Peninsula Raiders Superules FC
| Season | Brendan Anderson Medal | Mark Leonard Medal | Troy Arnott Medal | Kevin Deason Medal | 55s | Flinders | 35s Womens |
| 1996 | Mark Grills | ||||||
| 1997 | Mark Grills | Les Clarke | Mark Woodruff | ||||
| 1998 | Ross Twyford | Steve King | Graeme Newsome | ||||
| 1999 | Shane Turner | Andrew Sumner | Ian Quinton | ||||
| 2000 | Rainer Heller | Kevin Deason | Don Theobald | ||||
| 2001 | Jim Marconi | Scott Rankin | Burnie Welles | ||||
| 2002 | Troy Arnott | Vin Brown | |||||
| 2003 | Troy Arnott | Ash Ackehurst | |||||
| 2004 | Pat Foy | Wayne Halbert | |||||
| 2005 | Roger Arnott | Wayne Halbert | |||||
| 2006 | Troy Arnott | Vin Brown | |||||
| 2007 | Troy Arnott | Vin Brown | |||||
| 2008 | Geoff Pattison | Andrew Burriss | Craig Armstrong | ||||
| 2009 | Troy Arnott | Andrew Evans | Ash Ackehurst | ||||
| 2010 | Damian Park | Mark Leonard | Vin Brown | ||||
| 2011 | Pat Foy | Mark Leonard | Frank Engel | ||||
| 2012 | Gabe Mauerhofer | Rob Crivellaro | Vin Brown | ||||
| 2013 | Grant Barran | Darren Gration | Shane Turner | ||||
| 2014 | Matt Jacobs | Warwick Graham | Ross Twyford | ||||
| 2015 | Matt Jacobs | Stephen Lewis | Mark Leonard | ||||
| 2016 | Matt Jacobs | Peter Vaughan | Ross Sanders | ||||
| 2017 | Sam Austin | Stephen Lewis | Michael Inglese | ||||
| 2018 | Sam Austin | Troy Arnott | Mark Leonard | ||||
| 2019 | Travis Reints | Tom Machar | Troy Arnott | Ross Twyford | |||
| 2020 | Season hiatus (covid-19) | ||||||
| 2021 | Craig Conlon | Ben Snell & Luke Woods | Ben Hannemann | Ross Twyford | |||
| 2022 | Scott Lawry | Bill Peagram | Chris Richmond | Michael Inglese | |||
| 2023 | Michael Dillon | Bill Peagram | Chris Richmond | Troy Arnott | |||
| 2024 | Michael Dillon | Matt Fankhauser | Simon Ruthven | Troy Arnott | Troy Arnott |
*2018 – The Supers Best & Fairest Award was renamed “The Brendan Anderson Medal”
*2019 – The Reserves Best & Fairest Award was renamed “The Mark Leonard Medal”
*2023 – The 45s Best & Fairest Award was renamed “The Troy Arnott Medal”
*2024 – The 50s Best & Fairest Award was renamed “The Kevin Deason Medal”
LEAGUE & CARNIVAL AWARDS
1997 Mark Grills – League Supers Best & Fairest
1997 Bill Rutherford – Carnival Seniors 45+ All Australian
2001 Jim Marconi – League Supers Goalkicking (43 goals)
2002 Troy Arnott – Carnival Supers 35+ All Australian
2003 Troy Arnott – League Supers Best & Fairest
2003 Troy Arnott – Carnival Supers 35+ All Australian
2003 Troy Arnott – Carnival Supers 35+ Best & Fairest
2004 Peter Boyle – Carnival Super Seniors 50+ All Australian
2004 Peter Ellery – Carnival Seniors 45+ All Australian
2004 Wayne Halbert – Carnival Super Seniors 50+ All Australian
2004 Bill Rutherford – Carnival Super Seniors 50+ All Australian
2005 Troy Arnott – League Supers Best & Fairest
2005 Troy Arnott – Carnival Supers 35+ All Australian
2005 Vin Brown – Carnival Super Seniors 50+ All Australian
2005 Vin Brown – Carnival Super Seniors 50+ Best & Fairest
2006 Troy Arnott – Carnival Supers 35+ All Australian
2006 Gordon McQueen – Carnival Veterans 55+ All Australian
2006 Gordon McQueen – Carnival Veterans 55+ Best & Fairest
2007 Ash Ackehurst – Carnival Seniors 45+ All Australian
2007 Troy Arnott – League Supers Best & Fairest
2007 Vin Brown – Carnival Super Seniors 50+ All Australian
2008 Troy Arnott – Carnival Supers 35+ All Australian
2008 Troy Arnott – Carnival Supers 35+ Best & Fairest
2008 Andrew Burriss – League Masters Goalkicking (34 goals)
2008 Des Dalrymple – Carnival Super Seniors 50+ All Australian
2008 Graeme Toms – Carnival Veterans 55+ All Australian
2008 Shane Turner – Carnival Super Seniors 50+ All Australian
2009 Ash Ackehurst – Carnival Super Seniors 50+ All Australian
2009 Vin Brown – Carnival Veterans 55+ All Australian
2009 Peter Ellery – Carnival Super Seniors 50+ All Australian
2010 Ash Ackehurst – Carnival Super Seniors 50+ All Australian
2010 Troy Arnott – League Supers Best & Fairest
2011 Ash Ackehurst – Carnival Seniors 50+ All Australian
2011 Mark Leonard – League Masters Best & Fairest
2011 Andrew Burriss – League Masters Goalkicking (39 goals)
2013 Grant Barran – League Supers Goalkicking (45 goals)
2013 Shane Turner – Carnival Veterans 55+ All Australian
2013 Shane Turner – Carnival Veterans 55+ Best & Fairest
2014 Steve Taylor – League Masters Goalkicking (44 goals)
2016 Troy Arnott – League Reserves Best & Fairest
2016 Vin Brown – Carnival 60s All Australian
2016 Shane Turner – Carnival 60s All Australian, Best & Fairest
2017 Gabe Mauerhofer – League Reserves Goalkicking (24 goals)
2017 Michael Inglese – League 45s Best & Fairest
2017 Shane Turner – Carnival 60s All Australian
2017 Noel Pettitt – Carnival 60s All Australian
2018 Ross Twyford – Vic Metro League Life Membership
2019 Troy Arnott – League 45s Best & Fairest
2022 Troy Arnott – Carnival 55s All Australian
2022 Shane Turner – Carnival 65s All Australian
2023 Duane Annable – League 45s Best & Fairest
2023 Duane Annable – League 45s Goalkicking (37 goals)
2023 Troy Arnott – Carnival 55s All Australian
2023 David Franklyn – Carnival 50s All Australian & National Championship 50s Coach
2023 Dan Price – Carnival 35s All Australian
2023 Kevin Raeburn – Carnival 65s All Australian
2023 Shane Turner – Carnival 65s All Australian