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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.08.2021 – Waynflete 2, North Yarmouth Academy 1 |
| 9.10.2021 – Waynflete 2, Traip Academy 0 |
| 9.11.2021 – Waynflete 8, Saint Dominic 2 |
| 9.14.2021 – Waynflete 3, Sacopee Valley 0 |
| 9.16.2021 – Waynflete 4, Richmond 1 |
| 9.21.2021 – Cape Elizabeth 3, Waynflete 1 |
| 9.23.2021 – Waynflete 2, North Yarmouth Academy 0 |
| 9.28.2021 – Waynflete 0, Greely 0 |
| 10.05.2021 – Waynflete 9, Saint Dominic 0 |
| 10.08.2021 – Waynflete 1, York 0 |
| 10.14.2021 – Waynflete 1, Traip Academy 0 |
| 10.16.2021 – Waynflete 7, Sacopee Valley 1 |
| 10.19.2021 – Yarmouth 1, Waynflete 1 |
| 10.27.2021 – Waynflete 2, Sacopee Valley 0 |
| 10.29.2021 – Waynflete 4, Lisbon 1 |
| 11.02.2021 – Waynflete 3, Mount Abram 2 |
| 11.06.2021 – Waynflete 2, Fort Kent 1 |
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