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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
267
# of Listings
3
Avg # of Bedrooms
$480
Avg. $ / Sq.Ft.
$1,290,275
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

267 Properties Found. Page 18 of 18.

BIG LOFT AREA**NEW PRICE-GREAT VALUE***Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the second bedroom is across the hall from the second full bath. Go up the spiral staircase to a huge family room area. The bathrooms were renovated in 2024 and the washer and dryer were replaced in 2024 as well. There are two (dual) HVAC systems, one for the lower level (replaced in 2022) and one for the loft (replaced 2019). A new roof was installed 2026, and is maintained by the condo association. The community has a great outdoor pool for summertime, and across Hilltop Dr is plenty of recreational opportunity at The Pip Moyer Rec Center and Truxton Park. Great price for a great location!
#MDAA2126114

ANNAPOLIS

300 HILLTOP LANE 300I

2 Beds

2 Baths

1,321 Sq.Ft.

$280,000

MLS#: MDAA2126114

Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting throughout, and entire unit freshly painted. In unit laundry with custom made "Kenneth Alexander" barn door. It will be hard to find a more finely appointed condo in the entire association!
#MDAA2139322

ANNAPOLIS

205 VICTOR PARKWAY D 205D

2 Beds

2 Baths

972 Sq.Ft.

$279,999

MLS#: MDAA2139322

NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower door in master bathroom >>>Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath with den condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and storage! Extra storage area included in basement ! Master bedroom has full bath ! Updated kitchen ! New light fixtures including eyeball lights! New glass door in shower of master bath! Granite countertops in kitchen! Stack washer/dryer nearly new. Awesome enclosed patio for private grilling! Amenities in Fairwinds include swimming pool, tennis courts and tot lot.
#MDAA2139798

ANNAPOLIS

5 SILVERWOOD CIRCLE 1

2 Beds

2 Baths

N/A

$279,900

MLS#: MDAA2139798

Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this well-equipped updated kitchen featuring stainless appliances, maple cabinets & granite counter-tops. Super spacious primary suite with built-in vanity, multiple closets and en-suite full bath w/ tiled walk-in shower. Slider off of living room leads you to a private walk-out terrace patio - ideal for pets & entertaining. Brand new gas HVAC! Outside, the community amenities beckon with a refreshing in-ground pool, tennis courts, and picnic areas, perfect for leisurely afternoons. There are plenty of unassigned parking spots in the huge parking lot, while you can reserve a spot for an annual fee (current spot is 161). With easy access to local parks and shopping, this location is a true gem. The condo fee covers essential services like gas, water, trash, and snow removal, ensuring a hassle-free lifestyle. Experience the comfort of home in this delightful condo and enjoy all that Annapolis & the Chesapeake Bay have to offer!
#MDAA2141140

ANNAPOLIS

16 SILVERWOOD CIRCLE 1

2 Beds

2 Baths

1,313 Sq.Ft.

$275,000

MLS#: MDAA2141140

New on site 3 days ago
Annapolis Living Without the Hassle — Renovated, Move-In Ready, and Priced to Move Renovated and move-in ready in the heart of Annapolis, and priced $10,000 below comparable units in the community. This 1,300+ sq ft condo checks every box: open concept living room with recessed lighting, updated kitchen with stainless steel appliances, tiled bathrooms, Electrolux front-load washer and dryer, and more closet space than you'll know what to do with. The luxury plantation shutters and thoughtful finishes give this one a custom feel you don't usually find at this price point. Step outside to your private patio overlooking a serene park-like green space. Perfect for morning coffee or unwinding after a long day. The condo fee covers gas heat, gas cooking, water, sewer, trash, lawn care, snow removal, and exterior building maintenance, keeping your monthly costs simple and predictable. The Fairwinds community offers a pool, tennis courts, playground, and plenty of parking. Walk to Giant, CVS, Starbucks, Dunkin, and local dining. Quiet Waters Park is right around the corner and historic downtown Annapolis is less than 7 miles away. Cash and conventional financing only. No FHA or VA.
#MDAA2142108

ANNAPOLIS

7 SILVERWOOD CIRCLE 3

2 Beds

2 Baths

N/A

$269,990

MLS#: MDAA2142108

New on site 3 days ago
Located in the community of The Landing at Spa Creek, 1117 Primrose Ct #301 gives condo living with many amenities including waterfront on Spa Creek in Annapolis. The open floor plan and recess lighting are perfect for everyday living and entertaining. The updated kitchen features a large island, granite countertops, and stainless steel appliances (refrigerator was replaced in 2026), and plenty of room for a dining area. Just off the living room and through the glass sliding doors is your private balcony. The primary bedroom has plenty of space for furniture and ample closet storage. The second bedroom provides generous space as well that can be used as an office. There is an in-unit clothes washer and dryer located near the two bedrooms that was replaced in 2025. There is a dedicated large storage locker in the building's basement. Parking is easy with an assigned space conveniently located near the unit, plus guest parking. The HVAC system was replaced in 2025. The Landing at Spa Creek has fantastic amenities, including a community pool, clubhouse, fitness center, and a public boat ramp at the end of Primrose Drive.
#MDAA2143846

ANNAPOLIS

1117 PRIMROSE COURT 301

2 Beds

1 Baths

923 Sq.Ft.

$269,000

MLS#: MDAA2143846

New on site 4 days ago
Welcome home to this beautifully updated 2-bedroom 1 and half bath condo townhouse in the heart of Annapolis! Step inside to find brand-new flooring stretching across the main level and throughout the stairs and bedrooms. The kitchen is a chef’s delight, featuring sleek granite countertops, updated appliances, and expanded cabinet and counter space for all your needs. Both the main-level powder room and the upstairs full bath have been tastefully modernized. Other updates include HVAC and hot water heater. With a washer/dryer and a "turn-key" finish, this home is truly move-in ready. ***Condo fee includes exterior maintenance, water, sewer, trash/recycle, the community pool and more. Great location, minutes from downtown Annapolis, USNA stadium, shops and restaurants. And close to commuter routes to Washington, Baltimore, or Ft Meade.
#MDAA2143388

ANNAPOLIS

133 MERRYMAN COURT 17

2 Beds

1 Baths

960 Sq.Ft.

$260,000

MLS#: MDAA2143388

NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations. Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a new hot water heater, new baseboard heaters, and a new window AC unit. The home has also been freshly painted throughout and includes updated plumbing. The HOA is only $26 per month. Ideally located in the heart of Annapolis, just minutes from the Capitol building, the Naval Academy, waterfront, shopping, and restaurants. Move-in ready, a must see!
#MDAA2138362

ANNAPOLIS

57 TOWN PINES COURT

3 Beds

1 Baths

1,037 Sq.Ft.

$260,000

MLS#: MDAA2138362

Welcome to Fairwinds of Annapolis, this delightful 2nd floor 2-bedroom, 2-bathroom garden condo offers a perfect blend of comfort and convenience. (Furnace 2021) The open kitchen floor plan invites you to experience a warm and inviting atmosphere, ideal for entertaining over the breakfast bar. Natural light floods the living spaces, creating a cozy ambiance. The neutral kitchen features a built-in microwave, a Brand NEW (dishwasher 2026), and gas oven/range, making meal preparation a joy. Enjoy casual dining in the dedicated dining area or unwind in the spacious living room. The entry-level bedroom provides easy access and privacy, while the primary suite boasts a generous walk-in closet dressing area and ensuite bathroom, with ample storage for all your needs. Step outside to discover a vibrant community with amenities that enhance your lifestyle. Walk to the grocery store and coffee shops. Enjoy sunny days at the outdoor pool, engage in friendly matches on the tennis courts, or take leisurely strolls along the jogging paths. The association takes care of maintenance, including lawn care and snow removal, allowing you to focus on what truly matters. With convenient in-unit laundry facilities and off-street parking, this home is designed for modern living. Experience the perfect blend of comfort, community, and convenience in this inviting residence. **Pet Friendly** Don't miss the opportunity to make it your own! Condo fee includes Gas heating and cooking, water & sewer. Just 2.8 miles to the United States Naval Academy and 10min bike ride to beautiful historic downtown waterfront.
#MDAA2140610

ANNAPOLIS

203 VICTOR PARKWAY H

2 Beds

2 Baths

956 Sq.Ft.

$249,000

MLS#: MDAA2140610

Builder Special ... Vacant Lot ready for your vision for a small and functional single family home that would be super close to downtown. The parcel is partially fenced and has an existing paved driveway that leads to a one car carport that was once used by the owners of the adjoining lot. Buyer responsible for feasibility study, or lot use interpretation request, with the City of Annapolis Planning and Zoning Department for consideration and approval to construct a SFR.
#MDAA2142490

ANNAPOLIS

LOT 6 GILMER STREET

None Beds

None Baths

0.11 acres

$99,000

MLS#: MDAA2142490

Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.
#MDAA455886

ANNAPOLIS

1012 CARRS ROAD

None Beds

None Baths

0.16 acres

$98,000

MLS#: MDAA455886

ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform Bidding begins 5/1/2026 @ 10:00 AM. Bidding ends 5/5/2026 @ 12:45 PM. List Price is Suggested Opening Bid. Deposit: $10,000. This +/- 10,000 ft² parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy access to major traffic artery Forest Dr. This property is vacant.
#MDAA2139482

ANNAPOLIS

3338 ARUNDEL ON THE BAY ROAD

None Beds

None Baths

0.23 acres

$50,000

MLS#: MDAA2139482

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