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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
318
# of Listings
3
Avg # of Bedrooms
$467
Avg. $ / Sq.Ft.
$1,069,152
Med. List Price

Browse Annapolis Real Estate Listings

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318 Properties Found. Page 12 of 22.

Amazing location, minutes to Annapolis and the Bay Bridge. Easy commute to DC. Incredible opportunity to own a beautiful parcel of land on desirable Shot Town Road area where large estates abound. Build a sprawling estate or possible subdivision potential of three smaller lots. If you can imagine yourself here and need additional resources to build your dream home please call for more information.
#MDAA2113200

ANNAPOLIS

SHOT TOWN ROAD

None Beds

None Baths

7.83 acres

$600,000

MLS#: MDAA2113200

REDUCED AND PRICED TO SELL! STEP INTO LUXURY AT THE YACHT CLUB CONDOMINIUMS OVERLOOKING BEAUTIFUL SPA CREEK AND THE GORGEOUS GROUNDS OF ST MARYS CATHEDRAL. This 1 Bedroom, 1 Bath Condo boasts Stainless Steel Appliances, a Wood Burning Fireplace and spectacular views from your private deck. Enjoy the ultimate Annapolis Lifestyle where you can dine dockside, paddleboard at sunrise and take a dip in the waterside pool. Step inside and call it home. The Community Amenities elevate the experience with a clubroom, fitness area with shower facilities, waterside pool, grilling area, deep water marina access, assigned parking, laundry area, secure storage area and pet-friendly! This unit is being sold furnished, don't wait, schedule your tour today! Condo bylaws require a 15 day right of refusal before settlement. Possibility of buying a boat slip directly out front at marina. This complex allows long and short term rentals.
#MDAA2121698

ANNAPOLIS

301 BURNSIDE STREET C 202

1 Beds

1 Baths

513 Sq.Ft.

$599,000

MLS#: MDAA2121698

Huge Price adjustment!!!!! Discover your slice of paradise in the heart of Annapolis! This exceptional property combines two complete homes with productive fruit trees, creating the ultimate in flexible living. It is Opened up to be one home but with little work you can close off to make this two separate living areas. Main Home (3BR/2BA): Beautiful hardwood floors flow through the large living room and bedrooms, while the spacious kitchen with Island connects to a separate dining area - perfect fro daily living and entertaining. Three comfortable bedrooms and two full baths complete this well designed space. You can close off addition very easily and make it a true In-Law suite or a nice rental apartment for extra income. In-Law suite Addition (1BR/2BA - 1200 sq ft): This isn't just and addition - It's a complete second home! Features include a large living room, Full eat-in kitchen, bedroom, two full baths, and generous laundry room. The crown jewel? An incredible 8x28 Sunroom with natural gas fireplace - your year round sanctuary with garden views. Separate entrance ensures complete privacy. Step outside to your personal orchard featuring mature pear, apple, cherry, plum and chestnut trees, plus established grapevines. Imagine morning coffee in the sunroom or out the back patio surrounded by blooming fruit trees and harvesting your own fresh produce each season. Entertaining made effortless with a sprawling 650 sq ft deck - perfect for everything from intimate dinners to large gatherings. The outdoor space flows seamlessly with nature's bounty at your fingertips. Two separate driveways ensure privacy and convenience, with circular drive serving the main house (multiple car capacity) and a dedicated 4 - car driveway for the In-law suite. Storage and workspace solved with a generous 12x24 detached garage and 8x14 shed - plenty of room for vehicles, tools, hobbies and seasonal storage. Prime Annapolis location puts you in the heart of Maryland's historic capital where waterfront charm continues to fuel demand and properties remain strong. Just a mile from downtown Annapolis for all your dining and shopping needs. Walk to Truxtun park and the Pip Moyer center that houses a gym, basketball courts, and an indoor track. You can also walk to the newly renovated tennis court and Pickleball courts with lights. Around the corner is the Truxtun park pool, Public Boat ramp and fishing pier.
#MDAA2118498

ANNAPOLIS

399 HILLTOP LANE

4 Beds

4 Baths

3,808 Sq.Ft.

$595,000

MLS#: MDAA2118498

New on site 3 days ago
Discover the charm of this beautiful Colonial home nestled in the desirable Atlantis community. With 4 spacious bedrooms and 2.5 bathrooms, this residence offers a perfect blend of comfort and functionality. The heart of the home features a well-appointed open kitchen equipped with modern appliances. Step outside to a serene backyard that backs to lush trees, providing a peaceful retreat and a natural backdrop for outdoor gatherings. Enjoy the community's amenities, including common grounds, a pier/dock for water activities, and tot lots/playgrounds for leisure and recreation. Just blocks away, the Magothy River invites you to explore its waters with opportunities for canoeing, kayaking, and fishing. The Atlantis neighborhood is known for its proximity to excellent schools, parks, and essential public services along with the many community opportunities it provides such as parades, egg hunts, chili cook offs and more. With an unfinished walkout basement, the potential for additional living space is at your fingertips. Experience energy efficiency with a 2022 HVAC and 2019 water heater along with leased solar panels that keep utility costs manageable even during these times of rising costs.The attached garage and ample driveway parking add convenience to your daily routine. With all new paint throughout, this home is ready for you to move right in!
#MDAA2128368

ANNAPOLIS

1179 NEPTUNE PLACE

4 Beds

2 Baths

2,805 Sq.Ft.

$590,000

MLS#: MDAA2128368

Welcome to this beautiful end unit located in Riva Trace. Perfect family home with three bedrooms and 2.5 baths and a full finished basement. The home not only has plenty of street parking but also has an oversized one car garage with a power door opener. Go around the back and you will find a custom patio and a deck off the family room.... very private!!! The kitchen features granite counter tops and newer appliances plus a built-in microwave. Walk out of the kitchen and you will find yourself in the familywith beautiful fireplace, separate formal dining room with hardwood floors and living room with a second fireplace! Take the steps upstairs to find a large master bedroom with HUGE walk-in closet and full bath. To more bedrooms and another full bath completes the upstairs. Downstairs features a large rec room with a full wet bar, a sauna, a workshop/office. Plus a washer and dryer. Seller replaced windows (double&triple pane) and sliding door off kitchen….1st class !!! Seller is providing a ONE YEAR Cinch/HMS home warranty to the lucky buyers at settlement. Paths leads to the South River where there is a pier for Riva Trace owners only.
#MDAA2120792

ANNAPOLIS

2942 WINTERS CHASE WAY

3 Beds

2 Baths

3,075 Sq.Ft.

$585,000

MLS#: MDAA2120792

New on site 1 day ago
Beautifully Updated Annapolis Home Near Navy Stadium!! Welcome to 201 Bowie Ave, a turnkey 4-bedroom, 3-full-bath home in an unbeatable location. Just a short distance to Navy Stadium, local shopping, dining, and commuter routes, this home blends convenience with comfort and style. The interior has been thoughtfully updated throughout, featuring bright, open living spaces and a modern kitchen. Offering flexible living arrangements with a full bath and bedroom on the lower level, and spacious bedrooms, beautifully finished baths, and ample storage on the main level. Step outside to a fully fenced backyard — perfect for pets, gatherings, or relaxing outdoors. Whether you’re looking for a walkable Annapolis lifestyle or an easy move-in ready home, this one checks all the boxes.
#MDAA2129020

ANNAPOLIS

201 BOWIE AVENUE

4 Beds

3 Baths

1,709 Sq.Ft.

$584,900

MLS#: MDAA2129020

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.
#MDAA2100426

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$575,000

MLS#: MDAA2100426

PRiCE IMPROVEMENT! COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any décor. The entry staircase will take you into an open concept Dining area and chef’s choice restaurant-inspired dining bar Kitchen showcasing sleek quartz & stainless steel surfaces. Adjoining the kitchen is a glass-encased living room with a gas fireplace to further enhance ambiance. Upstairs you’ll find a Generous Primary Bedroom Suite with 2-sided walk-in closet w/organizers & luxe spa Bath! The upper level also has two Additional bright ‘n’ airy Bedrooms (flexible use spaces) and a Full Bath with a double vanity. Stairs ascend to a PANORAMIC ROOFTOP VIEW DECK for alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock harbor, the USNA, Westfield/Towne Centre Malls, eclectic restaurants & crab cake eateries, marinas/boating, and commuter RTs 50/97/2. NYC SOPHISTICATION IN TANDEM WITH RELAXED BAY LIVING!
#MDAA2121454

ANNAPOLIS

547 LEFTWICH LANE 88

3 Beds

2 Baths

2,600 Sq.Ft.

$575,000

MLS#: MDAA2121454

This updated home offers 3 bedrooms and 2 full baths, with flexible living spaces throughout. The main level features hardwood & tile floors, an updated kitchen with stainless steel appliances (including a brand-new dishwasher), white cabinetry, updated countertops, and plenty of space for a dining table. Just off the kitchen, step out to a private deck overlooking the fenced-in backyard. The main level also includes a bedroom and a full, updated bath—perfect for guests, a home office, or additional living space featuring a cozy wood-burning fireplace. Upstairs, you’ll find two spacious bedrooms, one with a walk-in closet, and a full hallway bathroom. The fully finished basement offers even more living space with a versatile room ideal for an extra bedroom, gym, or home office. A wet bar makes it perfect for entertaining or creating an independent living area for guests or in-laws. The laundry room is also located on this level. Enjoy the outdoors with a spacious fenced yard, firepit area, and storage shed. A paver driveway provides parking for 4+ vehicles and includes a 30-amp RV charger. This location is less than 3 miles from Historic Annapolis and just a mile from Quiet Waters Park. If you need to keep a boat close by, Port Annapolis Marina sits on Back Creek and offers slips as well as a pool membership availability. It’s also home to the sought-after Black Market Bakers, a neighborhood favorite. Convenient to restaurants, shops, and grocery stores, with easy access to USNA, Ft. Meade, BWI, and Washington, DC.
#MDAA2126664

ANNAPOLIS

1011 HYDE PARK DRIVE

3 Beds

2 Baths

1,928 Sq.Ft.

$575,000

MLS#: MDAA2126664

Welcome to this beautifully maintained 4-bedroom, 2.5-bath split foyer on a desirable corner lot in Cape St. Claire. The upper level features a bright open-concept kitchen, dining, and family room, perfect for entertaining, with access to a spacious deck for morning coffee or summer gatherings. The lower level offers a private primary suite, a second family room, and two bonus rooms ideal for a home office, gym, or extra bedrooms, plus a sliding door to the patio and fenced backyard. Additional highlights include numerous upgrades, a large side yard, and a hydroponic growing system for garden enthusiasts. Cape St. Claire offers a true lifestyle community with marinas, parks, beaches, a fishing pier, and convenient access to shopping, schools, and easy commutes to Annapolis, D.C., Baltimore, and the Eastern Shore. Schedule your showing today—this one won’t last long!
#MDAA2127586

ANNAPOLIS

1247 RAMBLEWOOD DRIVE

4 Beds

2 Baths

1,728 Sq.Ft.

$570,000

MLS#: MDAA2127586

Welcome to unit 402 at The Grandview at Annapolis Towne Centre! This spacious 2BR/2BA condo offers 1,485 sq ft of upscale living with 10’ ceilings, hardwood and tile flooring, granite countertops, a gourmet kitchen, walk-in closets, and an in-unit laundry room. Enjoy a private balcony, 2 assigned garage parking spaces, and a new HVAC system (2023). The secure building features top-tier amenities including a rooftop pool, fitness center, massage room, club rooms, and concierge services. Ideally located just steps from Whole Foods, restaurants, shopping and entertainment. Convenient access to major routes including US-50, I-97, and public transit options makes commuting to DC, Baltimore, and Fort Meade a breeze. Luxury, location, and lifestyle all in one… come check it out today!
#MDAA2117220

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 402

2 Beds

2 Baths

1,485 Sq.Ft.

$567,000

MLS#: MDAA2117220

New on site 4 days ago
Nicely updated home in sought-after Cape St Claire. Oversized .32 acre lot. New kitchen with quartz countertops, stainless steel appliances, and high-end soft-closing shaker style cabinets. New bathroom in the basement with large walk-in shower and 48 inch vanity. Main hall bathroom updated and modern. New water conditioning system, new back deck, basement, sliding door, and some new windows. All new light fixtures and recessed lighting added. New Service panel upgraded to 200 amp service. All new flooring and paint. Over $4000 in repairs recently done to wood-burning fireplace and chimney to make it fully functional. New blowing insulation in the attic to save on heating and cooling cost, five-year-old oil furnace and central AC, and hot water heater. Deep lot that just keeps going and going. Lots of possibilities if you bring your imagination for tree houses, fire pits…This home is located in a prime location. Across the street from Community preserved area with Trail three blocks from the Lake Claire Beach, boat slips, and fishing pier. Living in the coveted Cape St. Claire community, you'll have access to two sandy beaches, a fishing pier, a boat launch, and a playground with spectacular views of the Chesapeake Bay and Magothy River. The community also offers ballfields, a swimming pool, and a shopping plaza with restaurants and all your essentials. Enjoy lively neighborhood events such as the annual Strawberry Festival in June and numerous holiday gatherings at the clubhouse.
#MDAA2128850

ANNAPOLIS

1031 LAKE CLAIRE DRIVE

4 Beds

2 Baths

2,008 Sq.Ft.

$564,900

MLS#: MDAA2128850

ON OF A KIND! This is a Penthouse and Luxury Living in an Active Adult 55+ Community ! One of a Kind, beautifully designed condo that combines luxury, comfort, and convenience. The kitchen has been re-designed and is the only one of it's kind in the building! Located on the 4th floor - Penthouse- in this active adult community, this is elevator accessible, with 1,210 finished sq. ft. in a spacious 2-bedroom, 2-bath residence with a balcony and offers a thoughtfully planned layout perfect for relaxed everyday living and easy entertaining. Step into a bright and airy home filled with natural light, featuring a private balcony, generous living space, and a versatile den/bonus room—ideal for a home office, reading nook, or guest space. The well-appointed kitchen boasts ample counter space and flows seamlessly into the dining area, making gatherings with friends and family a pleasure. Enjoy the added convenience of in-unit laundry and modern finishes throughout. This vibrant community is designed for those who value connection, comfort, and convenience. With easy access to downtown Annapolis, you'll be just minutes away from charming waterfront dining, boutique shopping, cultural attractions, and scenic views. Live the lifestyle you’ve been waiting for—refined, active, and effortlessly enjoyable.
#MDAA2120802

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 409

2 Beds

2 Baths

1,210 Sq.Ft.

$564,000

MLS#: MDAA2120802

Open House Saturday 10/11/25 12-2 pm. Price reduction on a perfect single family home in Annapolis. Nicely renovated single family contemporary in sought after Stonecreek (The Landings). 4 bedrooms, 2.5 bath. Stainless appliances and granite in the sunny kitchen. Minutes to downtown Annapolis, shops, parks, dining. Remodeled kitchen and all bathrooms. New HVAC, brand new architectural shingle roof. This home is move in ready! Properties rarely come up in this sidewalk neighborhood with community pool and tennis courts. Open House Sunday 9/21 12-2 pm
#MDAA2125460

ANNAPOLIS

1411 STONECREEK ROAD

4 Beds

2 Baths

1,920 Sq.Ft.

$559,000

MLS#: MDAA2125460

Note the dramatic change in the list price. Open house Saturday and Sunday 1 - 3 pm. come and take another look. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 security, tennis courts, a beach and walking trails.
#MDAA2127108

ANNAPOLIS

2010 QUAY VILLAGE COURT 101

2 Beds

2 Baths

N/A

$555,000

MLS#: MDAA2127108

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