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| 2022 |
| Class: 1A | | Round 1 | | Pleasant Home (16-6, 7-2) South Lamar. Pleasant Home wins series (2-0) | | Round 2 | | Sweet Water (11-2, 11-0) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2021 |
| Class: 1A | | Round 1 | | Sweet Water (9-0, 13-1) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2019 |
| Class: 1A | | Round 1 | | Millry (9-0, 14-0) Pleasant Home. |
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| 2018 |
| Class: 1A | | Round 1 | | Kinston (4-1, 3-2) Pleasant Home. |
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| 2017 |
| Class: 1A | | Round 1 | | Pleasant Home (5-0, 10-2) Shades Mountain Christian. Pleasant Home wins series (2-0) | | Round 2 | | Millry (5-2, 1-3, 2-0) Pleasant Home. Pleasant Home loses series (1-2) |
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| 2016 |
| Class: 1A | | Round 1 | | Pleasant Home (11-1, 14-4) Ellwood Christian. Pleasant Home wins series (2-0) | | Round 2 | | J.U. Blacksher (12-2, 11-3) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2015 |
| Class: 1A | | Round 1 | | J.U. Blacksher (10-0, 3-0) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2012 |
| Class: 1A | | Round 1 | | Sweet Water (17-1, 10-0) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2011 |
| Class: 1A | | Round 1 | | Sweet Water (7-0, 16-3) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2010 |
| Class: 1A | | Round 1 | | Pleasant Home (11-7, 14-1) Fruitdale. Pleasant Home wins series (2-0) | | Round 2 | | J.U. Blacksher (6-5, 9-2) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2009 |
| Class: 1A | | Round 1 | | Fruitdale (14-0, 8-6) Pleasant Home. Pleasant Home loses series (0-2) |
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| 2008 |
| Class: 1A | | Round 1 | | Providence Christian (2-8, 5-4, 10-5) Pleasant Home. Pleasant Home loses series (1-2) |
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| 2007 |
| Class: 1A | | Round 1 | | Pleasant Home (8-4) Billingsley. | | Round 2 | | Pleasant Home (3-7, 5-3, 12-9) Maplesville. Pleasant Home wins series (2-1) | | Round 3 | | Providence Christian (11-4, 2-6, 14-4) Pleasant Home. Pleasant Home loses series (1-2) |
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| 2003 |
| Class: 1A | | Round 1 | | American Christian (5-1) Pleasant Home. |
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| 2002 |
| Class: 1A | | Round 1 | | Sweet Water (9-1) Pleasant Home. |
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| 2000 |
| Class: 1A | | Round 1 | | Pleasant Home (7-5) Edward Bell. | | Round 2 | | Shades Mountain Christian (5-4) Pleasant Home. |
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| 1998 |
| Class: 1A | | Round 1 | | Pleasant Home (11-0) Mellow Valley. | | Round 2 | | Maplesville (11-6) Pleasant Home. |
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| 1993 |
| Class: 1A | | Round 1 | | Houston Academy (18-16) Pleasant Home. |
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| 1992 |
| Class: 1A | | Round 1 | | G.W. Long (10-0) Pleasant Home. |
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| 1991 |
| Class: 1A | | Round 1 | | G.W. Long (1-0) Pleasant Home. |
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| 1990 |
| Class: 1A | | Round 1 | | Pleasant Home () Bye. | | Round 2 | | Marbury (8-6) Pleasant Home. |
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| 1989 |
| Class: 1A | | Round 1 | | Pleasant Home (3-2) W.J. Jones. | | Round 2 | | Marbury (15-5) Pleasant Home. |
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| 1986 |
| Class: 1A | | Round 1 | | McKenzie (18-2) Pleasant Home. |
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| 1984 |
| Class: 1A | | Round 1 | | Wicksburg (7-0) Pleasant Home. |
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