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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

274

# of Listings

3

Avg # of Bedrooms

$510

Avg. $ / Sq.Ft.

$1,357,507

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

117 Properties Found. Page 7 of 8.

***Major Price Reduction***Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss. Welcome home!

ANNAPOLIS

5 PARK PLACE 107

2 Beds

2 Baths

1,272 Sq.Ft.

$575,000

MLS#: MDAA2138356

Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas create an effortless flow for both everyday living and entertaining and opens up to a deck that overlooks the marina. The updated kitchen showcases granite countertops and ample cabinetry, while the cozy wood-burning fireplace adds warmth and charm to the living space. Chesapeake Harbour offers resort-style living with 24/7 gated security, two pools, tennis courts, a private sandy beach, and scenic walking paths. Enjoy the convenience of a water taxi to Historic Annapolis or dine waterside at The Beacon, located right within the community. Experience low-maintenance coastal living at its finest, this is the one you’ve been waiting for.

ANNAPOLIS

7004 CHANNEL VILLAGE COURT 102

2 Beds

2 Baths

N/A

$575,000

MLS#: MDAA2143832

New on site 2 days ago

Large, beautifully maintained contemporary home in the sought-after Stone Creek community of Annapolis. Professional photos of this bright and airy property are coming soon.
Features of this 4-bedroom, 3.5-bathroom home include:
Renovated Interior: Recently painted throughout with an open-concept layout, remodeled kitchen and bathrooms, and vinyl plank flooring in the living and dining rooms.
Chef’s Kitchen: Features granite countertops, extensive cabinet space, and a breakfast bar that opens to a great room with a fireplace.
Primary Suite: Includes double closets and a recently remodeled primary bath.
Upgraded Systems: Newer roof and windows, with an HVAC unit installed in 2018.
Outdoor Living: A sliding door leads to a gorgeous new deck and mature landscaping, perfect for entertaining.
Lower Level: The basement includes a large laundry room, a full bath, and two rooms; the main family room area is framed and ready for completion.
Community Amenities: Access to a community center, in-ground pool, and tennis courts.
The property is conveniently located near major highways and downtown Annapolis, offering an easy commute to Washington D.C., Baltimore, and Fort Meade.

ANNAPOLIS

15 LANDINGS COURT

4 Beds

3 Baths

1,736 Sq.Ft.

$575,000

MLS#: MDAA2145304

New on site 4 days ago

Opportunity awaits in sought-after St. Margarets! This 3-bedroom, 1-bath home with hardwood floors, situated on a gorgeous 1-acre lot offering plenty of space and potential. Solid built home they don't make houses like this any longer, needs updating, making it the perfect chance to bring your ideas and renovate to your personal taste. Most major systems updated within last 10 years. Whether you are looking for an investment opportunity or a property to create your dream home, this one has endless possibilities. Home is being sold strictly “AS IS.” Home warranty included.

ANNAPOLIS

1509 DUVALL ROAD

3 Beds

1 Baths

1,512 Sq.Ft.

$575,000

MLS#: MDAA2144750

Welcome to 206 Wesley Brown Ln! Rooftop views and effortless flow welcome you to elevated living in Admirals Square. This four level townhome is just minutes from downtown Annapolis with easy access to Route 50 and I-97, offering both convenience and lifestyle. This home features 3 spacious bedrooms, 3 full baths, and 2 powder rooms across a flexible, well-designed layout. Wide plank oak floors run throughout the main living spaces, adding warmth and continuity to the home’s clean, modern design. The heart of the home is a beautiful kitchen with quartz countertops and stainless steel appliances. The kitchen, dining, and living areas flow seamlessly together, creating a cohesive space that is ideal for both everyday living and entertaining. Upstairs, the loft level opens to a beautiful and private rooftop terrace. This indoor-outdoor space is perfect for hosting friends and truly extends your living space in a way that feels both functional and special. Additional highlights include a one car garage, private driveway, and ample street parking for guests, a rare and valuable combination in this area. Turnkey, stylish, and designed for how people actually live, this home offers the best of low maintenance luxury in one of Annapolis’ most desirable communities.

ANNAPOLIS

206 WESLEY BROWN LANE

3 Beds

3 Baths

2,174 Sq.Ft.

$574,999

MLS#: MDAA2144158

WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage.A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit.Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading.Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops.This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

ANNAPOLIS

755 FAIRVIEW AVENUE 755 D

3 Beds

2 Baths

1,295 Sq.Ft.

$574,999

MLS#: MDAA2145684

#MDAA2139088

ANNAPOLIS

906 PERRY LANDING COURT

2 Beds

2 Baths

2,569 Sq.Ft.

$574,900

MLS#: MDAA2139088

HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts the community as... an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in over 90 activities, clubs and committees. The center of community activities is the Lodge, which features a welcoming atrium, an auditorium, indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner and meeting rooms. Behind the Lodge, residents enjoy a picnic area, horseshoes, bocce ball and kayaking on our waterfront on the South River. We also offer multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community. Residents enjoy the convenience of regular bus trips to shopping centers and special bus trips to cultural destinations, as well as volunteer drivers for medical appointments. Our pet-friendly community of active residents always welcomes newcomers!

ANNAPOLIS

2550 GOLFERS RIDGE ROAD

2 Beds

2 Baths

1,661 Sq.Ft.

$570,000

MLS#: MDAA2143166

Beautiful 1 BR /1.5 Bath condo, penthouse level w/many extras in the most luxurious, secure building in downtown Annapolis. Great sunset views, natural light, large custom BUILT-IN walk-in closet, plus 2 additional closets. sliding glass doors with luxury electric blinds system, wood floors throughout, gourmet kitchen w/Sub Zero refrigerator, Washer/Dryer inside the guest bathroom, Asko dishwasher, stainless appliances & granite counters. Updated, beautifully remodeled shower.

Many building amenities: Pool, Hot Tub, Fitness Center, large Party Room, 24/7 live Concierge/Security Person in lobby. One deeded Underground Garage Parking Space with remote door opener.
Washer/Dryer inside the guest bathroom.

Note; Light fixture above dining table excluded.
Extra Garage Storage unit may be available separately.
Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.

ANNAPOLIS

5 PARK PLACE 732

1 Beds

1 Baths

926 Sq.Ft.

$567,900

MLS#: MDAA2143430

Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire.
Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories are made here. An island and deep pantry in the kitchen with a plant window for your herbs to thrive provide plenty of storage. Generous bedroom and updated bath on the main level offer convenience and privacy. Upstairs two bedrooms are separated by a second full bath. Extensive landscaping with perennials lets you enjoy nature's blooms with little fuss. A fenced garden on the sunny side of the house is waiting to provide perfect tomatoes, cukes, peppers or vivid flowers for your table.
Recent updates include replaced and stained cedar siding on one wall and trim throughout. Entry porch has been refreshed as well as decking replaced on deck off sunroom. A new roof, new washer and dryer, new and upgraded alarm system top off the new luxury vinyl plank on the main level.

ANNAPOLIS

1189 HIGHVIEW DRIVE

4 Beds

2 Baths

2,500 Sq.Ft.

$565,000

MLS#: MDAA2144128

New on site 4 days ago

Stunning Oyster Harbor – Coastal Charm Meets Comfort

This gorgeous property blends comfort, charm, and the best of coastal living. Nestled in the highly desirable Oyster Harbor community, residents enjoy water privileges and access to a sandy beach, picnic area, fishing pier, and playground—all just a short walk from the front door. Additional amenities include a community marina, boat ramp, and storage racks for kayaks and paddle boards, creating the ultimate waterfront lifestyle just minutes from downtown Annapolis.

The home itself is designed for both entertaining and everyday enjoyment. An enormous screened-in porch and a spacious, fully fenced backyard provide plenty of room to garden, relax in a hammock, or host gatherings. After a day at the beach, the outdoor shower is the perfect convenience.

Inside, the property features three bedrooms, two full bathrooms, and hardwood floors throughout the main level.

Don’t miss the opportunity to live in this beautiful home and vibrant waterfront community—where comfort, charm, and lifestyle come together seamlessly.

ANNAPOLIS

1252 CREEK DRIVE

3 Beds

2 Baths

1,555 Sq.Ft.

$565,000

MLS#: MDAA2145374

TWO ADJACENT GARAGE SPACES (#380 & #381) convey with the unit, a true rarity in downtown Annapolis. This 2BR/2BA Park Place residence opens to a 17x19 living room with electric fireplace, hardwood floors, full gas kitchen, and in-unit laundry. A Juliet balcony brings light and air into the room. PROTECTED OUTLOOK over Annapolis National Cemetery, a federally preserved Civil War landscape that cannot be developed. Your view will not change. FULL-SERVICE BUILDING with concierge, 24-hour security, fitness center, outdoor pool, library, party room, enclosed pet park, and on-site management. Pets welcome. WALK to City Dock (8 min), the Naval Academy (10), Main Street, the State House, excellent dining and entertainment. Route 50 makes DC, Baltimore, and BWI an easy drive. Ideal for the down-sizer who wants the city without the upkeep, the Naval Academy family that needs a base across all four years, or the DC professional looking for a 35-minute weekend escape. Public OPEN HOUSE, Sunday, May 10, 1PM to 3PM. Contact your real estate professional for a private showing.

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$564,000

MLS#: MDAA2108870

Location Location location!!
Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$560,000

MLS#: MDAA2130284

You will love this large, move-in ready townhome. Super clean! Side windows on this end-of-group beauty give this unit an even better bright and open feel. Three finished levels with beautiful wide hardwoods. Gourmet eat-in kitchen with granite countertops, two tiered island with sink, newer dishwasher, refrigerator and microwave. Primary bedroom suite with large walk-in closet with storage system. Primary bathroom with shower and separate soaking tub. Two car garage! Convenient bedroom level laundry room with newer washer and dryer. Custom plantation shutters throughout. Large composite deck off of kitchen. Wide crown moldings. Architectural details. Recessed lighting. Versatile neutral colors. New garage door opener. Walkable to shopping, restaurants and Annapolis amenities. Convenient to transportation hubs.

ANNAPOLIS

608 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,024 Sq.Ft.

$550,000

MLS#: MDAA2140740

Completely updated and impressively spacious, this beautifully maintained villa offers over 1,900 square feet of bright, comfortable living. Designed for convenient one-level living, the main floor features a generous primary suite with a private bath, a powder room for guests, and a laundry area ideally located just off the kitchen and garage.
The upper level adds even more flexibility, offering a second bedroom, full bath, and a versatile bonus space perfect for a den, sitting area, or home gym.
Thoughtfully renovated and tastefully appointed throughout, this home exudes warmth and pride of ownership, delivering a true move-in ready experience with a perfect balance of comfort, style, and low-maintenance living.
Situated in the highly desirable Heritage Harbour community, residents enjoy exceptional amenities including a beautiful lodge, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, scenic walking paths, waterfront access with boat slips and kayak storage, on-site dining, a woodworking shop, library, and an active calendar of clubs and social events. This vibrant 55+ community offers a resort-style lifestyle that is truly second to none.

ANNAPOLIS

2607 COMPASS DRIVE

2 Beds

2 Baths

1,906 Sq.Ft.

$550,000

MLS#: MDAA2143288

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