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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
295
# of Listings
3
Avg # of Bedrooms
$470
Avg. $ / Sq.Ft.
$1,068,980
Med. List Price

Browse Annapolis Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

105 Properties Found. Page 4 of 7.

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$699,000

MLS#: MDAA2122622

Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining. You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo floors add warmth and elegance, while the newly finished loft provides the ideal bonus space for a home office, playroom, or guest retreat. Each bedroom and bathroom is comfortably sized, offering plenty of room for everyone. The heart of the home—the kitchen—is sure to impress with its modern white shaker cabinets, stainless steel appliances, recessed lighting, and ample storage space that will inspire your inner chef. Step outside to your private deck, perfect for morning coffee or evening gatherings, all overlooking a peaceful wooded lot. Located in a welcoming waterfront community, enjoy exclusive access to the private playground on the beach and a dock with boat ramp just a block away—perfect for boating, kayaking, or simply enjoying the water.
#MDAA2121756

ANNAPOLIS

1192 BAY HIGHLANDS DRIVE

4 Beds

2 Baths

2,200 Sq.Ft.

$699,000

MLS#: MDAA2121756

Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath, perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths, and 2 half baths, this home is designed for both comfort and style. Enjoy warm hardwood floors, upgraded tile in every bath, and a large sundeck complete with a sleek 36” indoor-outdoor twilight gas fireplace, ideal for entertaining year-round. Step outside and enjoy nearby parks, or take a quick bike ride into Eastport and downtown Annapolis to explore boutique shops, waterfront views, and award-winning restaurants. The home offers ample parking with a spacious garage that comfortably fits two cars, plus room for two more in the driveway. There are six designated visitor spots nearby, along with overflow parking available on Milkshake Lane. Our GPS address is 52 Primrose Hill Lane (incorrect map location on 3rd party websites).
#MDAA2118218

ANNAPOLIS

103 NORMA ALLEY

4 Beds

3 Baths

1,880 Sq.Ft.

$695,000

MLS#: MDAA2118218

NEW CONSTRUCTION- MOVE IN READY! Welcome to the Homes at River Birch. A luxury townhome community that celebrates the best of modern design and urban lifestyles. These farmhouse, attached homes are semi-custom with 4 bedroom options within two different floor plans. These homes boasts an abundance of features including wide plank LVP floors, gorgeous quartz countertops, stainless steel appliances, an attached garage, En Suite bath, custom wood cabinets, and an optional rooftop terrace perfect for entertaining. The unbeatable location is within walking distance of the finest shopping and restaurants Annapolis has to offer. Enjoy easy access to major commuting routes to D.C, Baltimore, the Bay Bridge and more! The Homes at River Birch are one of the recent crown jewels of Annapolis Development providing excellent modern craftsmanship and the finest conveniences at your fingertips.
#MDAA2123602

ANNAPOLIS

2075 OLD ADMIRAL COURT

4 Beds

4 Baths

3,200 Sq.Ft.

$689,900

MLS#: MDAA2123602

Extreme Price Improvement! Drastically reduced over $50k!! Motivated Seller!!! Step into Luxury Living in this beautiful ground level 2 bedroom 2 bathroom condominium at 5 Park Place, Annapolis' most coveted address. You'll be delighted from the moment you approach the impressive building and impressed again and again by all of the features and amenities that are included for you here. Step inside the grand lobby and your own front door is just a few short steps away! Inside find an open flowing floor plan with everything you could want, all on one level! The living room is spacious and features a handsome gas fireplace, hardwood flooring and sliding glass door to your very own private balcony. The balcony includes space for seating and is a rare find in the building! Enjoy the elegant kitchen with solid wood cabinets, stainless steel appliances and gleaming granite countertops. Enjoy meals in the dining area or by the breakfast bar. The guest suite is large and features 2 closets and direct access to the convenient guest bathroom. The primary suite is neutral and oversized with a wonderfully large walk-in closet and full primary bathroom with double sinks. 2 Garage parking spots are included as well as a valuable bonus garage storage space! Park Place residents enjoy so many conveniences including an outdoor pool, impressive gym, party room, billiards room, several decorated spaces and meeting rooms, a outdoor paths, dog park area, dedicated building manager, a trolly to take you Downtown and more! See it today!
#MDAA2100262

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$689,000

MLS#: MDAA2100262

Experience luxury and convenience at The Residence at Park Place!! This two-bedroom, two-bathroom condo has been used as a second residence so lightly used! It remains in pristince condition. The open floor plan seamlessly integrates living and dining room areas creating a spacious and bright cheerful setting/home environment. The gourmet kitchen offers granite countertops, breakfast bar, stainless steel applicances, a gas range and plenty of oak cabinetry in addition to a separate pantry. The primary suite feautres a walk-in closet and a serene ensuite bath with a double vanity and tub/shower. The second bedroom offers a spacious walk-in closet, ensuite bath and a upscale Murphy bed which includes a sofa and coffee table professionally installed. Enjoy the convenience of in-unit laundry and the rarity of two assigned garge parking spaces. The community's resort-style amenities include a secure lobby with concierge service, indoor and outdoor pools, hot tub, a fitness center, a party room, a library, a garden area, outdoor dining and a dog park. With dining, shopping, entertainment and historic downtown just minutes away, this is a premier Annapolis living at its finest!
#MDAA2113228

ANNAPOLIS

5 PARK PLACE 507

2 Beds

2 Baths

1,277 Sq.Ft.

$675,000

MLS#: MDAA2113228

Private and Peaceful Eastport Waterfront Community. Price Improvement - Waterfront Enclave - Greatest Value in Eastport! Peaceful, private waterfront setting, low maintenance, fully walkable, and just 33 miles to D.C.— "lock & leave" or live the Annapolis Lifestyle year-round. Beautiful townhome with over 2,000 sq. ft. of living space, 3 large waterfront balconies perfect for entertaining or enjoying the serene view; 3 stacked-stone fireplaces for cozy winter nights. Gourmet kitchen with GE Monogram appliances, double oven, and wine fridge. Huge spa-like luxury primary bath with 2-person sauna, hydrotherapy-jetted tub, and custom shower. EV outlet at carport with storage overhead. Community dock with waterside deck. Paddle to town or walk to cafes, restaurants, yacht clubs & vibrant Eastport community events.
#MDAA2114452

ANNAPOLIS

1233 BOUCHER AVENUE

3 Beds

2 Baths

2,052 Sq.Ft.

$675,000

MLS#: MDAA2114452

Welcome home to this beautiful property set on a gorgeous lot with mature trees and thoughtfully designed landscaping. A long driveway leads to the inviting front porch and fenced yard with parking made easy. Inside, hardwood floors span the main level, featuring a formal dining and living room, plus a cozy family room with a brick-accented fireplace. The eat-in kitchen offers stainless steel appliances, ample cabinetry, and a custom backsplash. Step outside from the family room to a large deck with stairs leading to the backyard and patio, perfect for outdoor entertaining. Upstairs, you’ll find generously sized bedrooms, including the primary suite with a dual vanity and stand-up shower. The finished basement adds versatility with an additional room and walkout access to the yard and deck. This home offers space, comfort, and charm, both inside and out!
#MDAA2123814

ANNAPOLIS

1807 GREEN TOP COURT

4 Beds

3 Baths

2,574 Sq.Ft.

$674,000

MLS#: MDAA2123814

This Hillsmere Shores residence is conveniently located within walking distance of South River and Key School. The property features a flexible interior layout, including a main-level suite with a full bathroom and sitting area, currently utilized as a family room with a home office. A rear staircase offers secondary access to the updated kitchen, which showcases stainless steel appliances and granite countertops. Hardwood floors extend throughout the living and dining areas, as well as three bedrooms. The living room includes a fireplace, "as is" with an electric insert, while the dining area, with cabinetry—opens to a climate-controlled four-season room Bedroom level has 3 bedrooms one bedroom has "ensuite" access to the hallway full bathroom. The fenced rear yard features a firepit area, patio, expansive green space, established gardens, and a potting shed. Ample driveway and off-street parking. Hillsmere community offers the residents a voluntary community association ; access to a beach, marina, boat ramp, as well as an optional community pool membership. The location is within walking distance to the library and Quiet Waters Park, and is convenient to shopping, restaurants, gas stations, Historic Annapolis, and the U.S. Naval Academy.
#MDAA2120652

ANNAPOLIS

107 SPRING VALLEY DRIVE

4 Beds

2 Baths

2,525 Sq.Ft.

$658,000

MLS#: MDAA2120652

PRICE REDUCED! Discover the perfect blend of comfort and convenience at The Residence at Park Place in Annapolis. This two-bedroom, two-bathroom condo spans 1,292 square feet with an open layout and includes two secure garage parking spots. Ideally located just a short drive from Washington, D.C., Baltimore, and BWI Airport, it offers easy access to major hubs while being within walking distance of Historic Annapolis, the U.S. Naval Academy, and local dining favorites like Sailor Oyster Bar and Rams Head Tavern. Building amenities include a refreshing outdoor pool, a fitness center, and secure access, providing both convenience and peace of mind. Priced at below market, this property is an excellent opportunity to enjoy vibrant city living in one of Maryland’s most sought-after areas. The furnishings in the images have been virtually staged to help you picture the home’s full potential and layout possibilities. Contact your real estate professional for a private tour.
#MDAA2095846

ANNAPOLIS

5 PARK PLACE 430

2 Beds

2 Baths

1,292 Sq.Ft.

$658,000

MLS#: MDAA2095846

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, take a dip in the waterside pool or catch the water taxi to downtown Annapolis. Step inside to this immaculate unit 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.

$650,000

MLS#: MDAA2121698

Buyer's home contingency fell through. Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!
#MDAA2120052

ANNAPOLIS

2108 CHESAPEAKE HARBOUR DRIVE E 201

3 Beds

3 Baths

1,700 Sq.Ft.

$650,000

MLS#: MDAA2120052

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single or two unit residential dwelling. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious board room. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level includes a spacious reception area, 3 private offices & 1/2 bath. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Check local zoning for commercial use, but it is set up and zoned for two professional offices. Also listed as a multifamily property: MDAA2121808
#MDAA2120582

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,304 Sq.Ft.

$649,999

MLS#: MDAA2120582

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single- or two-unit residential dwelling. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious 1- or 2-bedroom residential unit. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level currently includes a spacious reception area; 3 private offices & 1/2 bath and can easily be converted into another 1- or 2-bedroom apartment. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Also listed for Commerical Sale: MDAA2120582
#MDAA2121808

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,300 Sq.Ft.

$649,999

MLS#: MDAA2121808

This beautiful home is ideally situated in a quiet cul de sac just minutes from shopping, dining, and vibrant downtown Annapolis. First floors opens to beautiful hardwood floors with wood burning fireplace in LR, kitchen with new appliances, freshly painted, upstairs with new carpeting and large closets, Master with adjoining bath, finished basement with laundry room with washer and dryer and storage, 1 car garage, fenced yard, lovely landscaping, close to schools, new roof 2019. Lovely laid out floor plan. This is a must see!!!
#MDAA2124730

ANNAPOLIS

111 JANWALL STREET

3 Beds

2 Baths

2,106 Sq.Ft.

$649,900

MLS#: MDAA2124730

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