Winchester, VA Real Estate & Homes For Sale
454 homes
- OPEN SUN, 1-3PMReal Broker, LLC
- NEW - 6 HRS AGO0.5 ACRES
- 1.37 ACRESCorcoran McEnearney
- OPEN SUN, 1-3PMSamson Properties
- NEWCOMING SOON 6/11Samson Properties
- NEW - 1 DAY AGOCarter Braxton Preferred Properties
- Samson Properties
- Virginia Property Group, Inc.
- RE/MAX Distinctive Real Estate, Inc.
- Realty ONE Group Old Towne
- Keller Williams Realty
- Samson Properties
- Hunt Country Sotheby's International Realty
- Samson Properties
- Long & Foster Real Estate, Inc.
- Coldwell Banker Realty
- MarketPlace REALTY
- Berkshire Hathaway HomeServices PenFed Realty
- Pearson Smith Realty LLC
- Colony Realty
- Preslee Real Estate
- MarketPlace REALTY
- RE/MAX Roots
- Weichert Realtors - Blue Ribbon
- Samson Properties
- Realty ONE Group Old Towne
- RE/MAX Roots
- Keller Williams Realty
- Pearson Smith Realty, LLC
- Samson Properties
- Coldwell Banker Premier
- Colony Realty
Winchester, VA Real Estate Trends
Learn about the Winchester, VA housing market through trends and averages.Affordability of Living in Winchester, VA
| Month | Median home value |
|---|---|
| May 2025 | $398k |
| June 2025 | $398k |
| July 2025 | $398k |
| August 2025 | $399k |
| September 2025 | $400k |
| October 2025 | $401k |
| November 2025 | $402k |
| December 2025 | $403k |
| January 2026 | $403k |
| February 2026 | $404k |
| March 2026 | $404k |
| April 2026 | $404k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Winchester, VA, by Home Size
Currently, there are 59 new listings in Winchester, VA and 454 homes for sale.
| Home Size | Home Value* |
|---|---|
| 1 bedroom (See homes) | $232,248 |
| 2 bedrooms (35 homes) | $280,316 |
| 3 bedrooms (165 homes) | $374,370 |
| 4 bedrooms (105 homes) | $542,220 |
What Locals Say about Winchester
Review Highlights
Winchester offers historic stability, strong schools, low crime, and enduring community values. Residents praise safety, good schools, civic pride, festivals, and a lively Old Town. Rush-hour traffic, limited transit and sidewalks, and scarce parking near downtown.
AI-generated summary of moderated reviews.

Listing information is deemed reliable, but not guaranteed.

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
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Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
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