Winchester, CT Real Estate & Homes For Sale
15 homes
NEW - 2 MIN AGO67 ACRESCountry House Realty CT Inc.
Use arrow keys to navigateNEW - 2 DAYS AGOBorla & Associates Real Estate
Use arrow keys to navigate0.9 ACRESLPT Realty
Use arrow keys to navigate3 ACRESWilliam Raveis Real Estate
Use arrow keys to navigate0.28 ACRESBerkshire Hathaway NE Prop.
Use arrow keys to navigate0.76 ACRESNorthwest CT Realty
Use arrow keys to navigate0.92 ACRESNorthwest CT Realty
3D VIEW0.38 ACRESWilliam Raveis Real Estate- Halloween on Trulia
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Real Estate & Homes For Sale Near Winchester, CT
We found 30 more homes matching your filters just outside Winchester
Use arrow keys to navigateNEW - 22 HRS AGOHunter Real Estate, LLC
Use arrow keys to navigateNEW - 2 DAYS AGONorthwest CT Realty
Use arrow keys to navigate1.2 ACRESBerkshire Hathaway NE Prop.
Use arrow keys to navigate2 ACRESCarl Guild & Associates
Use arrow keys to navigate0.34 ACRESColdwell Banker Premier Real Estate
Use arrow keys to navigateFind Real Estate LLC
Use arrow keys to navigateColdwell Banker Realty
William Pitt Sotheby's Int'l
0.29 ACRESBerkshire Hathaway NE Prop.
0.46 ACRESElyse Harney Real Estate
0.64 ACRESBorla & Associates Real Estate
OPEN SUN, 1-3PM1.84 ACRESColdwell Banker Realty
3D VIEW0.85 ACRESThe Washington Agency
William Pitt Sotheby's Int'l
Winchester, CT Real Estate Trends
Learn about the Winchester, CT housing market through trends and averages.Affordability of Living in Winchester, CT
The median home value is $397,316
| Month | Median home value |
|---|---|
| October 2025 | $391k |
| November 2025 | $390k |
| December 2025 | $390k |
| January 2026 | $390k |
| February 2026 | $390k |
| March 2026 | $390k |
| April 2026 | $392k |
| May 2026 | $393k |
| June 2026 | $395k |
| July 2026 | $396k |
| August 2026 | $396k |
| September 2026 | $397k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Winchester, CT, by Home Size
Currently, there are 2 new listings in Winchester, CT and 15 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (2 homes) | $315,773 |
| 3 bedrooms (3 homes) | $403,658 |
| 4 bedrooms (3 homes) | $501,855 |
What Locals Say about Winchester
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.