| Index | Winter Harbor | Maine | National |
| Average Test Scores | n/a | 45% | 48% |
| Student/Teacher ratio | n/a | 14:1 | 16:1 |
| Total public schools | n/a | 345 | 79,221 |
| Total private schools | n/a | 89 | 24,874 |
| Total post-secondary schools | n/a | 45 | 7,963 |
| Index | Winter Harbor | Maine | National |
| Completed 8th grade | 88.1% | 88.3% | 84.3% |
| Completed high school | 87.8% | 86.8% | 83.0% |
| Completed some college | 50.4% | 58.8% | 59.4% |
| Completed associate degree | 33.7% | 39.0% | 38.5% |
| Completed bachelors | 24.4% | 29.3% | 30.3% |
| Completed masters | 4.4% | 10.5% | 11.5% |
| Completed professional degree | 0.0% | 3.0% | 3.3% |
| Completed doctorate | 0.0% | 1.3% | 1.3% |
There are a total of n/a public schools, n/a private schools and n/a post-secondary schools in Winter Harbor. Using the proficiency score averages, the average test scores for Winter Harbor, ME schools is n/a. The average student to teacher ratio is n/a. In Winter Harbor, ME, an average of 88.1% of students have completed 8th grade and an average of 87.8% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Bar Harbor, ME | 2,163 | 65% | 35.9% |
| Southwest Harbor, ME | 626 | 60% | 24.0% |
| Winter Harbor, ME | 337 | n/a |
| City | Population | Avg. Test Scores | National Avg. |
| Mill Village, PA | 337 | 82% | 70.8% |
| Endicott, WA | 337 | 60% | 24.0% |
| Princeton, CA | 337 | 25% | 47.9% |
| Ellsworth, MI | 337 | 40% | 17.7% |
| Mill Creek, PA | 337 | 50% | 4.2% |
| Winter Harbor, ME | 337 | n/a |
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