Winchester, CT Real Estate & Homes For Sale
16 homes
Use arrow keys to navigate6.01 ACRESSullivan Real Estate Inc
Use arrow keys to navigate1.6 ACRESD. Beckley Realty
Use arrow keys to navigate0.35 ACRESLPT Realty
Use arrow keys to navigate2.09 ACRESTier 1 Real Estate
Use arrow keys to navigateLakefront Living Realty, LLC
Use arrow keys to navigateBetter Homes and Gardens Real Estate Executive Real Estate
3 ACRESBerkshire Hathaway NE Prop.
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 - 3 HRS AGOWilliam Pitt Sotheby's Int'l
Use arrow keys to navigateNEW - 16 HRS AGO0.56 ACRESD. Beckley Realty
Use arrow keys to navigateNEWCOMING SOON 6/110.53 ACRESLitchfield County Real Estate
Use arrow keys to navigateNEW - 2 DAYS AGONorthwest CT Realty
Use arrow keys to navigateNEW - 2 DAYS AGONorthwest CT Realty
Use arrow keys to navigateNEW - 2 DAYS AGO1.07 ACRESNorthwest CT Realty
Use arrow keys to navigateNEW - 2 DAYS AGO0.41 ACRESNorthwest CT Realty
OPEN SAT, 12-3PMCOMING SOON 6/55.73 ACRESBerkshire Hathaway NE Prop.
118 ACRESWilliam Pitt Sotheby's Int'l
0.59 ACRESLock and Key Realty, Inc
COMING SOON 6/51 ACREBerkshire Hathaway NE Prop.
3D VIEW18.4 ACRESWilliam Pitt Sotheby's Int'l
Better Homes and Gardens Real Estate Executive Real Estate
William Pitt Sotheby's Int'l
0.79 ACRESYellowBrick Real Estate LLC
Coldwell Banker Premier Real Estate
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 4 new listings in Winchester, CT and 16 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (See homes) | $310,175 |
| 3 bedrooms (2 homes) | $397,275 |
| 4 bedrooms (2 homes) | $492,380 |
What Locals Say about Winchester
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.