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
311
# of Listings
3
Avg # of Bedrooms
$439
Avg. $ / Sq.Ft.
$995,619
Med. List Price

Browse Annapolis Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

311 Properties Found. Page 21 of 21.

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.
#MDAA2119408

ANNAPOLIS

211 VICTOR PARKWAY D 211D

2 Beds

2 Baths

966 Sq.Ft.

$1,800

MLS#: MDAA2119408

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.
#MDAA2127314

ANNAPOLIS

15 BREWER AVENUE B

1 Beds

1 Baths

717 Sq.Ft.

$1,725

MLS#: MDAA2127314

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.
#MDAA2127874

ANNAPOLIS

123 CATHEDRAL STREET 1

None Beds

1 Baths

550 Sq.Ft.

$1,695

MLS#: MDAA2127874

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.
#MDAA2129070

ANNAPOLIS

21 LAFAYETTE AVENUE B

1 Beds

1 Baths

400 Sq.Ft.

$1,650

MLS#: MDAA2129070

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.
#MDAA2127340

ANNAPOLIS

1 S CHERRY GROVE AVENUE

2 Beds

1 Baths

675 Sq.Ft.

$1,600

MLS#: MDAA2127340

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.
#MDAA2124238

ANNAPOLIS

1669 PLEASANT PLAINS ROAD

1 Beds

1 Baths

2,000 Sq.Ft.

$1,550

MLS#: MDAA2124238

New on site 3 days ago
The perfect in-town residence. This sunny apartment has a great floor plan and a nice eat-in kitchen. Washer and dryer conveniently located in the unit. Beautiful waterfront park with water access is one block away and Main Street is 3 blocks away!
#MDAA2130138

ANNAPOLIS

101 CHARLES STREET A

1 Beds

1 Baths

900 Sq.Ft.

$1,500

MLS#: MDAA2130138

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.
#MDAA2111858

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.
#MDAA2099652

ANNAPOLIS

703 GIDDINGS AVENUE #U2-D

None Beds

None Baths

N/A

$1,300

MLS#: MDAA2099652

Prime Riva Road Offices: Your Business's Gateway to Annapolis & Beyond. Establish your professional headquarters with unparalleled visibility and accessibility in the heart of the Annapolis area. Located directly off Riva Road/West Street, this first-floor office space is exceptionally convenient for Route 50, Route 97, downtown Annapolis, Annapolis Mall and the Annapolis Town Center. Join a dynamic professional community alongside mortgage, title, law, and real estate firms. Impress clients with a professional reception area and enjoy the convenience of both front and rear entrances with free, on-site parking. Beyond your office, you'll find an upscale business environment, surrounded by premier dining and retail at the Annapolis Town Center and Riva Festival, including Whole Foods, ALDI, Giant, J. Alexander's, True Food, Giolitti's, Jersey Mikes, Cooper's Hawk, TJ Maxx, Aeropostale, Scout & Molly's, Snap Fitness (24/7) and Lifetime Gym with Pickelball. What's included: All-inclusive rent covering utilities, high-speed Wi-Fi, and electricity. Complimentary use of a shared conference room (by appointment). Full-service kitchen with coffee, microwave, and refrigerator. Display your brand on our high-visibility LED signboard with 20,000 cars passing daily. Spaces available: Private Offices: Secure your own private, enclosed office ranging from 123 to 144 sq. ft. for just $615–$655 per month, utilities included. Flexible Workspace: Rent a dedicated desk in our collaborative open area. Growth opportunities: For businesses ready to expand, an opportunity exists to lease the majority or all of the first floor, offering up to 2,300 sq. ft. for $16.00 per sq. ft. + utilities. Contact us today to schedule a tour and see how this premier location can elevate your business.
#MDAA2114106

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.
#MDAA2111564

ANNAPOLIS

27 OLD SOLOMONS ISLAND ROAD

None Beds

None Baths

4,344 Sq.Ft.

$28

MLS#: MDAA2111564

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