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| All Sports |
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| Soccer - Boys | | 9.01.2023 – Dexter 5, Spruce Mountain 1 |
| 9.09.2023 – Dexter 3, Dirigo 0 |
| 9.11.2023 – Carrabec 8, Dexter 0 |
| 9.19.2023 – Schenck/Stearns 8, Dexter 0 |
| 9.23.2023 – Dexter 4, Dirigo 3 |
| 9.26.2023 – Greenville 9, Dexter 1 |
| 9.30.2023 – Carrabec 9, Dexter 1 |
| 10.03.2023 – Schenck/Stearns 9, Dexter 1 |
| 10.09.2023 – Dexter 4, Searsport 2 |
| 10.10.2023 – Greenville 9, Dexter 1 |
| 10.12.2023 – Valley 5, Dexter 2 |
| 10.14.2023 – Dexter 10, Spruce Mountain 2 |
| 10.16.2023 – Dexter 2, Searsport 0 |
| 10.25.2023 – Dexter 5, Shead 1 |
| 10.26.2023 – Wisdom 10, Dexter 2 |
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