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| All Sports |
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| Softball | 4 pm 4.08.2026 – Freeport at Brunswick |
| 4.16.2026 – Freeport 23, Wells 2 |
| 4.24.2026 – Freeport 7, Lincoln Academy 6 |
| 4.27.2026 – Freeport 6, Yarmouth 2 |
| 4.29.2026 – Lake Region 5, Freeport 1 |
| 5.01.2026 – Medomak Valley 14, Freeport 1 |
| 5.04.2026 – Freeport 15, Sacopee Valley 5 |
4:30 pm 5.06.2026 – Gray-New Gloucester at Freeport |
| 5.08.2026 – Fryeburg Academy 10, Freeport 7 |
| 5.11.2026 – York 10, Freeport 3 |
| 5.13.2026 – Freeport 13, Cape/Falmouth 2 |
| 5.21.2026 – Gray-New Gloucester 11, Freeport 9 |
| 5.22.2026 – Greely 10, Freeport 0 |
| 5.25.2026 – Freeport 19, Cape/Falmouth 2 |
| 5.26.2026 – Poland Regional 12, Freeport 5 |
| 5.29.2026 – Lake Region 7, Freeport 1 |
| 6.01.2026 – Freeport 8, Wells 1 |
| 6.03.2026 – York 13, Freeport 3 |
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