| Year | Premiers |
| 2019 | Beecroft |
| 2018 | Hawkesbury Ag College |
| 2017 | Old Ignatians |
| 2016 | Hawkesbury Ag College |
| 2015 | Waverley |
| 2014 | Waverley |
| 2013 | Hawkesbury Valley |
| 2012 | Waverley |
| 2011 | Petersham |
| 2010 | Balmain |
| 2009 | Petersham |
| 2008 | Petersham |
| 2007 | Petersham |
| 2006 | Briars |
| 2005 | Hawkesbury Valley |
| 2004 | King's Old Boys |
| 2003 | King's Old Boys |
| 2002 | Liverpool |
| 2001 | Beecroft |
| 2000 | Petersham |
| 1999 | Petersham |
| 1998 | Barker Old Boys |
| 1997 | Blacktown |
| 1996 | Blue Mountains |
| 1995 | Blue Mountains |
| 1994 | Not Contested |
| 1993 | Not Contested |
| 1992 | Not Contested |
| 1991 | Not Contested |
| 1990 | Cammeray Northbridge |
| 1989 | Haberfield Diggers |
| 1988 | Fairvale Old Boys |
| 1987 | Blacktown |
| 1986 | Sydney Kiwis |
| 1985 | Haberfield |
| 1984 | Petersham |
| 1983 | Wentworthville RSL |
| 1982 | Merrylands |
| 1981 | Cammeray |
| 1980 | Willoughby |
| 1979 | Bondi Boys Club |
| 1978 | North Balgowlah |
| 1977 | Navy |
| 1976 | Collaroy Plateau |
| 1975 | Balgowlah |
