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| 2019 |
| Class: 2A | | Round 1 | | Cedar Bluff (15-1, 16-3) Sheffield. |
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| 2018 |
| Class: 2A | | Round 1 | | Falkville (6-5, 19-12) Sheffield. |
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| 2014 |
| Class: 2A | | Round 1 | | Sheffield (6-0, 8-2) Phil Campbell. Sheffield wins series (2-0) | | Round 2 | | Sheffield (3-0, 6-1) Lexington. Sheffield wins series (2-0) | | Round 3 | | Ranburne (6-2, 0-5, 4-3) Sheffield. Sheffield loses series (1-2) |
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| 2013 |
| Class: 2A | | Round 1 | | Sheffield (12-2, 6-0) Colbert Heights. Sheffield wins series (2-0) | | Round 2 | | Sheffield (2-1, 8-4) Hatton. Sheffield wins series (2-0) | | Round 3 | | Randolph County (8-6, 6-5) Sheffield. Sheffield loses series (0-2) |
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| 2012 |
| Class: 3A | | Round 1 | | Sheffield (10-3, 3-2) West Morgan. Sheffield wins series (2-0) | | Round 2 | | Lauderdale County (6-3, 6-5) Sheffield. Sheffield loses series (0-2) |
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| 2011 |
| Class: 3A | | Round 1 | | Sheffield (10-0, 14-0) Clements. Sheffield wins series (2-0) | | Round 2 | | Lauderdale County (5-3, 10-8) Sheffield. Sheffield loses series (0-2) |
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| 2010 |
| Class: 3A | | Round 1 | | West Limestone (4-3, 15-6) Sheffield. Sheffield loses series (0-2) |
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| 2009 |
| Class: 3A | | Round 1 | | Madison Academy (10-8, 6-7, 12-2) Sheffield. Sheffield loses series (1-2) |
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| 2008 |
| Class: 3A | | Round 1 | | Sheffield (6-0, 8-6) Lauderdale County. Sheffield wins series (2-0) | | Round 2 | | Winfield (7-0, 11-1) Sheffield. Sheffield loses series (0-2) |
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| 2007 |
| Class: 3A | | Round 1 | | Sheffield (11-5) Weaver. | | Round 2 | | Sumiton Christian (1-3, 5-2, 17-11) Sheffield. Sheffield loses series (1-2) |
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| 2006 |
| Class: 3A | | Round 1 | | Hokes Bluff (12-4) Sheffield. |
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| 2001 |
| Class: 3A | | Round 1 | | Sheffield (6-3) Lauderdale County. | | Round 2 | | Hokes Bluff (13-2) Sheffield. |
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| 1998 |
| Class: 4A | | Round 1 | | Alexandria (7-6) Sheffield. |
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| 1997 |
| Class: 4A | | Round 1 | | Sheffield (6-0) Midfield. | | Round 2 | | East Lawrence (17-5) Sheffield. |
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| 1996 |
| Class: 4A | | Round 1 | | Jacksonville (3-1) Sheffield. |
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| 1995 |
| Class: 4A | | Round 1 | | Sheffield (5-2) Wilson. | | Round 2 | | Hokes Bluff (7-4) Sheffield. |
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| 1994 |
| Class: 4A | | Round 1 | | Lawrence County (4-1) Sheffield. |
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| 1993 |
| Class: 4A | | Round 1 | | Deshler (3-1) Sheffield. |
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| 1991 |
| Class: 4A | | Round 1 | | Sheffield (5-4) Colbert County. | | Round 2 | | Sheffield (3-1) Hokes Bluff. | | Round 3 | | Sheffield (9-3) Haleyville. | | Semi-finals | | Pleasant Grove (5-1, 3-6, 7-4) Sheffield. Sheffield loses series (1-2) |
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| 1990 |
| Class: 4A | | Round 1 | | Sheffield (13-3) Deshler. | | Round 2 | | Sheffield (9-8) Weaver. | | Round 3 | | Sheffield (7-0) Oneonta. | | Semi-finals | | New Hope (0-2, 7-6, 13-10) Sheffield. Sheffield loses series (1-2) |
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| 1986 |
| Class: 4A | | Round 1 | | Sheffield (4-1) Wilson. | | Round 2 | | Sheffield (14-0) Corner. | | Semi-finals | | Pleasant Grove (0-5, 9-1, 15-2) Sheffield. Sheffield loses series (1-2) |
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| 1975 |
| Class: 3A | | Round 1 | | Sheffield () . | | Round 2 | | Sheffield (5-1) Hartselle. | | Semi-finals | | Sheffield (6-2, 15-1) Haleyville. Sheffield wins series (2-0) | | Finals | | Sheffield (4-6, 2-1, 6-5) Dallas County. Sheffield wins series (2-1) |
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| 1974 |
| Class: 3A | | Round 1 | | Sheffield () . | | Round 2 | | Sheffield () . | | Semi-finals | | Sheffield () Colbert County. | | Finals | | Monroe County (3-2, 0-4, 5-0) Sheffield. Sheffield loses series (1-2) |
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| 1959 |
| Class: A | | Round 1 | | Sheffield (5-4, 12-0) Aliceville. | | Round 2 | | Woodlawn (6-1) Sheffield. |
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| 1958 |
| Class: A | | Round 1 | | Gordo (15-10) Sheffield. |
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| 1957 |
| Class: A | | Round 1 | | Sheffield (1-0, 6-3) Pickens County. | | Round 2 | | Tuscaloosa (6-0) Sheffield. |
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| 1955 |
| Class: A | | Round 1 | | Sheffield (11-2, 6-2) Fayette County. | | Round 2 | | Anniston (5-2) Sheffield. |
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| 1951 |
| Class: A | | Round 1 | | Sheffield () Coffee. | | Round 2 | | Anniston (3-2) Sheffield. |
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