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

Under $250,000

$250,000 - $500,000

71 Properties Found. Page 5 of 5.

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.

$1,900

MLS#: MDAA2119408

Welcome to this 2 bedroom 2 bathroom condo located in the community of Fairwinds of Annapolis. Conveniently located to shopping, grocery stores, restaurants, Quiet Waters park and so much more. Open floor plan with breakfast bar, dining room area, and large family room with sliders out to the back private balcony. Community pool, playground and tennis courts. NO PETS AND NO SMOKING. Readily available! Apply here - https://apply.link/d1862TY

ANNAPOLIS

206 VICTOR PARKWAY F 206F

2 Beds

2 Baths

987 Sq.Ft.

$1,800

MLS#: MDAA2123590

Located in the heart of Annapolis Maryland, this charming studio main level apartment offers a prime location for those seeking a vibrant city lifestyle. This apartment provides the perfect space for individuals looking to immerse themselves in the charm of downtown living. Some of the standout features of this apartment are the wide plank floors, high ceilings, and built in shelves and storage. Common area basement has a shared washer and dryer with the tenant upstairs. The bedroom area offers a cozy sanctuary, complete with decorative fireplace. Living in downtown Annapolis means having access to an array of dining, shopping, and entertainment options just steps away from your front door. Explore the historic streets, indulge in delicious cuisine at local restaurants, or take a leisurely stroll along the waterfront. With its unbeatable location this apartment is the perfect place to call home. Don't miss out on this opportunity to experience the best of Annapolis living.
Cats considered on a case-by-case basis with additional monthly pet rent. No dogs please. This is a non-smoking unit.

ANNAPOLIS

123 CATHEDRAL STREET 1

None Beds

1 Baths

550 Sq.Ft.

$1,795

MLS#: MDAA2127874

This spacious 1-bedroom, 1-bath apartment offers 700+ sq ft of comfortable living in a prime location just minutes from downtown Annapolis. The large kitchen features attractive wooden cabinets, white appliances, and plenty of space—perfect for cooking and dining with room for a table.

The bedroom is generously sized and includes ample closet space, while the updated bathroom boasts modern tile finishes. Enjoy access to a shared backyard space, ideal for relaxing or entertaining.

This home is perfect for anyone looking to enjoy the charm and convenience of Annapolis living. Walking distance to the Navy-Marine Stadium! Whether you're walking to local cafes, exploring historic streets, or commuting to nearby areas, this location offers a balance of comfort and accessibility.

1 Parking space is included in the rear parking pad and water/sewer is included in rent.

Qualifications: $5,250/month gross income. 650+ Credit Score. Positive Landlord Reference Required. No Smoking. Pets case-by-case, if approved there will be a pet rent of $50/month per pet. Vouchers accepted.

ANNAPOLIS

15 BREWER AVENUE B

1 Beds

1 Baths

717 Sq.Ft.

$1,750

MLS#: MDAA2127314

Experience cozy living in the heart of Annapolis at 1 South Cherry Grove Ave! This charming 2 bedroom, 1-bathroom home offers 675 sq ft of comfort and convenience. Park right outside your door for added ease, relax in your private backyard, or take a walk in the surrounding neighborhood. Just a stroll away from the lively downtown, enjoy all the local charm Annapolis has to offer.

ANNAPOLIS

1 S CHERRY GROVE AVENUE

2 Beds

1 Baths

675 Sq.Ft.

$1,650

MLS#: MDAA2127340

This second floor 1 bedroom, 1 bath apt within a 12 unit building is conveniently located just 2 blocks from Church Circle and an easy walk to downtown! Recent building updates include new front decks, soffits, railings and replacement vestibule doors. The apartment was updated to include additional closets, granite counters, bath floor and vanity and wall mounted mini split for heat and CAC. Current tenant vacating and apt will be spruced for a new tenant. Shared coin op laundry room and basement storage available. On street permit parking. Owner/agent. Certified lead free. Cats considered, no dogs please. Available November 1, possibly sooner.

ANNAPOLIS

21 LAFAYETTE AVENUE B

1 Beds

1 Baths

400 Sq.Ft.

$1,650

MLS#: MDAA2129070

This charming freshly painted basement apartment for one is set in a bucolic setting offers a full kitchen with dishwasher, microwave, refrigerator, and stove as well as a large great room, nice size bedroom, and tile bath with shower. There is also and washer and dryer as well high ceilings. Electricity, heat, water and trash are included in rent. Close to major routes, shopping, good restaurants, and library.
No pets and only one person only because of septic. Must have good credit.

ANNAPOLIS

1669 PLEASANT PLAINS ROAD

1 Beds

1 Baths

2,000 Sq.Ft.

$1,550

MLS#: MDAA2124238

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

32,316 Sq.Ft.

$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

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

5,402 Sq.Ft.

$615

MLS#: MDAA2114106

Large office space available for lease in charming Annapolis.

ANNAPOLIS

27 OLD SOLOMONS ISLAND ROAD

None Beds

None Baths

4,344 Sq.Ft.

$28

MLS#: MDAA2111564

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