| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | First XI | 1965-10-02 | Richmond City | def | Murrumbeena |
| 9/106 I Dale 5/53 A Cooper 3/34
and 5/27 A Cooper 3/ | | 93 PC Newton 31
and 84 |
| 2 | First XI | 1965-10-16 | Murrumbeena | lost to | Flemington & Kensington |
| 156 PC Newton 58 A Cooke 34 | | 167 I Dale 3/27 K Jungwirth 6/37
and 1/68 |
| 6 | First XI | 1965-12-11 | Murrumbeena |  | Richmond District |
| 155 R McDermott 61 W Trevethan 28 | | 138 I Robertson 4/43 K Jungwirth 3/40 R Johnston 3/24
and 2/117 |
| 8 | Second XI | 1966-01-22 | Bentleigh | def | Murrumbeena |
| 9/269 | | 7/266 A Cooke 72 P White 46 R Bindley 34 J McAlister 33 |
| 9 | First XI | 1966-01-31 | Highett | | Murrumbeena |
| 91 D Wilkinson 6/41 R Johnston 2/17 I Robertson 2/32 | | 116 A Cooke 40 PC Newton 31
and 3/56 A Graham 41 |
