| Year | Senior Winner | College | Junior Winner | College |
| 2026 | ||||
| 2025 | ||||
| 2024 | Ashwile Panikulam | Thomas Carr College | Surya Sureshkumar | Bacchus Marsh Grammar |
| 2023 | Oliver Pond | Thomas Carr College | Ksenia Kurenysheva | Mackillop Cath. Reg. Coll. |
| 2022 | Ian Hadsan Llusala | Bacchus Marsh Grammar | Seychelles Camomet | Vic University Sec. College |
| 2021 | Alfi Huda | Lakeview Senior College | Sam Brooker | Altona P12 College |
| 2020 | No winner-Covid 19 | - | No winner- Covid 19 | - |
| 2019 | Mason Hose | Footscray City College | Jake Parton | Bacchus Marsh Grammar |
| 2018 | Conor Barnes | Westbourne Grammar | Jackson Brown | Bacchus Marsh Grammar |
| 2017 | Maria Irene Magousis | Good News Lutheran College | Alejandra Camacho | Bacchus Marsh Grammar |
| 2016 | Tayla Buller | Heathdale Christian College | Conor Barnes | Westbourne Grammar |
| 2015 | Crystal Zhou | Westbourne Grammar | Isabella Ross | Westbourne Grammar |
| 2014 | Kieran McKenzie | Bacchus Marsh Grammar | Lindia Lombardero | Point Cook P9 College |
| 2013 | Joshua Ferguson | Hoppers Crossing Sec. | Sonika Prakash | Marian College |
| 2012 | Matthew Lagamba | Suzzanne Cory High School | Tarryn Mumberson | Carranballac P9 Boardwalk |
| 2011 | Michael Howe | Westbourne Grammar | Bradley Bennett | Thomas Carr College |
| 2010 | Dayle Grixti | Lara Secondary College | Keely Ross | Westbourne Grammar |
| 2009 | Claire Findlay | Clonard College | Sarah Mudaliar | Baden Powell P9 College |
| 2008 | Mitchell Robinson | Hoppers Crossing Sec. | Tessa Marshall | Westbourne Grammar |
| 2007 | Thomas Barker | Heathdale Christian College | No junior competition | - |
| 2006 | Adelata Salkavic | Al Taqua College | No junior competition | - |
| 2005 | Kate Calhoun | Westbourne Grammar | No junior competition | - |
| 2003 | Kate Calhoun | Pilot Program |
Wynspeak Competition Winners
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