Annapolis Real Estate

Welcome to Annapolis, Maryland – a vibrant city steeped in rich history and breathtaking waterfront views. As the capital of Maryland and the county seat of Anne Arundel County, Annapolis is not just a hub of government; it’s a charming blend of coastal beauty, cultural heritage, and modern living.

Nestled along the shores of the Chesapeake Bay, Annapolis boasts a picturesque harbor that has been a focal point for sailors and maritime enthusiasts for centuries. The city’s historic district, with its cobblestone streets and well-preserved 18th-century architecture, invites you to explore its many boutiques, art galleries, and restaurants. Here, you can savor fresh seafood while enjoying stunning views of the water and the iconic U.S. Naval Academy, which adds a unique character to the city.

Annapolis is also known for its vibrant community events, from the annual Annapolis Boat Shows to the lively Arts and Wine Festival. The city’s commitment to education is evident in its top-rated public schools and the presence of esteemed institutions like St. John’s College.

Outdoor enthusiasts will find plenty to love in Annapolis, with numerous parks, hiking trails, and opportunities for boating and fishing. The city’s mild climate allows for year-round enjoyment of its natural beauty.

Whether you’re drawn by its historical significance, waterfront charm, or lively atmosphere, Annapolis offers a unique lifestyle that combines the best of urban and coastal living. Come discover why so many are proud to call this city home!

Newest Listings in Annapolis

4 Ridge Rd, Annapolis $2,499,500

There are houses that simply check the boxes—and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighbo...

6 Beds
6 Baths

Courtesy of Cummings & Co Realtors

Listing courtesy of Cummings & Co Realtors. Contact: 4108230033

2691 Claibourne Rd, Annapolis $825,000

Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3....

3 Beds
4 Baths

Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

20 Greystone Ct Unit #I, Annapolis image

20 Greystone Ct Unit #I, Annapolis $299,900

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offe...

2 Beds
2 Baths

Courtesy of Compass

Listing courtesy of Compass. Contact: (410) 429-7425

7026 Channel Village Ct Unit #T2, Annapolis image

7026 Channel Village Ct Unit #T2, Annapolis $775,000

There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets t...

2 Beds
2 Baths

Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

1017 Hyde Park Dr, Annapolis $534,000

Welcome to 1017 Hyde Park Dr, a charming two-story Dutch Colonial nestled in Annapolis, where classic character meets a convenient location. This 3-bedroom, 2-bath home o...

3 Beds
2 Baths

Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

631 Admiral Dr Unit #304, Annapolis image

631 Admiral Dr Unit #304, Annapolis $344,900

Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Admiral Reach at Harbor Gates community of Annapolis! Ideally situated just minut...

2 Beds
2 Baths

Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact:

150 Quiet Waters Pl, Annapolis $449,000

Open House Saturday 10AM - 12PM! Beautifully updated and move-in ready in an ideal Annapolis location! HVAC, ROOF, & HOT WATER HEATER ALL REPLACED APPROX. 2021. This invi...

3 Beds
3 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

300 Hilltop Ln Unit #300E, Annapolis image

300 Hilltop Ln Unit #300E, Annapolis — North Green Condos $269,900

This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, ...

2 Beds
2 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

412 Third St, Annapolis $1,050,000

Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inv...

2 Beds
2 Baths

Courtesy of Keller Williams Select Realtors of Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

1660 Secretariat Dr, Annapolis $419,900

Spacious Duplex located in Sought After Revell Downs! Over 1800 square feet of Finished Living Space with Recent Updates Including 35 Year Architectural Shingle Roof, Map...

4 Beds
2 Baths

Courtesy of ABR

Listing courtesy of ABR. Contact: 4102127332

3285 Harness Creek Rd, Annapolis $9,500,000

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a mast...

6 Beds
10 Baths

Courtesy of Long & Foster Real Estate, Inc.

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

66 Franklin St Unit #102, Annapolis image

66 Franklin St Unit #102, Annapolis — Acton's Landing $995,000

Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, of...

2 Beds
3 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686