| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 3 | Second XI | 1999-10-30 | Highett | drew | Murrumbeena |
| 162 M Favre 4/34 R Breddy 2/35 | | 0/2 |
| 4 | First XI | 1999-11-13 | Avondale Heights |  | Murrumbeena |
| 163 S Hay 4/36 A Paton 4/54 | | 4/219 L Hardham 126* S Hay 43 |
| 6 | Second XI | 1999-12-18 | Murrumbeena | | North Caulfield Glenhuntly |
| 6/134 C Dutton 30 D Hardham 52* R Breddy 29* | | 9/111 R Breddy 5/54 A Yusuf 3/42 |
| 7 | Second XI | 2000-01-08 | Keilor | def | Murrumbeena |
| 3/179 | | 26
and 2/13 |
| 8 | First XI | 2000-01-15 | Watsonia | | Murrumbeena |
| 70 D Allamby 5/31 A Paton 5/26 | | 113 K Jayasuriya 29
and 4/84 W Dutton 27 |
| 9 | First XI | 2000-01-29 | Youlden - Parkville | | Murrumbeena |
| 148 L Hardham 5/15 A Yusuf 3/36 | | 9/175 K Jayasuriya 102* |
| 10 | First XI | 2000-02-19 | Murrumbeena | lost to | MHSOB |
| 90 | | 8/160 A Paton 4/50 A Yusuf 2/18
and 4/46 D Allamby 4/9 |
| 11 | First XI | 2000-03-04 | Old Essendon Grammarians | def | Murrumbeena |
| 180 G Hay 2/20 D Allamby 5/79
and 0/8 | | 89 |
