Premier League |
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Year |
Premier League Champions |
Runners Up |
| 2021 | Cerberus | Melbourne Magic |
| 2020 | No Competition Covid | |
| 2019 | Seaford United SC | Dandenong Tigers |
| 2018 | Dandenong Tigers | Endeavour Sporting Club |
| 2017 | Boronia SC | Endeavour Sporting Club |
| 2016 | Seaford United | Rosebud |
| 2015 | Boronia Knights | Seaford United |
| 2014 | Boronia Knights | Endeavour Strikers |
| 2013 | Bayswater Strikers | Endeavour Strikers |
| 2012 | Langwarrin | Bayswater Strikers |
| 2011 | Bayswater Strikers | Langwarrin |
| 2010 | Bayswater Strikers | Croydon Ranges |
| 2009 | Bayswater Strikers | Mt Lilydale Old Collegians |
| 2008 | Bayswater Strikers | Croydon Ranges |
| 2007 | Bayswater Strikers | Mt Lilydale Old Collegians |
| 2006 | Western Port Wanderers | Bayswater Strikers |
| 2005 | Chelsea Young Boys | Hampton Park United |
| Year | Division 1 Champions | Runners Up |
| 2004 | Mornington | Boronia Knights |
| 2003 | Hampton Park United | Boronia Knights |
| 2002 | Boronia Knights | Langwarrin |
| 2001 | Boronia Knights | Langwarrin |
| 2000 | Boronia Knights | Hampton Park United |
| 1999 | Rosebud | Boronia Knights |
| 1998 | Rosebud | Frankston Cowboys |
| 1997 | Frankston Cowboys | Hampton Park |
| 1996 | Rosebud | Pines Sports A |
| 1995 | Rosebud | - |
| 1994 | Rosebud | - |
| 1993 | Rosebud | - |
| 1992 | Rosebud | - |
| 1991 | Rosebud | - |
| 1990 | Rosebud | Peninsula Sports |
| 1989 | Frankston United | Rosebud |
| 1988 | Frankston Carrum | Lawton Park |
| 1987 | Lawton Park | Frankston Carrum |
| 1986 | Frankston Carrum | Lawton Park |
| 1985 | Lysaghts | Lawton Park |
| 1984 | Carrum Downs | Lysaghts |
| 1983 | Lawton Park | Lysaghts |
| 1982 | Lysaghts | Lawton Park |
| 1981 | Lysaghts | Skye Rovers |
| 1980 | Skye | Hastings |
| 1979 | North Seaford | Skye Rovers |
| 1978 | North Seaford | Mount Eliza |
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