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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

208

# of Listings

3

Avg # of Bedrooms

$513

Avg. $ / Sq.Ft.

$1,087,200

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

58 Properties Found. Page 1 of 4.

This home has so much to offer. The lot is larger than you think with a fenced back yard. The home itself features hardwood floors, a modern kitchen with custom cabinets, granite countertops, upgraded appliances. It boasts 3 bedrooms upstairs with hardwoods and a renovated bath (2020) with ceramic tile. Master bedroom includes full master bath with oversized shower. Lower level is great for needed storage with spacious laundry area. Exterior features recent power washing and updated landscaping in the front and ample off street parking.

ANNAPOLIS

207 1ST STREET

4 Beds

2 Baths

1,435 Sq.Ft.

$499,900

MLS#: MDAA2139948

Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. Residence at Park Place is near all that Annapolis has to offer. An easy walk to restaurants, city dock, Naval Academy, Main Street, year-round waterfront events, and shopping! Your commute just got easier with direct access to Routes 50/97, Baltimore & BWI airport, Fort Meade, and the Eastern Shore! Come see your new home! (furniture negotiable)

ANNAPOLIS

5 PARK PLACE 725

1 Beds

1 Baths

792 Sq.Ft.

$499,000

MLS#: MDAA2140048

Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been tastefully renovated and includes a tub/shower combo. The newly-carpeted basement offers flexible space for a home office, gym or recreation area plus dual closets for extra storage. Utilize the savings and comfort from the high-efficiency zoned dual heating/cooling system and heat pump. Outside, enjoy the fully-fenced backyard with vinyl privacy fencing and a hardscaped patio-ideal for entertaining-and a custom 16 x 12 storage shed for tools and gear. Nature & water lovers will appreciate the home's close proximity to Quiet Waters Park, where you can enjoy walking trails, a dock and boat/kayak access to scenic Back Creek. You're also just minutes from the Severn River, the Annapolis Maritime Museum, downtown Annapolis, the Eastern Shore and major commuter routes to Washington D.C., Baltimore and beyond. Don't miss this perfect blend of location, charm and convenience-your Annapolis lifestyle awaits!

ANNAPOLIS

1005 HYDE PARK DRIVE

2 Beds

1 Baths

1,190 Sq.Ft.

$499,000

MLS#: MDAA2130832

New on site 1 day ago

Freshly painted and move-in ready, this spacious end-unit townhome in Courts at Belle Pointe offers over 2,000 square feet of thoughtfully designed living across three levels. The main level features a bright and sunny living space with formal dining area seamlessly connected to your updated eat-in kitchen with stainless steel appliances and a custom tile backsplash. Step outside to the rear deck - perfect for outdoor dining and entertaining. Upstairs, you’ll find your large primary king suite with en-suite bathroom and large closet. Two additional comfortable bedrooms and shared full bathroom completes this level. The fully finished lower level provides exceptional flexibility, offering 4th bedroom, laundry room with updated washer/dryer, and

a generous living area complete with a cozy gas fireplace and direct walk-out access to a paver patio and oversized, newly fenced rear yard - ideal for relaxing or hosting. Located just minutes from downtown Annapolis on the Broadneck peninsula, this home offers easy access to parks, beaches, water activities, and major commuter routes.

ANNAPOLIS

1513 CHESTER TOWN CIRCLE

4 Beds

2 Baths

2,096 Sq.Ft.

$495,000

MLS#: MDAA2140190

Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical room, and storage closet. The loft-style upper level showcases exposed beams, soaring ceilings, abundant natural light, and a spacious bedroom with two closets and a full bath. Recent updates include fresh paint, new carpet and bathroom flooring (2024), refrigerator (2022), HVAC (2018), and dishwasher (2017). A rare bonus: boat slip entitlement in the private marina. Community amenities include gated parking, waterfront pool and deck, private marina, kayak and bike storage, secure entry with elevator, on-site management, and laundry on each upper floor. Located in the heart of Eastport, just steps to restaurants, shops, and downtown Annapolis by foot, bike, or water taxi. This is your opportunity to own in one of Eastport’s most sought-after waterfront communities - schedule a showing today.

(The Tecumseh Condominium has a 15-day first right of refusal.)

ANNAPOLIS

312 SEVERN AVENUE W 401

1 Beds

1 Baths

660 Sq.Ft.

$485,000

MLS#: MDAA2137140

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

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

New on site 3 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

1 2 3 4

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