Eastport Homes with Colonial Style

Welcome to Eastport, a charming subdivision nestled in the heart of Annapolis, Maryland, where historic charm meets modern living. Known for its picturesque streets and vibrant community, Eastport offers a unique blend of coastal living and urban convenience. As you stroll through the neighborhood, you’ll be captivated by the stunning colonial-style homes that define its character. These timeless residences feature classic architectural elements, such as symmetrical facades, gabled roofs, and inviting front porches, creating a warm and welcoming atmosphere.

Living in Eastport means being just steps away from the scenic waterfront, where you can enjoy leisurely walks along the docks, indulge in fresh seafood at local eateries, or simply take in the breathtaking views of the Chesapeake Bay. The community exudes a friendly vibe, with neighbors often gathering for events and activities that foster a strong sense of belonging.

Families will appreciate the top-rated schools and parks nearby, making Eastport an ideal place to raise children. For those who enjoy a vibrant arts scene, the area is home to numerous galleries, theaters, and cultural events that celebrate the rich heritage of Annapolis.

With its perfect blend of historical charm and contemporary convenience, Eastport is more than just a neighborhood; it’s a lifestyle. Whether you’re looking to buy your first home or seeking a serene place to retire, Eastport’s colonial-style homes offer the perfect backdrop for creating lasting memories. Come and discover the enchanting allure of Eastport—where every day feels like a vacation!

Newest Eastport Homes with Colonial Style

$1,285,000

3 Beds ⋅ 3 Baths

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 Annapolis' most sought-after walkable locations. Complete with a rare detached two-car garage, this is an exceptional opportunity to enjoy the Eastport lifestyle in an established neighborhood that continues to attract significant investment and enduring demand. The main level features hardwood flooring throughout, a spacious living room, separate dining room, and an inviting family room with a wood-burning fireplace that opens directly to the kitchen—creating an ideal space for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a gas cooktop, and a separate main-level laundry/mudroom for added convenience. A spacious three-season porch extends the living space and creates a wonderful transition to the beautifully landscaped backyard, complete with a flagstone patio, attractive stone retaining wall, and detached two-car garage—ideal for relaxing or entertaining. Upstairs, the spacious primary suite offers a walk-in closet and private bath, along with two additional bedrooms and a full bathroom. The unfinished lower level provides abundant storage, a dedicated workshop area, and exterior access to the rear yard. Recent improvements include a new HVAC system (2024), newer garage doors, and a low-maintenance composite front porch. Step outside and enjoy everything that makes Eastport one of the most desirable waterfront communities in the region. Walk or bike to neighborhood restaurants, coffee shops, marinas, the Annapolis Athletic Club, Spa Creek, multiple yacht clubs, and Historic Downtown Annapolis via the Eastport Bridge. Hop aboard the Water Taxi, spend afternoons on the waterfront, or simply enjoy the vibrant coastal lifestyle that surrounds you. Opportunities to purchase in established Eastport neighborhoods continue to become more limited as significant investment and redevelopment enhance the surrounding area. Whether you're looking for a wonderful place to call home or a long-term investment in one of Annapolis' most coveted communities, 1105 Boucher Avenue offers both lifestyle and lasting value.

1105 Boucher Ave, Annapolis

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

$390,000

3 Beds ⋅ 2 Baths

* Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! * Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking for 4+ vehicles (a true rarity here), a welcoming front porch, and a spacious back patio—perfect for entertaining, relaxing, or simply enjoying the space that sets this home apart. Inside, the home has been completely transformed with top-to-bottom upgrades, including brand new central HVAC system, complete electric upgrades, new flooring throughout, a stunning modern kitchen with high-end finishes and appliances, and beautifully designed bathrooms. Natural light pours in on every level, highlighting the clean, fresh finishes, generous closet space, and an easy, functional layout. Located just a short walk to the water, nearby parks, and everything Eastport is known for—and only minutes to downtown Annapolis—this home offers a lifestyle that’s hard to match, blending comfort, convenience, and a truly standout setting.

1019 President St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 3015198100

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