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

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 20 of 22.

Step into life in one of the area’s most beloved neighborhoods. At 1229 Ramblewood Drive, you’re just a short walk from Broadneck High School and Cape St. Claire Elementary. Imagine weekends lounging at the community beaches or slipping your boat into one of the first-come, first-serve slips. The house gives you space to live well: bright natural light floods the kitchen; upstairs are three bedrooms and 1½ baths; downstairs, a walk-out basement with a primary suite, its own bath, and access to the lower deck. Four bedrooms, 2½ baths in all.

And the location makes every outing easy. Just minutes from U.S. Route 50/301 and MD-179, it connects you quickly to downtown Annapolis for its restaurants, arts, and nightlife. For shopping, the Cape Shopping Center is close by, with groceries, boutiques, and services for daily needs. Need more options? Annapolis Mall is a short drive for bigger retailers and entertainment. Whether it’s errands, commuting, or catching up with friends, you’ll appreciate how 1229 Ramblewood blends a relaxed coastal vibe with real convenience.

ANNAPOLIS

1229 RAMBLEWOOD DRIVE

4 Beds

2 Baths

2,008 Sq.Ft.

$2,850

MLS#: MDAA2126304

New on site 3 days ago

#MDAA2129370

ANNAPOLIS

335 CHARRED OAK COURT

3 Beds

1 Baths

1,350 Sq.Ft.

$2,750

MLS#: MDAA2129370

Welcome to this beautifully refreshed second-floor condo, ideally located in one of Annapolis’s most desirable communities! This bright and inviting two-bedroom, two-bath home offers an open and functional layout with an airy deck off the primary suite, a spacious walk-in closet, and an additional storage space. The kitchen and bathrooms have been stylishly updated with modern finishes, and the newer HVAC system adds comfort and efficiency.
Natural light fills every room, creating a warm and welcoming feel throughout. Situated in the peaceful, well-maintained Riva Trace community, residents enjoy access to the water, a private pier, scenic walking trails, sports courts, and a playground—perfect for an active, outdoor lifestyle. This condo offers the ideal combination of comfort, convenience, and classic Annapolis living. Available now for showings!

ANNAPOLIS

2708 SUMMERVIEW WAY

2 Beds

2 Baths

1,266 Sq.Ft.

$2,700

MLS#: MDAA2128172

New on site 1 day ago

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.

$2,650

MLS#: MDAA2127538

FANTASTIC HOME IN A CONVENIENT LOCATION IN SEABREEZE OF ANNAPOLIS**BEAUTIFUL LAMINATE PLANK FLOORS THROUGHOUT THE MAIN LEVEL**LUXURIOUS PRIMARY SUITE WITH WALK-IN CLOSET, ATTACHED BATH, AND DOUBLE SINK VANITY**SOARING VAULTED CEILINGS IN ALL BEDROOMS**SPACIOUS DECK, BACKS TO TREES FOR EXTRA PRIVACY**PREFER NO SMOKING & NO PETS, WILL CONSIDER CASE BY CASE THOUGH**

ANNAPOLIS

8 HARBOUR HEIGHTS DRIVE

3 Beds

2 Baths

1,442 Sq.Ft.

$2,600

MLS#: MDAA2123246

#MDAA2128536

ANNAPOLIS

16 PAROLE STREET

2 Beds

2 Baths

550 Sq.Ft.

$2,500

MLS#: MDAA2128536

#MDAA2124038

ANNAPOLIS

1610 WOODTREE COURT W

3 Beds

2 Baths

2,040 Sq.Ft.

$2,450

MLS#: MDAA2124038

Turn-key home ready for move-in! New carpet and paint! Kitchen w/ granite! Owner's bedroom with private bath! Living room with wood burning fireplace! Nice size additional bedrooms! Patio! Fenced in back yard! New windows! New washer and dryer! Great community and close to shopping, dining, parks & the bay! To submit an application for this property please use this link: https://provisionproperty.managebuilding.com/Resident/rental-application/new

ANNAPOLIS

8 GENTRY COURT

3 Beds

2 Baths

1,500 Sq.Ft.

$2,450

MLS#: MDAA2128298

New on site 3 days ago

Great in-town Annapolis townhouse offering spacious layout w 3 bedrooms, 2.5 baths, full, unfinished basement great for storage and full-sized washer and dryer. Parking includes 2 assigned parking spaces, deck off Kitchen. New stainless-steel appliances have been installed after photos were taken. Prefer 2-year lease, no pets, no smokers. Online application thru Rent Spree.

ANNAPOLIS

6 JANWALL COURT

3 Beds

2 Baths

1,968 Sq.Ft.

$2,400

MLS#: MDAA2129312

One level living at it's best! Spacious Windgate condo with second floor security and limited access building features wood floors and stainless steal appliances, and Corian countertops! Also showcases 2 Master Bedrooms with walk-in closets, laundry off kitchen, cozy gas fireplace in Living Room and access to private deck. Conveniently located to hospital, major commuter routes to the Eastern Shore Beaches, Annapolis, Baltimore or Washington, DC! Super close to restaurants, shopping & more! Professional Property Manager.

ANNAPOLIS

2003 PHILLIPS TERRACE 6

2 Beds

2 Baths

1,129 Sq.Ft.

$2,300

MLS#: MDAA2127702

AVAILABLE NOW!!. Wonderfully spacious Penthouse unit with loft. 2 full bathrooms and 2 bedrooms. Vaulted ceilings in living room and master bedroom. Kitchen opens to breakfast bar and dining area plus a loft!! Large balcony, full size washer/dryer. HVAC and water heater less than one year old. Longer lease preferred. Tucked in at the back of the cul de sac with easy access to 50, DC, AAMC and Downtown Annapolis. Sorry No Pets

ANNAPOLIS

805 LATCHMERE COURT 302

2 Beds

2 Baths

1,236 Sq.Ft.

$2,250

MLS#: MDAA2128392

Fantastic location with a peaceful, oversized backyard! This home offers simplicity with plenty of charm and character throughout. The two-bedroom layout flows seamlessly into the main living areas, creating a bright and open feel. At the heart of the home, the beautifully updated kitchen features stainless steel appliances, granite countertops, and a spacious center island that doubles as a breakfast bar, perfect for everyday living or entertaining.

Convenient laundry is located off the back of the home, leading out to a large Trex deck overlooking a tree-lined grassy yard, an ideal setting to relax and enjoy warm evenings in Annapolis. Just minutes from downtown Annapolis, waterfront parks, marinas, shopping, dining, and commuter routes, this property offers the perfect balance of convenience and comfort.

Tenant to verify school zones, room count, and room sizes. 620 credit score. Minimal Stuff in basement to be removed prior to lease start date.

ANNAPOLIS

1009 TYLER AVENUE

2 Beds

1 Baths

2,256 Sq.Ft.

$2,200

MLS#: MDAA2124148

WEST ANNAPOLIS - ANNAPOLIS MD - Available for immediate occupancy. Live the lifestyle in West Annapolis in this 2 bedroom 2 bathroom fully renovated condominium with screened in porch. Move in condition. Lush green setting. Waterfront community with swimming pool, dock and kayak storage on scenic Weems Creek. Walk to the popular Bean Rush coffee shop, restaurants and unique shopping in this quaint community just minutes to Route 50. Close to downtown historic Annapolis and Annapolis Towne Centre for more shopping, dining, waterfront activities and historic venues. All building common areas being updated including new tile floors, paint and new front doors to every unit. This building is being done first.

ANNAPOLIS

304 FORBES STREET A

2 Beds

2 Baths

844 Sq.Ft.

$2,200

MLS#: MDAA2128548

Turnkey Living in Riva Commons! Step into this beautifully updated, move-in ready condo featuring luxury vinyl plank flooring, a stylish eat-in kitchen with granite countertops, and spacious bedrooms designed for comfort. Enjoy your morning coffee or evening unwind on the private balcony, with in-unit laundry for added convenience. Freshly painted and impeccably maintained, this home offers effortless access to downtown Annapolis, Baltimore, D.C., and all the shopping, dining, and nightlife that define the Chesapeake Bay lifestyle. Commuinity pool!

ANNAPOLIS

2574 RIVA ROAD 19A

2 Beds

1 Baths

872 Sq.Ft.

$2,195

MLS#: MDAA2127518

This beautiful 2BR/2BA condo in Annapolis Overlook unit has been updated throughout. This unit is move-in ready! Updated appliances, the primary bedroom has an ensuite bathroom and a walk-in closet. This open floor unit brings Natural lighting throughout. One assigned parking spot is located right outside the entrance to your secured building—ample parking for additional cars or guests. The rent includes a community pool and workout clubhouse. This home is convenient for shopping and restaurants, just a few miles from Downtown Annapolis.

ANNAPOLIS

30 GREYSTONE COURT I I

2 Beds

2 Baths

1,229 Sq.Ft.

$2,150

MLS#: MDAA2126656

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