| Rnd | Match Date | Home Team | Result | Away Team |
|---|
| 1 | 2019-10-11 | Murrumbeena | lost to | Oakleigh |
| 3/98 C Anstee 35* | | 2/161 |
| 2 | 2019-10-18 | Glen Waverley Gold | def | Murrumbeena |
| 8/185 F Hawkins 2/3 J Anstee 3/17 | | 7/169 J Anstee 28* |
| 3 | 2019-11-01 | Toorak-Prahran - Blue | drew | Murrumbeena |
| | | 5/230 C Anstee 42N F Hawkins 50N |
| 4 | 2019-11-15 | Murrumbeena |  | Malvern Junior |
| 194 C Anstee 28 J Anstee 31* L Anstee 32 F Hawkins 26 | | 136 S Hawkins 2/7 J Anstee 3/8 F Hawkins 2/3 |
| 5 | 2019-11-29 | Murrumbeena | lost to | Toorak-Prahran Gold |
| 86 | | 7/155 J Anstee 2/23 P Cramer 2/4 |
| 6 | 2019-12-13 | Toorak-Prahran Green | drew | Murrumbeena |
| | | 118 |
| 7 | 2020-01-17 | Murrumbeena | | Oakleigh |
| 6/79 | | 8/75 C Anstee 3/4 J Ubachs 2/3 |
| 8 | 2020-01-24 | Prahran | drew | Murrumbeena |
| 85 E Pickering 2/9 L Anstee 3/3 T Lazzara 2/6 | | 2/21 |
| 9 | 2020-02-07 | Murrumbeena | | Bye |
| SF | 2020-02-21 | Toorak-Prahran Green | def | Murrumbeena |
| 6/173 | | 142 C Anstee 25 J Anstee 51 |
