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How competitive is the Winchester housing market?

P

Primpted Housing Analyst

Updated monthly · Data through August 2026 · v268

Data-backed
Sold Score
35/100
YoY Challenging Market Conditions
Pending ratio
0.27
YoY contracts vs active
Inventory YoY
+0.0%
YoY active listings
Median DOM
80
YoY days on market
Price cuts
32.4%
YoY of active listings
Winchester is soft for sellers as of August 2026, with a Sold Score of 35/100 (Challenging Market Conditions). **Pending ratio** is 0.27 (contracts vs. active inventory) — anything above 0.40 is healthy demand, below 0.20 is slow. **Inventory change YoY** is +0.3% — more choices for buyers than a year ago. **Median days on market** is 80. Faster than 30 days means buyers are deciding quickly. **Price-reduction share** is 32.4% of active listings — above 25% signals sellers are widely overshooting list price. — Live indicators (August 2026): Sold Score: 35/100 (Challenging Market Conditions) · Pending ratio: 0.27 · Inventory YoY: +0.3% · Median days on market: 80 · Sellers cutting price: 32.4% · Median listing price: $467,500 (+12.7% YoY)

Winchester snapshot

As of the latest 2026 data
Median listing
$468K
YoY +0.1%
Active inventory
309
YoY +0.0%
Median DOM
80
YoY +0.1%
Pending ratio
0.27
YoY -0.0%
Price-reduced
20.9%
YoY +0.0%

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