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| All Schools |
| All Sports |
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| Soccer - Boys | | 8.31.2023 – Waynflete 3, Traip Academy 0 |
| 9.02.2023 – Hall-Dale 3, Waynflete 1 |
| 9.12.2023 – Greely 3, Waynflete 0 |
| 9.14.2023 – Waynflete 2, York 0 |
| 9.19.2023 – Yarmouth 3, Waynflete 0 |
| 9.23.2023 – Waynflete 8, Sacopee Valley 0 |
| 9.25.2023 – Waynflete 3, Saint Dominic 0 |
| 9.28.2023 – Waynflete 9, North Yarmouth Academy 1 |
| 9.30.2023 – Gray-New Gloucester 0, Waynflete 0 |
| 10.03.2023 – Freeport 1, Waynflete 0 |
| 10.07.2023 – Cape Elizabeth 5, Waynflete 1 |
| 10.10.2023 – Waynflete 1, Traip Academy 1 |
| 10.12.2023 – Waynflete 6, Sacopee Valley 0 |
| 10.17.2023 – Waynflete 1, North Yarmouth Academy 0 |
| 10.25.2023 – Waynflete 3, Lisbon 0 |
| 11.03.2023 – Mount Abram 3, Waynflete 0 |
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