| 2024 8th Grade Boys Basketball Contests
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| Regular Season Contests (self-reported) |
| Winchester def. Carrollton GS
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50-15
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| Winchester def. Carrollton GS
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49-17
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| Winchester def. Virginia
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41-12
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| Camp Point Central def. Winchester
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34-31
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| Jacksonville Our Saviour def. Winchester
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39-31
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| Hardin Calhoun def. Winchester
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44-30
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| Winchester def. White Hall North Greene
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44-27
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| Winchester def. Concord Triopia
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49-38
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| Mt. Sterling Brown County def. Winchester
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50-27
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| Winchester def. Griggsville-Perry
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53-28
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| Winchester def. Concord Triopia
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45-29
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| Winchester def. Waverly
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35-29
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| Winchester def. Carrollton St. John
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51-30
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| Winchester def. Greenfield
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37-35
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| Petersburg PORTA JHS def. Winchester
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39-34
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| Winchester def. Virginia
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53-13
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| Winchester def. Springfield Little Flower
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48-38
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| Winchester def. Beardstown MS
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45-8
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| Winchester def. Ashland A-C Central
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53-19
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| Winchester vs. Pittsfield Pikeland
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PENDING
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| Winchester def. White Hall North Greene
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57-30
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| Class 8-2A Regional 16 |
| Winchester def. White Hall North Greene
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64-35
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| Winchester def. Greenfield
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46-32
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| Winchester def. Madison
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48-29
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| Class 8-2A Sectional 8 |
| Pawnee def. Winchester
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42-32
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