| 1 | Sat 30 Sep 2023 | 90-3 v Brightlingsea RegentBrightlingsea Regent 3-0 Maldon & Tiptree | Isthmian League - North Division |
| 2 | Sat 7 Oct 2023 | 93-2 v EnfieldMaldon & Tiptree 3-2 Enfield | Isthmian League - North Division |
| 3 | Tue 10 Oct 2023 | 93-2 v Basildon UnitedMaldon & Tiptree 3-2 Basildon United | Isthmian League - North Division |
| 4 | Sat 14 Oct 2023 | 93-4 v RedbridgeRedbridge 4-3 Maldon & Tiptree | Isthmian League - North Division |
| 5 | Sat 21 Oct 2023 | 92-0 v GorlestonMaldon & Tiptree 2-0 Gorleston | Isthmian League - North Division |
| 6 | Sat 28 Oct 2023 | 95-1 v Stowmarket TownMaldon & Tiptree 5-1 Stowmarket Town | Isthmian League - North Division |
| 7 | Sat 4 Nov 2023 | 95-1 v WroxhamMaldon & Tiptree 5-1 Wroxham | Isthmian League - North Division |
| 8 | Sat 11 Nov 2023 | 9 3-2 v Bowers & PitseaBowers & Pitsea 2-3 Maldon & Tiptree | Isthmian League - North Division |
| 9 | Tue 21 Nov 2023 | 91-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Maldon & Tiptree | Essex County Cup Third Round |
| 10 | Sat 25 Nov 2023 | 91-1 v New SalamisNew Salamis 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 11 | Fri 8 Dec 2023 | 92-3 v Witham TownWitham Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 12 | Sat 16 Dec 2023 | 91-0 v Felixstowe & Walton UnitedFelixstowe & Walton United 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 13 | Tue 26 Dec 2023 | 91-3 v Heybridge SwiftsMaldon & Tiptree 1-3 Heybridge Swifts | Isthmian League - North Division |
| 14 | Sat 30 Dec 2023 | 94-0 v WalthamstowMaldon & Tiptree 4-0 Walthamstow | Isthmian League - North Division |
| 15 | Mon 1 Jan 2024 | 91-0 v Grays AthleticGrays Athletic 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 16 | Tue 27 Feb 2024 | 90-2 v RedbridgeRedbridge 2-0 Maldon & Tiptree | Essex County Cup Semi Final |
| 17 | Sat 2 Mar 2024 | 90-1 v WroxhamWroxham 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 18 | Sat 9 Mar 2024 | 90-3 v Bowers & PitseaMaldon & Tiptree 0-3 Bowers & Pitsea | Isthmian League - North Division |
| 19 | Sat 16 Mar 2024 | 92-0 v Ipswich WanderersMaldon & Tiptree 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 20 | Fri 22 Mar 2024 | 9 2-3 v Brentwood TownBrentwood Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 21 | Sat 30 Mar 2024 | 9 2-3 v Lowestoft TownMaldon & Tiptree 2-3 Lowestoft Town | Isthmian League - North Division |
| 22 | Mon 1 Apr 2024 | 90-1 v Heybridge SwiftsHeybridge Swifts 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 23 | Sat 6 Apr 2024 | 90-1 v Bury TownBury Town 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 24 | Tue 9 Apr 2024 | 95-2 v Stowmarket TownStowmarket Town 2-5 Maldon & Tiptree | Isthmian League - North Division |
| 25 | Sat 13 Apr 2024 | 92-2 v New SalamisMaldon & Tiptree 2-2 New Salamis | Isthmian League - North Division |
| 26 | Sat 27 Apr 2024 | 9 3-4 v Witham TownMaldon & Tiptree 3-4 Witham Town | Isthmian League - North Division |
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