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50 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
181 Torringford Street, Winchester, CT 06098
Listed by Michelle Grant of Coldwell Banker Premier Real Estate

$1,400,000
435/434 West Wakefield Boulevard, Winchester, CT 06098
Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

$1,400
936 Main Street #7, Winchester, CT 06098
Listed by Michael Block of Building Blocks LLC

$1,275
111 Rockwell Street, Winchester, CT 06098
Listed by Colin Murray of Dorrance Realty

$779,900
111 South Road, Winchester, CT 06098
Listed by Dawn Rousseau of Showcase Realty, Inc.

$419,900
17 Woodland Avenue, Winchester, CT 06098
Listed by Vincent Devico of Showcase Realty, Inc.

$649,900
115 Old Robertsville Road, Winchester, CT 06098
Listed by Jared Tedesco of Litchfield County Real Estate

$285,000
126 Williams Avenue, Winchester, CT 06098
Listed by Michelle Grant of Coldwell Banker Premier Real Estate

$1,100
175 Main Street #2B, Winchester, CT 06098
Listed by David Sartirana of Northwest CT Realty

$388,000
409 North Main Street, Winchester, CT 06098
Listed by Christine Hunter of Hunter Real Estate, LLC

$199,900
30 Mountain Avenue, Winchester, CT 06098
Listed by Derek Greene of Derek Greene

$244,000
343 West Wakefield Boulevard, Winchester, CT 06098
Listed by Patrick Precourt of Dorrance Realty

$1,595,000
424 East Wakefield Boulevard, Winchester, CT 06098
Listed by Karen Newton of William Pitt Sotheby's Int'l

$889,000
112 Shore Drive, Winchester, CT 06098
Listed by Nancy Reardon of Berkshire Hathaway NE Prop.

$499,000
117 South Road, Winchester, CT 06098
Listed by Christina Niziolek of William Raveis Real Estate

$1,575
19 Center Street #1R, Winchester, CT 06098
Listed by Amanda Balaski of Northwest CT Realty

$329,000
150 Mathew Road, Winchester, CT 06098
Listed by Josh Dionne of Commercial Services Realty

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

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

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

$450,000
51 Pratt Street, Winchester, CT 06098
Listed by Lourdes Galvan-Dominguez of Coldwell Banker Realty

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

$525,000
55 Walnut Street, Winchester, CT 06098
Listed by David Sartirana of Northwest CT Realty

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