14 Properties Available
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$1,345,000
Single Family Home
49 Lincoln Street, Winchester, MA 01890
Enter into the serene in this inviting Colonial, where timeless architecture meets thoughtful updates. High ceilings and...
Listed by Vantage Point Team of William Raveis R.E. & Home Services

$1,775,000
Single Family Home
19 Pilgrim Dr, Winchester, MA 01890
Your very own private oasis tucked away in a cul-de-sac-like neighborhood just mins. to Winchester Center! Set on a deep...
Listed by Gorfinkle Group of eXp Realty

$2,250,000
Single Family Home
1 Fox Hunt Ln, Winchester, MA 01890
Expanded Colonial Ranch offering over 5,000 sq ft of versatile living space, set on a beautifully landscaped 1/2-acre lo...
Listed by Leigh Ventura of Compass

$2,599,000
Single Family Home
107 Cambridge Street, Winchester, MA 01890
Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern ...
Listed by Maija Sawyer of William Raveis R.E. & Home Services

$960,000
Single Family Home
6 Francis Circuit #6, Winchester, MA 01890
Submerge yourself in historic elegance in this meticulously detailed Victorian home, brimming with classic design. Loca...
Listed by Katherine Waters Clark of Compass

$1,299,000
Condo
162 Swanton Street #162, Winchester, MA 01890
Opportunity to own the last available end unit! Welcome to 162 Swanton Street, the final new construction townhome by Ro...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$2,299,000
Single Family Home
9 Prospect St, Winchester, MA 01890
Step into timeless elegance with this Colonial Revival, a true celebration of classic architecture, refined style, and e...
Listed by The Pallotta Group of Advisors Living - Winchester

$689,000
Condo
7 Conant Rd #23, Winchester, MA 01890
Fantastic opportunity to own a freshly updated 2 bed 2 bath condo in Winchester—one of Massachusetts' top-rated school d...
Listed by Xin Cui of Hooli Homes Boston

$3,249,000
Single Family Home
44 Cabot Street, Winchester, MA 01890
Welcome to 44 Cabot Street, a newly built home in one of Winchester's most desirable neighborhoods. Offering over 6,000 ...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$3,475,000
Single Family Home
80 Arlington Street, Winchester, MA 01890
This stunning Royal Barry Wills colonial estate, with 11 rooms, 5 bedrooms and 3.5 baths, is nestled alongside the 4th g...
Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

$3,895,000
Single Family Home
25 Wedgemere Ave, Winchester, MA 01890
Stately elegance resides on one of the most desirable streets in the “Flats". This sprawling home details fine craftsman...
Listed by Prestige Homes Realty Team of Prestige Homes Real Estate, LLC

$2,349,000
Single Family Home
5 Azalea Rd, Winchester, MA 01890
Pristine Home nestled in Winchester's Sought After West Side Neighborhood and on a Cul de Sac! Open Floor Plan, Very Spa...
Listed by Giordana Fioravanti Smith of Berkshire Hathaway HomeServices Commonwealth Real Estate

$2,499,000
Single Family Home
89 Wildwood St, Winchester, MA 01890
Brand-New Luxury Construction! This exquisite 7-bedroom, 5.5-bath home blends sophisticated design with functional elega...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$2,890,000
Single Family Home
8 Chestnut St, Winchester, MA 01890
Newly constructed 5,366 sq ft luxury home with attached 2 car garage! Featuring 5 bedrooms, 4 full and 2 half bath, and ...
Listed by The McLaren Team of Compass