| Index | Wintergreen | Virginia | National |
| Average Test Scores | n/a | 79% | 48% |
| Student/Teacher ratio | n/a | 13:1 | 16:1 |
| Total public schools | n/a | 1,596 | 79,221 |
| Total private schools | n/a | 553 | 24,874 |
| Total post-secondary schools | n/a | 199 | 7,963 |
| Index | Wintergreen | Virginia | National |
| Completed 8th grade | 81.2% | 85.9% | 84.3% |
| Completed high school | 64.5% | 84.7% | 83.0% |
| Completed some college | 57.7% | 64.1% | 59.4% |
| Completed associate degree | 57.7% | 44.2% | 38.5% |
| Completed bachelors | 57.7% | 36.9% | 30.3% |
| Completed masters | 40.7% | 15.7% | 11.5% |
| Completed professional degree | 14.0% | 4.2% | 3.3% |
| Completed doctorate | 6.6% | 1.7% | 1.3% |
There are a total of n/a public schools, n/a private schools and n/a post-secondary schools in Wintergreen. Using the proficiency score averages, the average test scores for Wintergreen, VA schools is n/a. The average student to teacher ratio is n/a. In Wintergreen, VA, an average of 81.2% of students have completed 8th grade and an average of 64.5% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Crozet, VA | 7,191 | 85% | 77.9% |
| Lovingston, VA | 584 | 85% | 77.1% |
| Stuarts Draft, VA | 11,380 | 80% | 66.4% |
| Arrington, VA | 782 | 75% | 55.2% |
| Waynesboro, VA | 22,300 | 71% | 47.3% |
| Wintergreen, VA | 494 | n/a |
| City | Population | Avg. Test Scores | National Avg. |
| Bell City, MO | 494 | 52% | 8.3% |
| Fleming-Neon, KY | 494 | 57% | 18.8% |
| Guilford, ME | 494 | 36% | 24.5% |
| Centertown, KY | 494 | 40% | 17.7% |
| Nevis, MN | 493 | 63% | 31.8% |
| Wintergreen, VA | 494 | n/a |
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