MarketsWinchester, VA

Are home prices going up or down in Winchester, VA?

In Winchester, VA, the typical home sold for $399,900 during May 2026. That is 2% lower than the same stretch a year ago, so prices are down.

$399,900
Typical sale price
▼ 2% vs last year
$389,900
Three years ago
$215
Per square foot
$419,945
Typical asking price

Over the last 36 months the typical sale price in Winchester, VA went from $389,900 to $399,900 — up 3%.

The high point was $440,000, reached in June 2025. Today's typical sale is 9% below that.

Measured by size, homes in Winchester, VA are selling for about $215 per square foot. Price per square foot is the fairer comparison when the mix of what sells shifts from month to month — a run of big houses can push the typical price up without anything actually getting more expensive.

Source: Redfin's published market data for the Winchester, VA area, through May 2026.

2023-06 2026-05
Typical sale price, month by month.

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Figures come from Redfin's published market data for the Winchester, VA area, through May 2026. Neighborhood Numbers is an independent data publisher and is not affiliated with Redfin. We update these pages when Redfin publishes, once a month.