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

400

# of Listings

3

Avg # of Bedrooms

$449

Avg. $ / Sq.Ft.

$1,093,512

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

400 Properties Found. Page 27 of 27.

Welcome to this freshly painted, move-in ready 2-bedroom, 2-bathroom ground floor condo in the highly desirable Fairwinds community. This home offers warm hardwood floors throughout the main living areas, fresh paint in the dining room, living room, and hallway, and a functional open layout that’s ideal for both daily living and entertaining. The Fairwinds community is known for its peaceful setting, well-maintained grounds, and unbeatable location close to shopping, dining, and major commuter routes.

ANNAPOLIS

211 VICTOR PARKWAY D 211D

2 Beds

2 Baths

966 Sq.Ft.

$2,000

MLS#: MDAA2119408

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.

ANNAPOLIS

304 HILLTOP LANE F

2 Beds

2 Baths

1,073 Sq.Ft.

$2,000

MLS#: MDAA2110478

#MDAA2119546

ANNAPOLIS

26 JOHNSON PLACE

2 Beds

1 Baths

910 Sq.Ft.

$1,900

MLS#: MDAA2119546

Welcome to your new place in the heart of Murray Hill—one of Annapolis’s most loved neighborhoods, even spotlighted in the Washington Post’s “Where We Live” series. This one-bedroom apartment takes up the entire second floor of a historic home and has its own private entrance, offering a peaceful retreat that still keeps you close to it all.

You’re just steps from Spa Creek, Amos Garrett Park, Maryland Hall, and the charm of historic Annapolis. Whether you're enjoying a walk downtown or heading to work, it’s easy to get to the Naval Academy, Fort Meade, NSA, Washington, Baltimore, or BWI.

Built in 1935, the house has character you just don’t find in newer places. The apartment has a spacious bedroom, a full bath, and lots of natural light. Hardwood floors add warmth, and there’s plenty of storage—including closets and even a sweet built-in corner cabinet.

The house sits on a corner lot, so it feels open and private. Street parking is easy (and not timed), and there’s a chance you could get a garage space too—making daily life just a little simpler.

You’ll love the neighborhood perks—just two blocks away you’ll find the Spa Creek public dock and a small boat ramp, perfect if you like to kayak or canoe. Downtown shops and restaurants are less than a mile away, and the Naval Academy is just 1.5 miles from your door.

Your only utility bill is electric. For everything else—heat, water, sewer, trash, and lawn care—it’s just a flat $168/month. Please note that pets aren’t allowed in this apartment.

The owner is a licensed Maryland real estate agent and is happy to answer questions or help with anything that comes up. If you or someone you know is looking for a welcoming, comfortable space in a fantastic location, we’d love to hear from you.

ANNAPOLIS

111 ACADEMY STREET B

1 Beds

1 Baths

757 Sq.Ft.

$1,800

MLS#: MDAA2119444

Flexible 18,000+ SF Multi-Use Space Available
Now offering over 18,000 square feet of versatile space across two expansive floors. This property provides a unique opportunity to customize your layout to meet your specific business or organizational needs. Whether you're seeking open-concept areas, private offices, classrooms, or specialized facilities, the space can be configured to support a wide range of uses.
Perfect for institutional, educational, religious, or health and fitness facilities, this location offers ample room for gatherings, training, wellness programs, administrative operations, and more. With flexible floorplans and generous square footage, this space is well-suited for organizations looking to grow and serve their communities in a functional and professional environment.
Key Features:
18,000+ SF available across 2 floors
Customizable configurations to suit your use
Welcoming to a variety of uses: institutional, educational, religious, health & fitness, and more
Convenient location with accessibility and visibility
Ample parking and flexible lease terms available
Bring your vision to life in a space that adapts to your mission. Contact us today to schedule a tour and explore the possibilities.

ANNAPOLIS

339 BUSCHS FRONTAGE ROAD

None Beds

None Baths

N/A

$1,500

MLS#: MDAA2111858

STANDOUT OFFICE SPACE is currently available at the venerable West Annapolis Professional Center situated within the creatively landscaped, three-building complex with more-than-ample, free, private parking. Space size...350 SF/$1,300/mo/2-3 professionals, priced on an annual basis, is inclusive...electric, heating, cooling, maintenance...as well as all amenities...large conference room, two bathrooms, and a welcoming, waiting area/self-serve coffee niche. Individualized communication services are the tenant's responsibility while supplemental office furnishings can be arranged. On-site management, private 24/7 keyed-access-only, bring assurances to a quiet, well-appointed professional work environment.

The West Annapolis community has an upbeat cultural presence characterized by coffee, juice and bagel take-out/sit-down venues as well as several dining establishments known for their creative menu selections. Antiques and arts-and-craft shops are nestled among the basic service providers...health care, pharmacy, financial and the locally-owned grocery legacy...Graul's.

Located just off Highway 50 across from the USNA Stadium, the West Annapolis community offers immediate accessibility and plentiful street parking.

ANNAPOLIS

703 GIDDINGS AVENUE #U2-D

None Beds

None Baths

N/A

$1,300

MLS#: MDAA2099652

1-bedroom, 1-bath units near the Historic Heart of Annapolis! The location is fantastic! Water included. For $30 a month. Unlimited parking.

ANNAPOLIS

214 CLAY STREET B

1 Beds

1 Baths

700 Sq.Ft.

$1,095

MLS#: MDAA2120724

Office located off Route 50 and 97 in the heart of Annapolis near Annapolis Mall, Annapolis Town Center and Riva Festival. Our beautifully equipped private first floor offices provide professional headquarters with great visibility and great access for your business off Riva Road/West Street. Whether you are ready to move out of the home office or looking for a workspace near the historic Maryland State House in Annapolis or simply ready to launch your business in a commercial environment, this location is a perfect steppingstone. We currently have 4 offices available - either 123 s.f., 128 s.f. or 144 s.f. (if you just want to rent a desk in the open area, we offer desk rental). Included in the gross monthly rent price (which fluxuates depending on which space) is free parking, wi-fi, use of shared conference room by appointment, use of the full-service kitchen with microwave, refrigerator and sink . (See floor plan) If you or your client needs a cup of coffee, we got you covered. Of course, we have nice clean and sanitary restrooms too. Meet your clients in the professional reception entrance as well as easily enter and exit the building through the rear parking lot entrance if it's more convenient. Your neighbors include mortgage company, title company, law firm and real estate brokerage firm. Many upscale conveniences nearby like restaurants, shopping, shop and dine with close upscale condos and apartment living. Retailers include Whole Foods, Target, PF Changs, Alexanders, Firebird Woodfire Grill, J. Alexander's, True Food, Ziki, Toastique, Coopers Hawk, Giolitti, Sephora, Scout & Molly's boutique, South Moon Under, Aspen Dental, Anthropologie, Lifetime gym and pickleball. Also close by is Mission BBQ, Golf Tec, and Snap Fitness (24 hours).

ANNAPOLIS

2450 RIVA ROAD 104

None Beds

None Baths

N/A

$635

MLS#: MDAA2114106

Large office space available for lease in charming Annapolis.

ANNAPOLIS

27 OLD SOLOMONS ISLAND ROAD

None Beds

None Baths

N/A

$28

MLS#: MDAA2111564

These office condo suites offer a prime location for businesses looking to establish themselves in the heart of Annapolis. The suites are well-maintained, modern, professional spaces designed to accommodate a variety of business needs.

Landlord is offering first two months at 50% rent!

Convenient access: Located on West Street, one of Annapolis’ key commercial corridors, providing easy access to downtown Annapolis, major highways (Route 50), and nearby amenities like restaurants, shopping, government buildings, the Annapolis Mall, business services, gyms, gas stations, banks, hospital, medical offices and public transportation.

Parking availability: Ample on-site parking for tenants and clients.

Possible expansion space available on first floor.

Basement storage space available.

ANNAPOLIS

1610 WEST STREET 207, 208, 209

None Beds

None Baths

N/A

$24

MLS#: MDAA2099496

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