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12 Properties Available
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- Newest Listings
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- Price-Low To High
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$3,149,000
Single Family Home
10 Sheffield Road, Winchester, MA 01890
This stunning Colonial Revival home, situated on one of Winchester's most desirable streets, is just moments from the tr...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$2,899,000
Single Family Home
11 Fieldstone Drive, Winchester, MA 01890
Stunning 5BD/4.5BA contemporary estate on a private cul-de-sac in Winchester's most coveted neighborhood. Modern design ...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$2,499,000
Single Family Home
31 Lawson Rd, Winchester, MA 01890
Welcome to this gracious Colonial, seamlessly blending traditional charm with modern amenities, perfect for today's life...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$2,399,000
Single Family Home
276 High Street, Winchester, MA 01890
This stunning, freshly painted, home is located in a picturesque and unique setting, elevated on a small hill with a pri...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$2,398,000
Single Family Home
74 Hillcrest Parkway, Winchester, MA 01890
Introducing 74 Hillcrest Parkway! This spacious, modern 5-bedroom home is nestled across the breathtaking Middlesex Fell...
Listed by Ann Charlotte Hogstadius of RE/MAX Real Estate Center

$2,199,900
Single Family Home
11 Chesterford Rd E, Winchester, MA 01890
Stunning waterfront home on Little Winter Pond offers the perfect blend of modern design and serene natural beauty! Thou...
Listed by Joseph Pollack of Redfin Corp.

$1,599,000
Single Family Home
189 Mystic Valley Pkwy, Winchester, MA 01890
Great price improvement - Ready to go at this price! Nestled in the heart of downtown Winchester, the stunning Barstow H...
Listed by Anne Spry of Barrett Sotheby's International Realty

$1,399,000
Single Family Home
117 Mount Vernon Street, Winchester, MA 01890
Available for the first time in over four decades and nestled just footsteps from Winchester Center, welcome to 117 Moun...
Listed by Vita Realty Group of Compass

$1,389,000
Single Family Home
34 Fells Road, Winchester, MA 01890
Nestled on a peaceful street surrounded by trees, this beautifully updated Cape home offers a perfect blend of comfort a...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$1,099,000
Condo
160 Swanton Street #160, Winchester, MA 01890
Welcome to 160 Swanton Street—a stunning Ron Roy new construction townhome blending modern design with unparalleled craf...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$869,900
Single Family Home
79 Sylvester Ave, Winchester, MA 01890
Discover where form meets function in this beautifully maintained home, ideally located near Winchester Center. Nestled ...
Listed by Anne Spry of Barrett Sotheby's International Realty

$695,000
Condo
21 Shepard Court #21, Winchester, MA 01890
Welcome to 21 Shepard Court, a beautifully renovated townhouse nestled in a quiet cul-de-sac. This 2+ bedroom, 1-bathro...
Listed by Abraham Guillen of Encore Realty