| 2026 8th Grade Boys Basketball Contests
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| Regular Season Contests (self-reported) |
| Winchester def. Virginia
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31-23
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| Concord Triopia def. Winchester
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31-16
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| Winchester def. Waverly JHS
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41-39
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| Winchester def. Pittsfield Pikeland
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33-31
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| White Hall North Greene vs. Winchester
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PENDING
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| Rushville Schuyler Industry def. Winchester
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48-28
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| Jacksonville Our Saviour def. Winchester
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41-24
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| Winchester def. White Hall North Greene
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46-13
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| Winchester def. Concord Triopia
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46-22
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| Winchester def. Carrollton GS
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50-16
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| Mt. Sterling Brown County def. Winchester
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34-31
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| Griggsville-Perry def. Winchester
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32-18
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| Camp Point Central def. Winchester
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40-37
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| Winchester def. Hardin Calhoun
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34-32
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| Winchester def. Carrollton St. John
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31-26
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| Winchester def. Carrollton GS
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61-12
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| Petersburg PORTA JHS def. Winchester
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29-26
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| Greenfield def. Winchester
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49-34
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| Beardstown MS def. Winchester
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29-26
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| Winchester def. Ashland A-C Central
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58-36
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| Winchester def. Springfield Calvary
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51-36
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| Winchester def. Virginia
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27-23
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| Class 8-2A Regional 15 |
| Winchester def. Springfield Blessed Sacrament
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37-25
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| Winchester vs.Springfield Little Flower
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PENDING
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