| 1 | Wed 26 Dec 2018 | 151-2 v LeistonLeiston 2-1 Needham Market | Evo-Stik Southern Premier Central |
| 2 | Sat 23 Mar 2019 | 144-2 v RomfordRomford 2-4 Maldon & Tiptree | Bostik League North Division |
| 3 | Sat 30 Mar 2019 | 10 2-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-2 Maldon & Tiptree | Bostik League North Division |
| 4 | Sat 6 Apr 2019 | 111-0 v Basildon UnitedMaldon & Tiptree 1-0 Basildon United | Bostik League North Division |
| 5 | Sat 13 Apr 2019 | 72-2 v Canvey IslandCanvey Island 2-2 Maldon & Tiptree | Bostik League North Division |
| 6 | Fri 19 Apr 2019 | 73-1 v Great Wakering RoversMaldon & Tiptree 3-1 Great Wakering Rovers | Bostik League North Division |
| 7 | Mon 22 Apr 2019 | 141-1 v Witham TownWitham Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 8 | Sat 27 Apr 2019 | 47-1 v BarkingMaldon & Tiptree 7-1 Barking | Bostik League North Division |
| 9 | Wed 1 May 2019 | 41-0 v Coggeshall TownMaldon & Tiptree 1-0 Coggeshall Town | Bostik League North Division Play-off Semi Final |
| 10 | Sun 5 May 2019 | 42-2 v Heybridge SwiftsMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
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