| 1 | Sat 14 Oct 2023 | 23-4 v RedbridgeRedbridge 4-3 Maldon & Tiptree | Isthmian League - North Division |
| 2 | Sat 21 Oct 2023 | 22-0 v GorlestonMaldon & Tiptree 2-0 Gorleston | Isthmian League - North Division |
| 3 | Sat 28 Oct 2023 | 25-1 v Stowmarket TownMaldon & Tiptree 5-1 Stowmarket Town | Isthmian League - North Division |
| 4 | Sat 4 Nov 2023 | 25-1 v WroxhamMaldon & Tiptree 5-1 Wroxham | Isthmian League - North Division |
| 5 | Sat 11 Nov 2023 | 23-2 v Bowers & PitseaBowers & Pitsea 2-3 Maldon & Tiptree | Isthmian League - North Division |
| 6 | Tue 21 Nov 2023 | 21-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Maldon & Tiptree | Essex County Cup Third Round |
| 7 | Sat 25 Nov 2023 | 21-1 v New SalamisNew Salamis 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 8 | Fri 8 Dec 2023 | 22-3 v Witham TownWitham Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 9 | Sat 16 Dec 2023 | 21-0 v Felixstowe & Walton UnitedFelixstowe & Walton United 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 10 | Tue 26 Dec 2023 | 2 1-3 v Heybridge SwiftsMaldon & Tiptree 1-3 Heybridge Swifts | Isthmian League - North Division |
| 11 | Sat 30 Dec 2023 | 24-0 v WalthamstowMaldon & Tiptree 4-0 Walthamstow | Isthmian League - North Division |
| 12 | Mon 1 Jan 2024 | 21-0 v Grays AthleticGrays Athletic 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 13 | Sat 6 Jan 2024 | 22-1 v Ipswich WanderersIpswich Wanderers 1-2 Maldon & Tiptree | Isthmian League - North Division |
| 14 | Sat 13 Jan 2024 | 21-3 v Brentwood TownMaldon & Tiptree 1-3 Brentwood Town | Isthmian League - North Division |
| 15 | Sat 27 Jan 2024 | 22-0 v Brightlingsea RegentMaldon & Tiptree 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 16 | Tue 30 Jan 2024 | 22-4 v Bury TownMaldon & Tiptree 2-4 Bury Town | Isthmian League - North Division |
| 17 | Sat 3 Feb 2024 | 21-0 v EnfieldEnfield 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 18 | Sat 10 Feb 2024 | 24-2 v RedbridgeMaldon & Tiptree 4-2 Redbridge | Isthmian League - North Division |
| 19 | Tue 13 Feb 2024 | 22-1 v Little OakleyMaldon & Tiptree 2-1 Little Oakley | Essex County Cup Quarter Final |
| 20 | Sat 17 Feb 2024 | 22-4 v GorlestonGorleston 4-2 Maldon & Tiptree | Isthmian League - North Division |
| 21 | Tue 20 Feb 2024 | 2 1-2 v Basildon UnitedBasildon United 2-1 Maldon & Tiptree | Isthmian League - North Division |
| 22 | Tue 27 Feb 2024 | 20-2 v RedbridgeRedbridge 2-0 Maldon & Tiptree | Essex County Cup Semi Final |
| 23 | Sat 2 Mar 2024 | 20-1 v WroxhamWroxham 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 24 | Sat 9 Mar 2024 | 20-3 v Bowers & PitseaMaldon & Tiptree 0-3 Bowers & Pitsea | Isthmian League - North Division |
| 25 | Sat 16 Mar 2024 | 22-0 v Ipswich WanderersMaldon & Tiptree 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 26 | Fri 22 Mar 2024 | 22-3 v Brentwood TownBrentwood Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 27 | Sat 30 Mar 2024 | 22-3 v Lowestoft TownMaldon & Tiptree 2-3 Lowestoft Town | Isthmian League - North Division |
| 28 | Mon 1 Apr 2024 | 20-1 v Heybridge SwiftsHeybridge Swifts 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 29 | Sat 6 Apr 2024 | 2 0-1 v Bury TownBury Town 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 30 | Tue 9 Apr 2024 | 25-2 v Stowmarket TownStowmarket Town 2-5 Maldon & Tiptree | Isthmian League - North Division |
| 31 | Sat 13 Apr 2024 | 22-2 v New SalamisMaldon & Tiptree 2-2 New Salamis | Isthmian League - North Division |
| 32 | Sat 27 Apr 2024 | 2 3-4 v Witham TownMaldon & Tiptree 3-4 Witham Town | Isthmian League - North Division |
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