| Index | Winchester | Indiana | National |
| Average Test Scores | 37% | 46% | 48% |
| Student/Teacher ratio | 19:1 | 22:1 | 16:1 |
| Total public schools | 4 | 1,755 | 79,221 |
| Total private schools | n/a | 675 | 24,874 |
| Total post-secondary schools | n/a | 141 | 7,963 |
| Index | Winchester | Indiana | National |
| Completed 8th grade | 81.4% | 84.6% | 84.3% |
| Completed high school | 78.3% | 82.9% | 83.0% |
| Completed some college | 41.0% | 53.8% | 59.4% |
| Completed associate degree | 19.7% | 33.0% | 38.5% |
| Completed bachelors | 11.3% | 24.6% | 30.3% |
| Completed masters | 3.7% | 8.9% | 11.5% |
| Completed professional degree | 0.4% | 2.4% | 3.3% |
| Completed doctorate | 0.0% | 1.0% | 1.3% |
There are a total of 4 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, IN schools is 37%. The average student to teacher ratio is 19:1. In Winchester, IN, an average of 81.4% of students have completed 8th grade and an average of 78.3% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| New Madison, OH | 1,122 | 77% | 60.4% |
| Union City, OH | 1,705 | 65% | 34.4% |
| Ridgeville, IN | 567 | 62% | 29.2% |
| Parker City, IN | 1,145 | 62% | 28.1% |
| Albany, IN | 2,426 | 60% | 24.0% |
| Winchester, IN | 4,934 | 37% | 22.6% |
| City | Population | Avg. Test Scores | National Avg. |
| Telford, PA | 4,933 | 72% | 49.0% |
| Omak, WA | 4,933 | 34% | 29.2% |
| Royersford, PA | 4,937 | 76% | 57.4% |
| Edgefield, SC | 4,930 | 40% | 17.7% |
| Holts Summit, MO | 4,929 | 43% | 11.5% |
| Winchester, IN | 4,934 | 37% | 22.6% |
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