| Index | Windermere | Florida | National |
| Average Test Scores | 69% | 55% | 48% |
| Student/Teacher ratio | 19:1 | 17:1 | 16:1 |
| Total public schools | 2 | 3,388 | 79,221 |
| Total private schools | 3 | 1,640 | 24,874 |
| Total post-secondary schools | n/a | 466 | 7,963 |
| Index | Windermere | Florida | National |
| Completed 8th grade | 99.5% | 84.0% | 84.3% |
| Completed high school | 99.5% | 83.0% | 83.0% |
| Completed some college | 90.2% | 58.0% | 59.4% |
| Completed associate degree | 75.4% | 37.4% | 38.5% |
| Completed bachelors | 67.1% | 27.9% | 30.3% |
| Completed masters | 32.1% | 10.0% | 11.5% |
| Completed professional degree | 8.1% | 3.1% | 3.3% |
| Completed doctorate | 1.4% | 1.1% | 1.3% |
There are a total of 2 public schools, 3 private schools and n/a post-secondary schools in Windermere. Using the proficiency score averages, the average test scores for Windermere, FL schools is 69%. The average student to teacher ratio is 19:1. In Windermere, FL, an average of 99.5% of students have completed 8th grade and an average of 99.5% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Oakland, FL | 3,065 | 71% | 46.9% |
| Winter Springs, FL | 36,859 | 70% | 46.6% |
| Longwood, FL | 15,514 | 69% | 44.3% |
| Minneola, FL | 12,223 | 69% | 43.0% |
| Belle Isle, FL | 7,139 | 68% | 41.7% |
| Windermere, FL | 3,497 | 69% | 43.9% |
| City | Population | Avg. Test Scores | National Avg. |
| Beloit, KS | 3,497 | 40% | 16.7% |
| Hot Springs, SD | 3,498 | 48% | = 100 |
| Bloomer, WI | 3,495 | 37% | 22.2% |
| Canton, SD | 3,499 | 60% | 25.0% |
| Agua Dulce, CA | 3,494 | 30% | 37.5% |
| Windermere, FL | 3,497 | 69% | 43.9% |
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