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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
266
# of Listings
3
Avg # of Bedrooms
$529
Avg. $ / Sq.Ft.
$1,357,478
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

60 Properties Found. Page 4 of 4.

Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront pool, hosting crab feasts with friends, or simply soaking in the peaceful surroundings. Tucked away on the third floor and backing to woods, this unit offers rare privacy and a quiet retreat from the buzz of downtown—while still being just minutes away. The condo fee covers gas, water, sewer, and basic cable—making for easy, low-maintenance living (just pay electric). A dedicated basement storage unit adds extra convenience. Located close to Eastport Shopping Center, restaurants, coffee shops, the gym, and the farmers market, this is your opportunity to enjoy the best of coastal Annapolis living—every single day.
#MDAA2140406

ANNAPOLIS

796 FAIRVIEW AVENUE F 796 F

1 Beds

1 Baths

756 Sq.Ft.

$308,000

MLS#: MDAA2140406

Spring has arrived, and this beautifully updated 3-bedroom, 2-bath condo offers the perfect opportunity to enjoy the best of the Annapolis lifestyle. Located on the 3rd floor, this light-filled home combines modern upgrades, comfort, and unbeatable access to outdoor recreation and waterfront attractions. Inside, the open-concept living, dining, and kitchen area creates a warm and inviting flow, complete with a cozy fireplace—perfect for relaxing after a day on the water or exploring the city. The renovated kitchen (2022) features granite countertops, farmhouse sink, stainless steel appliances, and contemporary cabinetry designed for both everyday living and entertaining. Brand-new windows (2021) fill the home with natural light. The spacious primary suite includes a private en-suite bath and direct access to a walkout patio overlooking the community pool—an ideal spot for morning coffee, evening sunsets, or enjoying the spring breeze. Generous closet space throughout and updated bathroom finishes add to the home’s appeal. For buyers who love the outdoors, this location is exceptional. Just minutes away, enjoy scenic walking and biking trails, waterfront views, picnic areas, dog-friendly spaces, and seasonal outdoor activities at Quiet Waters Park, a local favorite with over 300 acres of trails and water access. You’re also moments from Historic Downtown Annapolis, Spa Creek, Back Creek marinas, waterfront dining, kayaking, sailing, and Chesapeake Bay attractions, making it easy to enjoy the coastal lifestyle that makes Annapolis so desirable. Community amenities include a swimming pool and convenient pet stations for easy living. Whether you're looking for a primary residence, a low-maintenance coastal retreat, or a home close to parks and the waterfront, this condo offers outstanding value and location. Now is the perfect time to make your move—schedule your private showing today and experience spring in Annapolis at its best.
#MDAA2129788

ANNAPOLIS

10 SANDSTONE COURT L

3 Beds

2 Baths

1,333 Sq.Ft.

$305,000

MLS#: MDAA2129788

Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking, maintenance/replacement of all appliances and HVAC. You've earned this!
#MDAA2128842

ANNAPOLIS

7101 BAY FRONT DRIVE 301

1 Beds

1 Baths

1,000 Sq.Ft.

$300,000

MLS#: MDAA2128842

This fabulous 3 bed/2 full bath condo has been renovated and is in the perfect location of amenity rich Fairwinds of Annapolis! Featuring fresh paint throughout, all new flooring (carpet and LVP), new windows and shades, new interior doors and a brand-new primary bath! This home is incredibly spacious, being one of the largest units, with lots of storage and a very flexible floorplan. Offering an owner's suite, full size washer/dryer in unit, updated eat-in kitchen, relaxing courtyard views and more! Fairwinds is close to wonderful restaurants, downtown Annapolis as well as shopping and services nearby. Community amenities include a swimming pool, tennis courts, tot lot and a picnic area with grills. Additionally, water, gas (heat and cooking) as well as biweekly foyer/stairwell cleanings are covered by the condo fee. If you have been waiting to find a large 3 bedroom, 2 bath condo, this is the home for you!
#MDAA2147576

ANNAPOLIS

140 GEORGETOWN ROAD 10

3 Beds

2 Baths

1,670 Sq.Ft.

$299,999

MLS#: MDAA2147576

Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the living and dining spaces to the covered balcony — protected on three sides for year-round enjoyment — while the incredible cross breeze throughout the home makes temperate months especially enjoyable indoors. Inside, nearly every surface has been updated with brand-new finishes, including luxury vinyl plank flooring, new carpet, new soft-close cabinetry, quartz countertops, stainless steel appliances, fresh paint, and fully renovated bathrooms. The spacious primary suite offers a walk-in closet and private en suite bath for added comfort and convenience. Residents of Greystone Court enjoy secured building entry, beautifully maintained common grounds and green space, a fantastic outdoor pool, fitness center, and abundant guest parking. The unit also includes two parking spaces — one assigned and one permit parking space. Ideally located with easy access to Downtown Annapolis, Washington D.C., and all major commuter routes, this home also places you moments from shopping, dining, and everyday conveniences. Modern, move-in ready, and perfectly located — this is condo living at its best.
#MDAA2144856

ANNAPOLIS

40 GREYSTONE COURT L L

2 Beds

2 Baths

1,229 Sq.Ft.

$299,900

MLS#: MDAA2144856

Welcome to this fully renovated, single level condo on the 2nd floor of the building. One of the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor pool, exercise room, and recreational clubroom. Reserved/assigned parking is available for two vehicles.
#MDAA2142030

ANNAPOLIS

10 SANDSTONE COURT G

2 Beds

2 Baths

1,103 Sq.Ft.

$298,500

MLS#: MDAA2142030

New on site 1 day ago
Beautifully Renovated 3BR/2BA Condo in Sought-After Annapolis Overlook. Welcome home to this bright and beautifully updated 3-bedroom, 2-bathroom condominium. The spacious, open-concept living area features a cozy fireplace and flows seamlessly into the dining room. In the kitchen, you will find stainless steel appliances, abundant counter and cabinet storage, and a convenient breakfast bar. The primary suite boasts a private full bathroom and direct deck access overlooking scenic green space. Designed with a split floor plan, the second bedroom sits on the opposite side of the home for optimal guest privacy, adjacent to the second full bath. The flexible third bedroom serves perfectly as a den or dedicated home office.Annapolis Overlook is a pet-friendly community offering premier amenities, including an outdoor pool and fitness room. Conveniently located with easy access to Rt. 50 and I-97, you are just minutes from Quiet Waters Park, Annapolis City Dock, Truxton Park Recreation Center, local shopping, dining, and the Chesapeake Bay.
#MDAA2150516

ANNAPOLIS

20-F AMBERSTONE COURT

3 Beds

2 Baths

1,119 Sq.Ft.

$290,000

MLS#: MDAA2150516

Price Improvement! Welcome to 930 Astern Way — a completely renovated spacious 1-bedroom, 1½-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit offers modern comfort and low-maintenance living. The open layout creates an airy feel, with abundant natural light flowing throughout the home. The generously sized bedroom includes a private full bath, while the additional half bath is perfect for guests. Whether you’re relaxing at home or entertaining friends, this condo provides both comfort and style. One of the standout features of this building is the incredible convenience: residents enjoy access to a gym located right in the building, along with both an indoor pool and an outdoor pool — allowing you to swim and stay active year-round without ever leaving your immediate community. Beyond the building, Heritage Harbour offers unmatched resort-style amenities at the Lodge, including another indoor and outdoor pool, fitness center, golf course, tennis and pickleball courts, kayak storage, walking paths, on-site restaurant, woodworking shop, community library, and countless clubs and social activities. This vibrant waterfront community is known for its active lifestyle and welcoming atmosphere. If you’re looking for bright, updated living combined with exceptional amenities and convenience, 930 Astern Way delivers it all.
#MDAA2145386

ANNAPOLIS

930 ASTERN WAY 510

1 Beds

1 Baths

1,152 Sq.Ft.

$289,000

MLS#: MDAA2145386

New on site 1 day ago
Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional staging, this move-in-ready home offers both style and convenience. One of its most sought-after features is the private exterior entrance, allowing you to access the condo directly from the parking lot without going through the building's main entrance. It's perfect for bringing in groceries, moving furniture, or taking your pet outside with ease—a convenience the current owner says they'll truly miss. As an end unit, you'll enjoy added privacy along with all the outstanding amenities Heritage Harbour has to offer, including indoor and outdoor pools, a fitness center, golf course, tennis and pickleball courts, clubhouse, waterfront lodge, marina, walking trails, restaurant, and an abundance of clubs and activities. Enjoy easy, low-maintenance living in one of Annapolis' premier 55+ communities!
#MDAA2149674

ANNAPOLIS

2900 SHIPMASTER WAY 119

2 Beds

2 Baths

1,018 Sq.Ft.

$285,000

MLS#: MDAA2149674

Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to water, boating activities, concert venues.and more. Freshly painted 2BR/2BA condo in sought-after North Green Condominiums! Features a spacious living room filled with natural light, an inviting kitchen complete with stainless steel appliances, ample cabinetry, hardwood floors throughout, tile foyer/kitchen/enclosed balcony, newer microwave, Whirlpool washer/dryer, new sliding glass door. The fully enclosed glass balcony provides additional year-round living space for relaxing, entertaining, or enjoying morning coffee. This bright, open floor plan offers a separate dining area and spacious bedrooms. Community pool, lawn maintenance included, and convenient access to downtown Annapolis, shopping, dining, major highways, and BWI Airport. Move-in ready and maintenance-free living at its best!
#MDAA2148338

ANNAPOLIS

302 HILLTOP LANE H

2 Beds

2 Baths

1,082 Sq.Ft.

$275,000

MLS#: MDAA2148338

Welcome to the sought-after North Green Condominiums in Annapolis! This spacious top-floor, two-level penthouse loft condo offers an open and versatile floor plan designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, and ceramic tile flooring. Both full bathrooms were beautifully remodeled in 2024 and showcase stylish, modern finishes. The expansive loft provides endless possibilities as a home office, family room, exercise area, guest retreat, or hobby space. Step outside to your private balcony, the perfect place to enjoy your morning coffee or unwind after a long day. Recent updates include a main-level HVAC system replaced in 2022 and an upper-level HVAC system replaced in 2019. Residents enjoy outstanding community amenities, including a pool and entertainment area. Ideally located close to everything Annapolis has to offer, including downtown Annapolis, Truxtun Park, waterfront attractions, shopping, dining, and major commuter routes. This move-in-ready penthouse combines space, style, convenience, and an unbeatable location.
#MDAA2147614

ANNAPOLIS

300 HILLTOP LANE I

2 Beds

2 Baths

1,321 Sq.Ft.

$275,000

MLS#: MDAA2147614

Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this well-equipped updated kitchen featuring stainless appliances, maple cabinets & granite counter-tops. Super spacious primary suite with built-in vanity, multiple closets and en-suite full bath w/ tiled walk-in shower. Slider off of living room leads you to a private walk-out terrace patio - ideal for pets & entertaining. Brand new gas HVAC! Outside, the community amenities beckon with a refreshing in-ground pool, tennis courts, and picnic areas, perfect for leisurely afternoons. There are plenty of unassigned parking spots in the huge parking lot, while you can reserve a spot for an annual fee (current spot is 161). With easy access to local parks and shopping, this location is a true gem. The condo fee covers essential services like gas, water, trash, and snow removal, ensuring a hassle-free lifestyle. Experience the comfort of home in this delightful condo and enjoy all that Annapolis & the Chesapeake Bay have to offer!
#MDAA2141140

ANNAPOLIS

16 SILVERWOOD CIRCLE 1

2 Beds

2 Baths

1,313 Sq.Ft.

$275,000

MLS#: MDAA2141140

1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom >>>Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and storage! Free storage in another building ! Master bedroom has full bath ! Updated kitchen ! New light fixtures including eyeball lights! Granite countertops in kitchen! Stack washer/dryer in unit. Awesome enclosed patio for private electric grilling! Amenities in Fairwinds include swimming pool, tennis courts and tot lot. Fabulous condo and flexible seller is anxious to sell!!
#MDAA2139798

ANNAPOLIS

5 SILVERWOOD CIRCLE 1

2 Beds

2 Baths

N/A

$269,999

MLS#: MDAA2139798

Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting throughout, and entire unit freshly painted. In unit laundry with custom made "Kenneth Alexander" barn door. It will be hard to find a more finely appointed condo in the entire association!
#MDAA2139322

ANNAPOLIS

205 VICTOR PARKWAY D 205D

2 Beds

2 Baths

972 Sq.Ft.

$269,999

MLS#: MDAA2139322

New on site 2 days ago
Great Brick Townhouse in Annapolis offering two bedrooms with brand new carpet and hallway with full bath upstairs* Main level offers large Living Room area, Hallway with half bath, Dining and Eat-in Area off of kitchen with Sliding Door to backyard* Kitchen has new Stainless Steel appliances that include the refrigerator, dishwasher and stove as well as new countertop * There is also a closet for a stacked Washer and Dryer. Seller will give an allowance of $1,500 at settlement to the Buyers toward the purchase of a stacked Washer and Dryer* There is an Assigned Parking Space #122 which is right in front of the townhouse* Community Outdoor Pool* Showings start July 3*
#MDAA2146846

ANNAPOLIS

122 MERRYMAN COURT

2 Beds

1 Baths

960 Sq.Ft.

$255,000

MLS#: MDAA2146846

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Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

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