| Index | Winter Garden | Florida | National |
| Average Test Scores | 64% | 55% | 48% |
| Student/Teacher ratio | 16:1 | 17:1 | 16:1 |
| Total public schools | 8 | 3,388 | 79,221 |
| Total private schools | 2 | 1,640 | 24,874 |
| Total post-secondary schools | 2 | 466 | 7,963 |
| Index | Winter Garden | Florida | National |
| Completed 8th grade | 87.4% | 84.0% | 84.3% |
| Completed high school | 87.0% | 83.0% | 83.0% |
| Completed some college | 63.8% | 58.0% | 59.4% |
| Completed associate degree | 46.6% | 37.4% | 38.5% |
| Completed bachelors | 37.1% | 27.9% | 30.3% |
| Completed masters | 13.9% | 10.0% | 11.5% |
| Completed professional degree | 3.4% | 3.1% | 3.3% |
| Completed doctorate | 0.6% | 1.1% | 1.3% |
There are a total of 8 public schools, 2 private schools and 2 post-secondary schools in Winter Garden. Using the proficiency score averages, the average test scores for Winter Garden, FL schools is 64%. The average student to teacher ratio is 16:1. In Winter Garden, FL, an average of 87.4% of students have completed 8th grade and an average of 87.0% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Oakland, FL | 3,177 | 71% | 46.9% |
| Windermere, FL | 3,613 | 69% | 43.9% |
| Minneola, FL | 12,664 | 69% | 43.0% |
| Maitland, FL | 18,243 | 65% | 34.9% |
| Clermont, FL | 37,828 | 64% | 34.2% |
| Winter Garden, FL | 46,274 | 64% | 32.5% |
| City | Population | Avg. Test Scores | National Avg. |
| Binghamton, NY | 46,285 | 43% | 10.5% |
| Pearl City, HI | 46,316 | 68% | 40.6% |
| Strongsville, OH | 46,328 | 83% | 73.1% |
| Rockwall, TX | 46,220 | 63% | 30.8% |
| Danville, CA | 46,118 | 75% | 56.1% |
| Winter Garden, FL | 46,274 | 64% | 32.5% |
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