| Index | Winsted | Connecticut | National |
| Average Test Scores | 55% | 53% | 48% |
| Student/Teacher ratio | 12:1 | 14:1 | 16:1 |
| Total public schools | 9 | 654 | 79,221 |
| Total private schools | 1 | 207 | 24,874 |
| Total post-secondary schools | 1 | 81 | 7,963 |
| Index | Winsted | Connecticut | National |
| Completed 8th grade | 74.1% | 88.0% | 84.3% |
| Completed high school | 72.7% | 86.9% | 83.0% |
| Completed some college | 43.8% | 62.9% | 59.4% |
| Completed associate degree | 22.2% | 45.5% | 38.5% |
| Completed bachelors | 15.3% | 38.0% | 30.3% |
| Completed masters | 5.1% | 16.8% | 11.5% |
| Completed professional degree | 0.6% | 4.6% | 3.3% |
| Completed doctorate | 0.2% | 1.7% | 1.3% |
There are a total of 9 public schools, 1 private schools and 1 post-secondary schools in Winsted. Using the proficiency score averages, the average test scores for Winsted, CT schools is 55%. The average student to teacher ratio is 12:1. In Winsted, CT, an average of 74.1% of students have completed 8th grade and an average of 72.7% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Simsbury Center, CT | 6,271 | 79% | 63.5% |
| West Simsbury, CT | 3,131 | 77% | 60.4% |
| Northwest Harwinton, CT | 2,897 | 77% | 60.4% |
| Weatogue, CT | 2,396 | 72% | 49.0% |
| Collinsville, CT | 3,729 | 71% | 47.9% |
| Winsted, CT | 6,504 | 55% | 15.0% |
| City | Population | Avg. Test Scores | National Avg. |
| Oakmont, PA | 6,504 | 77% | 60.4% |
| Estes Park, CO | 6,504 | 36% | 24.7% |
| Milford, MI | 6,502 | 54% | 12.2% |
| Garrett, IN | 6,507 | 43% | 10.8% |
| Lincroft, NJ | 6,501 | 83% | 73.4% |
| Winsted, CT | 6,504 | 55% | 15.0% |
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