Premiers - Judd Cup
| Year |
Premier |
| 2020 |
Mosman |
| 2019 |
Waverley |
| 2018 |
Colleagues |
| 2017 |
Knox |
| 2016 |
Colleagues |
| 2015 |
St Patrick's |
| 2014 |
St Patrick's |
| 2013 |
St Patrick's |
| 2012 |
Colleagues |
| 2011 |
Colleagues |
| 2010 |
Colleagues |
| 2009 |
Old Ignatians |
| 2008 |
Old Ignatians |
| 2007 |
Mosman |
| 2006 |
Old Ignatians |
| 2005 |
Old Ignatians |
| 2004 |
Old Ignatians |
| 2003 |
Old Ignatians |
| 2002 |
Old Ignatians |
| 2001 |
St Patrick's |
| 2000 |
St Patrick's |
| 1999 |
St Patrick's |
| 1998 |
Waverley |
| 1997 |
Old Ignatians |
| 1996 |
Colleagues |
| 1995 |
Waverley |
| 1994 |
Waverley |
| 1993 |
Penrith |
| 1992 |
Waverley |
| 1991 |
Waverley |
| 1990 |
Waverley |
| 1989 |
Waverley |
| 1988 |
Waverley |
| 1987 |
Matraville |
| 1986 |
Blue Mountains |
| 1985 |
Hunters Hill |
| 1984 |
Colleagues |
| 1983 |
Hunters Hill |
| 1982 |
Waverley |
| 1981 |
Waverley |
| 1980 |
Hunters Hill |
| 1979 |
Hunters Hill |
| 1978 |
King's Old Boys |
| 1977 |
Lane Cove |
| 1976 |
St Patrick's |
| 1975 |
Bondi |
| 1974 |
Bondi |
| 1973 |
Petersham |
| 1972 |
Lindfield |
| 1971 |
Normanhurst Old Boys |
| 1970 |
CBOB's |
| 1969 |
Newington Old Boys |
| 1968 |
Lane Cove |
| 1967 |
Macquarie University |
| 1966 |
Colleagues |
| 1965 |
Dundas |
| 1964 |
Pennant Hills |
| 1963 |
Lindfield |
| 1962 |
University of NSW |
| 1961 |
Petersham |
