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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.06.2024 – Erskine Academy 2, Winslow 0 |
| 9.10.2024 – Morse 3, Winslow 2 |
| 9.12.2024 – Gardiner 4, Winslow 2 |
| 9.21.2024 – Winslow 5, Maine Central Institute 2 |
3:30 pm 9.26.2024 – Mount View at Winslow |
| 9.28.2024 – Winslow 3, Maine Central Institute 1 |
| 10.04.2024 – Waterville 8, Winslow 2 |
| 10.10.2024 – Mount View 4, Winslow 1 |
3:30 pm 10.14.2024 – Mount View at Winslow |
| 10.15.2024 – Winslow 4, Leavitt 2 |
| 10.17.2024 – Waterville 4, Winslow 1 |
3:30 pm 10.22.2024 – Lawrence at Winslow |
| 10.26.2024 – Gardiner 8, Winslow 6 |
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