally minutes from Routes 665, 50, and 97, this spacious brick ranch home offers something increasingly difficult to find in the Annapolis area: a substantial parcel of land, a convenient location, and the flexibility to create something truly special. Built in 1955, the residence has served as a rental property for many years and is ready for a comprehensive cosmetic renovation and modernization. The home also features a substantial 20-by-30-foot addition constructed in the late 1980s, incorporating a large primary bedroom with cathedral ceilings, a small side porch, and a primary bathroom with his-and-hers vanities and closets. According to Anne Arundel County GIS records, the property contains approximately 2,500 square feet across the main level and approximately 1,300 square feet of unfinished space in the lower level. The existing floor plan includes four bedrooms, two full bathrooms, living and dining areas, a family room, kitchen, laundry room, and an enclosed sunroom or three-season room. The house presents an excellent opportunity for someone looking to transform an older, solid residence into an attractive modern home without sacrificing the character and space of an established property. THE LAND The property encompasses approximately 1.90 acres, with an unusually generous amount of frontage along Greenbriar Lane. Previous county mapping information indicates approximately 370 feet of road frontage and a rear property boundary of approximately 360 feet adjoining land owned by the City of Annapolis. Mature trees, established landscaping, and the property's substantial dimensions provide an attractive setting with considerable possibilities for landscaping, outdoor recreation, expansion, or potential additional residential development. The property is zoned R2 Residential, which may offer subdivision or additional building opportunities, subject to applicable zoning, minimum lot sizes, access requirements, utility availability, and county approvals. For a builder, investor, or homeowner interested in maximizing the value of a nearly two-acre parcel, this represents an especially intriguing opportunity. A LOCATION THAT IS HARD TO DUPLICATE Greenbriar Lane is an established residential street conveniently located off Forest Drive, with excellent access to shopping, restaurants, grocery stores, and the many amenities of the Annapolis area. The property is situated across the street from Crab Creek, a tributary of the South River, and is surrounded by neighborhoods featuring attractive custom-built homes, generously sized properties, and numerous waterfront residences. Historic downtown Annapolis, City Dock, the United States Naval Academy, and the city's renowned waterfront restaurants and attractions are approximately four miles away. The surrounding area offers a combination of suburban privacy and convenient access to everything Annapolis has to offer. AN OPPORTUNITY WITH MULTIPLE POSSIBILITIES. Properties offering this combination of acreage, location, road frontage, and potential are increasingly difficult to find in the Annapolis market.The home needs renovation. The location and land are the attractions. The possibilities are what make this property special. The property is offered in its present condition. Acreage, square footage, lot dimensions, zoning, permitted uses, and subdivision potential should be independently verified by prospective purchasers with Anne Arundel County and other applicable authorities.

2638 Greenbriar Ln, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

848 Deerwood Ct, Annapolis
$725,000
3 Beds ⋅ 2 Baths
Coming Soon! Buyer pays a one time initial recreation fee at time of settlement of $2100 to Heritage Harbour.

848 Deerwood Ct, Annapolis

Listing courtesy of Northrop Realty. Contact:

2 Juliana Cir W, Annapolis
$299,000
3 Beds ⋅ 4 Baths
This townhome is located in a quiet, established neighborhood and offers a versatile, spacious layout across three levels. The entry level features a family room, a half bathroom, and a converted garage that provides additional living space. This flexible room can serve as a second family room, a home office, or a potential fourth bedroom. Step outside onto the deck overlooking a beautiful wooded area, the perfect setting for relaxing or enjoying summer barbecues. The second level offers a comfortable living room, a half bathroom, and a spacious kitchen with a large island that can also be used as a dining area, making it ideal for everyday living and entertaining. The third level features two generously sized bedrooms, a full bathroom, and a spacious primary suite complete with a private bathroom and walk-in closet. The laundry area is conveniently located on this level for added comfort and convenience. Additional features include driveway parking and unassigned visitor parking available in the lot across from the townhome.

2 Juliana Cir W, Annapolis

Listing courtesy of Fairfax Realty Premier. Contact:

405 Halsey Rd, Annapolis
$795,000
3 Beds ⋅ 3 Baths
Welcome to Admiral Heights. Perched proudly, this beautifully maintained home at 405 Halsey Road, is where pride of ownership shines throughout. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy stadium, and major commuter routes to Washington, D.C., Northern Virginia, and Baltimore, this home offers the perfect blend of comfort, convenience, and lifestyle. Featuring 3 bedrooms and 2.5 bathrooms, the home offers a thoughtfully designed layout with inviting spaces for everyday living and entertaining. The main level features a kitchen that opens to the dining area and family room, complete with a cozy wood-burning fireplace. From here, step into the enclosed sunporch and out to the deck, creating a wonderful flow for indoor-outdoor living. A separate formal dining room and convenient powder room complete the main level. Upstairs, the spacious primary suite offers a large walk-in closet, a comfortable sitting area, and a private full bathroom. Two additional generously sized bedrooms and a full hall bathroom provide plenty of room for family, guests, or a home office. Major updates include a new roof and replacement windows, offering added peace of mind. The lower level provides excellent potential to create additional living space tailored to your needs, whether you envision a recreation room, home gym, theater, or hobby space. Outside, enjoy the lovely backyard, perfect for summer barbecues, entertaining friends, or simply relaxing at home. With this homes wonderful location, inviting living spaces, and meticulous care, this Admiral Heights home is ready for its next chapter. Come discover all it has to offer.

405 Halsey Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

803 Coxswain Way Unit 301, Annapolis
$465,000
2 Beds ⋅ 2 Baths
A must-see condo in the Broad Creek Condos in the desired Heritage Harbour neighborhood. Beautiful larger 2-bedroom, 2-bathroom condo on the 3rd floor. Entire condo freshly painted, ceiling fans, recess lighting in the main living room. An eat in kitchen with adjacent dining room that opens to the living room. Separate den/office with built-in bookshelves perfect for afternoon reading. Multiple access doors to an oversized balcony perfect for outdoor entertaining. Separate laundry/storage room. Secure deeded parking spot and storage room in the garage (space #24). Schedule a tour today to see this beautiful condo!

803 Coxswain Way Unit 301, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

721 Fairway Dr, Annapolis
$250,000
3 Beds ⋅ 3 Baths
Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedroom, three-full-bath brick-and-siding split-foyer in Cape St. Claire on approximately 0.21 acre. Features include an expansive primary bedroom, an updated kitchen with new appliances, living and dining areas, a lower-level recreation room and third bedroom, laundry and mechanical rooms, a rear deck, driveway parking, central air, a private well, a public sewer, and one fireplace. Original list price: $585,000; opening bid: $250,000. Open house viewing and inspection opportunities: Sunday, November 1, 2:00–4:00 PM; Thursday, November 12, 11:00 AM–1:00 PM; Sunday, November 22, 10:00 AM–12:00 PM EST. Register at Prime Auction Solutions. Review complete auction terms, documents, buyer's premium, deposit requirements, and property documents before bidding. The final price to be set at auction. Excellent investor and investment opportunity. Register and bid your price at Prime Auction Solutions. Contact the agent for more specific information.

721 Fairway Dr, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

209 Victor Pkwy Unit 209B, Annapolis
$239,900
2 Beds ⋅ 2 Baths
Discover the charm of this inviting 2-bedroom, 2-bathroom condo in the desirable Fairwinds of Annapolis community. This well-maintained unit features a cozy galley kitchen equipped with stainless steel appliances, including a built-in microwave and gas range, perfect for culinary enthusiasts. Enjoy the convenience of an entry-level bedroom, making this space both functional and welcoming. Step outside to enjoy community amenities such as a refreshing outdoor pool, tennis courts, and a dog park, ideal for leisure and recreation. The association fee covers essential services like gas, water, and lawn maintenance, ensuring a hassle-free lifestyle. Located near excellent schools and lush parks, this neighborhood fosters a sense of community and connection. With easy access to public services and local shops, you'll find everything you need just moments away.

209 Victor Pkwy Unit 209B, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

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