Oak Park Football Club’s EDFL Best & Fairest Winners
| Year | Name | Grade & Division |
| 1960 | Joe Cronin | B Grade Seniors |
| 1966 | Ken Boxshall | A Grade Seniors |
| 1967 | Ken Boxshall | A Grade Seniors |
| 1967 | Greg Way | Under 9 A |
| 1967 | Steve McGee | Under 13 |
| 1967 | Stan Mitchell | Under 15 B |
| 1969 | Wayne Harmes | Under 9 A |
| 1970 | Geoff Whelan | A Grade Seniors |
| 1971 | Wayne Harmes | Under 11 A |
| 1971 | David McKay | Under 13 A |
| 1972 | David McKay | Under 13 A |
| 1973 | Wayne Harmes | Under 13 A |
| 1974 | Michael Leonard | Under 9 B |
| 1974 | Craig Styles | Under 13 A |
| 1975 | Geoff Whelan | B Grade Seniors |
| 1976 | Peter German | Under 11 A |
| 1976 | Tony Tsiraridus | Under 11 B |
| 1977 | Craig Long | Under 13 C |
| 1981 | Troy Stanford | Under 9 C |
| 1982 | Michael Gravina | Under 14 B |
| 1984 | Russell Ashen | A Grade Reserves |
| 1985 | Mario Aspera | A Grade Thirds |
| 1994 | Shane Sheppard | Under 14 B |
| 1995 | Darin Milner | A Grade Seniors |
| 1995 | Colin Vernon | Under 10 A |
| 1995 | David Rodan | Under 12 A |
| 1996 | Aaron Hogan | Under 12 A |
| 1997 | Andrew Sapiano | Under 18 A |
| 1997 | Jack Pascu | Under 10 A |
| 1999 | Leigh O’Neill | Under 18 A |
| 2001 | Leigh McNamara | A Grade Seniors |
| 2001 | Jake Melksham | Under 10 B |
| 2002 | Matt Sciberras | Under 18 A |
| 2003 | Nick Chalmers | A Grade Seniors |
| 2003 | Craig Habgood | A Grade Reserves |
| 2003 | Bryce Crosswell | Under 14 B |
| 2004 | Jack Pascu | Under 18 A |
| 2004 | Thomas German | Under 14 B |
| 2005 | Siobhan Carlton | Under 10 Div 5 |
| 2005 | Jake Melksham | Under 14 A |
| 2006 | Chris Lane | Under 16 A |
| 2007 | Errol McConnell | Under 12 A |
| 2008 | Ovie Magbegor | Under 10 Div 2 |
| 2008 | Dylan Gutbier | Under 10 Div 5 |
| 2010 | Troy Schimmelbusch | A Grade Reserves |
| 2010 | Ben Reddick | Under 10 Div 5 |
| 2010 | Angus Carey | Under 12 Div 5 |
| 2011 | Hisham Kerbatieh | Under 14 Div 2 |
| 2011 | Errol McConnell | Under 16 Div 2 |
| 2013 | Zac Taylor | Under 10 Div 3 |
| 2013 | J Mason | Under 10 Div 4 |
| 2013 | Cairan Wrigglesworth | Under 10 Div 5 |
| 2013 | Corey Littlewood | Under 14 Div 2 |
| 2013 | Daniel Hogan | Under 14 Div 4 |
| 2014 | Cairan Wrigglesworth | Under 12 Div 5 |
| 2015 | Zac Taylor | Under 12 Div 2 |
| 2015 | Corey Littlewood | Under 16 Div 2 |
| 2016 | Paul Pascu | Under 12 Div 2 |
| 2016 | Mitch Fitzpatrick | Under 14 Div 3 |
| 2016 | James McKay | Under 16 Div 4 |
| 2017 | Troy Schimmelbusch | Div 1 Reserves |
| 2017 | Paul Pascu | Under 12 Div 2 |
| 2018 | Zac Taylor | Under 15 Div 2 |
| 2018 | Robbie O’Brien | Under 11 Div 6 |
| 2019 | Erin Graham | Under 13 Div 2 |
| 2021 | Troy Schimmelbusch | Div 1 Reserves |
| 2021 | Taj McCartney | Under 18 Div 2 |
| 2021 | Robbie O’Brien | Under 14 Div 4 |
| 2022 | Ray Harrison | Div 2 Reserves |
| 2022 | Savannah Byrne | Under 16 Div 3 |
| 2022 | Ali Kassab | Under 12 Div 3 |
| 2022 | Zachary White | Under 16 Div 4 |
| 2023 | Daniel Rajab | Div 2 Seniors |
| 2023 | Ray Harrison | Div 2 Reserves |
| 2023 | Marcus Andropof | Under 18 Div 2 |
| 2023 | Aidan Lowe | Under 12 Div 2 |
| 2023 | Charlotte Beattie | Under 16 Div 3 |