Eastport Real Estate

Welcome to Eastport, a charming waterfront subdivision nestled in the heart of Annapolis, Maryland. Known for its vibrant maritime culture and rich history, Eastport offers a unique blend of coastal living with the convenience of urban amenities. This picturesque neighborhood is bordered by the scenic waters of the Chesapeake Bay, providing residents with breathtaking views and endless opportunities for outdoor activities.

Eastport is a community that celebrates its nautical heritage, with many homes featuring classic Maryland architecture and character. Tree-lined streets invite you to stroll or bike, while local parks and marinas provide perfect spots for relaxation and recreation. The Eastport area is also home to a variety of charming boutiques, art galleries, and gourmet restaurants, ensuring that residents have access to the best of local culture and cuisine.

One of the standout features of Eastport is its strong sense of community. Residents often gather for events, festivals, and farmer’s markets, fostering connections and friendships that make this neighborhood feel like home. The proximity to downtown Annapolis means that residents can enjoy the bustling city life while retreating to the peaceful ambiance of Eastport at the end of the day.

With its ideal location, rich history, and vibrant community spirit, Eastport is more than just a subdivision; it’s a lifestyle. Whether you’re looking for a charming waterfront home or a place to create lasting memories, Eastport has something for everyone. Come discover the allure of Eastport, where every day feels like a vacation by the bay!

Newest Listings in Eastport

400 Jefferson St, Annapolis $1,950,000

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of dow...

3 Beds
4 Baths

Courtesy of TTR Sotheby's International Realty

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

906 Jackson St, Annapolis $750,000

Nestled in the charming Eastport neighborhood, this exceptional property blends warmth, character, and versatility. The main residence features 2 bedrooms and 1.5 bathroo...

3 Beds
3 Baths

Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

820 Bay Ridge Ave, Annapolis — Sailor's Quay $1,875,000

There is something unmistakably special about life in Eastport—and 820 Bay Ridge Ave captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence...

4 Beds
5 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

1309 President St, Annapolis $575,000

THIS IS A SURPRISE LISTING! There is history here -In the 1940's the Meade family built a number of homes on President Street and in Hillsmere - Meade Street - and the f...

4 Beds
2 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

1311 President St, Annapolis $599,900 ▼

Eastport! Eastport! Eastport! Corner lot that consists of 9,240 square feet. Off street parking and street parking. Stainless steel refrigerator, stacked washer and dryer...

3 Beds
1 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

1136 Tyler Ave, Annapolis $325,000

Welcome to this inviting two-bedroom, two-full-bath home in Annapolis’s desirable Eastport area. The primary bedroom features full-size sliding glass doors that fill the ...

2 Beds
2 Baths

Courtesy of Engel & Volkers Washington, DC

Listing courtesy of Engel & Volkers Washington, DC. Contact: tomspier1@gmail.com

1025 Hanson St, Annapolis $725,000

Welcome to 1025 Hanson Street, offering nearly 2,880 sq. ft. of exceptionally flexible living space across three finished levels in the heart of Annapolis! Perfect for a...

6 Beds
3 Baths

Courtesy of Anne Arundel Properties, Inc.

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

914 Van Buren St, Annapolis $1,875,000

** Private first-look appointments are available. Contact the listing agent to schedule for a first-look. ** A rare find in Eastport: an oversized attached two-car garage...

6 Beds
5 Baths

Courtesy of Realty ONE Group Capital

Listing courtesy of Realty ONE Group Capital. Contact: 7032145100

907 Monroe St, Annapolis $750,000 ▼

Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home off...

3 Beds
3 Baths

Courtesy of Engel & Volkers Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

21 Boucher Pl, Annapolis $749,999

Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built ...

3 Beds
4 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

1105 Boucher Ave, Annapolis $1,285,000

Nestled in the heart of Eastport, this thoughtfully designed 3-bedroom, 2.5-bath home offers the perfect combination of comfortable living, modern updates, and one of Ann...

3 Beds
3 Baths

Courtesy of Long & Foster Real Estate, Inc.

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

219 Lockwood Ct, Annapolis $1,750,000

Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Bo...

4 Beds
4 Baths

Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999