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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

190

# of Listings

3

Avg # of Bedrooms

$515

Avg. $ / Sq.Ft.

$1,054,552

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

190 Properties Found. Page 10 of 13.

PRICE REDUCED !!! Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K.
Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener, Fitness Center, Outdoor Pool and Hot Tub, Two Outdoor Gourmet BBQ kitchens, Gardening Area, Library, Party Room , TV Lounge , Free Shuttle Service to downtown, just blocks to City Dock attractions: restaurants, entertainment venues, shopping. The most luxurious condo residence in this county.

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$484,950

MLS#: MDAA2121784

New on site 4 days ago

Welcome to 141 West a boutique building styled after one of Manhattan’s most iconic neighborhoods SoHo, known for its historic cast iron architecture. At 141 West the high ceilings and large windows create an airy, open atmosphere, perfect for anyone who values spacious open living. The handful of condos fosters a sense of privacy and exclusivity, appealing to those who value a quieter, more intimate living environment compared to larger luxury condos. Located in the Arts district of Historic Annapolis the location offers unmatched access to culture, dining, and shopping.
This beautifully maintained end unit home features an open kitchen with quartz waterfall counter tops and kick plate, gold hardware, KitchenAid appliances, under cabinets lighting with remote control. Wide luxury Vinyl Plank flooring throughout with the exception of the full bath with its large porcelain tile. Primary walk in closet is customized to increased storage and organization for a better start and end of every day.
The bathroom has a comfort height vanity, toilet and a soaking tub with subway tile to the ceiling. Maybe best of all are the two 2 deeded parking spaces in lower garage ideal for guest or additional storage, a most rare find in Annapolis. Luxury and easy living in a prime location combined with secure access that allows an owner to control who has access to their home and building with the simple use of your phone.
South facing end unit offers privacy, lots of natural light and below is a small nature garden maintained by the HOA, providing some summer and fall foliage. Mailboxes are located in the lobby and packages are delivered there as well. Two stairwells on either side of building for easy access in and out as well as an elevator. Pet friendly and housekeeping comes twice a week for common spaces.

ANNAPOLIS

141 WEST STREET 201

1 Beds

1 Baths

612 Sq.Ft.

$482,500

MLS#: MDAA2138542

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

***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.

$474,900

MLS#: MDAA2136282

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

#MDAA2133612

ANNAPOLIS

402 CRANES ROOST COURT

None Beds

None Baths

1,662 Sq.Ft.

$460,000

MLS#: MDAA2133612

HERITAGE HARBOUR SPACIOUS VILLA - Welcome home to this beautifully renovated 2 BEDROOM plus BONUS ROOM (could be 3rd BEDROOM), 2 BATH VILLA with over 1440 square feet of living space. Located in the desirable HERITAGE HARBOUR 55+ Active Community, this villa offers one level living. Some of the recent updates include newly refinished Brazilian Cherry Solid Hardwood Floors, new LIGHT FIXTURES, updated kitchen with QUARTZ COUNTERTOPS, LARGE SINK and FAUCET, new BACKSPLASH and UNDERCABINET LIGHTING, STAINLESS STEEL APPLIANCES, Beautiful Cherry Cabinetry and large BREAKFAST ISLAND. The home is an OPEN CONCEPT FLOORPLAN -- perfect for entertaining. CUSTOM PLANTATION SHUTTERS on the front windows of the home and ROOF is only about 5 years old. There is a laundry/storage closet conveniently located off the kitchen and a large BONUS ROOM (could be a 3rd bedroom or home office) with a walk-in pantry/closet. Sliding glass doors off the second bedroom open to a large, private, PAVED PATIO with hardscape and gas grill (outdoor furniture and grill are included).
Heritage Harbour offers lots of amenities including an indoor and outdoor swimming pool, fitness center, tennis courts, pickleball courts and a community center with a variety of activities. A golf course is located within the community if homeowners would like to join. GREAT LOCATION - Only minutes to downtown Annapolis, major roads, shopping, restaurants and medical facilities. Buyer pays a one-time recreation fee of $2,075 at settlement.

ANNAPOLIS

2510 PAINTER COURT

2 Beds

2 Baths

1,440 Sq.Ft.

$449,900

MLS#: MDAA2133702

New on site 1 day ago

Welcome home to this pristine, move-in ready, one-level villa featuring two bedrooms. two baths, and an attached garage. The home has been professionally painted throughout and new vinyl planking floors installed. Both bedrooms are generous in size with walk in closets. The spacious primary bedroom with walk-in closet, private ensuite, and direct access to a private deck for your own private outdoor getaway. Heritage Harbour a 55 plus active community with a lot of amenities to keep you entertained, such as indoor & outdoor pools, tennis courts, pickleball courts, fitness center and so much more. A golf course is located within the community if homeowners would like to join. GREAT LOCATION - Only minutes to downtown Annapolis, major roads, shopping, restaurants and medical facilities. Buyer pays a one-time recreation fee of $2,075.00 at settlement.

ANNAPOLIS

2731 YEOMANS LANTERN COURT

2 Beds

2 Baths

1,234 Sq.Ft.

$449,900

MLS#: MDAA2139272

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. 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. 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 to 206 Admiral Drive, a charming and cozy single-family home in the heart of Annapolis! This delightful residence offers 2 comfortable bedrooms and 1 full bathroom, a perfect blend of simplicity and warmth.

Step inside and imagine the possibilities in this inviting home filled with character and potential. Whether enjoying a quiet morning coffee or hosting friends and family, each space feels welcoming and full of promise. The manageable lot size provides just enough outdoor space to garden, relax, or sip lemonade.

Located in the historic Annapolis area, this home puts you close to local amenities, charming neighborhoods, and vibrant community life. This is an ideal opportunity to own a slice of Annapolis living .

ANNAPOLIS

206 ADMIRAL DRIVE

2 Beds

1 Baths

762 Sq.Ft.

$435,000

MLS#: MDAA2133450

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

New on site 1 day ago

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

With a 30-foot deeded boat slip and a refurbished first-floor condo in one of Annapolis' most popular waterfront communities ... you'll be set for a memorable summer! This bright garden-level, 2-bedroom/2-bath condo in Severn House offers a short walk to the pool and the waterfront amenities. Freshly painted, this unit features new luxury vinyl flooring and new carpet throughout, creating a warm and inviting home with a comfortable floor plan. Each room has a large sliding door and an expansive view of the community. Plus, there are two private patios overlooking landscaped gardens along the entire length of the condo. Great for parties or just relaxing at the end of the day! A 30+ foot boat slip is deeded with this unit (A-50); the slip is located near plentiful parking for easy unloading, and offers easy docking on a quiet part of the creek. You will have a quick ride to a gas dock, to the Severn River or the Bay, and will be able to enjoy weekend getaways to St. Michael's or Baltimore's Inner Harbor. Severn House features a large community pool and portico overlooking the creek ... perfect for outdoor gatherings. The promenade along the waterfront will beckon you to take a morning or evening stroll. Located in a peaceful setting, Severn House is within walking distance of Eastport's popular restaurants, shops, and clubs ... and downtown Annapolis and the Naval Academy. The water taxi to downtown Annapolis makes a stop at Severn House, so if you are feeling lazy, you can motor into town on a warm summer evening and enjoy the luxury of being dropped off at the door of your favorite spot. Annapolis is just 5 miles from Rt. 50 and 97, so you'll have quick access to Baltimore and Washington, DC. airports. Whether you want a weekend getaway or a relaxed full-time lifestyle, Severn House is a great option! New HVAC. New stove and new dishwasher; refrigerator is only three years old. This unit is conveniently located next to the laundry and the bike storage. Neighborhood Amenities: EV charging stations; waterfront swimming pool with large patio deck, views of the marina, and WIFI; Small craft launch for kayaks, canoes, paddle boards; dock "bubbler" system; wood shop with professional tools; mature trees and native gardens, full-time, on-site manager; vibrant social life including garden club, book club, wood shop club, summer waterfront happy hours and summer water aerobics. Let's get moving!

ANNAPOLIS

769 FAIRVIEW AVENUE B 769B

2 Beds

2 Baths

1,168 Sq.Ft.

$425,000

MLS#: MDAA2138520

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

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