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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.13.2022 – Islesboro 6, Chop Point 0 |
| 9.15.2022 – Islesboro 4, Portland Christian 1 |
| 9.29.2022 – Islesboro 4, Pine Tree Academy 3 |
| 9.30.2022 – Chop Point 2, Islesboro 0 |
| 10.08.2022 – Islesboro 6, Portland Christian 0 |
| 10.11.2022 – Islesboro 9, Pine Tree Academy 1 |
| 10.13.2022 – Richmond 2, Islesboro 0 |
| 10.26.2022 – Islesboro 1, Rangeley 0 |
| 10.28.2022 – Islesboro 2, Chop Point 0 |
| 11.01.2022 – North Yarmouth Academy 5, Islesboro 0 |
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