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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2021 – Cony 6, Waterville 1 |
| 9.07.2021 – Lawrence 1, Waterville 1 |
| 9.14.2021 – Waterville 1, Nokomis 0 |
| 9.23.2021 – Belfast 4, Waterville 1 |
| 9.25.2021 – Messalonskee 7, Waterville 0 |
| 9.30.2021 – Waterville 2, Lawrence 1 |
| 10.02.2021 – Waterville 1, Nokomis 0 |
| 10.05.2021 – Hampden Academy 3, Waterville 1 |
7 PM 10.09.2021 – Waterville at Belfast |
| 10.15.2021 – Mount View 3, Waterville 0 |
| 10.19.2021 – Winslow 3, Waterville 0 |
| 10.22.2021 – Mount Desert Island 3, Waterville 0 |
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