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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

268

# of Listings

3

Avg # of Bedrooms

$429

Avg. $ / Sq.Ft.

$928,196

Med. List Price

Browse Annapolis Real Estate Listings

Under $250,000

$250,000 - $500,000

72 Properties Found. Page 3 of 5.

#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

Great location for all things Annapolis! Nearly new townhome with backloading garage and neighborhood parking. 3 bedrooms and 2.5 baths, sleek kitchen, open floorplan and balcony to enjoy the outdoors. Convenient location for commuters in all directions. Walking distance to shopping, eateries, and of course a quick trip to enjoy downtown Annapolis and all that it has to offer, or hop on route 50 and travel into DC for dinner and a show. Easy living at its finest.

ANNAPOLIS

557 LEFTWICH LANE

3 Beds

2 Baths

1,740 Sq.Ft.

$3,200

MLS#: MDAA2129372

Professional Photos will be uploaded soon. Quick occupancy available. Located on a cul-de-sac with front Waterview.

ANNAPOLIS

847 HARBOR VIEW TERRACE

4 Beds

3 Baths

1,908 Sq.Ft.

$3,200

MLS#: MDAA2130022

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.

$3,195

MLS#: MDAA2128712

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.

$3,150

MLS#: MDAA2126456

Stunning Garage condo in sought after Four Seasons at St Margarets in 55+ community. Amazing features - top floor penthouse with loft and 3 BR, granite counters, upgraded cabinets & island, vaulted ceilings, recessed lighting, ceiling fans, balcony, 1 car garage and driveway with bonus storage room. Amazing community amenities w/ beautiful clubhouse, fitness room, party room, billiards & cards, pool! Great location to everything in Annapolis & Eastern Shore.

ANNAPOLIS

1518 ENYART WAY 301

3 Beds

2 Baths

1,709 Sq.Ft.

$3,000

MLS#: MDAA2131268

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

Move- In Ready!
3 large bedrooms with 2 full bathrooms, lots of closets and storage. Fantastic patio with brick grow boxes for your favorite flowers or your very own herb garden. Large living room, dining room along with a bonus room. The Community offers Plenty of parking with a very park like setting. Outdoor Pool, Tennis Courts, Playground, Grilling area with picnic table for lots of summer fun. 100% walkability to Giant, Starbucks, Duncan Doughnuts, 7-11, CVS, Quiet Water Park and Great Restaurants. (GAS, SEWER, WATER, TRASH, SNOW REMOVAL, PARKING, OUTDOOR POOL, TENNIS COURTS, BIKE STORAGE AREA & PLAYGROUND & CONDO FEE ALL INCLUDED IN MONTHLY RENT)
It's a GREAT PLACE TO LIVE!

One of the largest condo's in the middle of the community. Owner pays condo fee's
680 MIN CREDIT SCORE

ANNAPOLIS

21 SILVERWOOD CIRCLE 4

3 Beds

2 Baths

1,558 Sq.Ft.

$2,875

MLS#: MDAA2129012

Cedar Ridge/ Spacious 3 Bedroom, 2.5 Bath Townhome featuring Fresh Paint, New Carpet, Stainless Steel Appliances **new stove and microwave not pictured** Newer high efficiency Stack Washer Dryer on Main Level. Primary Bedroom w Balcony and attached Full Bath with Shower and lots of Closets. All Bedrooms w Ceiling Fans. Large Eat-In Kitchen w Ceramic Tile Floors and Living Room/Dining Room combo w Luxury Vinyl Plank Flooring and Sliders to Privacy Fenced Yard with Patio and Shed. Community features Pool, Playground. Close to all Eastport Shops and Restaurants. Vacant and Available Now. Must have Credit Score of 650 or Greater, Verifiable Income, No Pets, No Smoking. Apply Online via RentSpree. $50 Per Month Discount for Active Duty, Police or First Responders.

ANNAPOLIS

1065 CEDAR RIDGE COURT

3 Beds

2 Baths

1,320 Sq.Ft.

$2,800

MLS#: MDAA2129626

#MDAA2131162

ANNAPOLIS

1227 TYLER AVENUE

3 Beds

2 Baths

1,944 Sq.Ft.

$2,750

MLS#: MDAA2131162

#MDAA2131348

ANNAPOLIS

615 ADMIRAL DRIVE 306

2 Beds

2 Baths

1,336 Sq.Ft.

$2,550

MLS#: MDAA2131348

Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities.
Inside, you’ll find a fresh and modern vibe with a little fresh paint accented with ceiling fans throughout, new bamboo flooring, and a delightfully unique wooden fireplace mantel adding a cozy, custom touch to the living space. The open layout flows effortlessly from the living room to the dining area and kitchen, making it great for entertaining or just relaxing at home.
The kitchen has been upgraded with a new countertop, sink and faucet, and new dishwasher, plus stainless-steel appliances including a self-cleaning oven and built-in microwave. There are even a new washer and dryer tucked away for convenience. Both bathrooms have been refreshed with stylish upgrades, giving the whole place a clean, contemporary feel.
The primary suite is a peaceful retreat with its own en-suite bath and plenty of closet space. The second bedroom and bath are perfect for guests, a home office, or whatever suits your lifestyle.
Step out onto your private balcony to enjoy views of the marina and Chesapeake Bay—ideal for morning coffee or evening wine. And when you're ready to get out and about, the community has it all: a private beach, two pools, tennis courts, jogging paths, and 24/7 gated security. Need an EV charge for your car. It's here. Take a stroll along walking path along the marina and enjoy a meal at the on-site restaurant. There’s even water access for boating enthusiasts!
With off-street parking and services like lawn care and exterior maintenance included, this home makes it easy to enjoy the good life without the hassle.
Whether you're looking for a weekend getaway or a full-time residence, this Chesapeake Harbour gem feels like a vacation every day.
Tenant pays for all utilities. Pets are case by case.
Also for sale See MLS listing MD AA2123516

ANNAPOLIS

7002 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,319 Sq.Ft.

$2,500

MLS#: MDAA2131486

Welcome to 40 Amberstone Ct, a spacious and well-appointed townhouse nestled in the coveted Annapolis Overlook community—just minutes from downtown Annapolis, the waterfront, and all the charm of the Bay. This 3-bedroom, 2.5-bath home provides approx. 1,694 square feet of living space across three levels, offering both room to spread out and easy, low-maintenance living. The main floor features an updated kitchen with an updated gas stove and sleek appliances, plus a powder room for guests. Two additional bedrooms and full bath sit just one floor up, while the top level is dedicated to the generous owner’s suite, complete with walk-in closet and spa-style bath. Enjoy community perks like a pool, fitness center, and assigned parking, while enjoying very convenient access to local shopping, dining, walking trails and the water’s edge. Ideal for professionals, small families, or anyone seeking a blend of comfort and location—schedule your viewing today!

ANNAPOLIS

40 AMBERSTONE COURT N

3 Beds

2 Baths

1,694 Sq.Ft.

$2,500

MLS#: MDAA2130488

Enjoy the ease of one-story living in this beautifully designed condominium with an easy access ground floor entry. The open floor plan seamlessly connects the spacious living areas, including a large eat-in kitchen featuring a breakfast bar, perfect for casual dining or entertaining. A separate dining area offers additional space for more formal gatherings. The generous primary suite boasts a private bath and a walk-in closet, while the second bedroom also includes a walk-in closet and private in-room access to a large full bathroom. Additional highlights include in-unit laundry room and a prime location with quick access to Route 50, Anne Arundel Medical Center (AAMC), and shopping.

ANNAPOLIS

87 HARBOUR HEIGHTS DRIVE

2 Beds

2 Baths

1,448 Sq.Ft.

$2,500

MLS#: MDAA2127538

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