| 1981 | Rodney Gill, Southampton |
| 1982 | Jeff Ward, Southampton |
| 1983 | Andre Johnson, Southampton |
| 1984 | David Garrison, Bellport |
| 1985 | Chip Mayer, Ward Melville |
| 1986 | Kenny Wood, East Hampton |
| 1987 | Michael Walsh, Comsewogue |
| 1988 | Kenny Wood, East Hampton |
| 1991 | Jamil Adams, Longwood |
| 1992 | James Turner, Bellport |
| 1993 | James McGowan, Bellport |
| 1994 | Lemarc Franklin, Center Moriches |
| 1995 | Greg Gaillard, Miller Place |
| 1996 | Maurice Manning, Bridgehampton |
| 1997 | Dale Menendez, Westhampton Beach |
| 1998 | Courtney Pritchard, Southampton |
| 1999 | Darin Miller, Southampton |
| 2000 | Andrew Santiago, Connetquot |
| 2001 | Kyle Laboy, Southampton |
| 2002 | Alvin Dennis, Bellport |
| 2003 | Tyrese Jones, Riverhead |
| 2004 | Ken Hughes, Riverhead |
| 2005 | Carlos Malave, Bellport |
| 2006 | Corey Maryles, Elwood/John Glenn |
| 2007 | Jerome Russell, East Hampton |
| 2008 | Malcolm Kelly, Riverhead |
| 2009 | Darien Davis, Longwood |
| 2010 | Josh Taylor, Longwood |
| 2011 | Christopher Mellender, Longwood |
| 2012 | Latrell Washington, Longwood |
| 2013 | Taylor Sanders, Southampton |
| 2014 | Isaiah Johnson, Southampton |
| 2015 | Brandon Kennedy-Gay, East Hampton |
| 2016 | Andre Franklin, Southampton |
| 2017 | Troy Goode, Center Moriches |
| 2018 | Jaxan Swann, Greenport |
| 2019 | Dakoda Smith, Southampton |
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