| All Schools |
| |
| Basketball - Boys |
| 12.10.2019 – Pine Tree Academy 46, Greater Portland 40 |
| 12.12.2019 – Forest Hills 90, Pine Tree Academy 30 |
| 12.16.2019 – Pine Tree Academy 33, Greater Portland 24 |
| 12.19.2019 – Pine Tree Academy 52, Gould Academy 33 |
| 12.20.2019 – Pine Tree Academy 49, Seacoast Christian 33 |
| 1.06.2020 – Valley 34, Pine Tree Academy 28 |
| 1.09.2020 – Rangeley 65, Pine Tree Academy 44 |
| 1.11.2020 – North Yarmouth Academy 69, Pine Tree Academy 47 |
| 1.14.2020 – Pine Tree Academy 71, Seacoast Christian 49 |
| 1.27.2020 – Pine Tree Academy 57, Gould Academy 40 |
| 1.28.2020 – Rangeley 56, Pine Tree Academy 52 |
| 2.01.2020 – Pine Tree Academy 61, Temple 57 |
| 2.03.2020 – Vinalhaven 56, Pine Tree Academy 40 |
| 2.17.2020 – Greenville 52, Pine Tree Academy 37 |
| |
| Basketball - Girls |
| 12.09.2019 – Seacoast Christian 30, Pine Tree Academy 9 |
| 12.10.2019 – Pine Tree Academy 25, Islesboro 22 |
| 12.12.2019 – Forest Hills 28, Pine Tree Academy 14 |
| 12.17.2019 – North Haven 29, Pine Tree Academy 18 |
| 12.19.2019 – Hebron Academy 38, Pine Tree Academy 28 |
| 12.20.2019 – Seacoast Christian 31, Pine Tree Academy 13 |
| 1.06.2020 – Valley 31, Pine Tree Academy 19 |
| 1.09.2020 – Rangeley 69, Pine Tree Academy 30 |
| 1.11.2020 – North Yarmouth Academy 52, Pine Tree Academy 20 |
| 1.13.2020 – Pine Tree Academy 32, Islesboro 17 |
| 1.14.2020 – Seacoast Christian 40, Pine Tree Academy 11 |
| 1.27.2020 – Hebron Academy 38, Pine Tree Academy 12 |
| 1.28.2020 – Rangeley 53, Pine Tree Academy 19 |
| 2.01.2020 – Temple 25, Pine Tree Academy 16 |
| |
| Soccer - Boys |
| 9.06.2019 – Pine Tree Academy 3, Seacoast Christian 0 |
| 9.14.2019 – Pine Tree Academy 8, Valley 1 |
| 9.17.2019 – Pine Tree Academy 2, Rangeley 1 |
| 9.19.2019 – Pine Tree Academy 0, Temple 0 |
| 9.21.2019 – Pine Tree Academy 6, Seacoast Christian 1 |
| 9.24.2019 – Pine Tree Academy 10, Greater Portland 0 |
| 9.28.2019 – Pine Tree Academy 5, Chop Point 0 |
| 10.01.2019 – Pine Tree Academy 6, Chop Point 0 |
| 10.04.2019 – Rangeley 4, Pine Tree Academy 2 |
| 10.08.2019 – Pine Tree Academy 4, Temple 3 |
| 10.22.2019 – Pine Tree Academy 8, Greater Portland 2 |
| 10.30.2019 – Pine Tree Academy 5, Islesboro 2 |
| 11.02.2019 – North Yarmouth Academy 5, Pine Tree Academy 0 |
| |
| Soccer - Girls |
| 9.06.2019 – Pine Tree Academy 5, Vinalhaven/North Haven 1 |
| 9.14.2019 – Pine Tree Academy 1, Valley 0 |
| 9.17.2019 – Rangeley 3, Pine Tree Academy 0 |
| 9.19.2019 – Temple 5, Pine Tree Academy 0 |
| 9.26.2019 – Pine Tree Academy 3, Vinalhaven/North Haven 0 |
| 10.04.2019 – Rangeley 5, Pine Tree Academy 0 |
| 10.08.2019 – Temple 2, Pine Tree Academy 1 |
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