One of the most popular communities provided by {{page_data.agentName}}

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

361

# of Listings

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,098,732

Med. List Price

Browse Annapolis Real Estate Listings

Under $250,000

65 Properties Found. Page 3 of 5.

Sunny, multi-level 3 bedroom, 2 full bath home features NEW KITCHEN, NEW BATHS, NEW APPLIANCES, refinished hardwood floors. Dining room leads to deck in fully fenced backyard. 2 bedrooms on mezzanine level and third on upper. Lower level boasts family room and laundry/utility room.

Minimum credit score of 650 required.

ANNAPOLIS

739 WARREN DRIVE

3 Beds

2 Baths

1,740 Sq.Ft.

$3,875

MLS#: MDAA2103750

ANNAPOLIS

739 WARREN DRIVE

3 Beds

2 Baths

1,740 Sq.Ft.

$3,875

MLS#: MDAA2116224

ANNAPOLIS

5 PARK PLACE 624

2 Beds

2 Baths

1,270 Sq.Ft.

$3,850

MLS#: MDAA2110354

Owner has completely renovated this property. Renovations include bathroom w/a newly installed shower, and a totally new kitchen including granite counters. Entire unit is freshly painted and new flooring installed. The layout includes two private rooms in the back for offices, and an additional room behind the garage door for an additional office, etc. The entrance includes an area that can be used as a reception area. There is a minimum 5-year lease period with a 4% bump-up per year with a Triple Net.

ANNAPOLIS

2112 RENARD COURT S17 PH

None Beds

None Baths

N/A

$3,800

MLS#: MDAA2103036

Major renovation in 2011, second floor renovation in 2021 - Fully furnished office - 2 balconies overlooking Main Street and State Circle - Elevator served - Tenant courtyard - Walkable amenities on Main Street and Downtown Annapolis

ANNAPOLIS

180 MAIN STREET

None Beds

None Baths

N/A

$3,752

MLS#: MDAA2089820

ANNAPOLIS

2563 FOREST DRIVE

None Beds

None Baths

N/A

$3,500

MLS#: MDAA2065382

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,209 Sq.Ft.

$3,500

MLS#: MDAA2114404

ANNAPOLIS

118 VANGUARD LANE

3 Beds

2 Baths

2,000 Sq.Ft.

$3,300

MLS#: MDAA2105562

ANNAPOLIS

5 PARK PLACE 215

2 Beds

2 Baths

1,378 Sq.Ft.

$3,150

MLS#: MDAA2115316

55+ community condo living at its finest. Enjoy this 2 bedroom 2 bath unit full of updates ...New Zodiac Quartz countertops in the kitchen and bathrooms, along with new sinks, plumbing fixtures, and a stylish backsplash. Spa-Like Bathrooms: Beadboard wainscot paneling, tall toilets, and a fully remodeled primary bathroom with a tiled shower, sitting area, and updated flooring. Elegant Finishes: Hardwood floors, crown moldings, chair rails, and shadow-box moldings throughout. Modern Lighting: New chandeliers in the dining and kitchen areas, overhead lights installed over countertops, living room sconces, and ceiling fans in the kitchen, office, and primary bedroom. Custom Features: Built-in kitchen hutch, bookcase, cabinets, and a dedicated TV space in the living room, as well as shutters and louvered doors on all windows.

The center of community activities is the Lodge, which features a welcoming atrium, an auditorium, indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner and meeting rooms.
Behind the Lodge, residents enjoy a picnic area, horseshoes, bocce ball and kayaking on our waterfront on the South River.
Community offers multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community.

ANNAPOLIS

940 ASTERN WAY 311

2 Beds

2 Baths

1,588 Sq.Ft.

$3,100

MLS#: MDAA2109738

Apply for rental application at: https://Apply.Link/ut4bXaU Completely renovated 4 bedroom, 3 full baths with 2 master bedrooms with bath. New roof, new windows, new kitchen, new bathrooms, new flooring, new electrical, new plumbing, new heating and air conditioning home! A great rental! Stainless steel appliances. NOTE: Garage and extra parking area is not part of this rental. Easy access to Rt 50 and minutes away from Bay Bridge, downtown Annapolis and Anne Arundel Community College.

ANNAPOLIS

1015 SKIDMORE DRIVE

4 Beds

3 Baths

1,494 Sq.Ft.

$3,000

MLS#: MDAA2103552

ANNAPOLIS

77 MARYLAND AVENUE

2 Beds

1 Baths

900 Sq.Ft.

$3,000

MLS#: MDAA2095734

ANNAPOLIS

5 PARK PLACE 732

1 Beds

1 Baths

926 Sq.Ft.

$2,950

MLS#: MDAA2093930

$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. \ 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