| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 3 | Third XI | 2008-11-01 | Brighton District | drew | Murrumbeena |
| 4/62 D Carrick 2/8 | | 130 J Bailes 30 V Mehta 44 |
| 5 | Third XI | 2008-11-29 | Maccabi Ajax |  | Murrumbeena |
| 64 D Carrick 6/19
and 102 B Baxter 3/14 D Carrick 4/16 | | 91
and 2/49 |
| 6 | Third XI | 2008-12-21 | Murrumbeena | | Bonbeach |
| 9/144 B Fenton 26 R Symons 50 | | 73 V Mehta 4/8 B Wood 3/16 |
| 7 | Third XI | 2009-01-10 | Parkdale United | | Murrumbeena |
| 8/95 S Hay 2/12 | | 0/191 B Fenton 70* J Bailes 107* |
| 8 | Second XI | 2009-01-17 | Murrumbeena | lost to | Mentone |
| 8/151 J Bailes 44 D Rea 25 N Carrick 47* | | 4/224 N Carrick 3/33 |
| 10 | Second XI | 2009-02-14 | Murrumbeena | lost to | Old Mentonians |
| 9/181 D Tigges 36 JN Banks 29 D Rea 33 | | 9/193 G Poulter 2/16 S Goold 2/36 |
| 11 | Third XI | 2009-02-21 | McKinnon | | Murrumbeena |
| 79 D Hardham 2/7 B Baxter 5/33 D Carrick 2/14
and 76 V Mehta 2/9 D Hardham 3/18 B Baxter 2/18 | | 8/238 P Gyi 29 R Symons 82 |
| SF | Third XI | 2009-03-07 | Murrumbeena | lost to | Parkdale |
| 123 J Bailes 61* | | 202 D Hay 4/54 D Hardham 2/24 D Carrick 3/37 |
