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Winchester vs Woburn, MA — June 2026

A side-by-side comparison of Winchester and Woburn, Massachusetts — home prices, property taxes, schools, and market conditions.

Updated June 2026 · Live MLS data
More Affordable
Woburn
Lower Property Tax
Woburn
Faster Market
Woburn
Higher-Rated Schools
Winchester

Winchester vs Woburn: How They Compare

MetricWinchesterWoburn
Median List Price$1.85M$812K
Price / Sq Ft$556$456
Active Listings101108
Avg. Days on Market6760
Market TypeBalancedBalanced
Property Tax ($/$1k)$11.09$8.54
School District GradeA+B-

Comparing Winchester and Woburn, Massachusetts: Winchester has a median list price of $1.85M, while Woburn is around $812K. Woburn is the more affordable of the two.

On property taxes, Winchester charges $11.09 per $1,000 versus Woburn at $8.54, so Woburn has the lower rate. Schools: Winchester's district is graded A+ and Woburn's is B-. Winchester is currently a balanced market and Woburn a balanced market.

Both figures come from live MLS data. Browse current listings in Winchester or Woburn to compare homes side by side.

Browse homes for sale in Winchester → See every active listing with photos, pricing, and full details.

Frequently Asked Questions

Is Winchester or Woburn more affordable?

Woburn is more affordable, with a median list price of $812K versus $1.85M in Winchester.

Which has lower property taxes, Winchester or Woburn?

Woburn has the lower residential property tax rate: $8.54 per $1,000 versus $11.09 in Winchester.

Which has better schools, Winchester or Woburn?

Winchester's school district is graded A+ and Woburn's is B-.

Market figures are derived from live MLS data and are provided for informational purposes only. They are not an appraisal or a guarantee of value. Last updated June 2026.