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

191

# of Listings

3

Avg # of Bedrooms

$516

Avg. $ / Sq.Ft.

$1,054,763

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

54 Properties Found. Page 3 of 4.

Welcome to 2015 #204 Governor Thomas Bladen Way**Freshly painted Unit w/Neutral Paint on Walls and Ceilings**Kitchen was Updated with New Cabinets and Appliances in 2021**Eating Space in Kitchen**Large Living Area w/Breakfast Bar and Gas Fireplace**Newly Carpeted Living/Dining/Bedrooms**New Washer and Dryer**Private Balcony**Spacious Primary Bedroom w/Private Bath and Walk In Closet**Second Bedroom has Plenty of Natural Light**Full Bath in Hallway**Neighborhood has Community Pool and Private Gym**Close to Shopping, Restaurants and Minutes to Major Highways to DC/Baltimore**You Can be in Downtown Annapolis Quickly!**

ANNAPOLIS

2015 GOV THOMAS BLADEN WAY 204

2 Beds

2 Baths

1,077 Sq.Ft.

$364,000

MLS#: MDAA2135154

Freshly updated 2-bedroom, 2-bath apartment located in the highly desirable Riva Trace community in Annapolis. This first-floor unit offers easy access and a well-designed layout, featuring fresh paint throughout, along with new light fixtures and ceiling fans that give the home a bright, modern feel.

Riva Trace offers a low-maintenance lifestyle, with the HOA handling all exterior maintenance, including landscaping and common areas—so you can enjoy the community without the upkeep.

The neighborhood features an impressive array of amenities, including walking paths, picnic areas, pickleball and tennis courts, a baseball field, basketball court, and a community pier, making it easy to enjoy the outdoors and stay active.

Conveniently located just minutes from Downtown Annapolis, the U.S. Naval Academy, and the city’s waterfront dining and shopping, Riva Trace also provides quick access to major commuter routes. This home offers the perfect blend of comfort, convenience, and Annapolis living at its best.

ANNAPOLIS

2707 SUMMERVIEW WAY 101

2 Beds

2 Baths

1,285 Sq.Ft.

$359,900

MLS#: MDAA2133910

Tucked into the treetops of Heritage Harbour, this updated two-bedroom, two-bath condo offers comfortable, low-maintenance living within one of Annapolis’s established 55+ communities.
The interior has been refreshed with new flooring in the main living areas and fresh paint throughout. The kitchen has been remodeled with updated countertops, and newer appliances. Major systems have also been replaced over the last few years, including the HVAC, water heater, washer, and dryer. A private balcony provides outdoor space with treetop views. The building includes elevator access, a game room, and indoor and outdoor pools. Heritage Harbour residents have access to a community lodge with fitness facilities, billiards, a library, and gathering spaces, along with golf, tennis, pickleball, water access, boat storage, an additional community pool, and nearby shopping. Close by are parks, medical facilities, shopping centers, marinas, dining options, and waterfront attractions, along with access to the greater Annapolis area.

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$359,900

MLS#: MDAA2122918

Welcome to the sought-after Admirals Reach community. This beautiful 2-bedroom, 2 full bath condo offers comfort, style, and convenience.

Inside, you’ll find LVP floors, a cozy gas fireplace, newer appliances, pantry and beautifully updated bathrooms. The open floor plan flows effortlessly into a separate dining area, perfect for everyday living or entertaining. The spacious primary bedroom features a bay window and a large closet with built-ins, offering excellent storage and organization. Step outside to enjoy your covered balcony, an ideal spot for morning coffee or evening relaxation. The home also includes a washer and dryer for added convenience. Unit is located on the second floor. New Furnace installed March 2024 and New Water Heater installed December 2022.

Residents enjoy access to community amenities including a pool and fitness center. Ideally located just minutes from Downtown Annapolis, Anne Arundel Medical Center, Annapolis Mall, and countless restaurants and entertainment options. Commuters will appreciate the easy drive to both Baltimore and Washington, DC.

Perfectly positioned to enjoy everything Annapolis has to offer!

ANNAPOLIS

623 ADMIRAL DRIVE 304

2 Beds

2 Baths

1,283 Sq.Ft.

$359,000

MLS#: MDAA2138116

#MDAA2136078

ANNAPOLIS

2702 SUMMERVIEW WAY 103

2 Beds

2 Baths

1,285 Sq.Ft.

$355,000

MLS#: MDAA2136078

2002 Phillips Terrace – Apartment 6 Annapolis, Maryland 21401 March 9, 2026 Beautifully updated two bedroom, two bathroom second floor condo in the Windgate community of Annapolis. Updated kitchen with a breakfast area and granite countertops. Ceiling fans in the living room and both bedrooms and luxury vinyl plank flooring throughout. Large open plan living and dining area with a gas fireplace and private balcony. Great location off Bestgate Road with easy access to RT 50, Naval Academy, and downtown Annapolis. Tree-lined community with playground. Condo fee includes master insurance, water, grounds maintenance, snow removal, trash collection, professional management. Recent upgrades include: • New gas HVAC system – April 2025 • Gas hot water tank • Remodeling (granite counter tops, LVP floors throughout – December 2024 • New garbage disposal – February 2025 • New microwave – June 2022 • New dryer – November Type: Condo •

ANNAPOLIS

2002 PHILLIPS TERRACE 6

2 Beds

2 Baths

1,127 Sq.Ft.

$349,000

MLS#: MDAA2138598

#MDAA2132018

ANNAPOLIS

629 ADMIRAL DRIVE 206

2 Beds

2 Baths

1,347 Sq.Ft.

$347,500

MLS#: MDAA2132018

Welcome to this beautiful 2-bedroom, 2-bath condo in the highly sought-after Tidewater Colony community of Annapolis. Inside, you’ll find 9-foot ceilings, luxury vinyl plank floors, custom blinds, and a modern kitchen with granite countertops, gas cooking, and a built-in microwave.

The spacious primary suite features a double vanity and a luxurious bath with separate shower and soaking tub. Additional highlights include high-efficiency HVAC and a dedicated laundry room with full-size washer and dryer.

Enjoy resort-style living with access to the clubhouse, fitness center, pool, tennis courts, playground, and walking trails. Perfectly positioned just minutes from downtown Annapolis and Anne Arundel Medical Center, with easy commuter access to Route 50 and Route 97.

A prime location paired with comfort and convenience—this one checks all the boxes.

ANNAPOLIS

2006 PEGGY STEWART WAY 204

2 Beds

2 Baths

1,046 Sq.Ft.

$345,000

MLS#: MDAA2136790

Beautifully updated first floor condo! Featuring new LVP flooring, carpet, paint and appliances. Truley a must see.

ANNAPOLIS

2013 WARNERS TERRACE S 138

2 Beds

2 Baths

1,062 Sq.Ft.

$339,995

MLS#: MDAA2135668

Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic.

The main level living room leads to an open concept kitchen, and dining area, complete with a half bath with a new stackable Lenore washer and dryer.
Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed.

Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features engineered wood flooring, with tile in wet areas.

Enjoy recent, extensive upgrades in this home. Highlights include a new Kenmore washer/dryer, renovated master bathroom with new tub, tile, vanity and toilet.

Exterior improvements feature a French Drain, concrete driveway, a ground-level deck and partial new fence.

For those of whom commute for work or play. You'll find the location of this home is conveniently located. With easy access to RT 50, I-97, and I-95, making commutes to Annapolis, Washington D.C., and Baltimore effortless.

ANNAPOLIS

1553 STAR PINE DRIVE

2 Beds

1 Baths

1,060 Sq.Ft.

$339,990

MLS#: MDAA2127724

+++ATTENTION ATTENTION+++ARE YOU LOOKING FOR A REHAB PROJECT?+++ THIS COULD BE THE ONE YOU HAVE BEEN WAITING FOR THEN!+++FULL PROJECT WAITING FOR YOU IN ANNAPOLIS+++MINUTES FROM DOWNTOWN ANNAPOLIS - KNOWN FOR IT'S MANY SELECTIONS OF RESTAURANTS , DIVERSE SHOPPING BOUTIQUES, AND NIGHTLIFE+++SHOPIING, SCHOOLS and PLACES OF WORSHIP NEARBY+++THIS 2 LEVEL SPLIT FOYER ALSO OFFERS AN INGROUND POOL+++KITCHEN ONLY HAS DATED CABINETS, NO appliances+++BATHROOMS ARE IN DISREPAIR, ALONG WITH SO MANY OTHER AREAS+++INVESTORS AND OWNER OCCUPANTS ARE WELCOME TO VIEW+++REAR DECK and DECK Steps are a HAZARD+++

ANNAPOLIS

391 HILLTOP LANE

3 Beds

1 Baths

1,717 Sq.Ft.

$338,000

MLS#: MDAA2136038

Fabulous Annapolis Condo Featuring 2 Bedrooms & 2 Full Baths! Tasteful Decor Thru-Out. Spacious Living Room Boasts a Corner Gas Fireplace. Updated Kitchen has Granite Counter Tops & a Breakfast Bar. Master Bedroom has an En-Suite Bath & Walk-In Closet. Access the Huge 20 x 8 Composite Deck w/ Attached Storage via the Living Room & Master Suite. Community Tot Lot & Walking Trail. Great Location w/ Easy Access to RT-50 & Only a Few Minute Drive to the Annapolis Mall, Navy-Marine Corp Stadium, Anne Arundel Medical Center and Downtown Historic Annapolis. Enjoy All That Living in Annapolis has to Offer - Restaurants, Historic Homes, Navy Games and the Wonderful Chesapeake Bay! Tenant Occupied until 4/30/26. Owner will Settle Prior to that Date & Prorate the Rent Accordingly.

ANNAPOLIS

2013 WARNERS TERRACE S 242

2 Beds

2 Baths

1,062 Sq.Ft.

$335,000

MLS#: MDAA2136090

0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs.

The existing well and septic are assumed to be nonfunctional. All site engineering, utility applications, and permitting will be the responsibility of the buyer. Convenient location near Route 50, downtown Annapolis, and area shopping. Excellent opportunity for a custom home project or long-term hold in a highly accessible central corridor.

ANNAPOLIS

668 N BESTGATE ROAD

None Beds

None Baths

0.65 acres

$325,000

MLS#: MDAA2129812

This lovely first floor condo, conveniently located in Annapolis, has two bedrooms, a den and two full bathrooms. Open concept living room, dining area and kitchen with a nice patio overlooking the woods behind it. Ceramic floors in the front hall and kitchen. Freshly painted throughout. New carpet in the den and two bedrooms. Luxury vinyl plank flooring in the living room and dining room area. Washer and dryer were replaced in the past year. Two parking spaces. Community pool. Can settle quickly.

ANNAPOLIS

10 AMBERSTONE COURT B

2 Beds

2 Baths

1,138 Sq.Ft.

$315,000

MLS#: MDAA2138378

New on site today

Beautiful end-unit townhome in the highly desirable Whispering Woods community! This well-maintained residence offers 3 bedrooms and 1.5 baths, featuring a spacious and functional main level with a bright kitchen, dedicated dining area, inviting living room, and convenient half bath.

Upstairs, you’ll find three comfortable bedrooms and a full bath, providing the perfect layout for everyday living. Step outside to enjoy the fully fenced backyard that is ideal for relaxing, entertaining, or creating your own private outdoor retreat.

This home is move-in ready while also offering an excellent opportunity for a savvy buyer or investor to add modern updates and build value over time. Ideally located with easy access to Route 2 and Route 50, this home is just minutes from parks, shopping, local coffee spots, and the charm of Historic Annapolis and the U.S. Naval Academy.

A perfect blend of comfort, convenience, and potential. This is one you don’t want to miss.

ANNAPOLIS

1250 STONEWOOD COURT

3 Beds

1 Baths

1,496 Sq.Ft.

$315,000

MLS#: MDAA2139612

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