| Index | Winchester | Missouri | National |
| Average Test Scores | n/a | 44% | 48% |
| Student/Teacher ratio | n/a | 14:1 | 16:1 |
| Total public schools | n/a | 1,899 | 79,221 |
| Total private schools | n/a | 531 | 24,874 |
| Total post-secondary schools | n/a | 213 | 7,963 |
| Index | Winchester | Missouri | National |
| Completed 8th grade | 89.2% | 86.0% | 84.3% |
| Completed high school | 87.2% | 84.2% | 83.0% |
| Completed some college | 59.6% | 57.7% | 59.4% |
| Completed associate degree | 33.7% | 35.2% | 38.5% |
| Completed bachelors | 23.0% | 27.6% | 30.3% |
| Completed masters | 6.7% | 10.4% | 11.5% |
| Completed professional degree | 0.9% | 2.8% | 3.3% |
| Completed doctorate | 0.3% | 1.2% | 1.3% |
There are a total of n/a public schools, n/a private schools and n/a post-secondary schools in Winchester. Using the proficiency score averages, the average test scores for Winchester, MO schools is n/a. The average student to teacher ratio is n/a. In Winchester, MO, an average of 89.2% of students have completed 8th grade and an average of 87.2% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Clayton, MO | 16,763 | 73% | 52.7% |
| Dardenne Prairie, MO | 13,385 | 73% | 51.0% |
| Lake St. Louis, MO | 16,357 | 71% | 48.4% |
| Brentwood, MO | 7,986 | 70% | 45.6% |
| Weldon Spring, MO | 5,536 | 70% | 45.5% |
| Winchester, MO | 1,751 | n/a |
| City | Population | Avg. Test Scores | National Avg. |
| Lake City, IA | 1,751 | 90% | 86.5% |
| Pagosa Springs, CO | 1,751 | 31% | 35.7% |
| Elkland, PA | 1,751 | 45% | 7.3% |
| Stewartstown, PA | 1,751 | 67% | 39.6% |
| Iota, LA | 1,752 | 84% | 74.0% |
| Winchester, MO | 1,751 | n/a |
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