| Year | Premier |
| 2017 | Beecroft |
| 2016 | Waverley |
| 2015 | Forest |
| 2014 | Blue Mountains |
| 2013 | Petersham |
| 2012 | Balmain |
| 2011 | UNSW |
| 2010 | Hunters Hill |
| 2009 | St Ives |
| 2008 | Barker Old Boys |
| 2007 | King's Old Boys |
| 2006 | Barker Old Boys |
| 2005 | Campbelltown |
| 2004 | Knox Old Boys |
| 2003 | Newport |
| 2002 | Blacktown |
| 2001 | Dundas Valley |
| 2000 | St Ives |
| 1999 | Drummoyne |
| 1998 | Forest |
| 1997 | Forest |
| 1996 | St Ives |
| 1995 | Forest |
| 1994 | Barker Old Boys |
| 1993 | Chatswood |
| 1992 | Hunters Hill |
| 1991 | St Leo's |
| 1990 | Chatswood & Blue Mountains (joint) |
| 1989 | Forest |
| 1988 | Forest |
| 1987 | King's Old Boys |
| 1986 | CBOB's |
| 1985 | St Ives |
| 1984 | CBOB's |
| 1983 | Matraville |
| 1982 | Barker Old Boys |
| 1981 | Barker Old Boys |
| 1980 | St Leo's |
| 1979 | Waverley |
| 1978 | Bondi-Bronte |
| 1977 | Eastwood |
| 1976 | Forest |
| 1975 | Bank of NSW & Eastwood (joint) |
| 1974 | CBOB's |
| 1973 | Smithfield |
| 1972 | Reserve NAML |
| 1971 | AMP |