| Index | New Windsor | Maryland | National |
| Average Test Scores | n/a | 40% | 48% |
| Student/Teacher ratio | 17:1 | 16:1 | 16:1 |
| Total public schools | 1 | 1,163 | 79,221 |
| Total private schools | n/a | 674 | 24,874 |
| Total post-secondary schools | n/a | 112 | 7,963 |

| Index | New Windsor | Maryland | National |
| Completed 8th grade | 87.9% | 87.5% | 84.3% |
| Completed high school | 87.9% | 86.5% | 83.0% |
| Completed some college | 45.5% | 64.2% | 59.4% |
| Completed associate degree | 24.6% | 44.8% | 38.5% |
| Completed bachelors | 18.4% | 38.4% | 30.3% |
| Completed masters | 6.4% | 17.7% | 11.5% |
| Completed professional degree | 0.0% | 5.5% | 3.3% |
| Completed doctorate | 0.0% | 2.5% | 1.3% |
There are a total of 1 public schools, n/a private schools and n/a post-secondary schools in New Windsor. Using the proficiency score averages, the average test scores for New Windsor, MD schools is n/a. The average student to teacher ratio is 17:1. In New Windsor, MD, an average of 87.9% of students have completed 8th grade and an average of 87.9% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Linganore, MD | 10,268 | 69% | 43.8% |
| Sykesville, MD | 4,060 | 69% | 43.8% |
| Hampstead, MD | 6,569 | 64% | 32.8% |
| New Market, MD | 1,589 | 64% | 32.6% |
| Monrovia, MD | 1,599 | 61% | 27.1% |
| New Windsor, MD | 1,415 | n/a |
| City | Population | Avg. Test Scores | National Avg. |
| Gilcrest, CO | 1,415 | 32% | 33.3% |
| Antrim, NH | 1,415 | 37% | 23.4% |
| Hays, NC | 1,414 | 38% | 20.3% |
| Frazee, MN | 1,416 | 58% | 21.4% |
| Vanceburg, KY | 1,416 | 42% | 11.7% |
| New Windsor, MD | 1,415 | n/a |