Winchester market snapshot
Calculated by INNOVATE Real Estate from MLS-sourced listing data for Winchester, refreshed nightly -- updated Oct 21, 2026.
Currently for sale in Winchester
See all 113 →
Recently sold in Winchester
Last 6 months. Real comps from the MLS, not estimates.
Popular neighborhoods in Winchester
Ranked by active MLS listings right now.
Walkability
Blended score for Winchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.
- Enrollment
- 347
- Student:teacher ratio
- 12.4:1
- District
- Winchester
- Enrollment
- 1,059
- Student:teacher ratio
- 11.8:1
- District
- Winchester
- Enrollment
- 1,349
- Student:teacher ratio
- 13.8:1
- District
- Winchester
Current Weather
Live conditions in Winchester, from Laurence G Hanscom Field Airport.
Cities near Winchester
ZIP codes in Winchester
Winchester real estate FAQ
How many homes are for sale in Winchester right now?+
There are currently 176 active listings in Winchester, Massachusetts, pulled directly from the MLS.
What is the median home price in Winchester?+
The median list price for active listings in Winchester is $799,000. Homes are spending an average of 83 days on market.
Is Winchester's housing market up or down this year?+
Median closed-sale prices in Winchester have risen 12.4% year over year, based on trailing 12-month MLS sales.
What are the most popular neighborhoods in Winchester?+
Based on current active listings, the neighborhoods with the most homes for sale in Winchester are West side.
What schools serve Winchester?+
The closest public schools to Winchester's center are Lincoln Elementary, McCall Middle, Winchester High School. See the schools section above for grade levels and district details.
Is Winchester walkable?+
Winchester's center has a walkability score of 89 out of 100, blending EPA's National Walkability Index with nearby-amenity density.