| 12 Aug 23 | r01        | Raynes Park ValeRaynes Park V | 3 - 2 | Ascot UnitedAscot United |
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| 26 Aug 23 | r02        | Ascot UnitedAscot United | 4 - 0 | GuernseyGuernsey |
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| 28 Aug 23 | r03        | Badshot LeaBadshot Lea | 0 - 1 | Ascot UnitedAscot United |
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| 12 Sep 23 | r04        | Ascot UnitedAscot United | 0 - 1 | LeatherheadLeatherhead |
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| 30 Sep 23 | r07        | Ascot UnitedAscot United | 1 - 1 | Sutton Common RoversSutton Common |
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| 14 Oct 23 | r10        | Ascot UnitedAscot United | 1 - 3 | Hanworth VillaHanworth Vill |
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| 17 Oct 23 | r09        | Ashford Town MiddlesexAshford Town | 2 - 1 | Ascot UnitedAscot United |
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| 21 Oct 23 | r11        | ChipsteadChipstead | 1 - 0 | Ascot UnitedAscot United |
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| 24 Oct 23 | r05        | Ascot UnitedAscot United | 4 - 0 | BinfieldBinfield |
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| 11 Nov 23 | r14        | Ascot UnitedAscot United | 1 - 3 | SouthallSouthall |
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| 14 Nov 23 | r06        | Thatcham TownThatcham Town | 2 - 0 | Ascot UnitedAscot United |
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| 25 Nov 23 | r16        | Ascot UnitedAscot United | 0 - 2 | MarlowMarlow |
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| 28 Nov 23 | r13        | Corinthian-CasualsCorinthian-Ca | 1 - 2 | Ascot UnitedAscot United |
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| 02 Dec 23 | r17        | Westfield SurreyWestfield Sur | 1 - 0 | Ascot UnitedAscot United |
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| 09 Dec 23 | r18        | Ascot UnitedAscot United | 1 - 0 | NorthwoodNorthwood |
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| 12 Dec 23 | r15        | South ParkSouth Park | 4 - 1 | Ascot UnitedAscot United |
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| 16 Dec 23 | r19        | Metropolitan Police FCMetropolitan | 2 - 5 | Ascot UnitedAscot United |
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| 23 Dec 23 | r20        | Ascot UnitedAscot United | 1 - 2 | Chertsey TownChertsey Town |
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| 26 Dec 23 | r21        | UxbridgeUxbridge | 1 - 1 | Ascot UnitedAscot United |
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| 30 Dec 23 | r22        | LeatherheadLeatherhead | 1 - 0 | Ascot UnitedAscot United |
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| 01 Jan 24 | r23        | Ascot UnitedAscot United | 3 - 1 | Badshot LeaBadshot Lea |
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| 06 Jan 24 | r24        | Ascot UnitedAscot United | 1 - 5 | Thatcham TownThatcham Town |
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| 12 Jan 24 | r25        | BinfieldBinfield | 2 - 3 | Ascot UnitedAscot United |
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| 16 Jan 24 | r26        | Ascot UnitedAscot United | 0 - 2 | Hartley WintneyHartley Wintn |
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| 20 Jan 24 | r08        | Hartley WintneyHartley Wintn | 1 - 0 | Ascot UnitedAscot United |
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| 27 Jan 24 | r27        | Sutton Common RoversSutton Common | 1 - 0 | Ascot UnitedAscot United |
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| 30 Jan 24 | r28        | Ascot UnitedAscot United | 2 - 2 | Ashford Town MiddlesexAshford Town |
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| 03 Feb 24 | r29        | Hanworth VillaHanworth Vill | 2 - 2 | Ascot UnitedAscot United |
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| 10 Feb 24 | r30        | Ascot UnitedAscot United | 1 - 0 | ChipsteadChipstead |
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| 24 Feb 24 | r32        | Ascot UnitedAscot United | 2 - 2 | Corinthian-CasualsCorinthian-Ca |
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| 02 Mar 24 | r33        | Ascot UnitedAscot United | 2 - 0 | South ParkSouth Park |
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| 09 Mar 24 | r34        | SouthallSouthall | 0 - 1 | Ascot UnitedAscot United |
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| 16 Mar 24 | r35        | Ascot UnitedAscot United | 0 - 3 | Westfield SurreyWestfield Sur |
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| 23 Mar 24 | r36        | MarlowMarlow | 2 - 1 | Ascot UnitedAscot United |
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| 30 Mar 24 | r37        | GuernseyGuernsey | 2 - 4 | Ascot UnitedAscot United |
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| 01 Apr 24 | r38        | Ascot UnitedAscot United | 2 - 2 | UxbridgeUxbridge |
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| 06 Apr 24 | r39        | Ascot UnitedAscot United | 2 - 3 | Raynes Park ValeRaynes Park V |
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| 13 Apr 24 | r40        | Chertsey TownChertsey Town | 3 - 1 | Ascot UnitedAscot United |
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| 20 Apr 24 | r41        | Ascot UnitedAscot United | 0 - 2 | Metropolitan Police FCMetropolitan |
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| 27 Apr 24 | r42        | NorthwoodNorthwood | 2 - 3 | Ascot UnitedAscot United |