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| All Schools |
| All Sports |
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| Football | | 9.01.2023 – Oceanside 50, Cape Elizabeth 12 |
| 9.08.2023 – Oceanside 38, Hermon 24 |
| 9.15.2023 – Oceanside 40, Hampden Academy 0 |
| 9.23.2023 – Oceanside 42, Nokomis 0 |
| 9.29.2023 – Oceanside 58, Brewer 6 |
| 10.06.2023 – Oceanside 46, Freeport 0 |
| 10.13.2023 – Oceanside 60, York 40 |
| 10.19.2023 – Oceanside 36, Medomak Valley 30 |
| 11.04.2023 – Oceanside 52, Nokomis 14 |
TBA 11.11.2023 – Medomak Valley at Oceanside |
| 11.11.2023 – Oceanside 34, Medomak Valley 22 |
11 am 11.18.2023 – Oceanside at Leavitt |
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