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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2026 – Freeport 3, North Yarmouth Academy 0 |
| 9.05.2026 – Cape Elizabeth 1, Freeport 1 |
| 9.08.2026 – Freeport 5, Gray-New Gloucester 0 |
| 9.15.2026 – Freeport 1, Cape Elizabeth 1 |
| 9.17.2026 – Freeport 1, Waynflete 0 |
| 9.22.2026 – Greely 2, Freeport 1 |
| 9.24.2026 – Freeport 7, Poland Regional 0 |
| 9.29.2026 – Freeport 4, Wells 0 |
| 10.01.2026 – Fryeburg Academy 1, Freeport 0 |
| 10.06.2026 – Yarmouth 3, Freeport 1 |
| 10.08.2026 – Freeport 2, Lincoln Academy 0 |
| 10.10.2026 – Freeport 6, Lake Region 1 |
| 10.14.2026 – Freeport 3, York 2 |
| 10.15.2026 – Freeport 1, Traip Academy 0 |
| 10.27.2026 – Freeport 5, Lincoln Academy 1 |
10:30 am 10.31.2026 – Freeport at Yarmouth |
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