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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

290

# of Listings

3

Avg # of Bedrooms

$449

Avg. $ / Sq.Ft.

$1,030,216

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

290 Properties Found. Page 17 of 20.

This charming Murray Hill single family home features 3 bedrooms and 2 .5 bathrooms. A brick 2 story cape cod style house with an open concept floorplan with hardwood floors, granite countertops and stainless steel appliances. The primary suite is large with 2 closets and a completely renovated bathroom. There is a full basement with a bonus room, storage, laundry, and a separate workshop area. There is also a large fenced in back yard with a paver patio and a brick paved driveway for off street parking.
2 blocks to the water and a 10 minute walk to Main Street. Restaurants & coffee shops are right around the corner.
Pets will be considered on a case-by-case basis with additional pet rent of $45.00 per month.

ANNAPOLIS

18 STEELE AVENUE

3 Beds

2 Baths

2,370 Sq.Ft.

$4,975

MLS#: MDAA2122836

Welcome to this exquisite home nestled conveniently close to downtown Annapolis and Eastport. This former four bedroom model home with 2 car garage is most likely the largest house in Ambridge. The home has been freshly painted and carpeted and is situated on a nice corner lot in this premier community with downtown Annapolis in one direction and Quiet Waters Park in the other. Features include over 3,500 square feet on all three levels and 2,400 + finished square feet on first and second level. (The two car garage is not included in the 3,500 square feet.) Floor plans are attached. Sunny open floor plan featuring large kitchen with white cabinetry, granite and pantry, plus stainless steel refrigerator (8/2023, $2,400). Family room has wood burning fireplace and custom built-in cabinetry. Dining room also has custom built-in cabinetry with bump out window and newer chandelier. Hardwood throughout first level. Two level foyer. Large upper level features an open sitting area with skylight leading to four bedrooms including primary bedroom and bath. Fully unfinished lower level offers 1,100 square feet and awaits your finishing touches. Will sell some furniture upon request. Easy access to commuting routes to Baltimore, Washington D.C., and/or Fort Meade. Newer HVAC system (2021), irrigation system, new garbage disposal, and security system. Owner Agent. There is no sign on the property.
Listing MDAA2123438 is the Sale listing for this property.

ANNAPOLIS

919 BERWICK DRIVE

4 Beds

2 Baths

2,292 Sq.Ft.

$4,500

MLS#: MDAA2123566

Absolutely Gorgeous Historic Annapolis home , full of the charm and style yet completely restored with all of the modern conveniences . Close to everything 1 block from main street.....City Dock, Bar, Restaurants...... across from City Hall, Close to spa creek ..... Come sit back and enjoy the Annapolis life style.

Pets allowed with non refundable pet fee of $250 per Pet and $50 a month pet rent per pet

Parking permits are required now by the city. Must apply for them
https://www.annapolisparking.com/ or through a specific webpage https://www.annapolis.gov/1824/New-Residents

ANNAPOLIS

151 DUKE OF GLOUCESTER STREET

4 Beds

3 Baths

1,990 Sq.Ft.

$4,400

MLS#: MDAA2116374

Street level storefront/office with tremendous visibility at the gateway to the West Annapolis shopping & business district. See photos of the superior interior finish. Neighborhood has a village type vibe featuring other boutique stores, offices and restaurants with easy access from Rt. 50. Walkable to the Historic District, USNA & Navy Marine Corps Memorial Stadium. 4 other commercial tenants & 2 residential tenants in the adjacent building at 4 Annapolis Street share the rear parking lot. Street level space has approximately 1,200 sf. Lower level has approximately 1,200 sf with direct walkout access to the 30+ space surface parking lot. Tenant pays electric, oil heat, cable and splits the quarterly water/sewer bill with the adjacent tenant...One Petticoat Lane. Landlord pays for grounds & parking lot maintenance, snow, ice & trash removal. Unique opportunity for an existing business requiring quick possession of superior built-out space.

ANNAPOLIS

2 ANNAPOLIS STREET

None Beds

None Baths

11,456 Sq.Ft.

$4,000

MLS#: MDAA2116236

Penthouse level 2 bedroom 2 bath condominium, corner unit ready for immediate occupancy. Residence at
Park Place has underground parking - 2 spaces, storage space. swimming pool, party room, lounge, exercise
room, library - reading area, outdoor cooking and picnic tables and chairs. A great location for an easy
walk to city dock. Log in and show.

ANNAPOLIS

5 PARK PLACE 705

2 Beds

2 Baths

1,267 Sq.Ft.

$4,000

MLS#: MDAA2098014

Welcome to this stunning and spacious 2,500+ sq ft waterfront guest home, offering tranquility, privacy, and luxury living. This beautifully maintained residence features 3 generously sized bedrooms, 3 full bathrooms, a wood-burning stove, and an expansive wraparound deck ideal for entertaining or relaxing with scenic water views.

Enjoy exclusive use of a private dock, along with a newly built outdoor wellness area complete with a cabana, sauna, and cold plunge - perfect for unwinding at home. The property includes one garage parking space and offers a peaceful, secluded setting while still being just minutes from local shops, restaurants. Available for rent on 9/1.

ANNAPOLIS

1816 WOODS RD

3 Beds

3 Baths

3,000 Sq.Ft.

$4,000

MLS#: MDAA2122924

Spacious 4-bedroom, 3.5-bathroom home featuring gleaming hardwood floors on the main level and a beautifully updated kitchen perfect for entertaining. The finished basement provides additional living space, while the private, fully fenced backyard offers a peaceful outdoor retreat. Enjoy your morning coffee or an evening drink on the large deck. Convenient 2-car garage. Very convenient location to local shops, restaurants, the DC commuter bus, and major highways.

ANNAPOLIS

1807 GREEN TOP COURT

4 Beds

3 Baths

2,574 Sq.Ft.

$3,900

MLS#: MDAA2121746

Welcome to this absolute gem in the Eastport area of Annapolis, MD. This 4 bedroom / 2 bath main house was built in 1912, but has a lot of modern updates. Beautiful wood floors in the main level open-concept Living Room. A huge open kitchen with upgraded appliances and a double oven and an oversized kitchen Island with tons of storage. You will find a washer and dryer in the basement. A Large 13,000+sf lot offers room for off street parking and a beautiful patio and pond in the back yard. The property is completely fenced in, front and back.
This home is within walking distance to all of the shops, dining and waterfront that Eastport has to offer.

ANNAPOLIS

915 JACKSON STREET

4 Beds

2 Baths

2,076 Sq.Ft.

$3,900

MLS#: MDAA2123056

Beautiful 2 BR/2 Bath condo w/many extras in the most luxurious, secure building in downtown Annapolis. Great southern views, natural light, sliding glass doors, plantation shutters in all rooms, wood floors, gourmet kitchen , stainless appliances & granite counters, Pool, Hot Tub, Fitness Center, 24/7 live concierge/security person in lobby. Two Underground Garage Spaces with remote door openers included.
Rent includes most utilities. Available June 1st, 2025
Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.

ANNAPOLIS

5 PARK PLACE 624

2 Beds

2 Baths

1,270 Sq.Ft.

$3,850

MLS#: MDAA2110354

Welcome to Bay Highlands in Annapolis! This open, light-filled home is spacious and inviting. You'll love the airy living room with high ceilings and skylights, as well as a gas fireplace and wrap-around balcony (there's even a porch swing)! The primary suite includes a private balcony and ensuite bath as well as a fabulous walk-in closet. Use the loft as a 4th bedroom, office, or game room. A well-appointed kitchen includes stainless appliances, and plenty of counter and storage space; adjoining the kitchen is convenient upper-level laundry. The entry level of this contemporary home includes two large recreation areas; the back room could also be used as a bedroom and has walkout backyard access as well as a third full bathroom. The peaceful screened in porch is perfect for crab feasts, game nights or a cozy afternoon reading spot. With garage parking and additional driveway space, there's plenty of room for vehicles as well as storage. The community of Bay Highlands has access to a dock and boat ramp, and landlord is happy to arrange for boat ramp access. Pets considered on a case-by-case basis! Please note: minimum 650 credit score and qualifying income required.

ANNAPOLIS

3241 HENSON AVENUE

4 Beds

3 Baths

2,346 Sq.Ft.

$3,800

MLS#: MDAA2122856

Welcome to The Element at Mill Creek, an Active 55+ Community. This top-floor penthouse condo is a corner end unit with 2 spacious bedrooms, and office space, and 2 fully upgraded bathrooms. The condo features LVP floors throughout, an upgraded kitchen, custom closet in primary bedroom, and a washer and dryer in the unit for your convenience. The condo comes with a reserved garage parking space and a storage cage available for tenant use. The community offers a variety of amenities including game nights, community get togethers, a fitness center, and a golf simulator. The location provides quick access to Route 50 and is just a short drive to downtown Annapolis. This condo is perfect for those who are looking for an active and engaging community lifestyle. Small pets considered on a case-by-case basis. This is a non-smoking unit.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 411

2 Beds

2 Baths

1,723 Sq.Ft.

$3,700

MLS#: MDAA2123180

GREAT OPPORTUNITY! Close to everything to include Annapolis Mall and much more! Top level huge office with several tons of opportunity!

ANNAPOLIS

2563 FOREST DRIVE

None Beds

None Baths

20,173 Sq.Ft.

$3,500

MLS#: MDAA2065382

This all-brick townhome in a Gated Community lives like a single family home with over 2770 sq. ft. of living space 3 Bedrooms, 3 Full Bathrooms & 1 Half Bath. 2 car Garage, Large Living & Dining area and Gourmet Kitchen with island and Granite countertops, Sunroom. Gas Fireplace. Hardwood floors, Spacious Primary suite with sitting room, 2 walk-in closets and Large Bathroom with corner Whirlpool tub. Huge walkout family room 1st floor with separate room for office or bedroom and full bath; bedroom level Washer & Dryer. New Flooring. Home backs to trees for lots of privacy from the patio and deck. New flooring. You don't want to miss the opportunity to live in this beautiful well-kept gated community. Yard maintenance is included. No pets. Home is conveniently located close to schools, Annapolis Towne Center, Annapolis Mall and Historic Downtown Annapolis. This Annapolis Maryland location, is conveniently located to Rt 50, 30 minutes from Washington, DC and Baltimore.

ANNAPOLIS

2733 CABERNET LANE

3 Beds

3 Baths

2,766 Sq.Ft.

$3,500

MLS#: MDAA2122878

Welcome to this state of the art 55+ active community in Annapolis, MD. The second floor unit enjoys beautiful unobstructed views to the outdoor amenities and quiet green space with loads of trees. Sit out and enjoy the views on the welcoming balcony. Have the benefit of the fabulous public spaces within the building as well as outside amentites, to include outside patio deck with grill, pickleball court and putting green. This community offers enjoyable gatherings for the community to get to know ones neighbors. Whether you require quiet lone times or the activities provided, The Element at Mill Creek will satisfy all of your living needs.

ANNAPOLIS

76 OLD MILL BOTTOM 203

2 Beds

2 Baths

1,210 Sq.Ft.

$3,400

MLS#: MDAA2119114

Turn-Key, Updated and Ready Immediately!!! You will not have to do a thing! Home features 3 bedrooms, 2.5 baths, gourmet kitchen, gleaming hardwood flooring, updates throughout, garage, and more! Property is conveniently located near local shopping, entertainment, Quiet Waters Park, major highways & airports. 3D virtual walkthrough, professional photos, floor plans and dimensions available in Virtual Tour. Contact agent to schedule a showing or for additional information.

ANNAPOLIS

107 QUIET WATERS PLACE

3 Beds

2 Baths

2,074 Sq.Ft.

$3,250

MLS#: MDAA2123656

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