Principals of Sayville Grammar Schools: 1862 – 1894
1862 – Date Uncertain – Homer F. Candee
1884 – 1887 Moses A. Bedell, Esq.
1888 – 1894 Asher Johnson Jacoby

Principals of Sayville High School: 1895 – Present
1895 – 1898 George Peters Armstrong

1898-1900 Myron J. Willson

1900-1916 William Clayton Noll

1917-1920 Henry Roland Soper

1920-1932 Seward Smith Travis

1934-1935 Joseph P. Brutschy

1935-1950 Samuel Kenneth Munson

1950-1967 Tillman Edmund Wenk

1967-1975 Harold Joseph Limouze

1976-1985 Charles Carpenter

1985-1986 Richard Koch

1986-1988 Peter Liebman

1989-2009 Joseph Buderman

2009-2024 Ron Hoffer

2024-         Stephanie Bricker