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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

318

# of Listings

3

Avg # of Bedrooms

$463

Avg. $ / Sq.Ft.

$1,069,668

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

318 Properties Found. Page 19 of 22.

697 Giddings, 3 levels of Modern luxury in the heart of West Annapolis. Designed by Hammond Wilson Architects and built by Bayview Builders. This townhome is loaded with high end finishes. Custom kitchen with Quartz Countertops, stainless steel top of the line appliances. The lower level has a full bath and rec room that could be used as a 3rd bedroom. Open modern floor plan with hardwood floors throughout. Pella Double-Pane windows which helps keeps the street noise to a minimum. French doors lead to a nice sized patio perfect for any outdoor activity. Shops and restaurants right outside your front door. Restaurants include InGrano, (fine dining), Chessies Wharf by RAR Brewing, Evelyn's Cafe, Bean Rush Coffee shop and Always Ice Cream. Walkable to downtown, Naval Academy and stadium. Water access 5 blocks away. Easy access to RT 50/97. Pets case by case, rent includes 2 parking spot. Electric car charging available.

ANNAPOLIS

697 GIDDINGS AVENUE

2 Beds

2 Baths

1,523 Sq.Ft.

$4,000

MLS#: MDAA2128808

One of the largest homes in Atlantis features 5 bedrooms and 4 1/2 baths!!! Over 3000 sq ft with finished basement and 1 car garage.

Access to Tot Lot and larger kid playground. Access to the community pier for fishing, crabbing, and kayaking. Community does bi-weekly food trucks. 4 kayaks will be left at the house for tenants to use. The pier access is a 5 min walk, 1 street over.
Pets are considered case by case. Pet rent $25 per month. No groups please. Minimum credit score 675.

ANNAPOLIS

946 AQUA COURT

5 Beds

4 Baths

N/A

$3,850

MLS#: MDAA2128710

Charming Murray Hill Beauty — 4BR/3BA in the Heart of Annapolis!

Fall in love with this spacious and beautifully maintained home in one of Annapolis’ most sought-after neighborhoods! Featuring four generous bedrooms and three full baths, this classic Murray Hill residence blends historic charm with modern comfort.

Enjoy the warmth of sun-filled living spaces, gleaming hardwood floors, and architectural details throughout. The kitchen opens to inviting dining and living areas—perfect for entertaining or relaxing at home. The basement provides plenty of storage, while the one-car garage and two additional driveway spaces make parking easy (a true bonus in downtown Annapolis!).

Step outside and take in tree-lined streets, friendly neighbors, and walkable access to all that Annapolis has to offer—dining, shopping, the waterfront, and city events just minutes away.

Available for $3,850/month — this Murray Hill treasure offers space, charm, and the quintessential Annapolis lifestyle.

ANNAPOLIS

10 CONSTITUTION AVENUE

4 Beds

3 Baths

1,930 Sq.Ft.

$3,850

MLS#: MDAA2125866

Beautiful 2 BR/2 Bath condo w/many extras in the most luxurious, secure building in downtown Annapolis. Great southern views, natural light, sliding glass doors, plantation shutters in all rooms, wood floors, gourmet kitchen , stainless appliances & granite counters, Pool, Hot Tub, Fitness Center, 24/7 live concierge/security person in lobby. Two Underground Garage Spaces with remote door openers included.
Rent includes most utilities. Available June 1st, 2025
Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.

ANNAPOLIS

5 PARK PLACE 624

2 Beds

2 Baths

1,270 Sq.Ft.

$3,850

MLS#: MDAA2110354

Coming soon! Townhouse in the amenity rich Chesapeake Harbour is ready for you! 2 car garage. Master suite features gas fireplace, deck with water views, walk-in closets, luxurious bathroom equipped with new over-sized walk-in shower and jacuzzi tub. Community amenities to include pools, beaches, piers, kayak launch, and tennis courts! Private Marina and water front restaurant located in this gated community.

No pets allowed per condo association rules and regulations. No groups please. Minimum credit score of 650 required.

ANNAPOLIS

7025 CHESAPEAKE HARBOUR DRIVE 18B

3 Beds

2 Baths

2,188 Sq.Ft.

$3,695

MLS#: MDAA2128712

**PROFESIONAL PHOTOS COMING SOON**
Spacious and inviting, this Annapolis home offers over 3,000 sq. ft. of living space in a prime location-- a short commute to downtown Annapolis and the Naval Academy. Available NOW!
The main level provides an easy flow between the kitchen, dining, and living areas, with plenty of natural light throughout. A bonus room off the back of the kitchen adds extra space for relaxing, entertaining, or working from home, and it overlooks a private tree-lined backdrop.
Upstairs you’ll find a comfortable primary suite with its own bath and walk-in closet, along with two additional bedrooms, a full bath, and a loft area perfect for study or play. The finished lower level includes a large recreation room with access to the backyard, an additional full bath, laundry, and ample storage.
Two reserved parking spots are included.
Conveniently located near shops, restaurants, commuter routes, and only a short drive to the Naval Academy, this home is ready for you to move in and enjoy.

ANNAPOLIS

428 CRANES ROOST COURT

3 Beds

3 Baths

3,076 Sq.Ft.

$3,650

MLS#: MDAA2124994

GREAT OPPORTUNITY! Close to everything to include Annapolis Mall and much more! Top level huge office with several tons of opportunity!

ANNAPOLIS

2563 FOREST DRIVE

None Beds

None Baths

20,173 Sq.Ft.

$3,500

MLS#: MDAA2065382

Welcome to this state of the art 55+ active community in Annapolis, MD. The second floor unit enjoys beautiful unobstructed views to the outdoor amenities and quiet green space with loads of trees. Sit out and enjoy the views on the welcoming balcony. Have the benefit of the fabulous public spaces within the building as well as outside amentites, to include outside patio deck with grill, pickleball court and putting green. This community offers enjoyable gatherings for the community to get to know ones neighbors. Whether you require quiet lone times or the activities provided, The Element at Mill Creek will satisfy all of your living needs.

ANNAPOLIS

76 OLD MILL BOTTOM 203

2 Beds

2 Baths

1,210 Sq.Ft.

$3,400

MLS#: MDAA2119114

Stunning Oyster Harbor Rental – Coastal Charm Meets Comfort

This gorgeous rental blends comfort, charm, and the best of coastal living. Nestled in the highly desirable Oyster Harbor community, residents enjoy water privileges and access to a sandy beach, picnic area, fishing pier, and playground—all just a short walk from the front door. Additional amenities include a community marina, boat ramp, and storage racks for kayaks and paddle boards, creating the ultimate waterfront lifestyle just minutes from downtown Annapolis.

The home itself is designed for both entertaining and everyday enjoyment. An enormous screened-in porch and a spacious, fully fenced backyard provide plenty of room to garden, relax in a hammock, or host gatherings. After a day at the beach, the outdoor shower is the perfect convenience.

Inside, the property features three bedrooms, two full bathrooms, and hardwood floors throughout the main level. The home comes fully furnished for a move-in ready experience, with the option to remove furnishings at the time of application.

Don’t miss the opportunity to live in this beautiful home and vibrant waterfront community—where comfort, charm, and lifestyle come together seamlessly.

ANNAPOLIS

1252 CREEK DRIVE

3 Beds

2 Baths

1,555 Sq.Ft.

$3,250

MLS#: MDAA2126456

#MDAA2126402

ANNAPOLIS

780 FAIRVIEW AVENUE F F

2 Beds

1 Baths

1,000 Sq.Ft.

$3,250

MLS#: MDAA2126402

Gorgeous 3BR 2FB 2HB Brick Front townhome in Village Greens. Kitchen features granite counters, stainless steel appliances and large center island. Primary bedroom has vaulted ceilings, soaking tub, double vanities and walk in closet. Fully finished Lower Level for rec room, office or 4th bedroom with bath. 2 car garage with additional driveway parking space. Trex Deck that is perfect for relaxing or entertaining. Walk to shops and daycare with an easy commute to Route 50. Schedule a showing today!

ANNAPOLIS

605 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,000 Sq.Ft.

$3,200

MLS#: MDAA2127956

Available for occupancy on November 1st. No cats/dogs case by case. At least one resident must by 55+. No permanent residents under 19, however, overnight visits are allowed.

Enjoy resort style living at amenity rich Heritage Harbour...Annapolis' premier active adult community. This 3 BR/2.5 BA end of group townhome features a main level primary bedroom with en-suite bath...perfect for those seeking single level living with additional upper level bedrooms/bath for visiting family & friends. You'll marvel at the elegant millwork throughout and the dramatic 2 story living room with gas log fireplace. Adjacent is the dining area, enhanced with ceramic tile flooring and stylish wainscoted shadow boxing. The kitchen is a chef’s delight with a breakfast bar, ample counter space and stainless steel appliances including a 5-burner Samsung electric range, Whirlpool fridge with ice/water dispenser, GE microwave and dishwasher. A pantry and sliding glass door to the deck complete the space. The main level also provides a laundry room, half bath and two coat closets for added storage & garage access. Upstairs, enjoy the brightly lit balcony seating area overlooking the living room. A linen closet and 2 large closets provide additional storage. The second bedroom includes a pull down stair for easy attic access. The third bedroom offers a vaulted ceiling, walk-in closet with built-ins plus access to the dual entry full bathroom.

Exterior highlights include the stately brick façade, front storm door and fenced in garden/deck area with electric awning—perfect for outdoor entertaining.

The center of community activities is The Lodge which features a wide variety of recreational, cultural, social and educational activities for all residents ...an auditorium, indoor and outdoor pools, sauna, fitness center, library, boutique, arts & crafts studio, woodwork shop, billiard & game rooms plus meeting rooms. From the garden lounge, there and walking trails leading past the bocce ball & horseshoe pits on your way down to the community pier with boat slips on the South River. Golfers, tennis & pickleball enthusiasts will enjoy the clubhouse featuring a pro shop and dining facility servicing the adjacent courts and the executive 9 hole golf course with putting green. The community also includes a separate lot for RV and boat storage, plus a 28-passenger community van for shopping trips and excursions.

This home & community offer comfort, convenience, and style—schedule your tour today!

ANNAPOLIS

901 SEXTANT WAY

3 Beds

2 Baths

2,343 Sq.Ft.

$3,000

MLS#: MDAA2123258

Also listed for Sale. Welcome to easy living on the Broadneck Peninsula! This three-level garage townhome blends comfort and flexibility with ample space to gather or unwind. The entry-level offers a versatile space—use it as a legal 4th bedroom, theater, office, or hobby room—plus a garage with extra storage for a workbench, gear - it even comes with a second fridge. Upstairs, the heart of the home is the stylish kitchen with granite counters, stainless steel appliances, including a Bosch dishwasher and newer refrigerator/freezer, and a movable island that makes entertaining effortless. A wall of pantry storage keeps everything organized, while the slider opens to a sunny deck and fenced yard—perfect for cookouts, gardening, or evenings under the stars. The open living and dining areas flow together, creating an inviting space for friends and family. Retreat upstairs to three bedrooms, including a serene owner’s suite with a walk-in closet and updated bath. Two additional bedrooms and a hall bath complete the home, offering space for everyone. Beyond the front door, enjoy an easy commute to major routes while being part of the coveted Broadneck community, home to Blue Ribbon Schools, parks, shops, and the Chesapeake Bay. And very close to the almost finished Broadneck Peninsula Trail!

ANNAPOLIS

633 BAYSTONE COURT

3 Beds

2 Baths

1,868 Sq.Ft.

$3,000

MLS#: MDAA2128928

Welcome to 146 Quiet Waters Place! This well maintained, end unit townhouse offers 3 bedrooms / 3.5 bathrooms. Step inside and fall in love with the hardwood floors, spacious living areas, and abundant natural lighting. On the main level, you will find a large living room, dining room, and kitchen. The sliding door will take you to the back deck, which makes for a perfect outdoor space to sit back and relax. The primary suite, featuring a walk-in closet and an oversized second bedroom, is located upstairs. In the basement, you will find the third bedroom with its own bathroom and fireplace. You will also find a storage area in the basement for your belongings. The house is also equipped with a smart thermostat and a dual water filter! Here, you are close to everything in Annapolis; shopping, fine dining, Historic Annapolis, entertainment, and seconds away from Quiet Waters Park. Commuting is a breeze as you are a quick drive to major interstate routes, Baltimore, Washington DC, Ft. Meade, and BWI. Call and make your appointment to see this one today.

ANNAPOLIS

146 QUIET WATERS PLACE

3 Beds

3 Baths

2,052 Sq.Ft.

$2,975

MLS#: MDAA2126880

Available August 22.

Welcome to The Villages at Summer Place in Riva Trace. Step into this two-story, spacious, luxury, upscale condominium with 2 BR, 2.5 BA. Gorgeous updates have been made throughout. There are two primary suites with full primary baths each. The main floor primary bath offers a Jacuzzi soaking tub, along with a separate shower and dual vanities. The upstairs bathroom has been fully renovated and combines luxury and modern design with a glass enclosed shower, elegant tilework, and sleek vanities with premium fixtures. A cozy loft area featuring an updated wet bar with granite countertop, modern sink, glass shelves and refrigerator awaits you—a great space for entertaining! The sunroom has new tile flooring and a beautiful, wooded view. Tennis courts, walking paths and water access are all within this neighborhood. Easy access to Rt. 50 to Baltimore, D.C., and the Eastern Shore.

ANNAPOLIS

2706 SUMMERVIEW WAY 301

2 Beds

2 Baths

1,934 Sq.Ft.

$2,900

MLS#: MDAA2128656

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