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| All Schools |
| All Sports |
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| Football | | 9.01.2023 – Bonny Eagle 50, Massabesic 3 |
| 9.09.2023 – Kennebunk 38, Massabesic 6 |
| 9.15.2023 – Noble 29, Massabesic 23 |
| 9.23.2023 – Massabesic 34, Westbrook 33 |
| 9.29.2023 – Marshwood 42, Massabesic 7 |
| 10.06.2023 – Massabesic 17, Deering 14 |
| 10.13.2023 – Massabesic 56, Biddeford 32 |
| 10.20.2023 – Massabesic 42, Gorham 12 |
| 11.06.2023 – Massabesic 14, Marshwood 7 |
| 11.11.2023 – Kennebunk 36, Massabesic 17 |
TBA 11.11.2023 – Massabesic at Kennebunk |
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