| 2026 7th Grade Boys Basketball Contests
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| Regular Season Contests (self-reported) |
| Winchester def. Virginia
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57-12
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| Winchester def. Jacksonville Our Saviour
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47-19
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| Winchester def. Concord Triopia
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44-11
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| Winchester def. Waverly JHS
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46-25
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| Winchester def. Pittsfield Pikeland
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42-15
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| White Hall North Greene vs. Winchester
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PENDING
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| Winchester def. Rushville Schuyler Industry
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52-18
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| Winchester def. White Hall North Greene
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43-12
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| Winchester def. Concord Triopia
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44-17
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| Winchester def. Carrollton GS
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72-9
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| Winchester def. Mt. Sterling Brown County
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49-4
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| Winchester def. Griggsville-Perry
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47-20
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| Winchester def. Camp Point Central
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45-5
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| Winchester def. Hardin Calhoun
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58-19
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| Winchester def. Carrollton St. John
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34-33
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| Winchester def. Carrollton GS
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53-9
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| Winchester def. Petersburg PORTA JHS
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47-15
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| Winchester def. Greenfield
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41-16
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| Winchester def. Beardstown MS
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46-20
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| Winchester vs. Ashland A-C Central
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PENDING
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| Winchester def. Greenfield
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43-7
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| Winchester def. Springfield Calvary
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51-21
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| Class 7-2A Regional 15 |
| Winchester def. White Hall North Greene
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42-6
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| Winchester def. Springfield Blessed Sacrament
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35-14
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