Winchester, VA Real Estate & Homes For Sale
409 homes
- NEW - 2 MIN AGORegency Lakes
- NEW CONSTRUCTIONBUILDABLE PLAN3D VIEW
- NEWCOMING SOON 5/20RE/MAX Roots
- NEW - 18 HRS AGONEW CONSTRUCTIONPearson Smith Realty, LLC
- NEW - 18 HRS AGONEW CONSTRUCTIONPearson Smith Realty, LLC
- NEW - 17 HRS AGOMarketPlace REALTY
- Samson Properties
- Keller Williams Realty
- Realty ONE Group Old Towne
- Samson Properties
- Coldwell Banker Realty
- RE/MAX Roots
- Winchester Real Estate Connection
- Brookfield Mid-Atlantic Brokerage, LLC
- Weichert Realtors - Blue Ribbon
- Long & Foster Real Estate, Inc.
- Realty ONE Group Old Towne
- Samson Properties
- Brookfield Mid-Atlantic Brokerage, LLC
- HoneyWay
- $519,990+5 Beds3 Baths2,415 sqftELM Plan in Retreat at Winding Creek Single Family,
Winchester, VA 22602 - Century 21 Redwood Realty
- Coldwell Banker Premier
- Long & Foster Real Estate, Inc.
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 44 new listings in Winchester, VA and 409 homes for sale.
| Home Size | Home Value* |
|---|---|
| 1 bedroom (See homes) | $228,955 |
| 2 bedrooms (32 homes) | $279,937 |
| 3 bedrooms (150 homes) | $370,006 |
| 4 bedrooms (106 homes) | $542,150 |
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.

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