| 1 | 11/8/2018 | 33-2 v KingstonianKingstonian 2-3 Brightlingsea Regent | Bostik League Premier Division |
| 2 | 14/8/2018 | 3 0-2 v Haringey BoroughBrightlingsea Regent 0-2 Haringey Borough | Bostik League Premier Division |
| 3 | 18/8/2018 | 3 0-3 v MargateBrightlingsea Regent 0-3 Margate | Bostik League Premier Division |
| 4 | 25/8/2018 | 50-1 v MersthamMerstham 1-0 Brightlingsea Regent | Bostik League Premier Division |
| 5 | 27/8/2018 | 31-1 v AFC HornchurchBrightlingsea Regent 1-1 AFC Hornchurch | Bostik League Premier Division |
| 6 | 1/9/2018 | 3 1-1 v Corinthian-CasualsCorinthian-Casuals 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 7 | 8/9/2018 | 3 4-3 v Cambridge CityCambridge City 3-4 Brightlingsea Regent | Emirates FA Cup First Qualifying Round |
| 8 | 15/9/2018 | 30-2 v Tonbridge AngelsBrightlingsea Regent 0-2 Tonbridge Angels | Bostik League Premier Division |
| 9 | 22/9/2018 | 33-3 v Egham TownEgham Town 3-3 Brightlingsea Regent | Emirates FA Cup Second Qualifying Round |
| 10 | 25/9/2018 | 32-1 v Egham TownBrightlingsea Regent 2-1 Egham Town | Emirates FA Cup Second Qualifying Round |
| 11 | 29/9/2018 | 33-2 v Folkestone InvictaFolkestone Invicta 2-3 Brightlingsea Regent | Bostik League Premier Division |
| 12 | 2/10/2018 | 30-1 v Potters Bar TownBrightlingsea Regent 0-1 Potters Bar Town | Bostik League Premier Division |
| 13 | 6/10/2018 | 50-3 v Torquay UnitedBrightlingsea Regent 0-3 Torquay United | Emirates FA Cup Third Qualifying Round |
| 14 | 13/10/2018 | 31-1 v WhitehawkWhitehawk 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 15 | 16/10/2018 | 30-0 v Enfield TownEnfield Town 0-0 Brightlingsea Regent | Bostik League Premier Division |
| 16 | 23/10/2018 | 31-0 v Harlow TownHarlow Town 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 17 | 27/10/2018 | 31-0 v Canvey IslandCanvey Island 0-1 Brightlingsea Regent | Buildbase FA Trophy First Qualifying Round |
| 18 | 3/11/2018 | 3 0-2 v Carshalton AthleticBrightlingsea Regent 0-2 Carshalton Athletic | Bostik League Premier Division |
| 19 | 10/11/2018 | 3 2-1 v AFC HornchurchBrightlingsea Regent 2-1 AFC Hornchurch | Buildbase FA Trophy Second Qualifying Round |
| 20 | 13/11/2018 | 30-1 v Wingate & FinchleyBrightlingsea Regent 0-1 Wingate & Finchley | Bostik League Premier Division |
| 21 | 17/11/2018 | 31-2 v Dorking WanderersDorking Wanderers 2-1 Brightlingsea Regent | Bostik League Premier Division |
| 22 | 24/11/2018 | 30-0 v Hayes & Yeading UnitedHayes & Yeading United 0-0 Brightlingsea Regent | Buildbase FA Trophy Third Qualifying Round |
| 23 | 27/11/2018 | 31-2 v Hayes & Yeading UnitedBrightlingsea Regent 1-2 Hayes & Yeading United | Buildbase FA Trophy Third Qualifying Round |
| 24 | 1/12/2018 | 33-2 v Burgess Hill TownBrightlingsea Regent 3-2 Burgess Hill Town | Bostik League Premier Division |
| 25 | 8/12/2018 | 3 1-0 v LeatherheadLeatherhead 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 26 | 12/12/2018 | 30-5 v LewesLewes 5-0 Brightlingsea Regent | Bostik League Premier Division |
| 27 | 15/12/2018 | 34-3 v Corinthian-CasualsBrightlingsea Regent 4-3 Corinthian-Casuals | Bostik League Premier Division |
| 28 | 22/12/2018 | 32-1 v AFC HornchurchAFC Hornchurch 1-2 Brightlingsea Regent | Bostik League Premier Division |
| 29 | 29/12/2018 | 31-0 v Bishop's StortfordBrightlingsea Regent 1-0 Bishop's Stortford | Bostik League Premier Division |
| 30 | 5/1/2019 | 3 2-2 v Tonbridge AngelsTonbridge Angels 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 31 | 8/1/2019 | 33-0 v Bognor Regis TownBrightlingsea Regent 3-0 Bognor Regis Town | Bostik League Premier Division |
| 32 | 12/1/2019 | 32-0 v Potters Bar TownPotters Bar Town 0-2 Brightlingsea Regent | Bostik League Premier Division |
| 33 | 19/1/2019 | 32-0 v Folkestone InvictaBrightlingsea Regent 2-0 Folkestone Invicta | Bostik League Premier Division |
| 34 | 22/1/2019 | 3 0-2 v WorthingBrightlingsea Regent 0-2 Worthing | Bostik League Premier Division |
| 35 | 26/1/2019 | 3 2-2 v Wingate & FinchleyWingate & Finchley 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 36 | 4/2/2019 | 3 1-2 v Haringey BoroughHaringey Borough 2-1 Brightlingsea Regent | Bostik League Premier Division |
| 37 | 9/2/2019 | 3 1-1 v MersthamBrightlingsea Regent 1-1 Merstham | Bostik League Premier Division |
| 38 | 16/2/2019 | 30-1 v MargateMargate 1-0 Brightlingsea Regent | Bostik League Premier Division |
| 39 | 23/2/2019 | 32-0 v KingstonianBrightlingsea Regent 2-0 Kingstonian | Bostik League Premier Division |
| 40 | 2/3/2019 | 31-1 v Harlow TownBrightlingsea Regent 1-1 Harlow Town | Bostik League Premier Division |
| 41 | 9/3/2019 | 31-1 v WorthingWorthing 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 42 | 16/3/2019 | 30-0 v LewesBrightlingsea Regent 0-0 Lewes | Bostik League Premier Division |
| 43 | 23/3/2019 | 30-3 v Carshalton AthleticCarshalton Athletic 3-0 Brightlingsea Regent | Bostik League Premier Division |
| 44 | 30/3/2019 | 3 0-2 v Dorking WanderersBrightlingsea Regent 0-2 Dorking Wanderers | Bostik League Premier Division |
| 45 | 6/4/2019 | 52-1 v Bognor Regis TownBognor Regis Town 1-2 Brightlingsea Regent | Bostik League Premier Division |
| 46 | 13/4/2019 | 31-1 v Burgess Hill TownBurgess Hill Town 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 47 | 20/4/2019 | 31-0 v LeatherheadBrightlingsea Regent 1-0 Leatherhead | Bostik League Premier Division |
| 48 | 22/4/2019 | 32-3 v Bishop's StortfordBishop's Stortford 3-2 Brightlingsea Regent | Bostik League Premier Division |
| 49 | 27/4/2019 | 31-0 v Enfield TownBrightlingsea Regent 1-0 Enfield Town | Bostik League Premier Division |
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