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46 Properties Available In Winchester
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$375,000
323 East Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Heather Crabtree of Coldwell Banker Realty

$995,000
469 Platt Hill Road, Winchester, CT 06098
Single Family Home
Listed by Marshall Cohen of Cohen Agency

$158,000
9 John Street, Winchester, CT 06098
Single Family Home
Listed by Michelle Grant of Coldwell Banker Premier Real Estate

$199,900
9 Loomis Street, Winchester, CT 06098
Single Family Home
Listed by Kristen Duchene of Litchfield County Real Estate

$579,999
144 Marshall Street, Winchester, CT 06098
Single Family Home
Listed by Monica Palmerie of RE/MAX RISE

$379,900
77 East Lake Street, Winchester, CT 06098
Single Family Home
Listed by Kristin Leblanc of Mary LeBlanc Realty

$325,000
155 Mathew Road, Winchester, CT 06098
Single Family Home
Listed by Austin Brochu of Sullivan Real Estate Inc

$286,000
421 Unity Place, Winchester, CT 06098
Single Family Home
Listed by Michelle Lorenzetti of Premier Re Group LLC

$260,000
120 Torrington Road, Winchester, CT 06098
Single Family Home
Listed by David Bolduc of Bolduc Realty Group

$749,900
39 South Main Street, Winchester, CT 06098
Multi-Family
Listed by Ryan Horvay of Smith & DeGroat Real Estate

$269,900
25 Center Street, Winchester, CT 06098
Multi-Family
Listed by Jessica Lopez of Our Home Realty Advisors

$1,650
22 Benton Street, Winchester, CT 06098
Multi-Family
Listed by Lauren Gardner of Litchfield County Real Estate

$849,900
119 West Wakefield Boulevard, Winchester, CT 06098
Multi-Family
Listed by Mela Veltri Case of KW Legacy Partners

$480,000
288 Torringford Street, Winchester, CT 06098
Single Family Home
Listed by Mark Porriello of RE/MAX Right Choice

$480,000
51 Pratt Street, Winchester, CT 06098
Single Family Home
Listed by Lourdes Galvan-Dominguez of Coldwell Banker Realty

$950,000
175 Main Street, Winchester, CT 06098
Commercial
Listed by Ryan Rea of Berkshire Hathaway NE Prop.

$165,000
115 Willow Street, Winchester, CT 06098
Commercial
Listed by Samantha Behm of William Pitt Sotheby's Int'l

$289,000
174 Boyd Street, Winchester, CT 06098
Single Family Home
Listed by Margaret Alexson of Elyse Harney Real Estate

$2,200
188 East Lake Street, Winchester, CT 06098
Multi-Family
Listed by Annie Simard of KW Legacy Partners

$1,699,500
538 Wheelers Point, Winchester, CT 06098
Single Family Home
Listed by Karen Newton of William Pitt Sotheby's Int'l

$1,500,000
435/434 West Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

$349,900
116 Ashley Road, Winchester, CT 06058
Single Family Home
Listed by Michael Morris of Vylla Home (CT) LLC

$2,600,000
431 West Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Lisa Ogren of Berkshire Hathaway NE Prop.

$1,500,000
711 West Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Peter Kores of The Washington Agency