| Index | New Windsor | New York | National |
| Average Test Scores | 48% | 56% | 48% |
| Student/Teacher ratio | n/a | n/a | 16:1 |
| Total public schools | 6 | 4,060 | 79,221 |
| Total private schools | 7 | 1,092 | 24,874 |
| Total post-secondary schools | n/a | 483 | 7,963 |
| Index | New Windsor | New York | National |
| Completed 8th grade | 87.2% | 83.5% | 84.3% |
| Completed high school | 86.7% | 82.1% | 83.0% |
| Completed some college | 56.6% | 59.5% | 59.4% |
| Completed associate degree | 32.2% | 43.4% | 38.5% |
| Completed bachelors | 23.2% | 34.7% | 30.3% |
| Completed masters | 9.1% | 15.1% | 11.5% |
| Completed professional degree | 2.0% | 4.2% | 3.3% |
| Completed doctorate | 1.1% | 1.5% | 1.3% |
There are a total of 6 public schools, 7 private schools and n/a post-secondary schools in New Windsor. Using the proficiency score averages, the average test scores for New Windsor, NY schools is 48%. The average student to teacher ratio is n/a. In New Windsor, NY, an average of 87.2% of students have completed 8th grade and an average of 86.7% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Shrub Oak, NY | 3,164 | 97% | 102.1% |
| Fort Montgomery, NY | 1,939 | 94% | 94.8% |
| Cold Spring, NY | 1,951 | 81% | 68.2% |
| Firthcliffe, NY | 5,178 | 77% | 60.4% |
| Hopewell Junction, NY | 742 | 74% | 54.9% |
| New Windsor, NY | 9,162 | 48% | = 100 |
| City | Population | Avg. Test Scores | National Avg. |
| Canonsburg, PA | 9,162 | 74% | 53.5% |
| Hooper, UT | 9,162 | 46% | 4.2% |
| Mahopac, NY | 9,158 | 62% | 28.8% |
| Glenwood, IL | 9,158 | 20% | 58.3% |
| Farmingdale, NY | 9,158 | 53% | 11.0% |
| New Windsor, NY | 9,162 | 48% | = 100 |
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