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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.

One of the most popular communities provided by Maryland Sandbox

288

# of Listings

3

Avg # of Bedrooms

$447

Avg. $ / Sq.Ft.

$1,027,069

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

288 Properties Found. Page 10 of 20.

#MDAA2114500

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 807

2 Beds

2 Baths

1,246 Sq.Ft.

$585,000

MLS#: MDAA2114500

Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! Plans in Documents.

This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU.

Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light.

The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or reading area, or simply another comfortable living space. Just a few steps away, the family room invites you to relax or step outside onto the patio, where you can take in the beauty of the natural rear yard.

Upstairs, you’ll find an additional roomy bedroom as well as the 17x15 primary bedroom, which comes with its own upgraded private bath, huge bow window and double closets.

This 3-bedroom, 2-bath home has undergone numerous upgrades, including new flooring, fresh paint, granite countertops, stainless steel appliances, and updated bathrooms. Other recent improvements include new sidewalks, a new water softener system, and a newer roof. The attached 2-car garage completes this perfect package! See lot listing.

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$585,000

MLS#: MDAA2103730

Great SFH situated on flag lot in desirable location! Multiple living spaces on main level, open concept kitchen and family room with high ceilings and skylights. 2 generous sized bedrooms upstairs and spacious Primary Bedroom with private En Suite. Large basement with storage, exterior access, another bedroom and full bath. Garage was converted to additional space but can easily be converted back. Large, level fenced in backyard with in ground pool. Needs some work but priced accordingly. Sold ad-is. Buyer to pay all transfer and recordation taxes.

ANNAPOLIS

1809 LABROTT LANE

3 Beds

3 Baths

3,328 Sq.Ft.

$580,000

MLS#: MDAA2119690

Welcome to your water-privileged dream home in the sought-after Hillsmere Shores community of Annapolis, where spacious living, modern design, and unbeatable location come together. This beautifully updated 4-bedroom, 2.5-bath split foyer has been thoughtfully reimagined with high-end finishes and a stunning expansion that sets it apart from the rest. Step upstairs to find a bright and inviting living room that flows seamlessly into the dining area and designer kitchen, featuring premium stainless steel appliances, custom cabinetry, and eye-catching finishes. But the true showstopper is the massive rear addition, offering an impressive open-concept living and entertaining space rarely found in homes of this style. Whether you're hosting a gathering or enjoying a quiet evening in, this expansive area offers endless possibilities. Down the hall, you'll find three spacious bedrooms, including a primary suite with its own private half bath, and a fully renovated hallway bathroom with modern finishes. The fully finished lower level adds even more versatility, with an additional bedroom, full bath, and large family room that is perfect for guests, a home office, or playroom. Step outside to a generous backyard and large deck, ideal for quiet mornings or summer evenings. A private driveway provides ample parking, and the location is second to none just minutes to local shops, restaurants, and vibrant downtown Annapolis. This is your rare opportunity to own a move-in-ready home with a major addition in one of Annapolis’s most desirable neighborhoods. Don’t miss it—schedule your showing today!

ANNAPOLIS

404 EDGEMERE DRIVE

4 Beds

2 Baths

2,360 Sq.Ft.

$579,900

MLS#: MDAA2120154

Charming West Annapolis Elementary Attendance Area Home with Business Potential and Expansive Lot. Discover the perfect blend of charm, updates, and opportunity in this beautifully updated Annapolis home. Situated on a spacious 0.67-acre lot, the property offers Anne Arundel County SB zoning, currently allowing for small business use along with the potential for future development. Inside, the updated kitchen shines with stone countertops, upgraded 42" cabinetry featuring soft-close drawers and crown molding, a classic subway tile backsplash, stainless steel appliances, and a double bowl sink with new faucet (08/2025). The large primary bedroom includes a walk-in closet. The bathroom has been tastefully updated with ceramic tile flooring, a tiled tub surround, updated vanity, and wainscoting. New carpeting was installed in July 2025 throughout the upper staircase and all bedrooms, adding a fresh and inviting touch. The enclosed porch is ideal for three-season enjoyment, while the mudroom offers practical built-ins including a bench, coat hooks, and storage cabinets. Both the house and detached garage had new architectural roof shingles installed in early August 2025. The basement provides ample storage space, and the property benefits from City of Annapolis public water—without the burden of City of Annapolis real estate taxes. The site features a garage and multiple private parking spaces off a shared driveway. In addition to being located within the West Annapolis Elementary School attendance area (verified as of August 20, 2025; buyers should confirm at time of contract), the property is less 1/2 mile from Heroes Pub, less than a mile from West Annapolis shops and the Navy-Marine Corps Memorial Stadium, approximately 2.5 miles from City Dock, and just 22 miles to BWI Airport. With easy access to Route 50 and I-97, and close proximity to Historic Annapolis waterfront dining and shopping, this home offers a rare combination of location, flexibility, and value. Whether you're envisioning a home-based business, a personal retreat, or simply a beautifully updated residence, the possibilities here are as expansive as the lot itself.

ANNAPOLIS

615 RIDGELY AVENUE

3 Beds

1 Baths

1,689 Sq.Ft.

$579,000

MLS#: MDAA2122368

Build your dream home using your builder or ours! This is truly an amazing 6.7 acre (+/- NOTE THE TAX RECORD IS WRONG) estate-home lot in a beautiful part of the County. The shared portion of the driveway (which connects to the 9+ acre lot behind it) is cleared. Perc is approved. File your grading and building permits and get going!

ANNAPOLIS

BAY HEAD ROAD

None Beds

None Baths

8.0 acres

$575,000

MLS#: MDAA2085492

*OPEN HOUSE Sat. 8/23 12-2pm* Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in the highly desirable, water-privileged neighborhood of Cape St. Claire. Freshly painted throughout, this home offers a light-filled layout and a perfect blend of comfort, functionality, and access to sought-after community amenities. The main level features an inviting living room drenched in natural light, a well-appointed kitchen, a dedicated dining area, a full bathroom, and three spacious bedrooms. The fully finished lower level expands your living space with a large family room or sports den featuring a cozy wood-burning stove. The lower level also includes the fourth bedroom with walk-in closet, a second full bathroom, and a separate laundry room. Enjoy outdoor living in the generously sized backyard, or take advantage of the oversized detached garage—a rare find! Measuring 30'x32'x10', the garage offers space for up to three vehicles, boasts ample storage, and has two bay doors as well as a side entrance. The garage is equipped with electricity, and even its own wood-burning stove for working on winter projects. Additional features include a large driveway with room for multiple vehicles, a separate shed for storing yard equipment, and a water heater replaced in 2019. Residents of Cape St. Claire enjoy access to private beaches, a marina, boat ramp, pier, walking trails, playgrounds, and a clubhouse available for rent for special occasions. Conveniently located near I-97 and Route 50 for easy commuting, and close to local attractions like Bay Hills Golf Club and Sandy Point State Park. Don’t miss the opportunity to live in one of Annapolis' most coveted communities—schedule your private showing today!

ANNAPOLIS

1162 SAINT GEORGE DRIVE

4 Beds

2 Baths

1,755 Sq.Ft.

$575,000

MLS#: MDAA2121438

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style.
Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area.

Key Features:

2 spacious bedrooms with large closets
Gorgeous hardwood floors
Soaring 10-ft ceilings for an open, airy feel
Granite countertops in kitchen and baths
Freshly painted with custom window treatments
Private balcony with stunning views
Assigned parking space for convenience

Building Amenities:

Rooftop pool with panoramic vistas
State-of-the-art fitness center
Elegant club rooms for gatherings and relaxation
Concierge service for a luxurious living experience
Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away.
This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$575,000

MLS#: MDAA2100426

The Penthouse and Luxury Living in an Active Adult 55+ Community ! Welcome to a beautifully designed lifestyle - condo that combines luxury, comfort, and convenience. Located on the 4th floor - Penthouse- in this active adult community, this is elevator accessible, with 1,210 finished sq. ft. in a spacious 2-bedroom, 2-bath residence with a balcony and offers a thoughtfully planned layout perfect for relaxed everyday living and easy entertaining. Step into a bright and airy home filled with natural light, featuring a private balcony, generous living space, and a versatile den/bonus room—ideal for a home office, reading nook, or guest space. The well-appointed kitchen boasts ample counter space and flows seamlessly into the dining area, making gatherings with friends and family a pleasure. Enjoy the added convenience of in-unit laundry and modern finishes throughout. This vibrant community is designed for those who value connection, comfort, and convenience. With easy access to downtown Annapolis, you'll be just minutes away from charming waterfront dining, boutique shopping, cultural attractions, and scenic views. Live the lifestyle you’ve been waiting for—refined, active, and effortlessly enjoyable.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 409

2 Beds

2 Baths

1,210 Sq.Ft.

$569,000

MLS#: MDAA2120802

Welcome to unit 402 at The Grandview at Annapolis Towne Centre! This spacious 2BR/2BA condo offers 1,485 sq ft of upscale living with 10’ ceilings, hardwood and tile flooring, granite countertops, a gourmet kitchen, walk-in closets, and an in-unit laundry room. Enjoy a private balcony, 2 assigned garage parking spaces, and a new HVAC system (2023). The secure building features top-tier amenities including a rooftop pool, fitness center, massage room, club rooms, and concierge services. Ideally located just steps from Whole Foods, restaurants, shopping and entertainment. Convenient access to major routes including US-50, I-97, and public transit options makes commuting to DC, Baltimore, and Fort Meade a breeze. Luxury, location, and lifestyle all in one… come check it out today!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 402

2 Beds

2 Baths

1,485 Sq.Ft.

$567,000

MLS#: MDAA2117220

Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with space for 4-6 people for a bar dinner and lots of storage for kitchen gadgets. New tiled baths with spacious walk-in showers. Double sink vanity in primary bedroom. Updated electrical, plumbing, fixtures and HVAC ducting. New professional closet organizers in both bedrooms. Automatic window shades. In-unit washer/dryer added. Refinished original red oak parquet throughout the condo.
Located in Eastport with close proximity to restaurants, and downtown Annapolis. A water privileged condominium community, there are fine amenities to enjoy.....marina, kayak and paddle board storage and launch. Beautiful waterside swimming pool, picnic areas, and a clubhouse.
This unit is spacious with fine touches. Move in ready. A very congenial community with many enjoyable activities.

ANNAPOLIS

759 FAIRVIEW AVENUE F 759 F

2 Beds

2 Baths

N/A

$565,000

MLS#: MDAA2121334

Location! Location! Location! Perched on the top floor of The Tecumseh—Maryland’s first condominium building—this rarely available two-level loft offers water views, thoughtful updates, and an unbeatable Eastport lifestyle and access to all the charm and excitement of coastal living in Annapolis. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath unit features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical room, and closet, while the loft-style upper level with exposed beams includes a spacious bedroom with two closets and full bath with soaring ceilings and abundant natural light. Recent improvements include fresh paint, new carpet, and bathroom flooring (2024), a new refrigerator (2022), new HVAC system (2018), and a dishwasher and building-wide roof replacement (2017, assessment paid in full). This unit also includes a 19’ boat slip entitlement in the private marina—an exceptional feature for boaters. Community amenities include a gated parking lot, waterfront pool and deck on Spa Creek, private marina, kayak/canoe rack, bike and sail storage, on-site property manager and custodian, pet-friendly policies, secure entry with elevator access, lobby with kitchen and mailroom, and convenient laundry and trash facilities on each upper floor. The Tecumseh Condominium is in THE heart of Eastport, just steps from acclaimed restaurants, local shops, museums, and waterfront attractions, with easy access to downtown Annapolis by foot, bike, or water taxi. Don't miss this opportunity to own in one of Eastport's most sought-after waterfront condominium communities. Welcome to The Tecumseh – Eastport Living at Its Best.

(The Tecumseh Condominium has a 15-day first right of refusal.)

ANNAPOLIS

312 SEVERN AVENUE W 401

1 Beds

1 Baths

660 Sq.Ft.

$555,000

MLS#: MDAA2111888

PRICE REDUCED! Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the gorgeous Residences at Park Place. Conveniently located near Rt. 50 and Rt. 97, with easy access to Washington, D.C., Baltimore, and BWI Airport, this home is just a short walk from Annapolis fine restaurants, unique boutiques, live entertainment, and the iconic U.S. Naval Academy. Surrounded by the charm of cobblestone streets, waterfront views, and the lively energy of City Dock and Ego Alley, this condo offers luxury living with amenities like a private outdoor pool, an enclosed pet park, a well-equipped exercise room, a community room, secure garage parking for two vehicles, and on-site professional property management. The furnishings in the images have been virtually staged to help you picture the home’s full potential and layout possibilities. Contact your real estate professional to schedule a private tour.

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$554,000

MLS#: MDAA2108870

New Phase at Element at Mill Creek! Building B, The Banyan, is already half-sold, featuring lounge areas, party room, 2-story clubroom, upper & lower terraces, and more! Start your exciting new chapter in this amenity-rich 55+ community located minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. This extraordinary home with private balcony overlooks lush permanent forest retention and showcases gorgeous design upgrades throughout. True chefs kitchen, closet space galore, reserved parking included. Tour this stunning unit and this building's impeccable amenities today!

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 309

2 Beds

2 Baths

1,210 Sq.Ft.

$549,955

MLS#: MDAA2115846

The epitome of luxury living resides in Annapolis at Grand View! Reduced for QUICK SALE and best value in the building with a 10th floor location. Experience the pinnacle of sophistication in this exquisite high-rise condominium. Step into a world of elegance as you enter through the secured entrance, providing you with peace of mind and a sense of exclusivity. With on site friendly staff, you can rest assured, your packages will be delivered and handled and you will be greeted with kindness. The moment you step foot into this stunning residence, you'll be captivated by the sleek and stylish wood floors that adorn the living spaces, adding a touch of warmth and refinement. The high ceilings create an atmosphere of grandeur, while the expansive windows allow an abundance of natural light to flood the rooms, creating an inviting and cheerful ambiance. Prepare to be mesmerized by the breathtaking views that surround you from every angle, providing a constant reminder of the beauty that Annapolis has to offer. Indulge in the luxurious amenities that this building has to offer. Take a dip in the rooftop pool, providing you with a tranquil oasis to unwind and soak up the sun. Elevate your social gatherings in the exclusive lounge area, perfect for entertaining guests or simply relaxing in style. Maintain your fitness routine in the state-of-the-art fitness center, ensuring that your well-being is always prioritized. For your convenience, secured storage is included on the basement level, allowing you to stow your belongings with ease and peace of mind. Never worry about finding parking again, as covered parking is provided, with 2 assigned spaces, one near the entry, ensuring your vehicle is protected. To top it all off, a private balcony awaits you, offering a serene outdoor space to enjoy your morning coffee as the sun comes up or a glass of spirits as the sun sets. Don't miss out on this incredible opportunity to elevate your lifestyle to new heights. Experience the luxury, comfort, and conveniences that await you in this high-rise condominium, steps to top restaurants, ease of shopping, and entertainment. Make this exceptional residence your new home and immerse yourself in a world of opulence.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1013

2 Beds

2 Baths

1,485 Sq.Ft.

$545,000

MLS#: MDAA2120980

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