| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 6 | Fifth XI | 1985-11-30 | Mt Waverley Catholics | drew | Murrumbeena |
| 3/49 D Rea 3/12 | | 174 M Lang 53 D McDermott 28 C Arvanitis 43 |
| 7 | Fifth XI | 1985-12-14 | Murrumbeena |  | Glen Waverley Hawks |
| 4/247 J Gould 29 D McDermott 109* G Hay 55 | | 163 D Rea 3/48 G Hay 5/29
and 1/39 |
| 8 | Fifth XI | 1986-01-19 | Sandown Park | def | Murrumbeena |
| 5/162 G de Laine 2/67 | | 6/136 D McDermott 52 A Wood 32* |
| 9 | Fifth XI | 1986-01-25 | Murrumbeena | | Notting Hill |
| 342 D McDermott 218 D Allamby 25 | | 202 T Johnson 4/69 D Allamby 2/53
and 7/146 R Lewis 2/33 D Allamby 2/48 |
| 10 | Fifth XI | 1986-02-08 | Murrumbeena | lost to | Trinity |
| 125 J Gould 30 D McDermott 31 | | 188 C Arvanitis 2/28 T Johnson 7/51
and 3/54 C Arvanitis 3/22 |
| 11 | Fifth XI | 1986-02-22 | Clayton District | | Murrumbeena |
| 166 J Gange 3/44 D Allamby 4/33 | | 245 C Young 87 D McDermott 36 S Gajdobranski 47 |
| SF | Fifth XI | 1986-03-08 | Murrumbeena ^ | | Sandown Park |
| 8/198 J McDermott 51 | | 142 J Gange 3/38 T Johnson 3/21 D Allamby 2/24 |
