| New South Wales Champions | |||||
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| Eastern Districts - Premier League | |||||
| Year | Grand Final Winners | Losing Finalists | Score | Minor Premiers | Runners Up |
| 1998 | |||||
| 1999 | |||||
| 2000 | Barnstoneworth United | ||||
| 2001 | |||||
| 2002 | |||||
| 2003 | |||||
| 2004 | |||||
| 2005 | Barnstoneworth United | Barnstoneworth United | |||
| 2006 | Dunbar Rovers | Barnstoneworth United | 7:0 | Barnestoneworth United | Dunbar Rovers |
| 2007 | Waverley Old Boys | Dunbar Rovers | Dunbar Rovers | Waverley Old Boys | |
| 2008 | Dunbar Rovers | Dunbar Rovers | |||
| 2009 | Dunbar Rovers | Waverley Old Boys | 6:3 | Dunbar Rovers | Waverley Old Boys |
| 2010 | Phoenix FC | Dunbar Rovers | 2:0 | Phoenix FC | Maroubra United |
| 2011 | Dunbar Rovers | Waverley Old Boys | 4:2 | Dunbar Rovers | Waverley Old Boys |
| 2012 | Glebe Wanderers | Coogee United | 2:1 | Coogee United | Glebe Wanderers |
| 2013 | Dunbar Rovers | Glebe Wanderers | 2:0 | Coogee United | Glebe Wanderers |
| 2014 | Coogee United | Waverley Old Boys | 1:0 | Dunbar Rovers | Coogee United |
| 2015 | Coogee United | Maroubra United | 3:1 | Coogee United | Maroubra United |
| 2016 | Dunbar Rovers | Glebe Wanderers | 4:2 | Dunbar Rovers | Glebe Wanderers |
| 2017 | Coogee United | Phoenix | 2:0 | Phoenix | Coogee United |
| 2018 | Coogee United | Glebe Wanderers | 1:0 | Coogee United | Phoenix |
| 2019 | Coogee United | Glebe Wanderers | 4:3 | Dunbar Rovers | Coogee United |
| 2020 | Glebe Wanderers | Coogee United | 1:0 | Glebe Wanderers | Coogee United |
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