Winchester, CT Real Estate & Homes For Sale
14 homes
Use arrow keys to navigateNEW - 2 DAYS AGOBetter Homes and Gardens Real Estate Executive Real Estate
Use arrow keys to navigateFORECLOSUREBANK OWNED1.8 ACRESColdwell Banker Realty
Use arrow keys to navigateCOMING SOON 5/210.27 ACRESSmith & DeGroat Real Estate
Use arrow keys to navigate8.46 ACRESBerkshire Hathaway NE Prop.
Use arrow keys to navigate3 ACRESBerkshire Hathaway NE Prop.
Use arrow keys to navigateOPEN SAT, 1-3PM7.11 ACRESCohen Agency
Use arrow keys to navigate15.9 ACRESBorla & Associates Real Estate
OPEN SUN, 12-2PM0.59 ACRESWilliam Pitt Sotheby's Int'l
1.18 ACRESNorthwest CT Realty
Real Estate & Homes For Sale Near Winchester, CT
We found 30 more homes matching your filters just outside Winchester
Use arrow keys to navigateNEW - 2 MIN AGO0.25 ACRESMark Tavares Realty, LLC
Use arrow keys to navigateNEWCOMING SOON 5/220.35 ACRESCohen Agency
Use arrow keys to navigateNEW - 12 HRS AGOMary LeBlanc Realty
Use arrow keys to navigateNEW - 2 DAYS AGO0.27 ACRESColdwell Banker Realty
Use arrow keys to navigateNEW - 2 DAYS AGOWilliam Pitt Sotheby's Int'l
Use arrow keys to navigateNEWOPEN SUN, 2-4PM1.61 ACRESColdwell Banker Realty
Use arrow keys to navigateOPEN SAT, 11-1PM0.79 ACRESYellowBrick Real Estate LLC
Berkshire Hathaway NE Prop.
Coldwell Banker Premier Real Estate
AUCTION0.52 ACRES
William Pitt Sotheby's Int'l
1 ACREColdwell Banker Realty
0.85 ACRESWilliam Raveis Real Estate
William Pitt Sotheby's Int'l
William Pitt Sotheby's Int'l
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 $389,704
| Month | Median home value |
|---|---|
| May 2025 | $386k |
| June 2025 | $387k |
| July 2025 | $389k |
| August 2025 | $389k |
| September 2025 | $389k |
| October 2025 | $389k |
| November 2025 | $388k |
| December 2025 | $388k |
| January 2026 | $388k |
| February 2026 | $388k |
| March 2026 | $388k |
| April 2026 | $390k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Winchester, CT, by Home Size
Currently, there are 3 new listings in Winchester, CT and 14 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (1 home) | $310,175 |
| 3 bedrooms (2 homes) | $397,275 |
| 4 bedrooms (1 home) | $492,380 |
What Locals Say about Winchester
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