Eastport Homes with Coastal Style

Eastport Homes with Coastal Style

Welcome to Eastport, a charming subdivision nestled in the heart of Annapolis, Maryland, where coastal living meets urban convenience. This delightful neighborhood is renowned for its picturesque streets, vibrant community, and stunning waterfront views. Eastport offers a unique blend of historical charm and modern amenities, making it an ideal place for families, professionals, and retirees alike.

The homes in Eastport epitomize coastal style, showcasing a variety of architectural designs that reflect the serene beauty of the Chesapeake Bay. From quaint bungalows to elegant waterfront properties, each residence boasts inviting outdoor spaces, perfect for soaking in the sun or enjoying a peaceful evening breeze. Many homes feature large windows that allow natural light to flood in, while spacious decks and patios provide the perfect setting for entertaining or simply relaxing with a good book.

Living in Eastport means embracing a vibrant lifestyle filled with outdoor activities and community events. Residents can easily explore the nearby marinas, parks, and walking trails, or take a leisurely stroll to the bustling downtown area of Annapolis, where an array of shops, restaurants, and cultural attractions await. The neighborhood's close-knit community fosters a welcoming atmosphere, making it easy to forge lasting friendships and create cherished memories.

If you’re seeking a home that captures the essence of coastal living while being conveniently located near the heart of Annapolis, Eastport is the perfect destination. Experience the charm and beauty of this exceptional neighborhood, where every day feels like a vacation by the sea.

Newest Eastport Homes with Coastal Style

3 Beds ⋅ 4 Baths

Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining. At the center of the main level is a bright, open kitchen anchored by a large island with seating. It seamlessly connects to a living space centered around a cozy gas fireplace, creating a warm, natural gathering spot for guests. Enjoy meals in the adjacent dining area, or step outside into your private outdoor oasis—a freshly landscaped rear patio lit by charming bistro lights, perfect for al fresco dining and evening relaxation. Rich hardwood floors run throughout the main living level, while brand-new carpet (2026) adds plush comfort upstairs. Coupled with fresh neutral interior paint (2026), the entire home delivers a crisp, move-in-ready feel. The upper two levels feature three generously sized bedrooms, highlighted by a serene primary suite complete with a walk-in closet and an en-suite bath featuring a deep soaking tub and separate walk-in shower. A dedicated second-floor laundry room adds essential daily convenience. For a true outdoor highlight, head up to the private rooftop deck- an ideal retreat for morning coffee or sunset drinks. Thoughtful exterior details and community perks make daily life a breeze. Practical highlights include a detached two-car garage with rear entry and a paved driveway, while a spacious community green sits just steps from your front door. The low-maintenance Boucher Place HOA covers lawn care, snow removal, and exterior building insurance for true lock-and-leave ease. Ideally located within walking distance of vibrant downtown shops, dining, and waterfront attractions, this exceptional Eastport property allows you to spend less time on upkeep and more time enjoying coastal living.

21 Boucher Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

5 Beds ⋅ 4 Baths

There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a sunset sail, or a waterfront dinner in Annapolis Harbor just minutes away. Paddleboards and kayaks launch effortlessly from the floating dock, while the protected waters of Spa Creek become your backyard playground. Life here unfolds both on and off the water. Mornings begin with coffee on the balcony overlooking the creek as the masts in Annapolis Harbor come to life. Afternoons are spent entertaining friends across multiple waterfront terraces, watching sailboats glide past and city lights reflect across the water. Evenings conclude with a short stroll to Eastport's restaurants, marinas, yacht clubs, and waterfront gathering spots. Thoughtfully rebuilt and extensively updated, the home blends timeless craftsmanship with sophisticated coastal living. Wide-plank white oak flooring, custom millwork, designer finishes, and walls of glass frame breathtaking views from nearly every room. The open-concept living spaces flow seamlessly to the waterfront, creating an ideal setting for both intimate gatherings and large-scale entertaining. With a private 40-foot pier, 12,500-pound boat lift, floating dock, and direct access to the Chesapeake Bay, this is more than a waterfront home—it is an opportunity to embrace the Eastport lifestyle that draws people from around the world to Annapolis, . Properties that combine protected deep-water access, exceptional views, and walkability to Downtown Annapolis rarely become available. This is a home best experienced from the waterfront, where the views, the setting, and the lifestyle speak for themselves.

217 Lockwood Ct, Annapolis

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

4 Beds ⋅ 4 Baths

Recent Price Reduction! *Owner financing with relaxed guidelines. Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic Eastport charm and craftman finishes. The home is set on a generously sized lot, providing abundant green space, and fresh sod. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows. Inside, the home features an interior sprinkler system, two fireplaces, and all new plumbing and electrical systems. All outside materials and are all low maintenance (Trim, Front and Rear Deck etc.) As you step inside, the open and versatile floor plan begins with a multi-use room to the left ideal for an office or sitting area- while a spacious area to the right offers flexibility for living and dining. The layout then flows seamlessly into the kitchen and into a comfortable family room, creating an ideal setup for both everyday living and entertaining. Hardwood floors, high ceilings, and impressive trim work throughout. Upstairs, the second floor hosts all three large bedrooms, including the luxurious master’s suite. The master’s suite features a spa-like bath complete with a dual vanity, frameless glass shower, and soaking tub. A conveniently located washer and dryer are also on this level. A large, fully finished basement provides ample storage, especially in the sizable utility area, offering flexible space for a home gym, recreation, or more. Notably, the home features a double staircase one in the front portion of the home and another in the rear, leading directly into the kitchen and family room adding a unique and functional design element. Additional upgrades include all new plumbing and electrical systems. A generous rear deck is perfect for entertaining, and there are three off street parking spaces, plus the potential for a future garage with an accessory dwelling unit (ADU) and or pool. All of this is just steps from restaurants, shopping, yacht clubs, commuter routes, and everything Eastport and downtown Annapolis has to offer. Days on market reflect the extensive permitting period to begin the remodel and addition. ** Approx. 3950 finished finished sq. ft. Tax records are not based on the current extensive remodel. **

400 Jefferson St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

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