Winchester, VA Housing Market
The median sale price of a home in Winchester was $460K last month, up 31.4% since last year. The median sale price per square foot in Winchester is $209, down 2.1% since last year.
Winchester Housing Market Trends
In October 2025, Winchester home prices were up 31.4% compared to last year, selling for a median price of $460K. On average, homes in Winchester sell after 46 days on the market compared to 49 days last year. There were 23 homes sold in October this year, down from 30 last year.

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View houses in Winchester that sold recently
Recently sold homes
- $334,900 Last Sold Price3 beds2 baths1,300 sq ft2225 Harrison St, Winchester, VA 22601(540) 665-0360List Price$334,900Sale to List0% over listDays on Market71 days2225 Harrison St, Winchester, VA 22601
- $385,000 Last Sold Price2 beds2 baths1,591 sq ft1823 Kershaw Ln, Winchester, VA 22601(540) 665-0360List Price$389,900Sale to List1% under listDays on Market46 days1823 Kershaw Ln, Winchester, VA 22601
- $450,000 Last Sold Price4 beds2.5 baths2,868 sq ft609 Crystal Ct, Winchester, VA 22601(540) 665-0360List Price$450,000Sale to List0% over listDays on Market58 days609 Crystal Ct, Winchester, VA 22601
- $349,000 Last Sold Price3 beds1 bath1,416 sq ft96 Molden Dr, Winchester, VA 22601(540) 662-0323List Price$349,000Sale to List0% over listDays on Market52 days96 Molden Dr, Winchester, VA 22601
- $340,000 Last Sold Price3 beds2 baths1,293 sq ft301 Liberty Ave, Winchester, VA 22601(540) 338-2040List Price$349,900Sale to List3% under listDays on Market92 days301 Liberty Ave, Winchester, VA 22601
- $635,500 Last Sold Price4 beds3 baths3,100 sq ft315 W Leicester St, Winchester, VA 22601(540) 450-2747List Price$649,000Sale to List2% under listDays on Market25 days315 W Leicester St, Winchester, VA 22601
- $578,000 Last Sold Price4 beds2.5 baths3,232 sq ft107 Roszel Rd, Winchester, VA 22601(540) 662-0323List Price$599,000Sale to List4% under listDays on Market84 days107 Roszel Rd, Winchester, VA 22601
- $665,000 Last Sold Price4 beds4.5 baths4,681 sq ft922 Meadow Ct, Winchester, VA 22601(540) 662-0323List Price$659,900Sale to List1% over listDays on Market39 days922 Meadow Ct, Winchester, VA 22601
See all recently sold homes in Winchester.
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Schools in Winchester
- Elementary
- Middle
- High
GreatSchools Rating
7/10 Virginia Ave. Charlotte Dehart Elementary School Public • PreK-4 | 441 Students | 2 reviews |
6/10 John Kerr Elementary Public • PreK-4 | 526 Students | N/A |
5/10 Garland R. Quarles Elementary School Public • PreK-4 | 364 Students | 4 reviews |
5/10 Frederick Douglass Elementary School Public • PreK-4 | 325 Students | 4 reviews |
4/10 Daniel Morgan Intermediate School Public • 5-6 | 615 Students | 1 reviews |
Climate's impact on Winchester housing
Learn about natural hazards and environmental risks, such as floods, fires, wind, and heat that could impact homes in Winchester.
Flood Factor - Moderate
Flood Factor

Fire Factor - Moderate
Fire Factor

Wind Factor - Minor
Wind Factor

Wind likelihood over time
Heat Factor - Major
Heat Factor

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