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

310

# of Listings

3

Avg # of Bedrooms

$440

Avg. $ / Sq.Ft.

$996,943

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

310 Properties Found. Page 19 of 21.

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

New on site 1 day ago

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

Come see this recently remodeled furnished property. This is ONLY a short-term rental between 3-6 months. This is a main floor unit. Owner will take care of light bulbs and filters. This is self-managed by owner. This rent includes water, WIFI and electric. Must have a 700-credit score. Sorry no pets because the owner has allergies.

ANNAPOLIS

304 FORBES STREET B

2 Beds

2 Baths

844 Sq.Ft.

$3,000

MLS#: MDAA2129996

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 ALL INCLUDED IN MONTHLY RENT)
It's a GREAT PLACE TO LIVE!

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

ANNAPOLIS

21 SILVERWOOD CIRCLE 4

3 Beds

2 Baths

1,558 Sq.Ft.

$3,000

MLS#: MDAA2129012

Also listed for Sale. Welcome to easy living on the Broadneck Peninsula! This three-level garage townhome blends comfort and flexibility with ample space to gather or unwind. The entry-level offers a versatile space—use it as a legal 4th bedroom, theater, office, or hobby room—plus a garage with extra storage for a workbench, gear - it even comes with a second fridge. Upstairs, the heart of the home is the stylish kitchen with granite counters, stainless steel appliances, including a Bosch dishwasher and newer refrigerator/freezer, and a movable island that makes entertaining effortless. A wall of pantry storage keeps everything organized, while the slider opens to a sunny deck and fenced yard—perfect for cookouts, gardening, or evenings under the stars. The open living and dining areas flow together, creating an inviting space for friends and family. Retreat upstairs to three bedrooms, including a serene owner’s suite with a walk-in closet and updated bath. Two additional bedrooms and a hall bath complete the home, offering space for everyone. Beyond the front door, enjoy an easy commute to major routes while being part of the coveted Broadneck community, home to Blue Ribbon Schools, parks, shops, and the Chesapeake Bay. And very close to the almost finished Broadneck Peninsula Trail!

ANNAPOLIS

633 BAYSTONE COURT

3 Beds

2 Baths

1,868 Sq.Ft.

$3,000

MLS#: MDAA2128928

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

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

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

#MDAA2129370

ANNAPOLIS

335 CHARRED OAK COURT

3 Beds

1 Baths

1,350 Sq.Ft.

$2,750

MLS#: MDAA2129370

Don’t miss this opportunity to live in a spacious 3-bedroom townhouse in the desirable Oxford Landing community! With 1,382 square feet of thoughtfully designed living space, this home combines modern comfort, flexible layouts, and a prime Annapolis location. Step inside to a bright and open-concept main level featuring a large kitchen with abundant storage—perfect for cooking and entertaining. Upstairs, you’ll find three bedrooms, including a primary suite with a walk-in closet and private full bath. The finished lower level offers a versatile bonus room that can easily serve as a fourth bedroom, an office, or a home theater space! A convenient ground-level walkout, along with an included washer and dryer, adds to the functionality. Enjoy the outdoors in your fully fenced yard, complete with a gate that opens directly to the community green space. Parking is a breeze with two assigned spaces, plus a monitored system to ensure guests always have a place to park. Living at Oxford Landing means you’re just minutes from everything Annapolis has to offer. Located right off Forest Drive with easy access to Route 665, you’ll find Safeway within walking distance, Target just five minutes away, and historic Downtown Annapolis only a 10-minute drive. Shopping, restaurants, and parks are all within easy reach.
Lease Terms: Longer leases are preferred, with multiple options available: $2,750/month for 12 months or $2,650/month for 24 months, with additional terms available for 36+ months. Pets are welcome, with a monthly pet rent based on weight. The owner covers HOA fees.

Apply today through RentSpree: https://apply.link/jMrDpYk

ANNAPOLIS

614 TUCKAHOE CREEK COURT

3 Beds

2 Baths

1,910 Sq.Ft.

$2,650

MLS#: MDAA2127334

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

Includes all Heritage Harbour amenities!

Enjoy easy living in this beautifully maintained 2-bedroom, 2-bath Villa located in the highly desirable 55+ community of Heritage Harbour. This single-level home features an open floor plan with cathedral ceilings, a bright kitchen with granite countertops, and a spacious living/dining area. The primary suite offers a private bath, and the second bedroom opens to a fenced patio—perfect for relaxing outdoors.

You’ll love the attached garage, low-maintenance lifestyle, and all the resort-style amenities Heritage Harbour offers: indoor/outdoor pools, tennis and pickleball courts, fitness center, golf course, clubhouse, waterfront access, and endless social activities.

Conveniently located near Route 50, shopping, and historic downtown Annapolis.
Available now — amenities included!

ANNAPOLIS

2507 TUDO COURT

2 Beds

2 Baths

1,032 Sq.Ft.

$2,550

MLS#: MDAA2130064

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.

$2,500

MLS#: MDAA2128172

#MDAA2124038

ANNAPOLIS

1610 WOODTREE COURT W

3 Beds

2 Baths

2,040 Sq.Ft.

$2,450

MLS#: MDAA2124038

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