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Winchester MA Post-Sale Market Analysis: Oct-Nov 2025

Under 1 min read
•November 6, 2025
THE 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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