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| All Schools |
| All Sports |
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| Soccer - Boys | | 8.31.2023 – Sanford 4, Massabesic 0 |
| 9.05.2023 – Massabesic 3, Noble 2 |
| 9.07.2023 – Bonny Eagle 5, Massabesic 1 |
| 9.14.2023 – Gorham 6, Massabesic 0 |
| 9.15.2023 – Cheverus 5, Massabesic 4 |
| 9.19.2023 – Kennebunk 4, Massabesic 0 |
| 9.26.2023 – Thornton Academy 7, Massabesic 0 |
| 9.28.2023 – Windham 9, Massabesic 0 |
| 9.30.2023 – South Portland 8, Massabesic 0 |
| 10.03.2023 – Westbrook 7, Massabesic 0 |
| 10.05.2023 – Biddeford 4, Massabesic 1 |
| 10.09.2023 – Portland 11, Massabesic 0 |
| 10.12.2023 – Falmouth 3, Massabesic 0 |
| 10.17.2023 – Noble 2, Massabesic 1 |
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