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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

296

# of Listings

3

Avg # of Bedrooms

$470

Avg. $ / Sq.Ft.

$1,067,632

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

296 Properties Found. Page 18 of 20.

Luxury Living, Minutes from Historic Downtown Annapolis!
Premium two-level condo with ground-level entrance and over 2,500 sq. ft. of luxury living. Features include soaring 10 ft. ceilings, a dramatic two-story living room, and a versatile loft family room/den. Gourmet kitchen offers granite countertops, breakfast bar, and upgraded appliances. Three large bedrooms with fully renovated baths, ample storage, and extra closet space throughout. Outdoor living includes an upper deck and lower patio backing to woods for privacy. Plenty of sophisticated space to share and just minutes to the Naval Academy—perfect for families or roommates seeking comfort and convenience. Ideally located close to historic downtown Annapolis, shopping, dining, and Routes 50/97.

ANNAPOLIS

803 LATCHMERE COURT 104

3 Beds

3 Baths

2,598 Sq.Ft.

$4,000

MLS#: MDAA2124292

Spacious 4-bedroom, 3.5-bathroom home featuring gleaming hardwood floors on the main level and a beautifully updated kitchen perfect for entertaining. The finished basement provides additional living space, while the private, fully fenced backyard offers a peaceful outdoor retreat. Enjoy your morning coffee or an evening drink on the large deck. Convenient 2-car garage. Very convenient location to local shops, restaurants, the DC commuter bus, and major highways.

ANNAPOLIS

1807 GREEN TOP COURT

4 Beds

3 Baths

2,574 Sq.Ft.

$3,850

MLS#: MDAA2121746

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

Welcome to Bay Highlands in Annapolis! This open, light-filled home is spacious and inviting. You'll love the airy living room with high ceilings and skylights, as well as a gas fireplace and wrap-around balcony (there's even a porch swing)! The primary suite includes a private balcony and ensuite bath as well as a fabulous walk-in closet. Use the loft as a 4th bedroom, office, or game room. A well-appointed kitchen includes stainless appliances, and plenty of counter and storage space; adjoining the kitchen is convenient upper-level laundry. The entry level of this contemporary home includes two large recreation areas; the back room could also be used as a bedroom and has walkout backyard access as well as a third full bathroom. The peaceful screened in porch is perfect for crab feasts, game nights or a cozy afternoon reading spot. With garage parking and additional driveway space, there's plenty of room for vehicles as well as storage. The community of Bay Highlands has access to a dock and boat ramp, and landlord is happy to arrange for boat ramp access. Pets considered on a case-by-case basis! Please note: minimum 650 credit score and qualifying income required.

ANNAPOLIS

3241 HENSON AVENUE

4 Beds

3 Baths

2,346 Sq.Ft.

$3,800

MLS#: MDAA2122856

Welcome to this absolute gem in the Eastport area of Annapolis, MD. This 4 bedroom / 2 bath main house was built in 1912, but has a lot of modern updates. Beautiful wood floors in the main level open-concept Living Room. A huge open kitchen with upgraded appliances and a double oven and an oversized kitchen Island with tons of storage. You will find a washer and dryer in the basement. A Large 13,000+sf lot offers room for off street parking and a beautiful patio and pond in the back yard. The property is completely fenced in, front and back.
This home is within walking distance to all of the shops, dining and waterfront that Eastport has to offer.

ANNAPOLIS

915 JACKSON STREET

4 Beds

2 Baths

2,076 Sq.Ft.

$3,795

MLS#: MDAA2123056

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

Turn-Key, Updated and Ready Immediately!!! You will not have to do a thing! Home features 3 bedrooms, 2.5 baths, gourmet kitchen, gleaming hardwood flooring, updates throughout, garage, and more! Property is conveniently located near local shopping, entertainment, Quiet Waters Park, major highways & airports. 3D virtual walkthrough, professional photos, floor plans and dimensions available in Virtual Tour. Contact agent to schedule a showing or for additional information.

ANNAPOLIS

107 QUIET WATERS PLACE

3 Beds

2 Baths

2,074 Sq.Ft.

$3,250

MLS#: MDAA2123656

Incredible waterfront apartment available for rent. This unit has been fully renovated and features a gourmet kitchen with granite countertops, custom cabinetry and high end stainless appliances. Directly off the kitchen there is a large area for a dining room table. There is a huge Living room with walls of glass to take in the breathtaking views of Crab Creek. Additionally, there is a wood burning fire place for those cold winter nights. Primary bedroom features screened in porch with unparalleled views. Guest bedroom features new flooring and ceiling fan. Both baths have been fully renovated. Rear bath features double vanity with granite top and incredible shower with custom tile work and multiple nozzles . Laundry area with storage. Incredible huge patio is perfect for entertaining and you won't believe the views. Storage is available for tenant above the garage. The tenant will have access to the patio, backyard and pier upon signature of liability waiver. Perfect spot to drop a kayak in. TENANT DOES NOT HAVE ACCESS TO A BOAT SLIP ONLY PIER FOR KAYAK/PADDLEBOARD. The tenant will have the opportunity to store a SUP board kayak on the kayak rack. The tenant also has two designated gravel parking spots in front of the home. PLEASE NOTE THIS IS A MAIN LEVEL APARTMENT IN THE REAR OF THE PROPERTY. The owners retain use of the upper two levels and use this residence as a second home. Tenant to be responsible for 1/3 of the utilities (electric, oil) tenant responsible for 1/2 of internet/cable.

ANNAPOLIS

2660 GREENBRIAR LANE #B

2 Beds

2 Baths

1,400 Sq.Ft.

$3,200

MLS#: MDAA2120206

Welcome to this beautifully maintained and fully furnished end-unit townhouse in the sought-after Beechwood Hill Community of Annapolis. With tasteful furnishings and thoughtful updates throughout, this home is move-in ready and offers both comfort and convenience. The main level features a spacious, light-filled living room, perfect for relaxing or entertaining. Just off the living area, you’ll find a dedicated office space with built-in shelving, ideal for remote work or study. A separate dining room provides a cozy setting for meals, and there’s a convenient half bathroom on the main level for guests. Upstairs, you’ll find two generously sized bedrooms, each with its own private ensuite bathroom, offering privacy and comfort for all residents. The fully finished basement extends your living space with a warm gas fireplace, an additional half bathroom, and a large unfinished storage room, perfect for seasonal items, gear, or extra supplies. Outside entertaining is made easy as on the large deck. Enjoy the ease of a furnished rental close to everything in Annapolis; shopping, fine dining, Historic Annapolis, entertainment, and seconds away to 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. Landlord will contribute $300/month to gas and electric, $120 quarterly to water, and $90 for Verizon internet.

ANNAPOLIS

123 QUIET WATERS PLACE

2 Beds

2 Baths

2,076 Sq.Ft.

$3,200

MLS#: MDAA2122624

Beautiful, bright 1 BR plus DEN (or 2 BR) facing sunny south. Includes ONE underground garage space assigned parking with remote door opener. Most utilities are included in the rent. (a small electric bill is not included). Recently repainted in neutral light gray tones.
newer Washer/Dryer inside the condo, GE appliances, Electric Fireplace, Granite counters.

Many amenities included in rent: 24 Hour live Concierge/Security person in lobby, Large Fitness Center, Party Room, TV Lounge, Outdoor Pool, Hot Tub, Outdoor BBQ kitchens, Dining Courtyard, Library, Pool Table room.
Just blocks to downtown Annapolis City Dock, restaurants, live entertainment, shopping.
Shuttle Trolley between City Dock and Park Place.
Luxury living in downtown Annapolis. Available August 1st, 2025 . Second garage parking space available separately,
NOTE: Owner is the Listing Agent.

ANNAPOLIS

5 PARK PLACE 120

2 Beds

1 Baths

990 Sq.Ft.

$3,100

MLS#: MDAA2120740

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

2 Beds

2 Baths

1,934 Sq.Ft.

$3,000

MLS#: MDAA2120006

Available for occupancy on Sept. 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

Lovely Hillsmere Split Foyer with 5 BRs, 2.5 Baths located in Private Water Community* Freshly painted throughout* Beautiful Refinished Hardwood Floors on Upper Level* Upper Level: Updated kitchen w/Stainless Steel Appliances, Quartz Counter Tops, Table Space for eat-in & Recessed lighting* Living Rm has Brick FP and mantel, Hardwood Floors, Bay Window with Plantation Shutters* Dining Area leads into Sun Room/Florida Room with Plantation Shuttered Windows and two sets of French Doors with access to Side Deck & Exterior Real Patio* Primary BR has lighted Ceiling Fan, Powder Room & Sliding Glass Doors with Access to Rear Patio* Two Additional BRs with Hardwood Floors* Hallway Full Bath w/updated tiled tib shower and floors* Lower Level: Additional Kitchen w/Toaster Oven, Microwave, SS Refrigerator, Moveable Island w/cabinets, Counter Top Burners* Family Rom has Brick FP & Mantel* Full Bath with tub shower* 2 Additional BRS* Laundry Rm w/built-in shelves* Backyard has Deck & Patio Areas* Hillsmere Community has plenty of Ammenities.*

ANNAPOLIS

130 GREAT LAKE DRIVE

5 Beds

2 Baths

2,014 Sq.Ft.

$3,000

MLS#: MDAA2123646

Rare opportunity to enjoy the quiet charm of Wardour, one of Annapolis’ most desirable water-privileged communities. This inviting Cape Cod offers the chance to live in a neighborhood known for its serene setting, community beach, and kayak/boat launch, all just moments from everything you love about Annapolis. Walk or bike to explore the growing mix of boutique shops, coffee houses, and acclaimed new restaurants in West Annapolis. Downtown Annapolis is a short ride away, and commuting is easy with quick access to Routes 50 and 97. Inside, the home offers a welcoming family room, separate dining area, hardwood floors, two bedrooms and a full bath on the main level, plus a full basement with laundry and abundant storage. There is an unfinished upstairs area which could serve as additional storage or an art studio space. A spacious, flat backyard provides room for entertaining, gardening, or play. If you’ve been waiting for the chance to experience Wardour’s unique blend of community and convenience, this rental is a must-see. Call to schedule your tour today!

ANNAPOLIS

221 WESTWOOD ROAD

2 Beds

1 Baths

2,716 Sq.Ft.

$2,950

MLS#: MDAA2123718

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