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High Schools in The Gilbert School District


At a glance
DistrictThe Gilbert School District137th of 153 Connecticut districtsFull district overview →
1
School
452
Students
Top rankedThe Gilbert School108th of 133 Connecticut high schools
Summary:

The Gilbert School District in Winsted, CT contains a single high school, The Gilbert School, which serves grades 7 through 12 with 452 students in a combined middle/high school model, where more than half of students (56.42%) qualify for free or reduced-price lunch and the student-teacher ratio is a favorable 11.9.

Since The Gilbert School is the only high school in the district, all district-level metrics mirror the school's own performance. The school's strengths include a strong 96.5% graduation rate, well above the state average of 91.2%, and small class sizes. However, academic proficiency lags significantly behind state averages across nearly every subject and grade level. The most concerning gaps appear at the high school level, where 11th-grade SAT math proficiency sits at just 10.9% versus the state's 31.3%, and 11th-grade science proficiency is 25.9% compared to the state's 50.5%. Chronic absenteeism is also elevated at 21.9% versus the state rate of 16.4%. These factors have contributed to a declining district ranking, from 90th out of 145 districts in 2023-2024 to 108th out of 133 in 2025-2026 (1 star).

There are some encouraging signs, as 7th and 8th grade ELA proficiency improved by roughly 3 points from the prior year, and 8th grade math improved by 3.6 points. However, high school math and science scores declined over the same period, suggesting students may be losing ground in the upper grades. For parents considering this area, The Gilbert School offers a supportive, small-school environment with a high graduation rate, but families should be aware that college and career readiness metrics in math and science are areas of serious concern. Reducing chronic absenteeism and strengthening high school academic outcomes should be top priorities for the school.

Ranking:
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E Elementary M Middle H High A Alternative P Private




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SchoolDigger data sources: National Center for Education Statistics, U.S. Department of Education, the U.S. Census Bureau and the Connecticut Department of Education.

IMPORTANT DISCLAIMERS: Not all boundaries are included. We make every effort to ensure that boundaries are up-to-date. But it's important to note that these are approximations and are for general informational purposes only. To verify legal descriptions of boundaries or school locations, contact your local tax assessor's office and/or school district.

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