Winchester, CT
City market trends and history
Public Record
Median Sale Price
$337K
12-Month Sales
18
-34.1%
1-Year Appreciation
-34.1%
Properties Tracked
685
Median Sale Price History
Top Neighborhoods
| Name | Median |
|---|
Top Neighborhoods by Activity
| Neighborhood | Sales 12mo | Median |
|---|
Top ZIP Codes
| ZIP | Sales 12mo | Median |
|---|
Recent Sales
| Date | Address | Price |
|---|---|---|
| Apr 2, 2026 | John St | $225K |
| Feb 20, 2026 | E Wakefield Blvd | $231K |
| Jan 12, 2026 | Riveredge Dr Unit 45 | $185K |
| Dec 3, 2025 | Orchard St | $290K |
| Nov 26, 2025 | Orchard St | $290K |
| Sep 5, 2025 | Wallens St Apt D3 | $260K |
| Aug 13, 2025 | W Wakefield Blvd | $281K |
| Aug 6, 2025 | Marshall St | $540K |
| Jul 31, 2025 | Woodland Ave | $410K |
| Jul 23, 2025 | Shore Dr | $862.5K |
| Jul 23, 2025 | Ridge St | $280K |
| Jul 18, 2025 | Orchard St | $208.9K |
| May 9, 2025 | Colebrook Rd | $379K |
| Jan 3, 2025 | Wallens Hill Rd | $352K |
| Nov 22, 2024 | Forest Ave | $670K |
| Sep 27, 2024 | Colebrook Rd | $380K |
| Sep 18, 2024 | W Lake St | $600K |
| Aug 30, 2024 | E Lake St | $378K |
| Aug 19, 2024 | Hinsdale Ave | $350K |
| Aug 16, 2024 | Maloney Ct | $270K |
4-Quarter Forecast
Linear projection from past trendQuarterly trend
+4.6%
Implied 1-yr
+18.3%
2026 Q3
$335.7K
2026 Q4
$347.5K
Median Price — History + Forecast
Property type mix
Share by property type
Year-built distribution
Properties by build era
Map
Recent top sales — most expensive
| Address | Sale date | Sale price |
|---|---|---|
| E Wakefield Blvd | Aug 12, 2024 | $1,350,000 |
| E Wakefield Blvd | Dec 2, 2022 | $1,150,000 |
| Newfield Rd | Jun 1, 2022 | $1,010,000 |
| Perch Rock Trl | Sep 21, 2022 | $927,000 |
| W Wakefield Blvd | Aug 5, 2022 | $899,900 |
| W Wakefield Blvd | Aug 4, 2022 | $899,900 |
| E Wakefield Blvd | Feb 22, 2022 | $885,000 |
| Spencer Hill Rd | Feb 9, 2024 | $860,000 |
| W Wakefield Blvd | Feb 27, 2023 | $825,000 |
| Shore Dr | May 19, 2023 | $825,000 |
How Winchester compares
| Metric | Winchester | Connecticut avg | US avg |
|---|---|---|---|
| Median price | $337K | $695.8K | $535.4K |
| 1-year change | -34.1% | -6.0% | -5.4% |
| Sales (12mo) | 18 | 3,020 | — |
| Median sqft | — | — | — |
Other cities in Connecticut
How Winchester ranks in Connecticut
1-year appreciation
#121 of 215
Median price
#132 of 215
Frequently asked about Winchester
What is the median sale price in Winchester, CT?
The median sale price in Winchester over the last 12 months is $337K, based on 18 transactions.
How fast are home prices appreciating in Winchester?
Winchester home prices have changed -34.1% year-over-year on a median basis.
How many sales happen each year in Winchester?
Roughly 18 home sales were recorded in Winchester over the trailing 12 months.
What types of properties are most common in Winchester?
single_family is the most common property type tracked in Winchester.
When were most homes in Winchester built?
Most homes in Winchester were built in the Pre-1950 era.