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| Date | Match | Score |
|---|---|---|
| 05.10.2025 | Waterhouse - Mount Pleasant Academy | 1 : 1 |
| 05.03.2025 | Mount Pleasant Academy - Waterhouse | 1 : 0 |
| 29.12.2024 | Waterhouse - Mount Pleasant Academy | 0 : 3 |
| 24.10.2024 | Mount Pleasant Academy - Waterhouse | 0 : 0 |
| 12.05.2024 | Mount Pleasant Academy - Waterhouse | 2 : 1 |
| 06.05.2024 | Waterhouse - Mount Pleasant Academy | 1 : 1 |
| 03.03.2024 | Waterhouse - Mount Pleasant Academy | 0 : 1 |
| 03.12.2023 | Mount Pleasant Academy - Waterhouse | 0 : 0 |
| 19.03.2023 | Waterhouse - Mount Pleasant Academy | 2 : 0 |
| 21.12.2022 | Mount Pleasant Academy - Waterhouse | 1 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Portmore United - Mount Pleasant Academy | 0 - 1 | W |
| 03.09.2026 | Salcedo - Mount Pleasant Academy | 1 - 1 | D |
| 18.08.2026 | Mount Pleasant Academy - Cibao | 1 - 2 | L |
| 02.08.2026 | Mount Pleasant Academy - Delfines Del Este | 1 - 0 | W |
| 31.07.2026 | Mount Pleasant Academy - Robin Hood | 3 - 1 | W |
| Date | Match | Score | Res |
|---|---|---|---|
| 13.05.2026 | Waterhouse - Cavalier | 0 - 2 | L |
| 11.05.2026 | Cavalier - Waterhouse | 2 - 2 | D |
| 06.05.2026 | Waterhouse - Dunbeholden | 4 - 0 | W |
| 03.05.2026 | Waterhouse - Chapelton | 3 - 0 | W |
| 28.04.2026 | Mount Pleasant Academy - Waterhouse | 2 - 1 | L |