| 2025 7th Grade Boys Basketball Contests
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| Regular Season Contests (self-reported) |
| Winchester def. Virginia
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33-26
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| Jacksonville Our Saviour def. Winchester
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37-23
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| Pittsfield Pikeland vs. Winchester
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PENDING
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| Rushville Schuyler Industry vs. Winchester
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PENDING
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| Camp Point Central def. Winchester
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20-15
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| Winchester def. Beardstown MS
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23-15
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| Griggsville-Perry def. Winchester
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27-15
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| Winchester def. White Hall North Greene
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23-14
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| Concord Triopia def. Winchester
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31-10
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| Winchester def. Carrollton GS
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46-6
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| Concord Triopia def. Winchester
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42-13
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| Winchester vs. Hardin Calhoun
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PENDING
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| Waverly def. Winchester
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25-20
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| Ashland A-C Central def. Winchester
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37-28
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| Winchester vs. White Hall North Greene
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PENDING
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| Winchester def. Greenview
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36-23
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| Springfield Calvary def. Winchester
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37-17
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| Winchester def. Springfield Little Flower
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51-24
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| Mt. Sterling Brown County def. Winchester
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42-13
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| Winchester def. Carrollton St. John
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39-34
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| Class 7-2A Regional 15 |
| Winchester def. Waverly
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38-34
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| Morrisonville JHS def. Winchester
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31-22
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