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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
359
# of Listings
3
Avg # of Bedrooms
$479
Avg. $ / Sq.Ft.
$1,097,034
Med. List Price

Browse Annapolis Real Estate Listings

68 Properties Found. Page 4 of 5.

WOW! Nestled along the Chesapeake Bay,  this waterfront residence offers views of the community marina and the open water beyond. Situated in the sought-after gated community of The Village of Chesapeake Harbour, this beautifully updated two-bedroom, two-bath home combines modern elegance with coastal charm.
Step into the welcoming foyer, where an open-concept design unfolds with a soothing color palette freshly painted in 2022. Custom shades, including select electric-controlled options, add both privacy and convenience. The living and dining area boasts striking wood-look porcelain tile flooring, seamlessly blending gray and blue hues that echo the shimmering waters just beyond. Crown molding adds a refined touch, while the living room’s fireplace creates a cozy retreat. A three-panel sliding glass door leads to the expansive patio—larger than others in the community—where you can unwind in a private setting while soaking in the serene water views.
The well-appointed kitchen is both stylish and functional, featuring stainless steel appliances, including a recently replaced dishwasher, range, and microwave. An antiqued glass tile backsplash reflects natural light, creating a luminous atmosphere, while a pantry provides ample storage. Another triple-panel sliding glass door opens to a front patio, making this space feel bright and airy.
The primary bedroom is a tranquil haven, offering direct patio access through yet another sliding glass door, providing serene water views. The en-suite bath is a luxurious retreat with a double vanity topped with granite, a water closet, and a floor-to-ceiling tiled shower. A spacious walk-in closet with a built-in organizational system completes this private sanctuary.
Down the hall, the second bedroom is generously sized, accompanied by an updated full bath with a modern vanity. A sleek, stacked washer and dryer are tucked away in the laundry room, rounding out the home’s well-designed layout. Storage is plentiful, with custom-built closet systems enhancing organization throughout. For peace of mind, the brand-new HVAC system was upgraded in 2025, including an added air purifier.
Ample space is available for residents and guests in the unassigned parking lot.
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The community offers resort-style living with premier water access and exceptional amenities. Enjoy dining at the on-site Beacon Waterfront Galley & Bar, take a dip in one of two pools with bay views, or relax on the private sandy beach. Outdoor enthusiasts will love the fishing piers, kayak launch, and scenic walking and biking trails. Tennis courts and a picnic area provide additional recreation options. Electric car charging stations offer convenience. Boaters will appreciate the Chesapeake Harbour Marina, featuring 81 wet slips with fresh water, electricity, and WiFi,  as well as a full-service yacht facility.
Ideally situated near Historic Downtown Annapolis, Chesapeake Harbour provides a peaceful retreat while remaining within commuting distance of Baltimore and Washington, D.C. 
Experience coastal living at its finest—where the water meets effortless luxury. 

Property Updates: Porcelain tile flooring, dishwasher, range and microwave, washer & dryer, blinds, kitchen faucet and disposal, kitchen backsplash, interior paint, full bath vanity, closet built-ins, HVAC updates, and more!

$2800 a month, plus the tenant covers 50% of the quarterly condo dues.
#MDAA2116370

ANNAPOLIS

7024 CHANNEL VILLAGE COURT T2

2 Beds

2 Baths

1,177 Sq.Ft.

$2,800

MLS#: MDAA2116370

*****SUPER CLEAN CHARMING RANCHER W/GARAGE & OFF STREET PARKING RIGHT NEXT TO THE NAVY STADIUM***** Best location in town: 3mins to downtown & 3 mins to Rt.50 !! Close proximity to DNR, the District Courthouse and Naval Academy. Property boasts beautiful hardware floors and two fireplaces, a beautifully treed & private lot, plus lots of storage in cedar closet and easy access attic. Landlord will do 1 yr lease but prefers longer term if possible. There is a ton of living space on the lower walkout level that includes easy access to covered patio and large back yard.  Immediate occupancy! COME SEE FOR YOURSELF !!
#MDAA2115666

ANNAPOLIS

708 MILLER ROAD

2 Beds

2 Baths

1,624 Sq.Ft.

$2,800

MLS#: MDAA2115666

Charming townhouse is available to rent starting July 1, 2025. Beautiful modern kitchen offers plenty of cabinets, counter space, SS Appliances.  Recently installed washer and dryer. LVP flooring on main floor. Dedicated dining are and living space. Glass sliding door to super cozy fully fenced in yard overlooking trees, Powder room. 3 rooms on upper level and 1 full bath.  Storage shed outside. Assigned parking in front of townhouse. Property is conveniently located minutes from Naval Academy, Annapolis, shopping, dining, major hwys.  Agent is the owner. 680+ score is required and 3Xmonthly rent for income.
#MDAA2113456

ANNAPOLIS

318 WOOD HOLLOW COURT

3 Beds

1 Baths

1,120 Sq.Ft.

$2,750

MLS#: MDAA2113456

None
#MDAA2115388

ANNAPOLIS

986Ø YACHTSMAN WAY RENTAL

2 Beds

2 Baths

1,174 Sq.Ft.

$2,700

MLS#: MDAA2115388

AVAILABLE JUNE 1st.  EASY ACCESS TO RT. 50 , CONVENIENT TO ANNAPOLIS, NAVAL ACADEMY, NAVAL STATION.  TWO LEVEL 3 BED/1 BATH DUPLEX WITH UPDATED FLOORING ON THE MAIN LEVEL, NEWER CARPET ON THE STAIRS, BEDROOM, AND HALLWAY,  NEWER WASHER AND DRYER, RENOVATED BATHROOM, AND NEW HVAC VENTS AND RETURNS. SEPARATE DINING ROOM WITH SLIDER THAT LEADS TO  DECK AND PRIVATE BACKYARD.  SMALL ATTACHED  SPACE ON SIDE OF HOME FOR EXTRA STORAGE.  LONG DRIVEWAY PROVIDES PLENTY OF EXTRA PARKING.  QUIET CUL-DE-SAC LOCATION.  NON SMOKING UNIT.  PREFER NO PETS, BUT WILL CONSIDER CASE-BY-CASE.  NO CATS ACCEPTED.
#MDAA2114658

ANNAPOLIS

1317 OLD PINE COURT

3 Beds

1 Baths

1,020 Sq.Ft.

$2,700

MLS#: MDAA2114658

Charming 3-Bedroom Duplex in Prime Annapolis Location – Updated & Family-Friendly!
Welcome to this beautifully updated duplex in Revell Downs, Annapolis, offering the perfect blend of comfort, convenience, and privacy. Nestled at the back of a cul-de-sac, this home provides a quiet retreat with wonderful neighbors in a family-friendly community.
Key Features:
✅ Freshly Updated Throughout – Brand new flooring, fresh interior paint, and stylish new bathroom tile in the shower.
✅ Modern Upgrades – Brand new dishwasher and brand-new ceiling fans with remotes for added comfort.
✅ Spacious Storage Options – Includes shed, exterior side room, and attic storage for all your belongings.
✅ Generous Outdoor Space – Enjoy an ample yard for outdoor activities and relaxation.
✅ Roomy Interiors – Features a large master bedroom closet for plenty of storage.
✅ Convenient Parking – Driveway accommodates multiple vehicles, plus private and street parking options.
Prime Location:
🏡 Minutes from Annapolis & Severna Park – Centrally located between both, offering easy access to shopping, dining, and entertainment.
🌊 Fast Drive to Sandy Point Beach – Enjoy the water and outdoor recreation just minutes away.
🎓 Top-Rated School District Ideal for families looking for excellent education Charming 2-Bedroom Duplex in Prime Annapolis Location – Updated & Family-Friendly!
Welcome to this beautifully updated duplex in Revel Downs, Annapolis, offering the perfect blend of comfort, convenience, and privacy. Nestled at the back of a cul-de-sac, this home provides a quiet retreat with wonderful neighbors in a family-friendly community.
Key Features:
✅ Freshly Updated Throughout – Brand new flooring, fresh interior paint, and stylish new bathroom tile in the shower.
✅ Modern Upgrades – Brand new dishwasher and brand-new ceiling fans with remotes for added comfort.
✅ Spacious Storage Options – Includes shed, exterior side room, and attic storage for all your belongings.
✅ Generous Outdoor Space – Enjoy an ample yard for outdoor activities and relaxation.
✅ Roomy Interiors – Features a large master bedroom closet for plenty of storage.
✅ Convenient Parking – Driveway accommodates multiple vehicles, plus private and street parking options.
Prime Location:
🏡 Minutes from Annapolis & Severna Park – Centrally located between both, offering easy access to shopping, dining, and entertainment.
🌊 Fast Drive to Sandy Point Beach – Enjoy the water and outdoor recreation just minutes away.
🎓 Top-Rated School District 
🌳 Nearby Parks & Recreation – Plenty of green spaces and just 10 minutes from Annapolis Mall.
This home is move-in ready and offers the perfect balance of privacy, convenience, and modern updates. Don’t miss out on this incredible rental opportunity in one of Annapolis’ most desirable neighborhoods!
🌳 Nearby Parks & Recreation – Plenty of green spaces and just 10 minutes from Annapolis Mall.
This home is move-in ready and offers the perfect balance of privacy, convenience, and modern updates. Don’t miss out on this incredible rental opportunity in one of Annapolis’ most desirable neighborhoods!
📞  Contact us today to schedule a tour!
#MDAA2105182

ANNAPOLIS

1587 NATIVE DANCER COURT

3 Beds

1 Baths

1,160 Sq.Ft.

$2,600

MLS#: MDAA2105182

Located on a dead end street near the entrance to Bay Ridge and on a .35 acre lot with fence, this seasoned expanded rambler offers space, privacy and convenience.  3 bedrooms, 1.5 baths with rear den/family area overlooking spacious yard.   Fully equipped, hardwoods and tile,  recently lined wood burning fireplace, and classic metal roof; additional insulation recently added.  Enclosed porch is heated and easily cooled with doors to main areas of the house open to allow CAC to flow.  Enjoy private seasonal outdoor showers !
One first floor bedroom; upper level has two sleeping areas.  Full unfinished basement, garage.   Oil heat, public sewer, well water (conditioning system included).  Ready for occupancy.  Non smoking premises; pets are case/case.
#MDAA2116102

ANNAPOLIS

4 DALE DRIVE

3 Beds

1 Baths

1,922 Sq.Ft.

$2,500

MLS#: MDAA2116102

New on site today
Fresh paint and new carpet! Come see this property that has it all! Master suite that fits a king-size bed.  -Open concept kitchen, laundry room, and 2nd and 3rd bedrooms are spacious! Great patio area in front! Community pool and 2 assigned parking spaces! The credit minimum is 650 and 3x the rent amount! NO groups allowed! Group definition means where 2 or more people who have never lived together before that need both incomes to qualify.
#MDAA2116638

ANNAPOLIS

50 AMBERSTONE COURT A 50A

3 Beds

2 Baths

1,690 Sq.Ft.

$2,500

MLS#: MDAA2116638

The perfect in-town residence. This sunny apartment has a great floor plan and a nice kitchen with a large eat-at island that is open to the living room.  Top level  loft can be used as a bedroom or a great office. Separate entrances, utilities, washers and dryers conveniently located in the unit. Beautiful waterfront park with water access is one block away and Main Street is 3 blocks away!
#MDAA2114862

ANNAPOLIS

101 CHARLES STREET

2 Beds

1 Baths

900 Sq.Ft.

$2,500

MLS#: MDAA2114862

Photos Coming Soon!! This stylish 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and convenience. Recently renovated with modern finishes, it features an open layout, updated kitchen and baths, and seamless ground-level access. Nestled against a serene wooded backdrop for added privacy, it’s just minutes to commuter routes, downtown Annapolis, and top shopping destinations. Pets considered on a case-by-case basis. Low-maintenance living in a location that can’t be beat!
#MDAA2114746

ANNAPOLIS

653 BURTONS COVE WAY 1

2 Beds

2 Baths

1,085 Sq.Ft.

$2,500

MLS#: MDAA2114746

New on site 4 days ago
Rarely available 2-Bed, 2-Bath Condo in desirable Tidewater Colony of Annapolis. Welcome to this beautifully maintained condo featuring soaring vaulted ceilings, rich flooring, and an abundance of natural light throughout. The open-concept layout includes a kitchen that overlooks the family room, complete with wood cabinetry, two-tier countertops, tile flooring, a cozy breakfast nook, and newer stainless steel appliances (dishwasher and fridge replaced in 2021). The spacious family room centers around a decorative fireplace (non-functioning) and flows into the light-filled dining area, where sliding glass doors lead to a private balcony with peaceful wooded views to enjoy outdoor relaxation. The generous owner's suite includes a sitting area, walk-in closet, and an en-suite bath with a granite double vanity (updated in 2021) and a tiled tub/shower combo. A second bedroom provides the perfect space for guests or an in-home office and has access to its own private full bath. Additional features include an in-unit laundry closet and ample unassigned community parking. Enjoy resort-style amenities such as a swimming pool, fitness center, tennis courts, playgrounds, trails, BBQ/picnic areas, and a rentable clubhouse for special events. Located just minutes from Westfield Annapolis Mall, Whole Foods, Trader Joe’s, and major commuter routes (Rt 50/97), with easy access to the charm and excitement of Downtown Annapolis. Tenant-occupied until July 1. Don’t miss this gem!
#MDAA2116476

ANNAPOLIS

2015 GOV THOMAS BLADEN WAY 301

2 Beds

2 Baths

1,074 Sq.Ft.

$2,400

MLS#: MDAA2116476

Welcome to 2011 Gov Thomas Bladen Way Unit 101 - this first-floor condo featuring 2 bedrooms and 2 bathrooms. The unit backs to walking paths and wooded areas, providing a serene setting. ​ The unit features a large open-concept living space with a gas fireplace in the living room and an eat-in kitchen or sitting area adjacent to the kitchen. The master suite includes custom closet space, a large jetted tub, and double sinks. The second bedroom is located on the opposite side of the condo, providing privacy. Pets are considered on a case-by-case basis, with no cats allowed. Photos coming soon, property available end of May.
#MDAA2112052

ANNAPOLIS

2011 GOV THOMAS BLADEN WAY 101

2 Beds

2 Baths

1,082 Sq.Ft.

$2,300

MLS#: MDAA2112052

Large and oversized 2nd floor apartment walk up 2 bedrooms, 1 bath. Brand new kitchen/dining combo with washer/dryer unit. Brand new bathroom. 2 bedrooms on main level along with separate living room. Bonus finished attic space with high ceiling could be used as home office, living room. Large yard with off street parking area, plenty of parking, exterior maintained by landlord. Please no smoking and smaller pets only case by case. If pet is accepted please add $35.00 to monthly rent as pet fee.
#MDAA2112820

ANNAPOLIS

3 ELLIOTT ROAD 2

2 Beds

1 Baths

1,800 Sq.Ft.

$2,295

MLS#: MDAA2112820

PRICE REDUCED - Lovely ground-level 2 Br/ 2 Ba unit renovated condo @ Fairwinds Condominiums. Sunken living room and updated vinyl plank floors throughout; Huge master bathroom with master bath and walk-in closet; granite countertops in the kitchen; stainless steel appliances and nice white cabinets. Updated bathrooms with lovely vanities, granite vanity tops, and beautiful ceramic decor. The condo complex offers plenty of parking, a large outdoor pool, tennis courts, and tot lots. Walking distance to Lovely ground-level 2 Br/ 2 Ba unit renovated condo @ Fairwinds Condominiums. Sunken living room and updated vinyl plank floors throughout; Huge master bathroom with master bath and walk-in closet; granite countertops in the kitchen; stainless steel appliances and nice white cabinets. Updated bathrooms with lovely vanities, granite vanity tops, and beautiful ceramic decor. The condo complex offers plenty of parking, a large outdoor pool, tennis courts, and tot lots. Walking distance to grocery stores, shopping, and eateries. Easy access to parks (Quiet Waters and Back Creek), which offer great views, a dog park, lots of hiking trails, and canoeing. Gas and Water utilities are included in the rent; electric is paid by the tenant separately. A PET IS ALLOWED ON A CASE-BY-CASE BASIS. NO SMOKING IS ALLOWED. REQUIREMENTS: THE APPLICATION FEE IS $50.00 PER ADULT 18 YEARS OR OLDER. MIN CREDIT SCORE 600 OR HIGHER, MINIMUM INCOME 3 TIMES THE AMOUNT OF THE MONTHLY RENT & NO MORE THAN A 40% DEBT-TO-INCOME RATIO, BACKGROUND CHECK, VERIFICATION OF EMPLOYMENT, AND VERIFICATION OF RENT. AVAILABLE IMMEDIATELY!
#MDAA2114498

ANNAPOLIS

15 SILVERWOOD CIRCLE 4

2 Beds

2 Baths

N/A

$2,200

MLS#: MDAA2114498

Sophisticated Second-Floor Retreat Just Minutes from Downtown Annapolis

Discover refined living in this exquisitely renovated second-floor condo, perfectly positioned near the vibrant heart of Downtown Annapolis. Set within a peaceful, tree-lined community, this elegant residence offers serene views of mature landscaping and picturesque walking trails—an idyllic escape just moments from city charm.

Step inside to find a thoughtfully designed interior adorned with premium finishes, including lustrous hardwood flooring, granite countertops, and sleek stainless steel appliances. The spacious open-concept layout features a private balcony for morning coffee or evening wine, a generous walk-in closet, a built-in microwave, and a dedicated laundry room for added convenience.

Residents enjoy exclusive access to community amenities such as a sparkling swimming pool and well-maintained tennis courts. With effortless access to Routes 50 and 97, this hidden gem offers both tranquility and connectivity—an exceptional opportunity to experience the best of Annapolis living.
#MDAA2110478

ANNAPOLIS

304 HILLTOP LANE F

2 Beds

2 Baths

1,073 Sq.Ft.

$2,200

MLS#: MDAA2110478

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