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| All Schools |
| All Sports |
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| Soccer - Girls | | 8.31.2023 – Noble 4, Massabesic 0 |
| 9.06.2023 – Westbrook 3, Massabesic 3 |
| 9.08.2023 – Deering 3, Massabesic 0 |
| 9.13.2023 – Portland 4, Massabesic 0 |
| 9.20.2023 – Thornton Academy 4, Massabesic 0 |
| 9.23.2023 – South Portland 5, Massabesic 0 |
| 9.25.2023 – Bonny Eagle 8, Massabesic 0 |
| 9.29.2023 – Sanford 6, Massabesic 0 |
| 10.02.2023 – Biddeford 2, Massabesic 1 |
| 10.04.2023 – Marshwood 4, Massabesic 1 |
| 10.09.2023 – Cheverus 8, Massabesic 0 |
| 10.11.2023 – Falmouth 9, Massabesic 1 |
| 10.14.2023 – Kennebunk 1, Massabesic 0 |
| 10.16.2023 – Westbrook 4, Massabesic 2 |
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