Summary:
Winchester has exactly one public high school — Winchester High School — serving grades 9–12 with 1,404 students at 80 Skillings Road. It belongs to the Winchester district, which holds a 5-star rating, ranks 7th of 351 Massachusetts districts, and sits in the 98th percentile. Because it is the only high school in this area, there is no local peer school to compare it against; the most useful benchmarks are its own district and the state as a whole.
Rankings place the school among the strongest in Massachusetts. It ranked 8th of 353 high schools in 2025–2026, at the 98th percentile, and 16th of 349 in 2024–2025, at the 95th percentile, holding 5 stars in all three years shown. MCAS proficiency is far above state averages. In 2025–2026, 10th graders reached 84.47% proficient in English language arts, 85.09% in mathematics, 78.39% in science, and 81.79% in biology, compared with statewide rates of 45.48%, 43.73%, 40.50%, and 37.68%. The school also edges out its own district in every listed comparison, by margins of roughly 0.15 to 1.53 percentage points.
Completion outcomes are strong: a 97.5% graduation rate and a 1.6% dropout rate in 2024–2025, better than the district's 96.0% and 1.8%. One point worth watching is 10th-grade science, which fell from 84.74% to 78.39% between the two years, though district and state science results also declined and the school remains far above both. Class sizes average 14.8 students per teacher, and per-student spending of $15,142 dates from 2020–2021, so it may not reflect current resources. Free/reduced-price lunch data is not available, so economic context cannot be assessed from this data set.
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