| 27 Feb 21 | r01        | Eastern Lions SCEastern Lions | 1 - 3 | Bentleigh Greens SCBentleigh Gre |
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| 05 Mar 21 | r02        | Bentleigh Greens SCBentleigh Gre | 2 - 3 | Port Melbourne SCPort Melbourn |
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| 12 Mar 21 | r03        | Dandenong Thunder SCDandenong Thu | 1 - 2 | Bentleigh Greens SCBentleigh Gre |
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| 19 Mar 21 | r04        | Bentleigh Greens SCBentleigh Gre | 0 - 0 | St Albans Saints SCSt Albans Sai |
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| 27 Mar 21 | r05        | Hume City FCHume City FC | 2 - 0 | Bentleigh Greens SCBentleigh Gre |
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| 31 Mar 21 | r06        | Bentleigh Greens SCBentleigh Gre | 0 - 2 | Avondale FCAvondale FC |
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| 11 Apr 21 | r07        | Bentleigh Greens SCBentleigh Gre | 1 - 1 | Heidelberg United FCHeidelberg Un |
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| 16 Apr 21 | r08        | Bentleigh Greens SCBentleigh Gre | 1 - 0 | Oakleigh Cannons FCOakleigh Cann |
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| 24 Apr 21 | r09        | Altona Magic SCAltona Magic | 0 - 2 | Bentleigh Greens SCBentleigh Gre |
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| 01 May 21 | r10        | Bentleigh Greens SCBentleigh Gre | 3 - 2 | Green Gully SCGreen Gully S |
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| 07 May 21 | r11        | Dandenong City SCDandenong Cit | 1 - 2 | Bentleigh Greens SCBentleigh Gre |
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| 14 May 21 | r12        | Bentleigh Greens SCBentleigh Gre | 5 - 1 | Melbourne KnightsMelbourne Kni |
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| 22 May 21 | r13        | South Melbourne FCSouth Melbour | 1 - 1 | Bentleigh Greens SCBentleigh Gre |
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| 20 Jun 21 | r17        | St Albans Saints SCSt Albans Sai | 1 - 3 | Bentleigh Greens SCBentleigh Gre |
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| 25 Jun 21 | r18        | Bentleigh Greens SCBentleigh Gre | 0 - 3 | Hume City FCHume City FC |
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| 03 Jul 21 | r19        | Avondale FCAvondale FC | 3 - 1 | Bentleigh Greens SCBentleigh Gre |
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| 11 Jul 21 | r20        | Heidelberg United FCHeidelberg Un | 0 - 3 | Bentleigh Greens SCBentleigh Gre |
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| 16 Jul 21 | r21        | Oakleigh Cannons FCOakleigh Cann | - | Bentleigh Greens SCBentleigh Gre |
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| 23 Jul 21 | r22        | Bentleigh Greens SCBentleigh Gre | - | Altona Magic SCAltona Magic |
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| 30 Jul 21 | r23        | Green Gully SCGreen Gully S | 0 - 2 | Bentleigh Greens SCBentleigh Gre |
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| 06 Aug 21 | r24        | Bentleigh Greens SCBentleigh Gre | - | Dandenong City SCDandenong Cit |
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| 13 Aug 21 | r14        | Bentleigh Greens SCBentleigh Gre | - | Eastern Lions SCEastern Lions |
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| 20 Aug 21 | r25        | Melbourne KnightsMelbourne Kni | - | Bentleigh Greens SCBentleigh Gre |
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| 27 Aug 21 | r26        | Bentleigh Greens SCBentleigh Gre | - | South Melbourne FCSouth Melbour |
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| 03 Sep 21 | r15        | Port Melbourne SCPort Melbourn | - | Bentleigh Greens SCBentleigh Gre |
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| 12 Sep 21 | r16        | Bentleigh Greens SCBentleigh Gre | - | Dandenong Thunder SCDandenong Thu |