| 2005- Leigh Finnegan, Tower Hill |
| 2004- Leigh Finnegan, Tower Hill |
| 2003- Leigh Finnegan, Tower Hill |
| 2002- Katherine Bushey, St. Marks |
| 2001- Katherine Bushey, St. Marks |
| 2000- Katherine Bushey, St. Marks |
| 1999- Katherine Bushey, St. Marks |
| 1998- Wallie Molchen, Tower Hill |
| 1997- Alison Popen, Dover |
| 1996- Alison Popen, Dover |
| 1995- Lindsay Rogers, St. Marks |
| 1994- Ulrike DeJonge, Concord |
| 1993- Cindy Schafer, Cape Henlopen |
| 1992- Susie Lin, Seaford |
| 1991- Tina Schafer, Cape Henlopen |
| 1990- Leslie Marshall, Cape Henlopen |
| 1989- Tina Schafer, Cape Henlopen |
| 1988- Daniela Pino, Brandywine |
| 1987- Kelly Flanigan, Ursuline |
| 1986- Anne Monteasno, St. Andrews |
| 1985- Laura LeRoy, Tower Hill |
| 1984- Heather Hartman, Holy Cross |
| 1983- Heather Hartman, Holy Cross |
| 1982- Heather Hartman, Holy Cross |
| 1981- Millon Frylkand, Newark |
| 1980- Kathy Coleman, Brandywine |
| 1979- Kathy Coleman, Brandywine |
| 1978- Cathy Shields, St. Andrews |
| 1977- Ann Beaudoin, Brandywine |
| 1976- Ann Beaudoin, Brandywine |
| 1975- Becky Chase, Friends |
| 1974- Becky Chase, Friends |
|