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| All Schools |
| All Sports |
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| Basketball - Boys | | 12.13.2022 – Seacoast Christian 75, Pine Tree Academy 40 |
| 12.15.2022 – Islesboro 51, Pine Tree Academy 39 |
| 1.07.2023 – Saint Dominic 68, Pine Tree Academy 41 |
| 1.09.2023 – Valley 56, Pine Tree Academy 31 |
| 1.13.2023 – Seacoast Christian 60, Pine Tree Academy 41 |
| 1.19.2023 – Vinalhaven 59, Pine Tree Academy 37 |
| 1.20.2023 – Vinalhaven 41, Pine Tree Academy 28 |
| 1.21.2023 – Temple 46, Pine Tree Academy 39 |
| 1.24.2023 – Temple 46, Pine Tree Academy 39 |
| 1.30.2023 – Islesboro 46, Pine Tree Academy 30 |
| 1.31.2023 – Valley 78, Pine Tree Academy 36 |
| 2.02.2023 – Forest Hills 72, Pine Tree Academy 25 |
| 2.04.2023 – Seacoast Christian 49, Pine Tree Academy 47 |
| 2.07.2023 – Islesboro 52, Pine Tree Academy 29 |
| 2.09.2023 – Temple 56, Pine Tree Academy 44 |
| 2.13.2023 – Pine Tree Academy 84, North Haven 26 |
| 2.20.2023 – Forest Hills 78, Pine Tree Academy 36 |
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