| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | First XI | 1999-10-09 | Murrumbeena | lost to | Hoppers Crossing |
| 8/161 T Lamb 44 K Jayasuriya 28 C Dutton 37* | | 4/200 A Paton 3/72 |
| 2 | First XI | 1999-10-16 | St Johns/St Bedes | drew | Murrumbeena |
| 171 A Paton 7/47 I Jumar 2/41 | | 8/99 T Lamb 27 K Jayasuriya 31* |
| 1 | U16 XI | 1999-10-17 | East Malvern |  | Murrumbeena |
| 9/121 L Smith 2/5 J McLean 2/7 S Coddington 2/6 | | 4/152 T Lamb 121* |
| 2 | U16 XI | 1999-10-24 | Murrumbeena | | St Johns Elsternwick |
| 7/100 T Lamb 56 | | 6/95 T Lamb 2/10 M Goold 2/22 |
| 3 | U16 XI | 1999-10-31 | Toorak | def | Murrumbeena |
| 7/225 A Roberts 2/30 | | 7/218 JG Banks 85 A Roberts 30* |
| 4 | U16 XI | 1999-11-14 | Emmanuel | | Murrumbeena |
| 62 J McLean 3/13 A Roberts 5/19
and 3/103 D Hogarty 3/16 | | 76 |
| 5 | Second XI | 1999-11-27 | Beaumaris | def | Murrumbeena |
| 272 G Hay 5/75 D Allamby 2/24
and 6/67 T Lamb 2/6 G Hay 2/25 D Allamby 2/34 | | 118 P Hay 51 John Hindmarsh 27 |
| 6 | First XI | 1999-12-18 | North Caulfield Glenhuntly | def | Murrumbeena |
| 5/144 A Paton 2/59 | | 7/125 S Hay 29 |
| 7 | U16 XI | 1999-12-19 | Maccabi Ajax Blue | | Murrumbeena |
| 64 A Roberts 2/19 L Smith 4/9 | | 5/147 T Lamb 73 J Martin 32* |
| 7 | First XI | 2000-01-08 | Murrumbeena | lost to | Keilor |
| 6/135 S Hay 28 T Lamb 33 K Jayasuriya 31 | | 5/157 D Allamby 2/70 A Paton 2/50 |
| 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 |
| 8 | U16 XI | 2000-01-23 | Murrumbeena | | East Malvern |
| 5/110 A Roberts 41 L Smith 46* | | 66 T Lamb 3/13 A Roberts 3/12 |
| 9 | Second XI | 2000-01-29 | Murrumbeena | lost to | Youlden - Parkville |
| 148 G Hay 37 A Trevethan 37
and 0/22 | | 260 G Hay 3/58 B Hardham 3/64 R Breddy 2/48 |
| 9 | U16 XI | 2000-01-30 | The Saints | | Murrumbeena |
| 9/115 JG Banks 5/26 A Abedin 2/22 | | 8/219 T Lamb 89 J Martin 27 A Abedin 32* |
| 10 | U16 XI | 2000-02-13 | Toorak | | Murrumbeena |
| 5/184 T Lamb 3/40 | | 8/286 T Lamb 160 L Smith 41* |
| 11 | U16 XI | 2000-02-27 | Murrumbeena | | Emmanuel |
| 4/163 T Lamb 96 | | 8/72 A Roberts 2/11 A Abedin 3/13 |
| SF | U16 XI | 2000-03-05 | Maccabi Ajax | def | Murrumbeena |
| 168 T Lamb 2/31 L Smith 4/38 A Abedin 3/26 | | 156 T Lamb 72 |
