84 Properties Available
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$2,499,000
Single Family Home
14 Grant Rd, Winchester, MA 01890
Welcome to 14 Grant Road – a stunning new construction home offering spacious, open-concept living in one of Winchester'...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
$1,900,000
Single Family Home
4 Aricia Ln, Winchester, MA 01890
Tucked into the tree-lined enclave of Aricia Lane, this striking contemporary residence delivers bold architectural desi...
Listed by The McLaren Team of Compass
$929,000
Single Family Home
26 Olive St, Winchester, MA 01890
Don't miss this rare opportunity to own a charming home with an expansive yard on a quiet cul-de-sac street! This lovely...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
$1,990,000
Single Family Home
4 Chestnut St, Winchester, MA 01890
Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester's town center, commuter ...
Listed by Tyson Lynch of The Proper Nest Real Estate
$1,379,000
Single Family Home
85 Loring Ave., Winchester, MA 01890
Beautifully updated Colonial in a prime Winchester location. This sun-filled 3-bed, 2.5-bath home features an open-conce...
Listed by Akiko Ghosh of Oyama Investments, Ltd.
$1,299,000
Single Family Home
3 Socrates Way, Winchester, MA 01890
Unlock the potential of this tri-level home in one of Winchester's sought-after neighborhoods! Set on a 20,000 sq ft lot...
Listed by Pirani & Wile Group of Advisors Living - Winchester
$799,900
Single Family Home
9 Emerson Ct, Winchester, MA 01890
Looking for the ideal first home or a peaceful place to settle into your next chapter? This charming 3-bedroom, 2-bath h...
Listed by The Serrano Team of Leading Edge Real Estate
$2,295,000
Single Family Home
58 Bacon Street, Winchester, MA 01890
Timeless elegance & contemporary comfort span four meticulously finished levels.This stately residence boasts 15 rooms, ...
Listed by Real Estate Advisors Group of Coldwell Banker Realty - Belmont
$2,399,000
Single Family Home
6 Ivy Cir, Winchester, MA 01890
Stunning new construction Colonial tucked away at the end of a quiet cul-de-sac in "The Flats", offering the ideal combi...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
$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
$1,349,900
Single Family Home
35 Harvard Street, Winchester, MA 01890
Luscious landscaping and a beautiful farmers porch create amazing curb appeal for this classic colonial in the coveted M...
Listed by Joanne Mulkerin of J. Mulkerin Realty
$3,599,000
Single Family Home
5 Stratford Road, Winchester, MA 01890
This extraordinary, fully renovated home blends rich architectural detail w/ modern luxury in one of Winchester's most s...
Listed by Kim Covino & Co. Team 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
$1,349,000
Single Family Home
10 Girard Rd, Winchester, MA 01890
Unleash Your Vision in Winchester's Coveted West Side! Don't miss this rare chance to transform this Mid-Century Modern ...
Listed by Joanne Hofmann of Coldwell Banker Realty - Lexington
$2,899,000
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
$724,999
Condo
666 Main St #206, Winchester, MA 01890
Back on Market - buyer got cold feet. Welcome to Wedgewood Place at 666 Main Street in Winchester Center - a perfect ble...
Listed by Sveta Vakhitova of Berkshire Hathaway HomeServices Warren Residential
$859,000
Condo
22 Grove Place #4, Winchester, MA 01890
Looking to downsize or just live more modestly?Welcome to the sought-after White Horse Commons Condominiums, The perfect...
Listed by Kim Covino & Co. Team of Compass
$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
$3,099,000
Single Family Home
54 Wedgemere Avenue, Winchester, MA 01890
Exceptional living in this stunning Wedgemere Ave home w/ spectacular resort style back yard surrounded by mature plants...
Listed by Kim Covino & Co. Team of Compass
$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
$1,329,000
Single Family Home
147 Highland Ave, Winchester, MA 01890
Discover this charming renovated 3 bed 2 bath home with close proximity to the Fells trails & Winchester town center inc...
Listed by Kim Covino & Co. Team of Compass
$2,000,000
Single Family Home
5 Squire Rd, Winchester, MA 01890
Great value in Town! Discover the perfect blend of luxury and comfort in this stunning 6-bedroom home. Sunlight pours in...
Listed by Alina Wang Team of Coldwell Banker Realty - Lexington