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| All Schools |
| All Sports |
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| Football | | 9.01.2023 – Leavitt 45, Fryeburg Academy 8 |
| 9.08.2023 – Fryeburg Academy 54, Westbrook 14 |
| 9.15.2023 – Fryeburg Academy 43, Lisbon 20 |
| 9.22.2023 – Fryeburg Academy 48, Cape Elizabeth 8 |
| 9.30.2023 – Fryeburg Academy 27, Cheverus 7 |
| 10.06.2023 – Fryeburg Academy 43, York 6 |
| 10.13.2023 – Fryeburg Academy 39, Poland Regional 7 |
| 10.20.2023 – Fryeburg Academy 28, Wells 7 |
| 11.03.2023 – Fryeburg Academy 34, Cheverus 15 |
| 11.11.2023 – Leavitt 36, Fryeburg Academy 32 |
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