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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
291
# of Listings
3
Avg # of Bedrooms
$448
Avg. $ / Sq.Ft.
$1,026,604
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

291 Properties Found. Page 15 of 20.

Sunny and bright top-floor condo featuring an open floor plan and a cozy gas fireplace. Enjoy wooded views from the private balcony. This well-maintained home offers 2 bedrooms, 2 bathrooms, and an in-unit laundry closet. Secure building with keyed entry. Convenient location with easy access to major commuter routes.
#MDAA2123500

ANNAPOLIS

2155 SCOTTS CROSSING COURT 303

2 Beds

2 Baths

1,126 Sq.Ft.

$349,900

MLS#: MDAA2123500

Stunning main-level condo featuring 2 BR/2 FBA in sought after Rivergate 2. The home offers a bright and inviting floor plan with fresh paint throughout and stylish luxury vinyl plank flooring. The upgraded kitchen boasts new stainless appliances and a wonderful breakfast bar for stools. Relax in the living room by the cozy gas fireplace or step outside on your large patio. Both bedrooms include upgraded ceiling fans while bathrooms are move-in ready and well appointed, spacious walk-in closets. Major systems have been updated for peace of mind, including a newer HVAC system and hot water heater (5/22). The condo is truly turnkey - combining comfort, convenience, and thoughtful updates in a desirable location. Close to 50/97, USNA, Downtown Annapolis, Mall & Towne Centre!
#MDAA2123990

ANNAPOLIS

805 LATCHMERE COURT 102

2 Beds

2 Baths

1,150 Sq.Ft.

$349,900

MLS#: MDAA2123990

Price Just Reduced. Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed at that time. This condo is in excellent condition. Enjoy the community amenities, including a playground and picnic area. Centrally located in Annapolis, this condo is close to the hospital, mall, major commuter routes, and just 5 minutes from Historic Annapolis.
#MDAA2112390

ANNAPOLIS

655 BURTONS COVE WAY 11

3 Beds

2 Baths

1,128 Sq.Ft.

$349,000

MLS#: MDAA2112390

By no fault at all of the seller, this beauty is back on the market! Their loss is your gain! Welcome ​home to 2900 Shipmaster Way #302​- a rare opportunity to own a stunning corner penthouse condo in the sought-after Clipper Cay building, offering year-round water views of the South River and bathed in natural light from every angle. Fully rebuilt in 2023, this pristine residence blends timeless elegance with modern upgrades designed for effortless living.​ Step into the beautifully renovated white kitchen, featuring gleaming countertops, stainless steel appliances​ and luxury vinyl plank flooring throughout. The open floor plan flows seamlessly into a bright and airy living area—perfect for entertaining or quiet mornings with a view.​ The second bedroom has been thoughtfully converted into a sunlit den, enhancing the home's flexible layout and offering even more space to relax ​and unwind.​ Enjoy one of the best assigned parking spots in the lot, along with ample guest parking for friends and visitors.​ Located just minutes from Historic Annapolis, this home is nestled in the vibrant 55+ active adult community of Heritage Harbour, where amenities abound: golf, tennis, pickleball, canoeing, paddle boarding, fitness center, indoor and outdoor pools, a clubhouse, library, meeting rooms, and miles of tree-lined sidewalks.​ Don’t miss your chance to experience waterfront-inspired living in one of Annapolis’s premier adult communities.
#MDAA2117660

ANNAPOLIS

2900 SHIPMASTER WAY 302

1 Beds

2 Baths

1,089 Sq.Ft.

$345,000

MLS#: MDAA2117660

**NEW PRICE** Welcome to your Annapolis retreat—Unit #211 is a bright and breezy 2-bedroom, 2-bath condo with a den, offering the largest floor plan in the community with over 1,150 sq ft. Located in the vibrant and active 55+ community of Heritage Harbor, this home is just steps from the South River and offers an exceptional blend of comfort, style, and resort-style amenities. Inside, you'll find an open layout with brand NEW wide-plank LVP flooring throughout, creating a seamless flow from the spacious living and dining areas to a private balcony perfect for relaxing. The den offers additional living space and has brand new French doors to extra privacy. The updated kitchen features white shaker cabinets, carrara-look countertops, and stainless steel appliances. The primary suite offers a walk-in closet, access to the private balcony, and a beautifully renovated en-suite bath. A full-sized NEW washer and dryer are included in-unit for added convenience, plus one assigned parking space also conveys with the unit. Other updates include fresh paint throughout including walls, ceiling, and trim. The building has recently installed a new elevator and carpet throughout the hallway. Residents of Heritage Harbor enjoy access to a wealth of amenities including pools, tennis and pickleball courts, a 9-hole golf course, kayak launch, boat slips on the South River, a clubhouse with dining, and even RV and boat storage on-site. Whether you're enjoying a quiet morning on the water or an active afternoon on the courts, Unit #211 offers the perfect balance of relaxation and recreation in a picturesque Annapolis setting.
#MDAA2117406

ANNAPOLIS

2900 SHIPMASTER WAY 211

2 Beds

2 Baths

1,154 Sq.Ft.

$344,900

MLS#: MDAA2117406

Welcome Home to this beautifully maintained 2-bedroom, 2-bath condo offering the perfect blend of comfort, convenience, and location. Nestled in a desirable Annapolis community, this home features a spacious open floor plan with abundant natural light, updated flooring and a private balcony ideal for relaxing or entertaining. The kitchen boasts new, modern appliances and a breakfast bar that opens to the dining and living areas. The primary suite includes a generous walk-in closet and an en-suite bath with updated fixtures. The second bedroom is perfect for guests, a home office or roommate setup with easy access to the second full bathroom. Enjoy community amenities such as walking paths and a playground. Conveniently located just minutes from downtown Annapolis, shopping, dining, and commuter routes to Baltimore and D.C. Whether you’re a first-time buyer, downsizing, or seeking an investment property—this condo checks all the boxes!
#MDAA2120896

ANNAPOLIS

2013 WARNERS TERRACE S 241

2 Beds

2 Baths

1,062 Sq.Ft.

$335,000

MLS#: MDAA2120896

Welcome Home to 10 Silverwood Circle in the Fairwinds of Annapolis Community. Located minutes from shopping, dining, and everything downtown Annapolis has to offer, this beautifully renovated 2 bedroom, 2 bathroom condo blends modern style with everyday comfort. Step inside to find luxury vinyl plank flooring, updated HVAC and windows. Set the mood with dim to warm LED lighting you can adjust via remote control right from your sofa. Bring your speakers to enjoy the built in surround sound. The galley kitchen features dark stainless steel Whirlpool appliances, granite countertops, a double-wide, deep sink with modern faucet, a breakfast nook, and opens to a separate dining room, perfect for casual mornings and hosting friends. The spacious living room flows to your private balcony with utility room access. a great spot for morning coffee or quiet evenings. Your primary suite is a retreat, with a walk-in closet, built-in vanity, space for a sitting area, and a private en-suite bath with marble topped vanity. A second bedroom and bathroom (with walk-in shower and granite countertop), offer flexibility for guests, work, or hobbies. In-unit laundry with oversized washer and dryer make life easier! Gas and Water included in the condo fee. Community pool with pass currently only $5/yr, up to 6 passes per unit! Be sure to check out the tennis court, (pickleball, anyone?) two playgrounds, athletic field, and picnic area during your showing! Disclaimer: This listing description is intended to meet Maryland Real Estate disclosure laws and NAR guidelines. All information provided is deemed reliable but is not guaranteed and should be independently verified. Photos may contain items not included in the sale. Features, finishes, dimensions and fees are subject to change without notice. Buyer is responsible for verifying all community rules, regulations, fees, and eligibility requirements. Listing broker and seller make no representations regarding condition beyond those required by Maryland Law. No statement, verbal or written, shall constitute a warranty of any kind except as expressly set forth in a fully executed purchase agreement.
#MDAA2122610

ANNAPOLIS

10 SILVERWOOD CIRCLE 10

2 Beds

2 Baths

1,164 Sq.Ft.

$325,000

MLS#: MDAA2122610

Don’t miss this beautifully updated 3-bedroom, 2.5-bath end-unit townhouse located just minutes from Historic Downtown Annapolis. Freshly painted with brand-new flooring throughout, this move-in ready home offers bright, spacious living with the added privacy of an end-unit. Step outside to your fully fenced backyard, featuring a brand-new fence, pavers, a grassy area, and a convenient storage shed. Enjoy access to community amenities including a swimming pool and clubhouse, all while being close to shops, restaurants, and commuter routes.
#MDAA2120858

ANNAPOLIS

1200 GEMINI DRIVE F

3 Beds

2 Baths

1,304 Sq.Ft.

$324,999

MLS#: MDAA2120858

Rare Opportunity – Serene .62-Acre Homesite Near Downtown Annapolis Build the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the tranquility of a quiet, wooded setting while staying just minutes from downtown Annapolis. You're close to shopping, dining, marinas, and cultural amenities—yet worlds away from the hustle and bustle.
#MDAA2117728

ANNAPOLIS

3268 KITTY DUVALL DRIVE

None Beds

None Baths

0.62 acres

$324,000

MLS#: MDAA2117728

Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet have been installed. This is one MOVE IN READY. Enjoy all the ammenities that Baywoods has to offer and enjoy being directly on the Chesapeake Bay. Luxury and convenience at it's finest.
#MDAA2117878

ANNAPOLIS

7101 BAY FRONT DRIVE 204

1 Beds

1 Baths

1,000 Sq.Ft.

$320,000

MLS#: MDAA2117878

Immaculate condominium, move in ready* Recently painted throughout* All newer carpeting* Bright and open floorplan* Kitchen with white cabinetry and counters, gas stove* Spacious Living Room with access to deck and gas fireplace* Primary bedroom with attached full bathroom and walk in closet* Secure building* Water heater recently replaced* Easy access to downtown Annapolis
#MDAA2121014

ANNAPOLIS

655 BURTONS COVE WAY 8

2 Beds

2 Baths

1,121 Sq.Ft.

$319,000

MLS#: MDAA2121014

Move in today! This beautiful garden-style 2-bedroom, 2-bathroom condo is located on the top floor of a charming 4-story building, offering privacy and serene treetop views. The open-concept layout is filled with natural light, featuring a spacious living area, modern kitchen, and private balcony perfect for morning coffee or evening relaxation. Both bedrooms are generously sized, with the primary suite offering an en-suite bathroom and walk-in closet. Enjoy the peaceful ambiance of garden-style living with the convenience of top-floor tranquility. The pool during the summer months and easy access to the Rec center directly across the street are great amenities to have.
#MDAA2119962

ANNAPOLIS

300 HILLTOP LANE 300K

2 Beds

2 Baths

1,085 Sq.Ft.

$279,000

MLS#: MDAA2119962

MOTIVATED SELLER, JUST REDUCED ANOTHER $10,000!! Brand new hardwood flooring throughout the entire unit and complete professional interior painting. Lovely end unit with a row of extra windows that allows for wonderful natural light throughout. Are you ready to relax and let someone else do the cooking and cleaning? ONE MONTHLY PAYMENT TAKES CARE OF FOOD, ALL UTILITIES, TAXES, INSURANCE, WEEKLY HOUSEKEEPING, ANY NEEDED MAINTENANCE (including replacement of HVAC & Appliances), EVERYTHING IS INCLUDED IN THE MONTHLY FEE!! There's even medical staff on duty 24 hours a day/seven days a week. And it's all located within a luxurious Annapolis retirement community for those 60+. Enjoy immense social opportunities with your peers in an upscale gated community overlooking the shores of the Chesapeake Bay! Florida room can be utilized as a screened porch or in the Fall/Winter, it can closed up for year round use.
#MDAA2116362

ANNAPOLIS

7101 BAY FRONT DRIVE 400

1 Beds

1 Baths

1,000 Sq.Ft.

$265,000

MLS#: MDAA2116362

MAJOR PRICE ADJUSTMENT on this lovely flat lot in a private, convenient neighborhood. This lot was subdivided many years ago and used by the present owners for picnics and famly gatherings. Please contact the listing agent with any questions. And drive by but do not walk the lot without prior authorization. Please contact the listing agent regarding the potential availability of the house next door.
#MDAA2116978

ANNAPOLIS

29 COLLISON ROAD

None Beds

None Baths

0.29 acres

$250,000

MLS#: MDAA2116978

***Opportunity to build in Annapolis*** Grading permit was approved by the City of Annapolis, but expired December 2024 during the building permit review. The Seller has filed a request for renewal of the grading permit and awaits approval. Once the grading permit is approved the building permit will follow. House to be built is the Wexford (84 Lumber). Choose your builder, exterior/interior materials and finishes. Contact the agent with questions.
#MDAA2118590

ANNAPOLIS

216 GROSS AVENUE

None Beds

None Baths

0.14 acres

$225,000

MLS#: MDAA2118590

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7 Reasons to Work with a Realtor
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Getting a Mortgage To Buy a Home
Home Hazards Awareness
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Sellers resources
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Calculating Capital Gains
Checklist for Better Showing
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