Major Award Winners 2023
| Pennant Hills AFL Club Footballer of the Year | Harry Maguire |
| Best Local First-Year Player (Ken Macrae Shield) | Cameron Mitchell & Cassidy McArthur/Eliza Matthews |
| Club Person of the Year (Harry Noad Shield) | Ray Witt |
| President’s Trophy | David Nixon |
| Senior Game Milestones | Mitchell Trenaman (100 Senior Games)
Harry Rivers (100 Senior Games) Eleanor Rugg (100 Senior Games) Tom Angel (200 Senior Games) Tim Wales (200 Senior Games) |
| Sydney AFL Club Championship | North Shore Bombers |
Men’s Premier Division
| Men’s Premier Division Best & Fairest (Ern Holmes Trophy) | Mitchell Blow |
| Men’s Premier Division Players’ Player Award | Mitchell Blow |
Men’s Premier Division Reserves
| Premier Division Reverses Best & Fairest (Angus McKernan Trophy) | Patrick Witt |
| Premier Division Reserves Players’ Player Award | Patrick Witt |
Men’s Division 1
| Men’s Division 1 Best & Fairest | Nicholas Glancy |
| Men’s Division 1 Players’ Player Award | Nicholas Glancy |
Men’s Division 2
| Men’s Division 2 Best & Fairest | Callum Toohey |
| Men’s Division 2 Players’ Player Award | Callum Toohey |
Men’s Masters
| Men’s Masters Best & Fairest | Alexander Huggins |
| Men’s Masters Players’ Player Award | Aaron King |
Men’s U19’s Division 1
| Men’s U19’s Division 1 Best & Fairest (Lenny Hayes Trophy) | Kyan Upsall |
| Men’s U19’s Division 1 Players’ Player Award | Kyan Upsall |
Men’s U19’s Division 2
| Men’s U19’s Division 2 Best & Fairest | Mark Mifsud |
| Men’s U19’s Division 2 Players’ Player Award | Mark Mifsud |
Women’s Premier Division
| Women’s Premier Division Best & Fairest | Rebecca Ives |
| Women’s Premier Division Players Player | Eliza Harvey |
Women’s Division 1
| Women’s Premier Division 2 Best & Fairest | Kelly Chapman |
| Women’s Premier Division 2 Players Player | Kelly Chapman |
