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65 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)

$ 349,000
150 Mathew Road, Winchester, CT 06098
Single Family Home
Listed by Josh Dionne of Commercial Services Realty

$ 299,900
155 Mathew Road, Winchester, CT 06098
Single Family Home
Listed by Austin Brochu of Sullivan Real Estate Inc

$ 979,000
355 West Lake Street, Winchester, CT 06098
Single Family Home
Listed by David Sartirana of Northwest CT Realty

$ 1,295
88 Spencer Street #2, Winchester, CT 06098
Multi-Family
Listed by Amanda Balaski of Northwest CT 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

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

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

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

$ 269,900
39 Finn Street, Winchester, CT 06098
Single Family Home
Listed by Christine Hunter of Hunter Real Estate, LLC

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

$ 1,400
163 Elm Street #3, Winchester, CT 06098
Multi-Family
Listed by Matthew Egan of Regency Real Estate, LLC

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

$ 239,900
56 Lakeview Road, Winchester, CT 06098
Single Family Home
Listed by Anthony Gioia of The Washington Agency

$ 400,000
110 Rugg Brook Road, Winchester, CT 06098
Single Family Home
Listed by Michelle Grant of Coldwell Banker Premier Real Estate

$ 204,000
154 Wallens Street, Winchester, CT 06098
Multi-Family
Listed by Adam Devine of Dorrance Realty

$ 1,495
10 Maple Street #2, Winchester, CT 06098
Multi-Family
Listed by Amanda Balaski of Northwest CT Realty

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

$ 295,000
47 Moore Avenue, Winchester, CT 06098
Single Family Home
Listed by Suzie Larson of Turning Point Realty, LLC

$ 249,900
150 Meadow Street, Winchester, CT 06098
Single Family Home
Listed by David Sartirana of Northwest CT Realty

$ 230,000
39 Orchard Street, Winchester, CT 06098
Single Family Home
Listed by Michael Flaherty Jr of Sullivan Real Estate Inc

$ 370,000
173 Torringford Street, Winchester, CT 06098
Single Family Home
Listed by Sandra Fehrs of Lamacchia Realty

$ 679,000
110 South Road, Winchester, CT 06098
Single Family Home
Listed by Matthew Egan of Regency Real Estate, LLC