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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
277
# of Listings
3
Avg # of Bedrooms
$505
Avg. $ / Sq.Ft.
$1,381,189
Med. List Price

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277 Properties Found. Page 13 of 19.

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.
#MDAA2136184

ANNAPOLIS

7022 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,200 Sq.Ft.

$599,900

MLS#: MDAA2136184

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
#MDAA2148248

ANNAPOLIS

40 MUNROE COURT

3 Beds

1 Baths

1,280 Sq.Ft.

$599,895

MLS#: MDAA2148248

Price reduced!! 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!
#MDAA2144406

ANNAPOLIS

3328 SHORE DRIVE

3 Beds

2 Baths

1,824 Sq.Ft.

$599,000

MLS#: MDAA2144406

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.
#MDAA2145660

ANNAPOLIS

774 FAIRVIEW AVENUE F

2 Beds

2 Baths

1,060 Sq.Ft.

$595,000

MLS#: MDAA2145660

New on site 3 days ago
Welcome to 1016 Timber Creek Drive, a well maintained home nestled in the sought-after Timber Creek community of Annapolis. Featuring 3 bedrooms, 3 full baths, and three levels of living space, this home offers the perfect blend of comfort, functionality, and style. The main level showcases hardwood floors, a gas fireplace with marble surround, and an updated kitchen remodeled by Realistic Builders . Off the kitchen, a spacious side deck provides the perfect spot for grilling or enjoying your morning coffee, while the private, partially fenced backyard with brick patio creates an inviting outdoor gathering space ideal for summer barbecues. Upstairs, the spacious primary suite is complemented by two additional bedrooms and a second full bath. The lower level offers a large family room, full bath, laundry area, and flexible space perfect for guests, a home office, or recreation room. Extensively updated over the years, improvements include the kitchen remodel (2012), installation of a gas line, gas furnace, central air conditioning, and gas fireplace (2012), replacement windows (2016), partial roof replacement (2020), tankless hot water heater (2021), new dishwasher and dryer (2023), new washer and dryer (2024), and fresh interior paint (2026). Conveniently located just minutes from Quiet Waters Park, Eastport, and historic downtown Annapolis, as well as shopping, dining, and commuter routes, this move-in-ready home offers easy access to everything Annapolis has to offer.
#MDAA2148944

ANNAPOLIS

1016 TIMBER CREEK DRIVE

3 Beds

3 Baths

1,730 Sq.Ft.

$589,000

MLS#: MDAA2148944

Motivated Sellers!! Price Just Improved!! Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis’ most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring, fresh paint interior and exterior, a new refrigerator, and a new dishwasher, making it move-in ready. The home features a fully finished basement, providing plenty of additional living or entertainment space, along with the convenience of a garage. Enjoy the Chesapeake lifestyle with a private neighborhood marina just a short walk away, perfect for kayaking and paddleboarding. Outdoor lovers will also appreciate being less than 2 miles from Quiet Waters Park, offering trails, waterfront views, and year-round recreation. Ideally located near the U.S. Naval Academy and just 3 miles from Historic Downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and local events. Professional landscaping is already scheduled and fully paid for, with improvements to be completed in April, adding even more curb appeal to this wonderful property. Don’t miss this rare opportunity to own in an exceptional Annapolis location!
#MDAA2138392

ANNAPOLIS

79 WINDWHISPER LANE

4 Beds

3 Baths

2,560 Sq.Ft.

$584,000

MLS#: MDAA2138392

Welcome to this beautiful 2 bedroom 2 bath coveted end unit condo in the sought-after gated Chesapeake Harbour community, This home is a rare find, offering the perfect blend of privacy, natural light, and outdoor space. Inside, the additional square footage an end unit offers creates an open floor plan bathed in sunlight, thanks to windows on three sides. The living spaces are airy and inviting, with seamless flow from the cozy living room to the dining area and updated kitchen. You'll love the thoughtful details, including hardwood floors, a fireplace for those cooler evenings, and scenic views that bring the outdoors in. This home is ideally located to enjoy watching the sunrise over Chase Pond and the Bay with your morning coffee or tea. Later in the day the oversized wrap-around deck invites you to relax, entertain, or simply soak in the tranquil surroundings and watch the sunset over the Marina. Chesapeake Harbour is a vibrant, amenity-rich community with access to 2 pools, 2 tennis and pickle ball courts, kayaking, walking trails and a marina, all just minutes from downtown Annapolis. Whether you're a boating enthusiast or simply crave the coastal lifestyle, this property checks all the boxes. Don’t miss your chance to own this one-of-a-kind retreat. Schedule your tour today and experience Chesapeake Harbour living at its finest!
#MDAA2138114

ANNAPOLIS

2110 CHESAPEAKE HARBOUR DRIVE 101

2 Beds

2 Baths

1,237 Sq.Ft.

$579,900

MLS#: MDAA2138114

***Major Price Reduction***Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss. Welcome home!
#MDAA2138356

ANNAPOLIS

5 PARK PLACE 107

2 Beds

2 Baths

1,272 Sq.Ft.

$575,000

MLS#: MDAA2138356

Options for VA buyers. 5% 30 year fix mortgage. Large, beautifully maintained contemporary home in the sought-after Stone Creek community of Annapolis. Professional photos of this bright and airy property are coming soon. Features of this 4-bedroom, 3.5-bathroom home include: Renovated Interior: Recently painted throughout with an open-concept layout, remodeled kitchen and bathrooms, and vinyl plank flooring in the living and dining rooms. Chef’s Kitchen: Features granite countertops, extensive cabinet space, and a breakfast bar that opens to a great room with a fireplace. Primary Suite: Includes double closets and a recently remodeled primary bath. Upgraded Systems: Newer roof and windows, with an HVAC unit installed in 2018. Outdoor Living: A sliding door leads to a gorgeous new deck and mature landscaping, perfect for entertaining. Lower Level: The basement includes a large laundry room, a full bath, and two rooms; the main family room area is framed and ready for completion. Community Amenities: Access to a community center, in-ground pool, and tennis courts. The property is conveniently located near major highways and downtown Annapolis, offering an easy commute to Washington D.C., Baltimore, and Fort Meade.
#MDAA2145304

ANNAPOLIS

15 LANDINGS COURT

4 Beds

3 Baths

1,736 Sq.Ft.

$575,000

MLS#: MDAA2145304

Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas create an effortless flow for both everyday living and entertaining and opens up to a deck that overlooks the marina. The updated kitchen showcases granite countertops and ample cabinetry, while the cozy wood-burning fireplace adds warmth and charm to the living space. Chesapeake Harbour offers resort-style living with 24/7 gated security, two pools, tennis courts, a private sandy beach, and scenic walking paths. Enjoy the convenience of a water taxi to Historic Annapolis or dine waterside at The Beacon, located right within the community. Experience low-maintenance coastal living at its finest, this is the one you’ve been waiting for.
#MDAA2143832

ANNAPOLIS

7004 CHANNEL VILLAGE COURT 102

2 Beds

2 Baths

N/A

$575,000

MLS#: MDAA2143832

WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage.A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit.Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading.Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops.This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.
#MDAA2148018

ANNAPOLIS

755 FAIRVIEW AVENUE 755 D

3 Beds

2 Baths

1,295 Sq.Ft.

$574,999

MLS#: MDAA2148018

Brand New Lower Price! $7,000 Closing Cost Assistance or interest rate buy-down! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. Located within the Broadneck School District (Buyer to verify with local school board). The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior improvements include fresh paint, bathroom upgrades, and newer vinyl plank flooring, providing a clean, updated feel. Major system updates include a newer roof and water heater, helping reduce the likelihood of immediate maintenance expenses. Set on a 0.21-acre shaded lot with established trees, the property offers natural privacy and a comfortable outdoor environment. An outbuilding provides additional storage or workspace. The 1-car garage and large driveway accommodate parking up to 4+/- vehicles. Cape St. Claire is a well-established, water-privileged community known for its access to the Chesapeake Bay lifestyle. Residents have access to multiple private community beaches, boat ramps, fishing piers, playgrounds, and open recreational areas. The Little Magothy River is located approximately five blocks away, providing convenient access for kayaking, boating, and fishing. Conveniently located near Route 50, offering access to Annapolis, Baltimore, and Washington, D.C. Some Photos are virtually enhanced; see captions.
#MDAA2147582

ANNAPOLIS

1075 SUN VALLEY DRIVE

4 Beds

2 Baths

2,274 Sq.Ft.

$574,900

MLS#: MDAA2147582

Welcome to 206 Wesley Brown Ln! This spacious townhome has been lovingly maintained by the original owner. Rooftop views and effortless flow welcome you to elevated living in Admirals Square. This four level townhome is just minutes from downtown Annapolis with easy access to Route 50 and I-97, offering both convenience and lifestyle. This home features 3 spacious bedrooms, 3 full baths, and 2 powder rooms across a flexible, well-designed layout. Wide plank oak floors run throughout the main living spaces, adding warmth and continuity to the home’s clean, modern design. The heart of the home is a beautiful kitchen with quartz countertops and stainless steel appliances. The kitchen, dining, and living areas flow seamlessly together, creating a cohesive space that is ideal for both everyday living and entertaining. Upstairs, the loft level opens to a beautiful and private rooftop terrace. This indoor-outdoor space is perfect for hosting friends and truly extends your living space in a way that feels both functional and special. Additional highlights include a one car garage, private driveway, and ample street parking for guests, a rare and valuable combination in this area. Turnkey, stylish, and designed for how people actually live, this home offers the best of low maintenance luxury in one of Annapolis’ most desirable communities.
#MDAA2144158

ANNAPOLIS

206 WESLEY BROWN LANE

3 Beds

3 Baths

2,174 Sq.Ft.

$569,999

MLS#: MDAA2144158

Welcome to 2638 Foremast Aly in Annapolis - a beautifully appointed townhome offering stylish finishes, functional living space, and an unbeatable location! This spacious home features 3 bedrooms, 2 full baths, and 2 half baths, thoughtfully designed across multiple levels with tall ceilings and gorgeous hardwood floors that create a bright, open feel throughout. The heart of the home is the inviting kitchen and living area, complete with a cozy fireplace that adds warmth and charm to the space. Upstairs, you’ll find spacious bedrooms, including a comfortable primary suite, along with the convenience of bedroom-level laundry. Step outside to enjoy the upgraded composite back deck; the perfect low-maintenance space for relaxing, entertaining, or enjoying quiet evenings outdoors. Parking is effortless with a 2-car garage plus two additional driveway spaces. Updates include a new water heater (2026), wifi controlled under cabinet lighting, and gutter guards! Ideally located in Annapolis with easy access to shopping, dining, commuter routes, and all the charm of the historic waterfront city, this move-in ready home combines comfort, style, and convenience in one exceptional package!
#MDAA2146076

ANNAPOLIS

2638 FOREMAST ALLEY

3 Beds

2 Baths

2,020 Sq.Ft.

$569,000

MLS#: MDAA2146076

Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths complete the main level. The lower level is highlighted by a private primary suite with a generously renovated full bathroom, providing an ideal owner’s retreat or guest quarters, along with a spacious family/recreation room, laundry area, and mechanical room. Luxury vinyl flooring extends throughout both levels, complemented by windows in excellent condition. Major updates include the roof and HVAC system. Serviced by well and public sewer. A well-maintained home offering comfort, privacy, and timeless appeal.
#MDAA2134820

ANNAPOLIS

721 FAIRWAY DRIVE

4 Beds

3 Baths

2,080 Sq.Ft.

$568,000

MLS#: MDAA2134820

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