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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
305
# of Listings
3
Avg # of Bedrooms
$474
Avg. $ / Sq.Ft.
$1,088,507
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

305 Properties Found. Page 9 of 21.

Welcome to 3505 Cohasset Ave, a beautifully updated single-family home in the sought-after Arundel on the Bay community—surrounded by water with water access on three sides! This spacious 4-bedroom, 3-bath home offers an inviting open layout with vaulted ceilings, skylights, and an abundance of natural light. Enjoy multiple outdoor living spaces, including a screened three-season room, an upper deck off the primary suite, a front porch/deck with carport underneath, and a backyard patio—perfect for entertaining or relaxing. A versatile storage space beneath the three-season room offers endless possibilities, whether for a workshop, man cave, or she shed. The home has been thoughtfully and continually updated with modern features: new countertops (2025), new front door (2024), kitchen herb window and split rail fencing (2023), rebuilt dining/three-season room with flat roof and new upper deck (2022), primary bath renovation (2021), pellet stove and basement bath (2020), plus siding, rebuilt front deck/carport, new washer & dryer (2019), and a new roof, upgraded lighting, landscaping, and patio (2018). With community water access and a prime Annapolis location, this home combines coastal charm, modern updates, and flexible living spaces—ready to enjoy!
#MDAA2124012

ANNAPOLIS

3505 COHASSET AVENUE

4 Beds

3 Baths

2,650 Sq.Ft.

$715,000

MLS#: MDAA2124012

Tucked away on a peaceful cul-de-sac in the desirable Georgetown Grove community, this beautifully maintained three-level waterfront home offers the perfect blend of privacy, comfort and convenience. Set on the largest lot in the neighborhood, the property abuts onto the headwaters of Back Creek. A picturesque, wooded lot surrounds the home and provides a blanket of greenery during the summer season. Stunning views of Back Creek and its boats are enjoyed the rest of the year. A protected wetland bird sanctuary is situated just behind the home, attracting blue herons, hawks, and an abundance of wildlife. The community also provides kayak and paddleboard access to the creek, affording you incredible views of boats and marinas, and the Chesapeake Bay. The home features an open concept living and dining area, a dramatic two-story vaulted ceiling, and a wall of feature windows that frame lush landscaping and provide abundant natural light. The kitchen features white cabinetry, granite countertops, pantry storage, and a sunlit table area overlooking the deck, trees and creek. Just beyond, the family room offers a cozy retreat with a fireplace and a triple-panel sliding glass door that leads to the multi-tiered entertainment deck, ideal for outdoor gatherings and peaceful relaxation. Upstairs, the primary suite includes two closets, a separate vanity area, and a spacious en suite bath with double vanity, soaking tub, and separate shower. Two additional bedrooms, one with a cathedral ceiling, share an updated full bath. The spacious, finished lower-level walkout provides a functional space that includes a large cedar closet, full bath with steam shower, and walk-out access to a stone patio surrounded by trees and a water view. If needed, this large space could serve as an in-law suite or rental unit. The property also offers a rare opportunity to experience the waterfront while living in the heart of Annapolis. Downtown historic Annapolis, the Naval Academy, Eastport, marinas, restaurants, grocery shopping and commuter routes to Washington DC are all just minutes away. Quiet Waters Park is a short walking/biking distance, providing family recreation, summer concert series, educational events, and watercraft rentals. A local marina, grocery store and restaurants are all within walking distance. Enjoy gracious living in this private Georgetown Grove home, along with a vibrant lifestyle that comes with living in the heart of Annapolis.
#MDAA2114986

ANNAPOLIS

39 WINDWHISPER LANE

3 Beds

3 Baths

3,193 Sq.Ft.

$700,000

MLS#: MDAA2114986

we've had a price improvement! Stop by and see this beautiful home! OPEN HOUSE 8/24/25 Priced below market value!! Beautiful home in Heritage! Absolute turn-key! This home has a Wonderful, Open floor plan with 2 En Suites on the Main Level. Spacious, updated Kitchen with coffee bar, Living and Dining Area with Tons of Light. Sliding Glass Doors from the Kitchen Area to the Back Deck and on the Lower Level their are sliders to the Patio and Backyard. Renovated Lower Level with Fireplace and with space with doors for an office and workout room. Attached 2-Car Garage fresh paint and updates Galore! The location of the property is ideal with access to Eastport, Downtown and RT 50 within moments. The community pool is just around the corner from the house. There is not an HOA but a community pool included in the property taxes.
#MDAA2121446

ANNAPOLIS

407 MERRYMAN ROAD

4 Beds

3 Baths

1,850 Sq.Ft.

$699,999

MLS#: MDAA2121446

You’ve Got to See This One! Absolutely meticulous from top to bottom, this stunning 4-bedroom, 3-bath home in the charming community of Homewood is bigger than it looks and packed with upgrades. Step inside to find a spacious owner’s suite with a large walk-in closet and a well-designed bathroom, a gorgeous updated kitchen with quartz countertops, stylishly renovated bathrooms, luxury vinyl plank flooring, new carpet, fresh paint, and custom closet systems throughout. Enjoy over 2,400 sq ft of turn-key perfection—just move in and start living! Most windows have been replaced, and extras include a new washer and dryer, wood blinds, and more. Step out back to your screened porch, the perfect spot to relax and unwind. The fully fenced yard features a fire pit, shed, and plenty of space to entertain or play. All this just 1.5 miles from Downtown Annapolis and the Naval Academy—conveniently located near the Navy-Marine Corps Stadium, Poplar Park trails, West Annapolis, and everything downtown has to offer. A completely renovated home inside and out—come experience this incredible property today!
#MDAA2115252

ANNAPOLIS

10 N HOMELAND AVENUE N

4 Beds

3 Baths

2,444 Sq.Ft.

$699,900

MLS#: MDAA2115252

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

Waterfront Townhouse in Chesapeake Harbour Your search ends here! This mint-condition, fully renovated waterfront townhouse in Chesapeake Harbour combines modern luxury with resort-style living. Renovated in 2022 and offering a 2-car garage, this pristine home showcases marina views and designer finishes throughout. Inside, you’ll find engineered hardwood flooring, a custom staircase, solid wood doors, detailed mouldings, and updated baths. and closets. The gourmet kitchen features quartz countertops, new cabinetry, tile backsplash, recessed lighting, pantry, stainless steel sink with disposal, and premium appliances—including a KitchenAid side-by-side refrigerator, GE 5-burner gas stove, dishwasher, and a brand-new 2025 washer/dryer. The primary suite offers a custom bath and walk-in closet, while the second bedroom with pocket doors doubles perfectly as a guest space or home office. Mechanical updates include a new gas hot water heater (2022) and furnace/AC (2018). An oversized garage with a spacious front storage area adds convenience. Enjoy sweeping views of the Chesapeake Harbour Marina and community amenities: two swimming pools, tennis/pickleball courts, fitness center, private beach, marina, and the newly opened waterfront restaurant with outdoor dining and weekend live music. All just minutes from Downtown Annapolis, Eastport, the Naval Academy, shopping, dining, and with easy access to Washington DC, Baltimore, and BWI Airport. Whether for a year-round residence or a weekend retreat, this home offers the best of Chesapeake Bay living. Enjoy views of the Chesapeake Harbour Marina and take advantage of community amenities including two pools, pickleball/tennis courts, fitness center, private beach, marina, and the newly opened waterfront restaurant offering outdoor dining and live music on weekends. Ideally located just minutes to Downtown Historic Annapolis, Eastport, the US Naval Academy, shopping, and dining—with easy access to Washington DC, Baltimore, and BWI Airport—this townhouse is perfect for a year-round residence or weekend retreat.
#MDAA2124540

ANNAPOLIS

2022 SAMS WAY 12A

2 Beds

2 Baths

1,923 Sq.Ft.

$675,000

MLS#: MDAA2124540

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

Welcome to the luxury condominium community known as the Residence at Park Place in Annapolis. This two bedroom, two bathroom condo has been lovingly cared for during the owner's tenure. This airy, light and bright second floor condo offers expansive views of the scenic front courtyard and fountain, The open floor plan integrates the living and dining areas creating a spacious environment. The remodeled gourmet kitchen/dining area boasts of granite countertops, stainless steel appliances, a gas range, plenty of cabinetry for storage and a built-in glass door closet in the dining area. Primary bedroom offers a built-in desk, built-in Murphy bed, a walk-in closet and ensuite bath with a double vanity and tub/shower. The second spacious and bright bedroom also offers an ensuite bath with walk-in shower, closet area and shelving behind professional curtains and built-in bookcases. Park Place offers an array of amenities including 24 hour concierge service, secure lobby, outdoor pool, hot tub, fitness center, party room w/full kitchen and pool table, a library, a garden area, backyard court, outdoor grill & dining area, etc. This condo also comes with two parking places. Park Place is located within walking distance to nearby restaurants or hopping on the free downtown circulator bus to visit the restaurants and specialty stores or just sit by the city dock and enjoy the views.
#MDAA2124954

ANNAPOLIS

5 PARK PLACE 224

2 Beds

2 Baths

1,188 Sq.Ft.

$670,000

MLS#: MDAA2124954

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

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