Association - Medalists - 3 - Casey Radcliffe Meda
| Casey Radcliffe Medal - Best & Fairest Player - Kelly Shield |
|
| 2007 - 2008 | | Scott Toull | Olympic Colts CC |
| 2008 - 2009 | | Darren Higgs | Strathewen CC |
| 2009 - 2010 | | Karl Kaiser | Preston Footballers CC |
| 2010 - 2011 | | Saravanan Dhayalan | Keon Park CC |
| & | Shane Mahony | Kingsbury CC |
| & | Glenn Jenkins | Strathewen CC |
| 2011 - 2012 | | Imroz Pal | Preston Footballers CC |
| 2012 - 2013 | | In Recess – Grading Year | |
| 2013 - 2014 | | Mark McDonald | Dennis CC |
| 2014 - 2015 | | Andy Grey | Cobras CC |
| 2015 - 2016 | | Zaen Taleb | Cameron CC |
| 2016 - 2017 | | Christopher Horman | Fairfield CC |
| & | James Sparrow | Dennis CC |
| 2017 - 2018 | | Alex Mann | West Ivanhoe United CC |
| 2018 - 2019 | | Harish Ravichandran | Preston Footballers CC |
| 2019 - 2020 | | Harley Boland | Strathewen CC |
| 2020 - 2021 | | Baljeet Kalra | Lalor Warriors CC |
| | & | Balaji Vishwanathan | Fiji Victorian CC |
| 2021 - 2022 | | Andrew Bennett | West Preston CC |