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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

275

# of Listings

3

Avg # of Bedrooms

$515

Avg. $ / Sq.Ft.

$1,436,939

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

126 Properties Found. Page 6 of 9.

#MDAA2143408

ANNAPOLIS

420 EDGEMERE DRIVE

4 Beds

2 Baths

1,725 Sq.Ft.

$645,000

MLS#: MDAA2143408

Welcome to 7006 Channel Village Ct #101, a beautifully maintained 2-bedroom, 2-bath condo located in the highly desirable Chesapeake Harbour community. This light-filled unit offers an open floor plan, a spacious living area with a fireplace, and a private outdoor space perfect for relaxing or entertaining. Enjoy resort-style living with amenities including multiple pools, tennis courts, private beach access, marina with boat slips, on-site restaurant, and 24-hour gated security. Conveniently located just minutes from historic downtown Annapolis, Naval Academy. shopping, dining, and major commuter routes to Washington, DC, and Baltimore. Ideal for full-time living, weekend retreat, or investment opportunity.

Pools - Outdoor
Tennis Courts
Marina/Boat Slips
Private Beach
Gated Community
24/7 Security
Jog/Walk Path (if available)
Club House / Gym
Fishing Pier
Common Grounds
Restaurant
Grills

ANNAPOLIS

7006 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,092 Sq.Ft.

$640,000

MLS#: MDAA2141588

Welcome to easy, one-level living in Heritage Harbour, Annapolis's premier 55+ active adult community. This well-maintained, detached single-family home offers 3 bedrooms, 2 full baths, and a desirable floor plan designed for comfort and convenience.

A spacious family room addition provides extra living space for relaxing, entertaining, or gathering with family and friends. The cozy natural gas fireplace creates a warm and inviting focal point, while natural gas heat offers efficient year-round comfort. The attached two-car garage provides ample storage and everyday convenience. The huge kitchen has an island, table space, window seat, hidden laundry area and access from the garage for the utmost convenience. In addition to a very large living/dining room there are two bonus areas that offer a multitude of uses.

The Golfers Ridge section of the community is highly desirable. Stately situated on a lovely corner lot, this home offers the perfect balance of outdoor enjoyment and low-maintenance living. Major systems have already been updated, giving the next owner peace of mind and a solid foundation to make the home their own. Bring your decorating ideas and personal touches to update the interior and create the home you've always envisioned.

Enjoy the exceptional Heritage Harbour lifestyle with access to a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, and a vibrant calendar of social activities. Conveniently located near shopping, dining, healthcare, and historic Annapolis, this is an outstanding opportunity to customize a home in one of the area's most desirable active adult communities.

Don't miss your chance to unlock the potential of this charming home and enjoy all that Heritage Harbour has to offer.

ANNAPOLIS

852 WOODMONT ROAD

3 Beds

2 Baths

1,910 Sq.Ft.

$639,900

MLS#: MDAA2146498

Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.

ANNAPOLIS

100 CARROLL DRIVE

4 Beds

2 Baths

1,935 Sq.Ft.

$635,000

MLS#: MDAA2146848

#MDAA2137264

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 310

2 Beds

2 Baths

1,558 Sq.Ft.

$632,400

MLS#: MDAA2137264

Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities.

The main level features an inviting and functional layout enhanced by hardwood flooring, abundant natural light, and thoughtfully designed living spaces. A spacious living and dining area flows seamlessly into a cozy sitting space anchored by a striking two-sided fireplace, creating warmth and character throughout the home. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and an ideal setup for everyday living and entertaining. Just beyond the main living area, the rear deck provides a peaceful outdoor retreat perfect for morning coffee or unwinding among the natural surroundings.

Upstairs, the spacious primary suite serves as a private retreat complete with its own balcony, walk-in closet, and an ensuite bath. Two additional bedrooms and a full hall bath provide comfortable accommodations for family, guests, or flexible workspace needs.

The finished lower level adds valuable additional living space and features a custom bar area ideal for entertaining, movie nights, or game-day gatherings. A one-car garage and additional storage space add convenience and functionality.

Residents of Riva Trace enjoy coveted water privileges and access to a community dock, along with tennis courts, walking trails, and beautifully maintained common grounds. Ideally located just minutes from Downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect balance of tranquility, convenience, and the Chesapeake Bay lifestyle within one of the area’s most desirable communities.

ANNAPOLIS

130 SUMMER VILLAGE DRIVE

3 Beds

2 Baths

2,488 Sq.Ft.

$625,000

MLS#: MDAA2144804

#MDAA2146146

ANNAPOLIS

7036 HARBOUR VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$625,000

MLS#: MDAA2146146

Amazing opportunity! Situated in one of Annapolis’ most desirable waterfront communities, Oyster Harbor, 3328 Shore Drive offers a premier corner-lot location with beautiful second-floor water views. Enjoy the coastal lifestyle with easy access to marinas, parks, the community beach, local dining, and the charm of nearby historic Annapolis. This property presents an incredible opportunity for buyers looking to renovate, update, or create their dream home in a sought-after location. Don’t miss this rare chance to bring your vision to life!

ANNAPOLIS

3328 SHORE DRIVE

3 Beds

2 Baths

1,824 Sq.Ft.

$625,000

MLS#: MDAA2144406

New on site 4 days ago

848 Deerwood Court offers a wonderful opportunity to enjoy life in Heritage Harbour, one of Annapolis' most sought-after active adult communities. Situated on a desirable corner lot at the end of a quiet cul-de-sac, this well-designed ranch-style home features three bedrooms, two full bathrooms, a spacious side addition, and a two-car garage.

The home has been lovingly maintained over the years and offers a comfortable floor plan with generous living spaces, abundant natural light, and excellent flow for both everyday living and entertaining. The side addition provides valuable extra living space rarely found in many homes of this size, while the corner lot setting offers attractive curb appeal and additional privacy.

This property presents an excellent opportunity for buyers to personalize a home to their own tastes and style while enjoying all that Heritage Harbour has to offer. Whether you're looking to make updates immediately or over time, the solid layout and desirable location provide a strong foundation for future improvements.

Residents of Heritage Harbour enjoy an exceptional lifestyle with access to a community lodge, indoor and outdoor pools, fitness facilities, walking trails, waterfront amenities, clubs, activities, and countless opportunities to stay active and connected.

Conveniently located near shopping, dining, downtown Annapolis, medical facilities, and major commuter routes, this home combines comfort, convenience, and community in one of the area's most desirable neighborhoods.

Don't miss the opportunity to make this Heritage Harbour home your own and enjoy the active lifestyle that has made this community such a popular destination for buyers seeking the very best of Annapolis living.

ANNAPOLIS

848 DEERWOOD COURT

3 Beds

2 Baths

1,900 Sq.Ft.

$605,000

MLS#: MDAA2146412

#MDAA2136300

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 112

2 Beds

2 Baths

1,621 Sq.Ft.

$602,602

MLS#: MDAA2136300

Tucked away on a gorgeous, private lot in the highly sought-after Cape St. Claire community, this beautifully maintained home combines exceptional outdoor living with the unmatched lifestyle that makes this waterfront neighborhood one of Annapolis' most desirable places to call home. From the moment you arrive, you'll appreciate the outstanding curb appeal featuring professional landscaping, an impressive retaining wall system, mature trees, and expansive outdoor living spaces designed for relaxing. Multiple decks provide the perfect setting to enjoy the peaceful surroundings and natural beauty of the property. Inside, the updated kitchen serves as the heart of the home, offering modern finishes and functionality while flowing seamlessly into the living spaces. Additional details and professional photos will be available soon. Living in Cape St. Claire means more than just owning a home. Residents enjoy access to community beaches, parks, playgrounds, walking trails, marinas, boat ramps, fishing and crabbing areas, and a variety of community events throughout the year. Located along the Magothy River and just minutes from Annapolis, the community offers a unique blend of waterfront living, outdoor recreation, and everyday convenience. Conveniently located near shopping, dining, Broadneck schools, Route 50, the Chesapeake Bay Bridge, and all that Annapolis has to offer, this is a rare opportunity to enjoy the Cape lifestyle on a beautiful private homesite. More details coming soon.

ANNAPOLIS

1178 GLENWOOD DL

4 Beds

2 Baths

1,828 Sq.Ft.

$600,000

MLS#: MDAA2147922

BIG $50K PRICE REDUCTION ON THIS BEAUTIFUL 2 BR UNIT! Look no further! This Chesapeake Harbour marina view condo, is available immediately in one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal retreat. The sumptuous Primary Suite features access to deck, a spa-inspired Bath with an impressive walk in shower and custom closet with built-ins. Recent updates include new carpet throughout and a new oversized water heater, ensuring comfort and peace of mind. Residents of Chesapeake Harbour enjoy an exceptional lifestyle with front entrance security , waterfront dining at the Beacon Waterfront Bar, marina access, waterfront pools, tennis, private beach and walking trails and just minutes to Downtown Annapolis.

ANNAPOLIS

7022 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,200 Sq.Ft.

$599,900

MLS#: MDAA2136184

Summer is here, and the time is right for moving into that new place to call your own!
Tucked away on a quiet cul-de-sac just minutes from downtown Annapolis, this 2,000± square foot home offers the rare combination of privacy, meaningful upgrades, and everyday convenience. The shaded backyard is a summer favorite spot for your hammock or fire pit with s'mores.

Since 2021, major improvements have already been handled for you, including a new roof, windows and sliders, vinyl siding with upgraded gutters, HVAC system, water heater, and fully updated kitchen and bathrooms... giving buyers confidence in both condition and long-term value.

The layout offers 4 bedrooms and 2.5 baths with a flow that allows you to live comfortably day-to-day while still having that work-from-home dedicated bonus space without sacrificing an entire bedroom.

Set on a manageable, low-maintenance lot with no HOA, this is an ideal fit for those who want space and freedom without added restrictions. Extend the driveway, add a garage, put in a swing set, or a tree-house. Heck, add both! This is a great place to make it exactly what you want it to be.

With its location just minutes from downtown Annapolis dining, boutique shopping, water access, and commuter routes, the home delivers both accessibility and a tucked-away feel.

This home is waiting for you! Turn key and ready to move in. Or consider it as an investment property and enjoy the fruits of the demand from the US Naval Academy, traveling nurses, or LTR.

ANNAPOLIS

2 SILOPANNA COURT

4 Beds

2 Baths

2,000 Sq.Ft.

$599,900

MLS#: MDAA2141372

3 Level Colonial Brimming with Classic Charm and Timeless Character. This Home Features a Welcoming Covered Front Porch, Perfect for Relaxing and Enjoying the Neighborhood Setting. Inside, you’ll Find Spacious Bedrooms and Hardwood Floors that Add Warmth and Potential Throughout.
This Property is Ready for a Full Renovation, Offering an Incredible Opportunity for Investors, Builders or Buyers Looking to Restore and Customize a Classic Colonial to its Former Glory. With Vision and Updates, this Home can be Transformed into a Stunning Showcase Property. Ideally Located in Annapolis, this Home Offers Convenient Access to Downtown Annapolis, United States Naval Academy, and the Scenic Chesapeake Bay. Enjoy Nearby Shopping, Dining, Parks, and Waterfront Activities, along with Easy Commuter Routes to Baltimore and DC. A Fantastic Location Combining Historic Charm, Coastal Lifestyle, and Everyday Convenience. Sold As-Is

ANNAPOLIS

40 MUNROE COURT

3 Beds

1 Baths

1,280 Sq.Ft.

$599,895

MLS#: MDAA2148248

Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle.

Inside, the residence has been thoughtfully updated with a clean, coastal feel and comfortable, move-in ready finishes throughout. The open-concept living spaces are bright, inviting, and designed for easy everyday living. The kitchen opens to the dining area and living room, creating a comfortable flow for entertaining, gathering, or simply enjoying the sense of space. From the main living area, sliding glass doors lead to a private balcony with direct views over Back Creek, adding a beautiful waterfront backdrop to the home.

The primary suite features an ensuite bathroom and walk-in closet, while the second bedroom offers a gracious closet and utilizes the full hall bath. A washer/dryer combo unit adds everyday convenience.

Severn House is one of Eastport’s most beloved waterfront communities, known for its relaxed atmosphere, mature landscaping, and exceptional amenities. Residents enjoy a waterfront pool with spacious patio and deck areas, an outdoor clubhouse pavilion, kayak, canoe, and paddleboard launch, bike storage, communal laundry, on-site management, and available water taxi access from the dock.

Please note that pets are not allowed in this community (exception for support animals that are approved). Gas and water are included in the condo fees.

Just minutes from downtown Annapolis, Eastport restaurants, shops, marinas, and local favorites, 774-F Fairview Avenue offers a rare turnkey opportunity in one of Annapolis’ most convenient waterfront communities.

30-foot boat slip being sold separately - reach out for details.

ANNAPOLIS

774 FAIRVIEW AVENUE F

2 Beds

2 Baths

1,060 Sq.Ft.

$595,000

MLS#: MDAA2145660

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