One of the most popular communities provided by {{page_data.agentName}}

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
253
# of Listings
3
Avg # of Bedrooms
$405
Avg. $ / Sq.Ft.
$830,016
Med. List Price

Browse Annapolis Real Estate Listings

48 Properties Found. Page 4 of 4.

A Rare Exceptional Retreat in Winchester Estates — Annapolis, MD
Welcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis.

Nestled within the prestigious Winchester Estates, this property grants  private water-access  creating a lifestyle that blends luxury living with the best Annapolis has to offer.
Inside, unique design and exceptional craftsmanship define every space. The chef’s kitchen, outfitted for the culinary enthusiast, anchors the main level and opens seamlessly to a grand, light-filled living area—an ideal setting for refined entertaining or intimate gatherings. Expansive windows invite the lush landscape indoors, enhancing the home’s natural harmony and sense of calm.

The elegant lower level offers a rare level of versatility, featuring a full private suite with its own bedroom, bathroom, kitchen, dining room, and living room—perfect for multigenerational living, distinguished guest accommodations, or an au pair residence.

Outside, the estate’s grounds unfold like a private sanctuary. Mature trees, newly developing  gardens, and verdant open spaces create an atmosphere of effortless peace—a truly restorative environment just minutes from world-class dining, boutique shopping, and the historic charm of Annapolis.
Highlights Include:
* Custom-built architecture on a serene 1+ acre park-like lot
* Extensive cutting-edge electronic pet fence system
* Exclusive neighborhood water-access privileges
* Right next door to the beautiful Baltimore Annapolis Trail Park
* Gourmet chef’s kitchen with Blue Star 8 Burner Stove and expansive entertaining areas
* Full private lower-level suite with separate living quarters
* A Total of Five spacious bedrooms and four well-appointed bathrooms
* Two upper level bedrooms have self-contained climate control
* Exceptional privacy in one of Annapolis’ most coveted communities
* Full Premium Warranty Offered
This is more than a home—it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle.
#MDAA2130382

ANNAPOLIS

1635 WINCHESTER ROAD

5 Beds

4 Baths

3,660 Sq.Ft.

$1,139,400

MLS#: MDAA2130382

Walk in and be amazed with a beautiful and luxurious remodeled  open floor concept. Open the front door and look to the gorgeous living room with electric fire place that produces up to 5,000 BTU of heat for the comfort on cold and snowy days. Living room flows into your brand new gourmet style kitchen  set up for fabulous days of entertaining friends and family. Main floor offers a spectacular primary bedroom with a personal home office and  access to a private deck to enjoy the  outdoors along with a private laundry room for your convenience not to mention a large room ready to be made into  the closet of your dreams, even better a bathroom with a spa like atmosphere ,  In addition the main floor has an in law suit with a private bathroom and access to a covered deck area. 

Lets walk to the second floor where you will be amazed with a spectacular second living room/game room/ study area/ etc. make this room as you wish for any entertainment. Three great bedrooms, 2 share a large  bath and one with a private in suit bath, all three with walk in closets.

All new floors throughout the home along with all new lighting 
The expansive basement with over 2,700 SQ.FT  has an open concept where you can let your imagination take over along with a second home office and full bathroom.
This house is conveniently located off Riva rd, just a few minutes from Downtown Annapolis, plenty of near by shopping including Annapolis Mall and a multitude of restaurants. 
DON’T LET THIS ONE PASS YOU BY !
#MDAA2127360

ANNAPOLIS

301 UNITY LANE

5 Beds

5 Baths

7,616 Sq.Ft.

$1,127,000

MLS#: MDAA2127360

Price Reduction: Motivated Seller BRING ALL OFFERS! Get ready to fall in love with this  Annapolis gem  Nestled in the sought-after Captain Cove neighborhood on a  1.21-acre wooded lot, this beautifully maintained home is minutes from downtown Annapolis.

Unique features include a rooftop deck, expansive back decking, and a bonus treehouse that doubles as a fun space for children or a peaceful retreat for adults—perfect as a she shed or man cave. This is a cozy place to call home, look no further .

Don’t miss your chance to own a piece of Annapolis charm.
#MDAA2115552

ANNAPOLIS

15 E NAP LANE

5 Beds

3 Baths

5,465 Sq.Ft.

$1,100,000

MLS#: MDAA2115552

1 2 3 4

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