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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
276
# of Listings
3
Avg # of Bedrooms
$515
Avg. $ / Sq.Ft.
$1,434,627
Med. List Price

Browse Annapolis Real Estate Listings

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276 Properties Found. Page 16 of 19.

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)
#MDAA2140048

ANNAPOLIS

5 PARK PLACE 725

1 Beds

1 Baths

792 Sq.Ft.

$499,000

MLS#: MDAA2140048

Charming 2 bedroom, 1 bath home in Eastport! This adorable property offers timeless character and plenty of potential! Featuring a spacious unfinished basement, a large finished attic for abundant storage, and a generous fenced backyard perfect for entertaining, gardening, pets, or play. New roof installed in 2024 for enhanced curb appeal. Enjoy the warmth and charm while taking advantage of its exceptional outdoor space and sought-after neighborhood. A wonderful opportunity to own a home close to everything the area has to offer. Parkwood Community has a volunteer community association with a $100/year membership fee which handles the marina, boat ramp, and kayak storage.
#MDAA2145728

ANNAPOLIS

2 HIGHLAND AVENUE

2 Beds

1 Baths

832 Sq.Ft.

$499,000

MLS#: MDAA2145728

OPEN HOUSE | Saturday 11 AM – 1 PM !! Be the first to see this newly renovated townhome! Fresh updates, modern finishes, and move-in ready. Stop by this Saturday and take a look before it’s gone! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout, and a rare opportunity to find a home at this price point this close to Eastport, Downtown Annapolis, and Quiet Waters Park. Ideally located just minutes from waterfront dining, shopping, marinas, and scenic trails, this home combines modern updates, exceptional value, and one of Annapolis’ most convenient locations. Whether you’re searching for a primary residence, weekend getaway, or investment opportunity, this is Annapolis living at an increasingly hard-to-find value. You won't want to miss it!
#MDAA2147928

ANNAPOLIS

149 QUIET WATERS PLACE

2 Beds

2 Baths

1,740 Sq.Ft.

$495,000

MLS#: MDAA2147928

Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new HVAC and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own.
#MDAA2146484

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

2 Baths

1,232 Sq.Ft.

$494,999

MLS#: MDAA2146484

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!
#MDAA2130832

ANNAPOLIS

1005 HYDE PARK DRIVE

2 Beds

1 Baths

1,190 Sq.Ft.

$489,000

MLS#: MDAA2130832

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.)
#MDAA2137140

ANNAPOLIS

312 SEVERN AVENUE W 401

1 Beds

1 Baths

660 Sq.Ft.

$485,000

MLS#: MDAA2137140

Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. 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.
#MDAA2121784

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$479,900

MLS#: MDAA2121784

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.
#MDAA2140556

ANNAPOLIS

5 PARK PLACE 425

1 Beds

1 Baths

838 Sq.Ft.

$477,900

MLS#: MDAA2140556

Resort-Style Living in Heritage Harbour | Premier 55+ Community in Annapolis. Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a lifestyle. Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room, dining area, and a remodeled kitchen with new cabinetry, countertops, and flooring—perfect for both everyday living and entertaining. The large primary suite includes a walk-in closet and a private en-suite bath, while the second bedroom offers direct access to a generous rear deck—ideal for relaxing or enjoying the outdoors. New carpeting adds comfort to both bedrooms. Additional highlights include a one-car attached garage and low-maintenance living in a vibrant, amenity-rich community. Enjoy all that Heritage Harbour has to offer—golf, indoor/outdoor pools, tennis, clubhouse activities, and lots more—just minutes from downtown Annapolis! Close to Restaurants, Shopping and more
#MDAA2143144

ANNAPOLIS

2627 COMPASS DRIVE

2 Beds

2 Baths

1,234 Sq.Ft.

$477,900

MLS#: MDAA2143144

45 Randall Street is the kind of opportunity that almost never comes available in Downtown Annapolis—a charming boutique storefront positioned directly in the heartbeat of one of Maryland’s most visited waterfront destinations. Perfectly situated between the U.S. Naval Academy and the Annapolis waterfront, this high-visibility commercial property captures constant pedestrian traffic from tourists, locals, midshipmen, and boaters alike. The building’s prominent street presence and classic downtown character create the ideal setting for a boutique retail concept, coffee bar, specialty shop, studio, or investment hold in an irreplaceable location. Surrounded by established national and local retailers, restaurants, and year-round activity, this property offers the rare chance to own a piece of Randall Street in the center of Annapolis’ thriving historic district. Seller financing may be available.
#MDAA2145716

ANNAPOLIS

45 RANDALL STREET

None Beds

None Baths

240 Sq.Ft.

$475,000

MLS#: MDAA2145716

OPEN HOUSE SATURDAY JUNE 6th, 10-12!!! And, HOLY MOLY, look at that NEW, LOW PRICE. Buyer had a change of heart and this fabulous house is now back on the market and could be yours! Brand New Carpet and wallpaper in bathrooms removed! ALSO, did you know, that one of the benefits of this home is that you CAN join and enjoy the Heritage Harbour amenities, BUT don't have to follow their 55+ rules at your home? This means if you can have adult children or grandchildren under the age of 55, they can stay with you as long as you would like! BEST OF BOTH WORLD!! Tucked away at the end of a quiet cul-de-sac, this two-level home has been lovingly cared for, is surrounded by mature trees and lush landscaping. Inside, the updated main level features durable and stylish LVP flooring, and it's truly move-in ready. The kitchen, remodeled in 2015, includes Corian countertops, a tile backsplash, updated cabinets, a stainless steel sink, and a garbage disposal, creating a functional and inviting space. With no age restrictions and an optional HOA( $97.60 monthly) offering access to a clubhouse, golf course, and more, this home provides flexibility and a lifestyle to fit a variety of needs. Don’t miss this well-maintained gem!
#MDAA2135788

ANNAPOLIS

2568 GLEN COVE

3 Beds

2 Baths

1,512 Sq.Ft.

$465,000

MLS#: MDAA2135788

Welcome to Walnut Ridge near sought-after Cape St. Claire area! This beautifully maintained 3-bedroom end-unit town-home offers extra privacy, abundant natural light, and a spacious layout designed for comfortable everyday living. The bright main level features a welcoming living room, dining area, and an updated kitchen with ample cabinetry, generous counter space, and room for casual dining. New soft-closing modern shaker style cabinets. Sliding doors lead to a private outdoor space perfect for entertaining, grilling, or simply enjoying the peaceful surroundings. Upstairs, you'll find a spacious primary suite along with two additional bedrooms and a full bath. The end-unit location allows for additional windows throughout the home, creating a light-filled and airy atmosphere. The lower level offers flexible living space ideal for a family room, home office, gym, playroom, or future expansion, along with plenty of storage. Bonus half bath in the basement. Walk-out level that leads to a craftsman style partially covered back patio. Some improvements include new roof, skylights, and windows in 2018. New deck boards in 2022. Enjoy the convenience of assigned parking, low-maintenance living, and access to all that the area offers, including parks, trails, shopping, and restaurants. Located in the highly regarded Broadneck School District and just minutes from downtown Annapolis, the Bay Bridge, Sandy Point State Park, and major commuter routes to Baltimore, Washington, and Fort Meade. This move-in ready home combines location, value, and lifestyle—don't miss this opportunity to make it yours!
#MDAA2147834

ANNAPOLIS

421 PEACH COURT

3 Beds

2 Baths

2,057 Sq.Ft.

$449,900

MLS#: MDAA2147834

***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.
#MDAA2136282

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 209

2 Beds

2 Baths

1,210 Sq.Ft.

$449,900

MLS#: MDAA2136282

Welcome to this beautifully updated home in the heart of Annapolis, offering the perfect combination of space, flexibility, and opportunity. Situated on nearly half an acre, this expansive property features 5 bedrooms, 2 full bathrooms, and a layout designed to accommodate a variety of living arrangements. Whether you're looking for space for a growing family, multi-generational living, extended guests, a home office, or potential rental income, this home offers endless possibilities. Seller financing may also be available for qualified buyers, providing a unique alternative financing opportunity. The main level showcases gorgeous hardwood floors, a bright and inviting living room centered around a cozy fireplace, and a beautifully renovated kitchen featuring white cabinetry, quartz countertops, and a stylish subway tile backsplash. The updated full bathroom boasts modern finishes and elegant tile work, creating a fresh and contemporary feel throughout. The fully finished walk-out lower level significantly expands the living space and includes its own kitchenette, full bathroom, laundry area, and several versatile rooms that can be used as additional bedrooms, guest suites, office space, a home gym, or recreation areas. Natural light fills the home, highlighting the spacious rooms and functional floor plan. Outside, the generous lot offers plenty of room for entertaining, gardening, pets, or simply enjoying the privacy and outdoor space. Conveniently located just minutes from downtown Annapolis, the U.S. Naval Academy, shopping, dining, parks, and major commuter routes, this property offers both comfort and convenience in one exceptional package.
#MDAA2140188

ANNAPOLIS

20 WASHINGTON DRIVE

5 Beds

2 Baths

1,828 Sq.Ft.

$449,900

MLS#: MDAA2140188

FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT. THANK YOU FOR SHOWING
#MDAA2140770

ANNAPOLIS

1531 HICKORY WOOD DRIVE

3 Beds

2 Baths

916 Sq.Ft.

$439,900

MLS#: MDAA2140770

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