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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.04.2025 – Pine Tree Academy 9, Boothbay/Wiscasset 3 |
| 9.08.2025 – Pine Tree Academy 7, Rangeley 0 |
| 9.10.2025 – Pine Tree Academy 7, Temple 0 |
| 9.11.2025 – Pine Tree Academy 6, Islesboro 0 |
| 9.23.2025 – Pine Tree Academy 7, Vinalhaven/North Haven 0 |
| 9.25.2025 – Pine Tree Academy 10, Dirigo 1 |
| 9.30.2025 – Pine Tree Academy 6, Valley 3 |
| 10.01.2025 – Telstar 3, Pine Tree Academy 1 |
| 10.07.2025 – Pine Tree Academy 4, Carrabec/Madison Co-op 1 |
| 10.07.2025 – Pine Tree Academy 4, Carrabec/Madison Co-op 1 |
| 10.14.2025 – Greenville 2, Pine Tree Academy 1 |
| 10.15.2025 – Pine Tree Academy 7, Rangeley 0 |
| 10.17.2025 – Pine Tree Academy 1, Telstar 1 |
3:30 pm 10.20.2025 – Pine Tree Academy at Dirigo |
| 10.21.2025 – Pine Tree Academy 7, Temple 0 |
| 10.22.2025 – Pine Tree Academy 5, Dirigo 0 |
| 10.29.2025 – Pine Tree Academy 3, Temple 0 |
| 10.31.2025 – Pine Tree Academy 5, Valley 3 |
6 pm 11.05.2025 – Pine Tree Academy at Telstar |
| 11.06.2025 – Telstar 1, Pine Tree Academy 0 |
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