Head to Head
| Jamaica Premier League | 2025/03/09 20:30 | Dunbeholden FC v Mount Pleasant FA | L | 0-3 |
| Jamaica Premier League | 2025/01/05 20:15 | Mount Pleasant FA v Dunbeholden FC | L | 4-0 |
| Jamaica Premier League | 2024/10/30 20:00 | Dunbeholden FC v Mount Pleasant FA | W | 3-2 |
| Jamaica Premier League | 2024/01/28 20:00 | Dunbeholden FC v Mount Pleasant FA | L | 1-2 |
| Jamaica Premier League | 2023/11/05 20:00 | Mount Pleasant FA v Dunbeholden FC | L | 3-0 |
| Jamaica Premier League | 2023/05/23 01:00 | Mount Pleasant FA v Dunbeholden FC | L | 3-0 |
| Jamaica Premier League | 2023/05/15 22:00 | Dunbeholden FC v Mount Pleasant FA | D | 1-1 |
| Jamaica Premier League | 2023/05/07 20:15 | Dunbeholden FC v Mount Pleasant FA | W | 3-1 |
Home History
| Jamaica Premier League | 2025/10/19 22:30 | Waterhouse v Dunbeholden FC | D | 0-0 |
| Jamaica Premier League | 2025/10/06 22:00 | Harbour View FC v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2025/09/21 20:00 | Dunbeholden FC v Racing United FC | D | 0-0 |
| Jamaica Premier League | 2025/09/15 22:00 | Molynes United FC v Dunbeholden FC | W | 0-2 |
| Jamaica Premier League | 2025/09/07 20:00 | Dunbeholden FC v Montego Bay Utd | L | 1-2 |
| Jamaica Premier League | 2025/08/31 20:00 | Spanish Town Police v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2025/08/25 22:00 | Dunbeholden FC v Portmore United | L | 0-2 |
| Jamaica Premier League | 2025/05/04 20:30 | Waterhouse v Dunbeholden FC | L | 2-0 |
Away History
| CONCACAF Caribbean Cup | 2025/10/22 22:00 | Defence Force FC v Mount Pleasant FA | W | 1-5 |
| Jamaica Premier League | 2025/10/12 20:00 | Mount Pleasant FA v Chapelton Maroons FC | W | 3-1 |
| Jamaica Premier League | 2025/10/05 22:30 | Waterhouse v Mount Pleasant FA | D | 1-1 |
| CONCACAF Caribbean Cup | 2025/10/01 00:00 | Mount Pleasant FA v Universidad O&M | W | 2-0 |
| CONCACAF Caribbean Cup | 2025/09/24 00:00 | Central FC v Mount Pleasant FA | W | 0-2 |
| Jamaica Premier League | 2025/09/14 20:30 | Mount Pleasant FA v Cavalier | W | 2-1 |
| Jamaica Premier League | 2025/09/01 22:00 | Mount Pleasant FA v Molynes United FC | D | 1-1 |
| CONCACAF Caribbean Cup | 2025/08/28 00:00 | Moca FC v Mount Pleasant FA | W | 0-2 |