Southold Town’s Three High Schools – A Brief Overview
| Village | Village Population | All Enrollments | Seniors |
| Greenport | 4300 | 362 | 54 |
| Southold | 7000 | 401 | 83 |
| Mattituck | 9400 | 637 | 132 |
| Total | 20,700 | 1399 | 269 |
Southold Town School Districts Expenditures (2018-1019)
| School District | Expenditures | Per Student |
| Greenport | $16,500,000 | $24,000 |
| Southold | $23,000,000 | $37,000 |
| Mattituck | $40,000,000 | $33,000 |
| School District | % Students of Color | % Economically Disadvantaged | Median Household Income |
| Greenport | 23% | 20% | $59,000 |
| Southold | 8% | 14% | $82,000 |
| Mattituck | 5% | 12% | $89,000 |
Greenport has the highest percentage of students from low-income families, the most students of color; Mattituck has the lowest percentage of students from low-income families and proportionally the fewest students of color.
Combined High School Outcomes, 2017-2020
| Graduation Rate | On to 4-Yr College | On to 2-Yr College | % any College | |
| Greenport | 78% | 42% | 26% | 68% |
| Southold | 86% | 57% | 23% | 80% |
| Mattituck | 92% | 64% | 25% | 91% |
| Combined | 86% | 57% | 24% | 81% |
