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

207

# of Listings

3

Avg # of Bedrooms

$516

Avg. $ / Sq.Ft.

$1,086,221

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

207 Properties Found. Page 11 of 14.

Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.
The bright and inviting interior features built-in cabinetry, replaced windows, and stylish new light fixtures throughout. The updated granite kitchen offers modern finishes, while the renovated bathroom provides a fresh, coastal feel.
Enjoy a slight water view of Spa Creek and the convenience of elevator access in this secure building. Large windows fill the home with natural light, creating a warm and comfortable living space. Located in the heart of Eastport, you’re just a short stroll to Annapolis’ favorite waterfront restaurants, marinas, and shops—and only minutes from the U.S. Naval Academy and historic downtown. The Newport community is known for its incredible walkability and access to waterfront amenities and scenic creek views. Newport offers marina slip rentals for their residents! Take a boat cruise along Spa Creek or out to the Chesapeake Bay. Community roof top pool is open in the summer months. This condo is perfect as a full-time residence, or weekend get away!

ANNAPOLIS

316 BURNSIDE STREET 203

1 Beds

1 Baths

525 Sq.Ft.

$482,000

MLS#: MDAA2137216

New on site 4 days ago

Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock restaurants, entertainment and shopping. Luxury Living in the heart of Annapolis.

ANNAPOLIS

5 PARK PLACE 425

1 Beds

1 Baths

838 Sq.Ft.

$477,900

MLS#: MDAA2140556

Prime Retail/Office Space in the Heart of Annapolis

Welcome to 141 West Street, Suite 103 – a versatile retail/office space perfectly positioned in the vibrant core of Annapolis. This ground-level suite offers an open layout that’s ready to be outfitted to match your vision. Whether you’re looking to expand your business, launch a new venture, or establish a professional office, this space gives you the flexibility to make it your own.

Situated in a highly visible and walkable area, you’ll benefit from steady foot traffic, nearby shops, dining, and cultural attractions. The suite also comes with the added convenience of one dedicated parking space, a rare find in downtown Annapolis.

Seize the opportunity to plant your business in one of the city’s most sought-after locations! Prime retail/office condo in the heart of downtown Annapolis. Ground-level suite ready to be customized for your business. High visibility, walkable location near shops and dining. Includes 1 dedicated parking space. Perfect for professional office, boutique retail, or creative workspace. Contact City of Annapolis Permitting office to verify your intended use. The Condo fee is estimated $591 monthly.

ANNAPOLIS

141 WEST STREET 103

None Beds

None Baths

1,009 Sq.Ft.

$469,000

MLS#: MDAA2125942

***PRICE REDUCED - SELLER MOTIVATED***
BY APPOINTMENT ONLY.
55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights throughout. Upgraded closet design w/a huge Master closet! Beautiful, light colored LPV flooring (no carpeting). Custom bathroom design with upgraded tilework. Double vanity in the master bath. Private balcony for sipping your morning coffee. Beautifully landscaped perimeter with a walking trail/path. Elegant lobby with automated golf room & pool table. Enjoy pickleball, dog park, outdoor grills & workout equipment. Assigned outside parking(Space#4) & lower-level storage unit(#20) included. (Wallpaper is peel-and-stick). Call today to see this great property with amenities galore! Quick drive to downtown Annapolis, waterfront dining, shopping & the Bay Bridge.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 209

2 Beds

2 Baths

1,210 Sq.Ft.

$464,800

MLS#: MDAA2136282

*Doctor Loans Available 100% Financing = Zero Downpayment* This Property Is Less Than 1 Mile to Luminis Medical

Newer HVAC (2025) + Newer Flooring Throughout
HOA Fees Cover Exterior Maintenance Including Roof

Welcome to 2150 Hideaway Court! A Light-Filled & Tucked-Away Townhome in Coveted Creekside Cove. Three Bedrooms, Two Full & 1/2 Baths. This Home Is a Must-See for Those Who Want To be In The Middle of It All, Yet Enjoy a Peaceful Retreat. Minutes From Annapolis Town Centre, Downtown Annapolis, The Naval Academy, Dining and Premium Hospitals. Relax With The View of Persimmon Trees and Woods & Enjoy a Convenient Garage With Inside Access. This Beautiful Home Features An Open Layout With 9' Ceilings + a Cozy Fireplace+ An Enormous Pantry !
This Property Offers The Ultimate Annapolis Lifestyle-a Cozy & Tucked-Away Retreat That is Still Near Everything. Instant Access to Route 50 for Easy Commuting to Washington D.C., Baltimore or Annapolis. Premier Shopping, Fine Dining & a Vibrant Night-Life + All That Historic Annapolis Has To Offer!

ANNAPOLIS

2150 HIDEAWAY COURT 28

3 Beds

2 Baths

1,760 Sq.Ft.

$459,990

MLS#: MDAA2139476

#MDAA2133612

ANNAPOLIS

402 CRANES ROOST COURT

3 Beds

2 Baths

1,662 Sq.Ft.

$455,000

MLS#: MDAA2133612

Welcome to 926 Perry Landing Court, located in the highly sought-after Heritage Harbour, Annapolis’ premier 55+ active adult waterfront community. Tucked away on a quiet court, this home offers a functional layout, generous room sizes, and great natural light throughout. The property will need some cosmetic updates and improvements to truly make it your own and has been priced accordingly to reflect that opportunity. Heritage Harbour residents enjoy an unmatched lifestyle with access to a private 9-hole golf course, indoor and outdoor pools, clubhouse with restaurant, fitness center, tennis and pickleball courts, pickleball leagues, walking trails, kayak launch, and a full calendar of social clubs and activities. The community also offers water access to the South River and Chesapeake Bay, plus convenient proximity to downtown Annapolis, shopping, dining, and major commuter routes. A fantastic opportunity to customize a home in one of Annapolis’ most desirable active adult communities.

ANNAPOLIS

926 PERRY LANDING COURT

2 Beds

2 Baths

2,106 Sq.Ft.

$445,000

MLS#: MDAA2137762

Plans and permits are ready and building can start right away! Conditional Grading Permit issued! This is a rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Note that the lot is mostly free of trees making it cheaper and easier to build. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would fit his plan within the footprint of the current 2500 sq ft, 4-bedroom building plan, with a wrap-around porch. NOTE- Any increase in footprint (surface area) would have a negative impact (increase) on storm water management, setbacks from the septic system, etc.

Beacon Hill was originally a community of only forty houses, with twenty lots directly on the Bay and the other twenty with water views. 1546 Shipsview is undoubtedly the best of the ‘ water view’ lots. Directly across the street from 1546 is one of the community's two public water access points. It is the perfect spot to wade into the Bay or sit with a morning coffee and watch the sunrise. 1546 is a rare gem in a highly sought-after community. DO NOT DELAY, or you will miss the opportunity to build in this very special neighborhood. Easy access/commuter routes to the Chesapeake Bay Bridge, the Eastern Shore , Washington and Baltimore.

ANNAPOLIS

1546 SHIPSVIEW ROAD

None Beds

None Baths

0.47 acres

$445,000

MLS#: MDAA2133158

Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom includes an ensuite bathroom. All rooms The rear of the home includes a fenced in patio. Roof is approximately 2 years old and includes solar panels with a monthly fee of $99.00. Heritage Harbour offers lots of amenities including an indoor and outdoor pool, fitness facility, community center with a variety of activities. A golf course is located within the community if homeowners would like to join. Close proximity to Major Roads, Shopping and Restaurants. Historic Annapolis is approximately 20 minutes drive time.

ANNAPOLIS

1955 MARCONI CIRCLE

2 Beds

2 Baths

1,200 Sq.Ft.

$445,000

MLS#: MDAA2131974

Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric hot water heater. New AC 2023, sewage line updated to PVC in 2023. Dishwasher, washer dryer included and you get to choose your own oven range and refrigerator.

ANNAPOLIS

1014 WELLS AVENUE

4 Beds

1 Baths

880 Sq.Ft.

$430,000

MLS#: MDAA2138538

Back on the market! Buyer's loss is your gain.
One-level living in the highly desired 55+ community of Heritage Harbour! This well-maintained 2-bedroom, 2-bath villa townhome offers updates including: NEW ANDERSON WINDOWS, roof approximately 3 years old, luxury vinyl plank flooring, carpeted bedrooms, and solar tubes providing added natural light.
The renovated kitchen (approx. 5 years) boasts granite countertops, white cabinetry, and a white appliance package. The primary bedroom offers an ensuite bath and walk-in closet. Enjoy a fenced rear yard with a spacious deck—ideal for outdoor relaxation. Additional features include a 1-car garage, driveway parking, and a stand-up attic with ample storage.
Heritage Harbour is known for its extensive amenities: golf course, indoor and outdoor pools, fitness and community centers, library, tennis and pickleball courts, lawn care, trails for walking/jogging/biking, picnic areas, party rooms, billiards, woodworking studio, snow removal, transportation services, and lake privileges.
Convenient location near shopping: Farmer’s Market, Towne Center, Luminis Health Center, and Major Highways.
Comfortable, Manageable, and Move-in ready—don’t miss this one!
Seller might need rent back up - up to 30 days.

ANNAPOLIS

1943 MARCONI CIRCLE

2 Beds

2 Baths

1,032 Sq.Ft.

$430,000

MLS#: MDAA2132478

Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a great
opportunity to make it your own. Featuring a functional layout with a bright living area, an
efficiently designed kitchen, and convenient main-level half bath. The home provides solid
bones and plenty of potential.
Upstairs you’ll find three comfortable bedrooms and a full bath. The basement adds valuable
additional space—ideal for storage, a workshop, recreation area, or future finishing possibilities.
Conveniently located near downtown Annapolis, shopping, dining, major commuter routes, and
the Naval Academy, this property is perfectly positioned for both convenience and lifestyle.
This is an ESTATE SALE and is being sold strictly AS-IS. A great opportunity for investors, renovators,
or buyers looking to build equity in a desirable Annapolis location.

ANNAPOLIS

8 WELLINGTON PLACE

3 Beds

1 Baths

1,600 Sq.Ft.

$425,000

MLS#: MDAA2136486

Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

ANNAPOLIS

108 CONLEY DRIVE

4 Beds

1 Baths

1,880 Sq.Ft.

$400,000

MLS#: MDAA2133422

AMAZING NEW PRICE! Welcome to this adorable home backing to woods in the heart of Annapolis! Ideally located near Anne Arundel Medical Center, Annapolis Mall, downtown Annapolis, shopping, dining and major commuter routes. This home offers comfort, space, and convenience. The kitchen features upgraded stainless steel appliances, granite countertops, a slate backsplash, and opens to a large deck—perfect for everyday living and entertaining. The inviting family room includes a cozy gas fireplace with custom mantel, while the spacious primary suite offers cathedral ceilings and a well-appointed bath with a separate soaking tub and shower. Generous room sizes, abundant storage—including additional attic space—and numerous updates make this home truly move-in ready. Freshly painted, new carpet and tankless hot water heater! Make your appointment today!

ANNAPOLIS

12 HARBOUR HEIGHTS DRIVE

3 Beds

2 Baths

1,566 Sq.Ft.

$399,999

MLS#: MDAA2136744

HURRY! This location is EVERTHING! Ready for a low-maintenance lifestyle? Experience effortless living in this beautifully updated & meticulously maintained Penthouse/Loft unit in the heart of ALL that is Annapolis. Step inside & prepare to be dazzled by it's soaring ceilings & bright open vibe adorned with all the fun "toppings" necessary for comfort in living. NEW (2021-present) FANTASTIC Chef's kitchen w/PANTRY, wood Floors, custom lighting & more. RARE bonus LOFT- the ideal flex space for home office, overflow entertaining, workout+++ overlooks main living space. You name it, it's been updated and improved for an absolutely turn-key experience. Escape to your bedroom suite with spacious walk-in closet & private bath featuring double vanities, & luxurious spa-inspired walk-in shower. Additional bedroom & bathroom, plus full-sized front load washer & dryer seal the convenience deal. Back Outside, sunny outdoor balcony space with secure storage & AWESOME community amenities await, JUST IN TIME for SPRING/SUMMER sock-free SEASON 2026! Harbour Gate's community swimming pool is literally a "stones-throw" across the parking lot , not to mention walking trails, fitness center, basketball & tennis courts, & much more. With easy access to major commuting routes, legendary shopping, dining, water-oriented pastimes & INCREDIBLY CHARMING historic downtown Annapolis, this little truly special little gem is in the center of it ALL and won't last long.

ANNAPOLIS

605 ADMIRAL DRIVE 301

2 Beds

2 Baths

1,514 Sq.Ft.

$395,000

MLS#: MDAA2140524

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