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

208

# of Listings

3

Avg # of Bedrooms

$513

Avg. $ / Sq.Ft.

$1,087,200

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

208 Properties Found. Page 14 of 14.

New on site today

Welcome to this rare 3 bedroom, 1.5 bath end of group townhome in the Hilltop neighborhood just outside of downtown Annapolis. This neighborhood is conveniently located near everything that Annapolis has to offer and has its own community swimming pool and playground. Entering into this end of group townhome brings you to the main floor with LVP flooring throughout. There is a living room area, and a convenient first floor powder room which then flows back into a kitchen/dining area. The kitchen has all new appliances, and seller is willing to offer a $2500 seller credit towards a refrigerator and washer/dryer. Sliders off of the dining area open out into the private fully fenced rear yard. Taking the stairs up to the fully carpeted second floor brings you to a full bath with tub/shower combo, as well as three bedrooms. One of these bedrooms is a larger primary suite with double closets. This home has been fully updated with new paint and flooring, is move in ready and waiting on you to come see it today!

ANNAPOLIS

91 HERITAGE COURT

3 Beds

1 Baths

1,134 Sq.Ft.

$285,000

MLS#: MDAA2140996

Take advantage of the opportunity to own this beautifully maintained two-bedroom, two full bath condo in Annapolis. Offering convenient one-level living, this home combines comfort, updates, and an ideal location.
The kitchen is thoughtfully appointed with granite countertops, stainless steel appliances, updated LED lighting, and additional seating space—perfect for casual dining or entertaining. Hardwood flooring and crown molding add warmth and character to the living and dining areas. Step outside to your private patio, ideally situated near the community pool and grills, creating an easy extension of your living space. The spacious primary suite features a large walk-in closet and a private bath with walk-in shower. Both bedrooms offer newly installed carpet (2026). A second full bath with tub and shower provides flexibility for guests or family. The separate laundry room includes a washer and dryer, plus valuable storage space. The monthly condo association fee adds exceptional value, covering water, sewer, oil for the hot water heater, trash and recycling, snow removal, grounds maintenance, and pool membership. The association also maintains the hot water heater and installed a new roof in 2026, offering additional peace of mind. Ideally located just minutes from downtown Annapolis and Quiet Waters Park, this home offers the perfect blend of low-maintenance living and access to everything Annapolis has to offer.

ANNAPOLIS

300 HILLTOP LANE 300B

2 Beds

2 Baths

1,078 Sq.Ft.

$285,000

MLS#: MDAA2138190

Welcome to 1113 Primrose Court #204 in the ultra convenient community of The Landing at Spa Creek! Step into a recently refreshed building with secure keypad entry and head up to this spacious second floor, 2 bedroom, 1 bath condo. Inside, you’ll be delighted by the light filled living room and open floor plan, perfect for everyday living and entertaining. The updated kitchen features a large island, stylish backsplash, and stainless steel appliances, with plenty of room for a dining area. Just off the living room, enjoy your private balcony, an ideal spot for morning coffee or evening relaxation. The primary bedroom offers generous space and ample closet storage, while the second bedroom works beautifully for guests, a home office, or flex space. A tastefully updated hall bathroom serves the home. Storage is easy with a coat closet, two additional hall closets, and a dedicated storage locker in the building's basement. Parking is simple with an assigned space conveniently located near the unit, plus guest parking on the side of the building. The HVAC system was replaced approximately two years ago, and water and gas are included in the condo fee. Residents of The Landing at Spa Creek enjoy fantastic amenities, including a community pool, clubhouse, fitness center, and a public boat ramp at the end of Primrose Drive. The location is hard to beat, walkable to Truxtun Park, tennis and pickleball courts, and the Pip Moyer Recreation Center, and just a short bike ride to historic downtown Annapolis. Commuting is easy with quick access to USNA, NSA Annapolis, Fort Meade, Baltimore, Washington D.C., and BWI Airport. Schedule your showing today and experience easy Annapolis living!

ANNAPOLIS

1113 PRIMROSE COURT 204

2 Beds

1 Baths

922 Sq.Ft.

$279,000

MLS#: MDAA2138170

Welcome to easy Annapolis living at 300 Hilltop Lane! This well-maintained 2-bedroom, 2-bath second-level condo offers over 1,000 square feet of comfortable living space with a bright, open layout perfect for everyday living and entertaining. The spacious living and dining area features beautiful hardwood flooring and abundant natural light, creating a warm and inviting atmosphere. The kitchen is equipped with granite countertops, stainless steel appliances, and ample cabinet space. Just off the main living area, enjoy a bright enclosed balcony/sunroom—an ideal spot for morning coffee, reading, or relaxing year-round. The primary suite includes a private full bath and generous closet space, while the second bedroom provides flexibility for guests, a home office, or both. A second full bathroom and in-unit laundry add convenience to everyday living. Recent improvements include a newly replaced roof for the building, providing added peace of mind. Residents also enjoy access to the community pool, perfect for relaxing during the warmer months. Conveniently located close to shopping, dining, and all that historic Annapolis has to offer.

ANNAPOLIS

300 HILLTOP LANE H

2 Beds

2 Baths

1,082 Sq.Ft.

$275,000

MLS#: MDAA2136792

Welcome to 930 Astern Way — a spacious and beautifully updated 1-bedroom, 1½-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit has been thoughtfully refreshed with luxury vinyl plank flooring, an updated kitchen, and renovated bathrooms, offering modern comfort and low-maintenance living.

The open layout creates an airy feel, with abundant natural light flowing throughout the home. The generously sized bedroom includes a private full bath, while the additional half bath is perfect for guests. Whether you’re relaxing at home or entertaining friends, this condo provides both comfort and style.

One of the standout features of this building is the incredible convenience: residents enjoy access to a gym located right in the building, along with both an indoor pool and an outdoor pool — allowing you to swim and stay active year-round without ever leaving your immediate community.

Beyond the building, Heritage Harbour offers unmatched resort-style amenities at the Lodge, including another indoor and outdoor pool, fitness center, golf course, tennis and pickleball courts, kayak storage, walking paths, on-site restaurant, woodworking shop, community library, and countless clubs and social activities. This vibrant waterfront community is known for its active lifestyle and welcoming atmosphere.

If you’re looking for bright, updated living combined with exceptional amenities and convenience, 930 Astern Way delivers it all.

ANNAPOLIS

930 ASTERN WAY 304

1 Beds

1 Baths

1,152 Sq.Ft.

$275,000

MLS#: MDAA2137360

#MDAA2138362

ANNAPOLIS

57 TOWN PINES COURT

3 Beds

1 Baths

1,037 Sq.Ft.

$275,000

MLS#: MDAA2138362

New on site today

#MDAA2140610

ANNAPOLIS

203 VICTOR PARKWAY H

2 Beds

2 Baths

956 Sq.Ft.

$249,000

MLS#: MDAA2140610

Stop searching and start living the Annapolis dream. Unit #C at 1233 Gemini Drive offers the perfect "lock-and-leave" sanctuary for the busy professional or the weekend adventurer. This isn't just a condo; it’s your home base for everything the Chesapeake Bay lifestyle has to offer.

Bathed in natural light, this thoughtfully designed layout maximizes every square inch. Whether you’re hosting a pre-game social before a Navy Navy-Marine Corps Memorial Stadium event or prepping a meal in the updated kitchen, the flow is effortless.

Why You’ll Love It:

Prime Location: Less than 10 minutes to the U.S. Naval Academy and the historic cobblestone streets of Downtown Annapolis.

Commuter’s Dream: Instant access to Hwy 50 and I-97, making your trek to D.C. or Baltimore a breeze.

Turn-Key Ready: Low-maintenance living with updated bathroom and hvac

Outdoor Access: Minutes from Quiet Waters Park and the best waterfront dining in Eastport.

If you want the Annapolis zip code without the historic-home headaches, this is it. Perfect for first-time buyers, Navy personnel, or those looking to simplify without sacrificing style.

ANNAPOLIS

1233 GEMINI DRIVE C

1 Beds

1 Baths

864 Sq.Ft.

$229,999

MLS#: MDAA2133726

New on site 3 days ago

Welcome to 930 Astern Way — a spacious 1-bedroom, 1½-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit offers modern comfort and low-maintenance living.

The open layout creates an airy feel, with abundant natural light flowing throughout the home. The generously sized bedroom includes a private full bath, while the additional half bath is perfect for guests. Whether you’re relaxing at home or entertaining friends, this condo provides both comfort and style.

One of the standout features of this building is the incredible convenience: residents enjoy access to a gym located right in the building, along with both an indoor pool and an outdoor pool — allowing you to swim and stay active year-round without ever leaving your immediate community.

Beyond the building, Heritage Harbour offers unmatched resort-style amenities at the Lodge, including another indoor and outdoor pool, fitness center, golf course, tennis and pickleball courts, kayak storage, walking paths, on-site restaurant, woodworking shop, community library, and countless clubs and social activities. This vibrant waterfront community is known for its active lifestyle and welcoming atmosphere.

If you’re looking for bright, updated living combined with exceptional amenities and convenience, 930 Astern Way delivers it all.

ANNAPOLIS

930 ASTERN WAY 510

1 Beds

1 Baths

1,152 Sq.Ft.

$195,000

MLS#: MDAA2137364

Great opportunity to build and live in the well established area of Oyster Harbor! Located on the quiet Cross Rd. location, this lot provides a great opportunity to live in a great location. See the attached documents for additional information and feel free to call and discuss at anytime.

ANNAPOLIS

1217 CROSS

None Beds

None Baths

0.26 acres

$159,000

MLS#: MDAA2130700

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

ANNAPOLIS

1012 CARRS ROAD

None Beds

None Baths

0.16 acres

$98,000

MLS#: MDAA455886

Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life. The property is currently not connected to public water or sewer but are slated for future development making this a great piece of property to buy and hold or start your planning with the utility option for a future date.

ANNAPOLIS

1221 CREEK DRIVE

None Beds

None Baths

0.26 acres

$55,000

MLS#: MDAA2111916

ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform Bidding begins 4/10/2026 @ 10:00 AM. Bidding ends 4/14/2026 @ 11:50 AM. List Price is Suggested Opening Bid. Deposit: $15,000.

+/- 10,000 ft² parcel of land located in Anne Arundel County.
JUST MINUTES to Fishing Creek and Thomas Point Park.
Easy access to major traffic artery Forest Dr.
Property is vacant.

ANNAPOLIS

3338 ARUNDEL ON THE BAY ROAD

None Beds

None Baths

0.23 acres

$50,000

MLS#: MDAA2139482

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Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

Getting a Mortgage To Buy a Home

Home Hazards Awareness

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8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

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