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| 2018 |
| Class: 4A | | Round 1 | | Andalusia (18-0, 27-0) Monroe County. |
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| 2013 |
| Class: 4A | | Round 1 | | Thomasville (8-1, 9-0) Monroe County. Monroe County loses series (0-2) |
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| 2010 |
| Class: 5A | | Round 1 | | Charles Henderson (4-1, 8-4) Monroe County. Monroe County loses series (0-2) |
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| 2009 |
| Class: 5A | | Round 1 | | Rehobeth (11-0, 11-0) Monroe County. Monroe County loses series (0-2) |
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| 2006 |
| Class: 5A | | Round 1 | | Charles Henderson (6-1) Monroe County. |
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| 2005 |
| Class: 5A | | Round 1 | | Monroe County (10-8) Briarwood. | | Round 2 | | Russell County (12-0, 16-1) Monroe County. Monroe County loses series (0-2) |
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| 2004 |
| Class: 4A | | Round 1 | | Monroe County (4-1) Dallas County. | | Round 2 | | Demopolis (8-7) Monroe County. |
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| 2003 |
| Class: 4A | | Round 1 | | Elmore County (10-0) Monroe County. |
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| 2002 |
| Class: 5A | | Round 1 | | Monroe County (12-1) B.C. Rain. | | Round 2 | | Monroe County (16-5) Charles Henderson. | | Round 3 | | Stanhope Elmore (12-2, 12-2) Monroe County. Monroe County loses series (0-2) |
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| 2001 |
| Class: 5A | | Round 1 | | Carroll (5-0) Monroe County. |
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| 1999 |
| Class: 5A | | Round 1 | | Andalusia (11-6) Monroe County. |
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| 1998 |
| Class: 5A | | Round 1 | | Monroe County (9-2) Wetumpka. | | Round 2 | | Alba (6-5) Monroe County. |
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| 1997 |
| Class: 5A | | Round 1 | | Chelsea (11-2) Monroe County. |
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| 1995 |
| Class: 5A | | Round 1 | | Monroe County (11-0) Charles Henderson. | | Round 2 | | Monroe County (6-3) Sylacauga. | | Round 3 | | Monroe County (10-3) Escambia County. | | Semi-finals | | McAdory (6-3, 11-0, 12-6) Monroe County. Monroe County loses series (1-2) |
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| 1994 |
| Class: 5A | | Round 1 | | Monroe County (4-2) Andalusia. | | Round 2 | | Monroe County (4-1) Brookwood. | | Round 3 | | Robertsdale (5-2) Monroe County. |
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| 1993 |
| Class: 5A | | Round 1 | | Monroe County (12-0) Hillcrest Evergreen. | | Round 2 | | Monroe County (7-1) Hillcrest Tuscaloosa. | | Round 3 | | Monroe County (9-0) Valley. | | Semi-finals | | Daphne (13-3, 4-0) Monroe County. Monroe County loses series (0-2) |
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| 1992 |
| Class: 5A | | Round 1 | | Monroe County (10-8) Charles Henderson. | | Round 2 | | Monroe County (10-7) Charles Henderson. | | Round 2 | | Brookwood (4-3) Monroe County. |
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| 1991 |
| Class: 5A | | Round 1 | | Opp (10-4) Monroe County. |
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| 1990 |
| Class: 5A | | Round 1 | | Monroe County (1-0) Grand Bay. | | Round 2 | | Chilton County (8-1) Monroe County. |
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| 1986 |
| Class: 5A | | Round 1 | | Grand Bay (18-3) Monroe County. |
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| 1982 |
| Class: 3A | | Round 1 | | UMS-Wright (4-3) Monroe County. |
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| 1981 |
| Class: 3A | | Round 1 | | Monroe County (2-1) Baker. | | Round 2 | | Monroe County (6-5) Charles Henderson. | | Semi-finals | | Monroe County (1-6, 9-1, 6-2) Childersburg. Monroe County wins series (2-1) | | Finals | | Cherokee County (8-4, 9-4) Monroe County. Monroe County loses series (0-2) |
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| 1980 |
| Class: 3A | | Round 1 | | Monroe County (8-5) UMS-Wright. | | Round 2 | | Charles Henderson (6-2) Monroe County. |
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| 1979 |
| Class: 3A | | Round 1 | | Monroe County () . | | Round 2 | | Charles Henderson (4-1) Monroe County. |
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| 1978 |
| Class: 3A | | Round 1 | | UMS-Wright () Monroe County. |
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| 1976 |
| Class: 3A | | Round 1 | | Baker (1-0) Monroe County. |
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| 1975 |
| Class: 3A | | Round 1 | | Monroe County () UMS-Wright. | | Round 2 | | Monroe County (2-0) Opp. | | Semi-finals | | Dallas County (1-7, 9-2) Monroe County. |
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| 1974 |
| Class: 3A | | Round 1 | | Monroe County (15-5) Robertsdale. | | Round 2 | | Monroe County () . | | Semi-finals | | Monroe County (10-7, 4-0) Bibb County. Monroe County wins series (2-0) | | Finals | | Monroe County (3-2, 0-4, 5-0) Sheffield. Monroe County wins series (2-1) |
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| 1973 |
| Class: 3A | | Round 1 | | Robertsdale () Monroe County. |
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| 1972 |
| Class: 3A/4A | | Round 1 | | Monroe County () Andalusia. |
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| 1970 |
| Class: 3A/4A | | Round 1 | | Monroe County () Dothan. | | Round 2 | | Shaw (8-2) Monroe County. |
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| 1961 |
| Class: A | | Round 1 | | Monroe County () Vigor. | | Round 2 | | Sidney Lanier (5-2) Monroe County. |
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| 1959 |
| Class: A | | Round 1 | | Jackson (7-1) Monroe County. |
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