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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.07.2021 – Lincoln Academy 3, Leavitt 3 |
| 9.15.2021 – Leavitt 3, Gardiner 0 |
| 9.17.2021 – Edward Little 4, Leavitt 0 |
| 9.25.2021 – Leavitt 3, Oxford Hills 1 |
| 9.30.2021 – Leavitt 1, Erskine Academy 1 |
| 10.02.2021 – Leavitt 1, Morse 0 |
| 10.08.2021 – Edward Little 3, Leavitt 0 |
| 10.13.2021 – Leavitt 3, Morse 0 |
| 10.15.2021 – Leavitt 3, Lincoln Academy 2 |
| 10.19.2021 – Leavitt 3, Maranacook 0 |
| 10.22.2021 – York 2, Leavitt 1 |
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