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Winchester MA Post-Sale Market Analysis: Oct-Nov 2025
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•November 6, 2025THE BOTTOM LINE
Winchester's fall 2025 sales hit $1.90M median—up 26.7% from July. With 82% of sales above $1.5M and $581/sqft pricing, the luxury market shows sustained strength despite seasonal headwinds.
WHO NEEDS THIS
Active Winchester buyers, sellers timing listings, and investors tracking premium Greater Boston markets.
KEY INSIGHTS
- •Median single-family price reached $1.90M record in October-November period
- •The Flats neighborhood commanded highest $/sqft at $600+ for updated properties
- •$1.5M-$2.0M tier dominated activity with 41.2% of all transactions
- •Average days on market: 22 days—indicating strong demand and pricing discipline
- •Three luxury sales over $3M confirm sustained high-end buyer appetite
DO THIS NEXT
If buying Winchester, budget $1.9M+ for competitive position in current market conditions.
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