Browse All Annapolis MD 4 Bedroom Properties for Sale

Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly well-built home. Inspired by its coastal setting, each home incorporates light-filled spaces and design elements that reflect Eastport’s nautical character. Enjoy effortless access to Eastport’s vibrant waterfront dining, live music, local marinas, yacht clubs, and scenic sunset views - or bike to or take the water taxi to City Dock, downtown Annapolis, and the United States Naval Academy. Luxury, lifestyle, and location - together in one place. This is a rare opportunity to build your own home this close to town. Lot and model options available!

105 Griscom Square Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,079,990

4 Beds ⋅ 5 Baths

Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath. Energy-efficient upgrades include a tankless water heater and two-zone HVAC. Private setting near Quiet Waters Park. Fully furnished model available. Estimated move-in July/August.

113 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$1,064,990

4 Beds ⋅ 4 Baths

Spacious and elegant home offering 4 bedrooms, 3.5 bathrooms, and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (upper oven with air-fry), a 36-inch gas cooktop, and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom, fireplace, 9-foot ceilings on all levels, two-zone heating and air conditioning, and a tankless hot water heater. The finished basement offers over 1,100 sq. ft. of additional living space with a full bathroom. Energy-efficient upgrades enhance comfort and savings. Ideally located near Quiet Waters Park, providing a peaceful and private setting. Fully furnished model available for viewing, open 7 days a week from 9:00 AM to 8:00 PM.

117 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$1,157,456

4 Beds ⋅ 4 Baths

Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and downtown Annapolis. Sold strictly AS-IS. Schedule your showing now!

371 Carriage Park Way, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$1,200,000

4 Beds ⋅ 3 Baths

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$2,695,000

4 Beds ⋅ 4 Baths

TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and close to starting to build, just need your tweaks and finishes. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10' tall ceilings, White European Oak Floors, Furniture Grade Cabinets, Quartz counters, Sub Zero/Wolf Appliances, Screened porch with Outdoor fireplace. Contact LA to schedule a tour of the property. Builder maintains a model home by appointment only. Witness the refined details. $10k in Free options for use of Builders approved lender and title company. Visit Whitehall Building & Company's site for additional information. 100% VA financing available.

703 B Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$896,000

4 Beds ⋅ 3 Baths

Home is drywalled and finally ready for showings. There will be an OPEN HOUSE on Sunday, August 30th from 12-2 PM. Another fantastic new home by Vineyard Builders who has an amazing reputation in the Cape is in the final stages of completion. New Construction in Cape St. Claire. Delivery date will be in late September. Days on the market began when lot was purchased. Please look at the documents section of the listing to see all standard features included with this home. Pictures shown in this listing are of the home still under construction and a previous completed home built at 1216 Ramblewood Drive Annapolis, Md. also located in Cape St. Claire. This same floor plan will be constructed on this site. Please contact listing agent with any questions.

1217 Hampton Rd, Annapolis

Listing courtesy of Cook Real Estate Brokerage. Contact: (410) 570-1659

$2,375,000

4 Beds ⋅ 5 Baths

Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors, dramatic walls of glass to showcase the water views, custom built-in kitchen cabinetry, and a chef’s kitchen featuring high end appliances, quartz countertops, oversized island, and a full-height backsplash. Optional elevator can be added for additional convenience. Every detail has been thoughtfully selected to blend style, comfort, and function for modern coastal living. This home is conveniently located just close to the heart of Eastport—renowned for its strong sense of community, marinas, walkability, and vibrant dining scene. Enjoy morning strolls to your favorite coffee shop or evenings out at nearby waterfront restaurants. Located in the Parkwood Civic Association (PCA), a voluntary neighborhood group with $100 annual dues that support maintenance of local green spaces—including Hoffman Park and the community docks. PCA membership is also required to apply for a dock slip. Contact the listing agent today or check out Whitehall Building & Co's website to schedule a tour of the model home and start customizing your waterfront residence. With construction soon underway, you could be enjoying life on the water by next boating season.

703 A Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,350,000

4 Beds ⋅ 3 Baths

The Estate is Accepting Back-Up Offers! Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master. Slip fees are additional—about $800 for large and

703 Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

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