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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
265
# of Listings
3
Avg # of Bedrooms
$481
Avg. $ / Sq.Ft.
$1,292,621
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

265 Properties Found. Page 10 of 18.

Welcome to 43 Shaw Street! A quaint 8-unit building located on a sleepy street in Downtown Annapolis. Location, location, location is the theme here – and it does not disappoint! Mere steps from bustling West St, Main St and the City Dock, your new home will offer access to Annapolis’ most popular restaurants, bars and history. This bright jewel of a condo is every Annapolis-lover’s dream. Featuring 2 bedrooms, 2 full bathrooms, an open floor plan and spacious kitchen with a breakfast bar, it is the perfect place to entertain. Down the hall, you'll find the master bedroom with an en-suite bathroom (complete with a soaking tub!) and spacious walk-in closet. The second bedroom also has its own attached bathroom, making it an attractive guest suite. In-unit laundry is conveniently located off the kitchen. In addition to the plentiful storage space within the condo itself, there is shared storage in the basement of the building. Watersports enthusiasts will be glad to know there is possible kayak storage available on the property as well. The building features a secured lobby, elevator and a shared patio to enjoy on those warm summer afternoons, either alone or with your new neighbors! Conveys with two deeded parking spaces - one of which is covered! (Parking Space # 4 and #7) Close proximity to great restaurants, stores, historic sites, public transportation. This unit is in a secured building is a total" lock and leave "style of living. The biggest perk of this home, however, is the endless selection of activities right outside your door. Eat at one of the many, many gourmet restaurants, sip coffee on a waterfront terrace, browse local artisan shops, or go for a jog along the water. The neighborhood is a thriving hub of food, music, boating, and above all, history. Commuters will also appreciate easy access to I-97 and MD-50, and Eastern Shore day-trippers will love being so close to the Chesapeake Bay Bridge! MUST SEE
#MDAA2142764

ANNAPOLIS

43 SHAW STREET G

2 Beds

2 Baths

1,332 Sq.Ft.

$700,000

MLS#: MDAA2142764

Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two spacious bedrooms, two full baths, and a private study—perfect for today’s flexible lifestyle. The gourmet kitchen stands out with high-end appliances, upgraded cabinetry, and elegant finishes, ideal for both everyday living and entertaining. Freshly painted and professionally styled, the home features new designer lighting and custom closet systems for added sophistication and functionality. Step outside to a private balcony—perfect for enjoying warm summer days, morning coffee, or evening relaxation. A rare highlight is the combination of two highly sought-after features: a private storage unit, reserved garage parking, an uncommon offering that adds significant value. Enjoy the added benefit of a low condo fee, enhancing both affordability and long-term value. Residents enjoy resort-style amenities, including pickleball courts, scenic walking trails, a golf simulator, dog park, and inviting indoor and outdoor gathering spaces with grilling areas, all ideally located with a quick drive to downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Impeccably maintained and move-in ready, this residence offers a unique opportunity to own a beautifully upgraded home with exceptional parking and storage in a vibrant, amenity-rich community.
#MDAA2143488

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 311

2 Beds

2 Baths

1,723 Sq.Ft.

$699,999

MLS#: MDAA2143488

3 Elliott Road offers a fantastic opportunity to own a well-maintained two-unit duplex with completely separate living spaces and entrances on opposite sides of the property—ideal for investors or owner-occupants seeking rental income. Unit 1 (Vacant) is a spacious 2-bedroom, 1-bath residence featuring high ceilings, hardwood floors, and abundant natural light. The unit includes an updated kitchen and bathroom, a bonus office/flex room, and a charming screened-in porch perfect for relaxing. This unit also enjoys access to full basement with private laundry area. Unit 2 (Tenant Occupied) spans the second and third floors and offers 2 bedrooms and 1 full bath with an updated kitchen and bathroom. A finished loft space with skylights, creating a bright and versatile area ideal for a studio, workspace, or additional living space. The property sits on a large yard, providing ample outdoor space for recreation, gardening, or entertaining. With its separate entrances, strong rental potential, and flexible living options, this duplex is perfectly suited for investors or buyers looking to live in one unit while generating income from the other. Conveniently positioned near downtown Annapolis, residents enjoy close proximity to local shops, dining, marinas, and waterfront attractions, as well as easy access to major commuter routes. The property’s location makes it appealing to tenants who want to experience the charm and lifestyle of Maryland’s historic capital city.
#MDAA2139286

ANNAPOLIS

3 ELLIOTT ROAD

4 Beds

None Baths

2,928 Sq.Ft.

$699,900

MLS#: MDAA2139286

3 Elliott Road offers a fantastic opportunity to own a well-maintained two-unit duplex with completely separate living spaces and entrances on opposite sides of the property—ideal for investors or owner-occupants seeking rental income. Unit 1 (Vacant) is a spacious 2-bedroom, 1-bath residence featuring high ceilings, hardwood floors, and abundant natural light. The unit includes an updated kitchen and bathroom, a bonus office/flex room, and a charming screened-in porch perfect for relaxing. This unit also enjoys access to full basement with private laundry area. Unit 2 (Tenant Occupied) spans the second and third floors and offers 2 bedrooms and 1 full bath with an updated kitchen and bathroom. A finished loft space with skylights, creating a bright and versatile area ideal for a studio, workspace, or additional living space. The property sits on a large yard, providing ample outdoor space for recreation, gardening, or entertaining. With its separate entrances, strong rental potential, and flexible living options, this duplex is perfectly suited for investors or buyers looking to live in one unit while generating income from the other. Conveniently positioned near downtown Annapolis, residents enjoy close proximity to local shops, dining, marinas, and waterfront attractions, as well as easy access to major commuter routes. The property’s location makes it appealing to tenants who want to experience the charm and lifestyle of Maryland’s historic capital city.
#MDAA2139300

ANNAPOLIS

3 ELLIOTT ROAD

4 Beds

2 Baths

2,928 Sq.Ft.

$699,900

MLS#: MDAA2139300

BRAND NEW CORNER CONDO FILLED WITH SUNLIGHT, PRIVACY, AND PEACEFUL VIEW. Welcome to effortless, low-maintenance living in Annapolis’ premier Active Adult Community. This bright corner residence, completed in 2025, offers 1,723 sq ft with 2 Bedrooms, 2 full Baths, a Den, and a flexible Bonus room—designed for comfort, ease, and everyday enjoyment. Ideally positioned as one of the best-located corner homes in the community, this residence offers exceptional privacy, natural light, and peaceful surroundings, along with a private balcony perfect for morning coffee or relaxing evenings. The open layout with 9-foot ceilings and a kitchen with gas cooking creates a spacious, welcoming feel—ideal for both everyday living and entertaining. Beyond the two bedrooms, this home offers additional space and versatility with a Den near the entry and a 10’ x 10’ Bonus room off the primary suite, complete with a custom-built closet—perfect for a home office, fitness area, hobby room, or private retreat. Enjoy a vibrant lifestyle with pickleball, walking trails, a golf simulator, a dog park, and inviting gathering spaces—all in a prime Annapolis location just minutes to shopping, dining, marinas, and major routes. Elevator building with secure entry, garage parking, storage, and true low-maintenance living. Rare opportunity in a premium location. ONE OF THE BEST!
#MDAA2134658

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$699,009

MLS#: MDAA2134658

PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout. The well-designed floor plan features two spacious bedrooms, two full bathrooms, and a private study—offering the perfect balance of comfort, style, and functionality. The gourmet kitchen is a true centerpiece, featuring high-end appliances, premium cabinetry, and sophisticated finishes, ideal for both everyday living and entertaining. The residence has been professionally decorated and freshly painted, with brand-new designer lighting installed throughout, creating a cohesive and elevated aesthetic. Custom closet organizers add both style and practicality. What truly sets this home apart—and makes it one of the most valuable opportunities in the community—is the rare combination of THREE premium features that are nearly impossible to find together: a private storage unit, a reserved garage parking space, and an additional dedicated parking space with a pre-installed EV charger. These highly sought-after upgrades are extremely limited and represent an estimated value of $47,000+, offering both convenience and long-term investment appeal. Residents enjoy access to an impressive collection of resort-style amenities within this highly sought-after community, including pickleball courts, scenic walking trails, a golf simulator, a dedicated dog park, and expansive indoor and outdoor gathering spaces with grilling areas—perfect for entertaining, relaxing, and connecting with neighbors. Move-in ready and impeccably maintained, this luxury residence presents a rare opportunity to own a former model home with unmatched parking and storage advantages, while enjoying modern design, exceptional amenities, and a vibrant lifestyle in one of the area’s most desirable communities.
#MDAA2138456

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 211

2 Beds

2 Baths

1,723 Sq.Ft.

$699,000

MLS#: MDAA2138456

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), newer appliances, granite countertops, 10-foot coffered ceilings and custom window treatments. Storage cage and prime parking! Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.
#MDAA2139904

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 403

2 Beds

2 Baths

1,602 Sq.Ft.

$695,000

MLS#: MDAA2139904

New on site 4 days ago
A rare find at a rare price in the sought-after water-privileged community of Admiral Heights. This home has several features not found in most Admiral Heights homes - oversized 1-car garage, four-season room combined with a maintenance-free deck with gazebo, completely refurbished pool, and a newly designed fresh landscaping to include a refurbished fish pond!! We haven't even gone inside!! Recent improvements provide a truly turnkey home, including a new roof, fresh interior paint, and the upstairs bathroom has been refreshed with a new vanity, updated lighting, and fresh paint. Wood floors run throughout the upper two levels, while the kitchen features granite countertops and stainless steel appliances. Beyond the home itself, Admiral Heights offers an unbeatable lifestyle. Enjoy easy access to the community pool and dock, walk to Navy football games, and bike to downtown Annapolis!! This type of home, in this neighborhood, at this price simply don't come along very often at all!! Don't hesitate on this one!!
#MDAA2143530

ANNAPOLIS

1609 CEDAR PARK ROAD

4 Beds

2 Baths

1,902 Sq.Ft.

$685,000

MLS#: MDAA2143530

Beautifully Renovated 2 Bedroom, 2 Full Bath Waterfront Condo in sought after Gated Chesapeake Harbour! Enjoy the Incredible View from your Balcony with this 2nd Floor Unit Staring Right into the Heart of the Marina. Almost 1200 square feet of living space with many updates including the Luxury Kitchen with Gleaming Shaker Cabinets, Quartz Counter Tops, Porcelain Backsplash and New Stainless-Steel Appliances. Enjoy the Sights and Sounds of the Marina from the couch in your Spacious Living Room with New Luxury Vinyl Plank Flooring throughout. Imagine waking up in your Large Primary Bedroom with a Gorgeous Private Bathroom, Custom Ceramic Tile Shower, His and Her Vanity Sinks and a Big Walkin Closet, then raise your motorized shades for even more Water Views. Community Amenities Include 2 Swimming Pools, Community Bay Beach, Tennis and Pickle Ball Courts, Walking and Jogging Trails, and the Beacon Waterfront Restaurant. All these just minutes from Downtown Annapolis, Eastport and the Naval Academy. I'd love to show you this Beautiful Condo! Contact me today for a Private Viewing.
#MDAA2140792

ANNAPOLIS

7042 HARBOUR VILLAGE COURT 102

2 Beds

2 Baths

1,188 Sq.Ft.

$679,900

MLS#: MDAA2140792

The very best value in Downtown Living! Welcome to The Townes at Maryland Hall, offering over 3,400 square feet of beautifully designed living space across four fully finished levels. You’ll love being in the heart of Annapolis, just a few blocks from great restaurants, shopping, Maryland Hall, water access on Spa Creek, and the free circulator bus to City Dock. This incredible home is completely turnkey, featuring newly refinished hardwood floors, new carpet, LVP flooring, updated fixtures, and fresh paint throughout. An open floor plan welcomes you to a bright, airy living room complete with a cozy gas fireplace, abundant natural light, and high ceilings. The gourmet kitchen features stainless steel appliances, granite countertops, and a central island with storage and seating. Just off the kitchen is a perfectly sized dining area, ideal for both everyday living and entertaining. Up the newly refinished stairs, the second level offers a spacious primary suite with a huge walk-in closet and a well-appointed en suite bath featuring a soaking tub, double vanity, and separate shower. Two generously sized bedrooms share a full hall bath, and the laundry is conveniently located on this level as well. The stunning top-floor loft features vaulted ceilings, incredible storage, a full bath, and its own heating and cooling system for optimal efficiency. This versatile space works beautifully as a second primary suite, bunk room, or essential home office. The finished lower level also includes a full bath and an egress window, allowing it to function safely as a fifth bedroom, hobby room, or rec room. 701 Shelton also offers the rare bonus of two private parking spaces, plus plenty of additional community parking. Enjoy quick access to Route 50 and all major commuter routes. Come live the lifestyle you deserve.
#MDAA2140952

ANNAPOLIS

701 SHELTON AVENUE

4 Beds

4 Baths

3,432 Sq.Ft.

$675,000

MLS#: MDAA2140952

New on site 3 days ago
Welcome to your beautifully reimagined home in sought-after Hillsmere Shores—where timeless design meets effortless, move-in-ready living. This thoughtfully renovated 4-bedroom, 2-bath residence has been completely refreshed from top to bottom. At the heart of the home, a brand-new kitchen showcases modern finishes, stylish cabinetry, and all-new appliances, creating a space that’s as functional as it is inviting. Both bathrooms have been fully redesigned with clean, enduring finishes, while other major updates add everyday peace of mind. The sellers approached this renovation with intention—selecting quality materials and classic design choices built to stand the test of time. The result is a home that feels fresh, cohesive, and—most importantly—ready for its next owners to simply move in and enjoy without the burden of immediate updates or repairs. Beyond the home itself, enjoy all that Hillsmere Shores has to offer. This water-privileged community, located just minutes from downtown Annapolis, features a voluntary HOA through the Hillsmere Shores Improvement Association, giving residents the option to access an incredible array of amenities. Lifestyle here centers around the South River and Chesapeake Bay, with community offerings that include: a private marina with boat slips and direct water access, multiple boat ramps and kayak launches, sandy beach with pavilions and waterfront gathering spaces, and more! Residents also enjoy proximity to Quiet Waters Park, along with nearby shopping, dining, and everyday conveniences—blending natural beauty with accessibility. With its combination of thoughtful upgrades, lasting quality, and access to one of Annapolis’ most beloved waterfront communities, this home offers a rare opportunity to enjoy the best of Hillsmere Shores from day one.
#MDAA2143408

ANNAPOLIS

420 EDGEMERE DRIVE

4 Beds

2 Baths

1,725 Sq.Ft.

$675,000

MLS#: MDAA2143408

The work is done here. Not something all homes can boast. This colonial runs larger than most similar Atlantis homes with family room adjacent to the kitchen for nearby homework or play. Brand new laminate flooring throughout the home, every room, top to bottom. Living room with wood burning fireplace and built-ins, stylish white kitchen with Jenn-Air downdraft range and peninsula. Primary bedroom easily fits a king size bed and includes built-ins and en-suite bath. All bedrooms spacious. All bathrooms updated. With winter water views from the upper level. Hard to find a better maintained home. New HVAC, two upper-level mini-splits, new water heater. Extensive landscape and hardscape. One-car garage with double-wide driveway and a side yard parking pad for a camper or boat. The fully fenced two tiered rear yard is its own reward. With easy access from the dining & family rooms onto the rear patio and yard. Steps up through the retaining wall to the upper yard. Upper bricked pad ready for a screen room plus a treehouse - built to last. Or opt for a serene perch on the front porch. Just a short block to the community pier and kayak launch. A few doors down in the other direction to the tot-lot. Five minutes to route 50, 15 minutes to Annapolis, convenient access to the Baltimore-Washington corridor. Move in and settle. Everything else is already handled.
#MDAA2142668

ANNAPOLIS

1126 NEPTUNE PLACE

4 Beds

2 Baths

2,112 Sq.Ft.

$669,900

MLS#: MDAA2142668

Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a lifestyle of ease and indulgence, Park Place delivers an unmatched suite of amenities: a resort-style in-ground pool, state-of-the-art fitness center, dog park, and dedicated office and meeting spaces, all within a vibrant mixed-use community featuring its own restaurants, shops, and service-oriented businesses. Residents enjoy the peace of mind and convenience of a 24-hour concierge, security, package pickup, and dry-cleaning drop off services, elevating everyday living to something truly exceptional. This unit also comes with 2 garage parking spaces and a storage unit. More than just a condominium, Park Place is a lifestyle—where luxury, location, and convenience converge. This is not simply a place to live, but a place to thrive, offering the very best of Annapolis living in one premier, impeccably curated setting.
#MDAA2135262

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$669,000

MLS#: MDAA2135262

Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!
#MDAA2140810

ANNAPOLIS

2108 CHESAPEAKE HARBOUR DRIVE 201

3 Beds

3 Baths

1,700 Sq.Ft.

$665,000

MLS#: MDAA2140810

Welcome to one of the best opportunities in Heritage Harbour—perfectly positioned in the highly desirable non-age restricted section, offering full access to the community’s exceptional amenities without the upfront capital contribution and with a lower monthly HOA fee. Enjoy a lifestyle that feels like a retreat, featuring golf, tennis, indoor and outdoor pools, scenic water access to the South River with boat slips, storage, and kayaking/canoeing and much more. Tucked away on a quiet cul-de-sac in an off-the-beaten-path setting, this home offers the ideal blend of privacy and convenience—just minutes to shopping, major commuter routes, Anne Arundel Medical Center, and downtown Annapolis. This well-maintained, move-in-ready home features 4 bedrooms and 2.5 baths, with thoughtful updates throughout, including the kitchen, bathrooms, flooring, and light fixtures. Major systems have already been taken care of, including a new roof (2025) and newer appliances, & HVAC, giving you peace of mind from day one. The kitchen is designed for both everyday living and entertaining, complete with an induction cooktop, double oven, and generous counter space. Step outside to a large rear deck, perfect for relaxing or hosting guests. Additional highlights include an oversized two-car garage with added shelving for storage, plus convenient access to the crawlspace—ideal for extra storage and easy HVAC access. Offering the best of both worlds, this home provides a welcoming neighborhood setting with a cul-de-sac—perfect for outdoor enjoyment—while still giving you the option to enjoy all that Heritage Harbour has to offer at a reduced cost. Plus, there is no initial recreational fee for buyers on Hidden Cove Road, making this an even more attractive opportunity.
#MDAA2141056

ANNAPOLIS

2579 HIDDEN COVE ROAD 159

4 Beds

2 Baths

2,232 Sq.Ft.

$659,900

MLS#: MDAA2141056

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