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| 2023 |
| Class: 5A | | Round 1 | | Demopolis (8-7, 10-2) Charles Henderson. Demopolis wins series (2-0) | | Round 2 | | Demopolis (17-11, 0-14, 9-4) Shelby County. Demopolis wins series (2-1) | | Round 3 | | Demopolis (4-2, 1-3, 6-1) St. Pauls. Demopolis wins series (2-1) | | Semi-finals | | Holtville () Demopolis. Demopolis loses series (0-2) |
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| 2022 |
| Class: 5A | | Round 1 | | Demopolis (15-0, 15-0) LeFlore. Demopolis wins series (2-0) | | Round 2 | | Holtville (4-1, 4-1) Demopolis. Demopolis loses series (0-2) |
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| 2021 |
| Class: 5A | | Round 1 | | Pike Road (10-1, 5-1) Demopolis. Demopolis loses series (0-2) |
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| 2019 |
| Class: 5A | | Round 1 | | Chilton County (8-1, 1-0) Demopolis. |
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| 2018 |
| Class: 5A | | Round 1 | | Demopolis (2-9, 4-3, 6-5) Marbury. | | Round 2 | | Sylacauga (9-4, 2-3, 8-7) Demopolis. |
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| 2017 |
| Class: 5A | | Round 1 | | Demopolis (0-3, 5-2, 16-15) Brewbaker Tech. Demopolis wins series (2-1) | | Round 2 | | Beauregard (6-5, 4-6, 10-1) Demopolis. Demopolis loses series (1-2) |
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| 2016 |
| Class: 5A | | Round 1 | | Demopolis (6-1, 1-0) Alabama Christian. Demopolis wins series (2-0) | | Round 2 | | Demopolis (7-6, 2-0) Marbury. Demopolis wins series (2-0) | | Round 3 | | Rehobeth (7-4, 13-10) Demopolis. Demopolis loses series (0-2) |
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| 2015 |
| Class: 5A | | Round 1 | | Demopolis (2-4, 10-5, 5-3) Alabama Christian. Demopolis wins series (2-1) | | Round 2 | | Marbury (12-2, 6-4) Demopolis. Demopolis loses series (0-2) |
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| 2014 |
| Class: 5A | | Round 1 | | Benjamin Russell (4-0, 4-1) Demopolis. Demopolis loses series (0-2) |
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| 2013 |
| Class: 5A | | Round 1 | | Valley (8-9, 3-1, 8-6) Demopolis. Demopolis loses series (1-2) |
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| 2012 |
| Class: 5A | | Round 1 | | Brookwood (9-0, 5-3) Demopolis. Demopolis loses series (0-2) |
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| 2011 |
| Class: 5A | | Round 1 | | Demopolis (2-0, 4-6, 6-3) Brookwood. Demopolis wins series (2-1) | | Round 2 | | Chilton County (7-3, 3-4, 11-4) Demopolis. Demopolis loses series (1-2) |
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| 2010 |
| Class: 5A | | Round 1 | | Beauregard (19-2, 11-1) Demopolis. Demopolis loses series (0-2) |
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| 2009 |
| Class: 5A | | Round 1 | | Tallassee (3-2, 7-0) Demopolis. Demopolis loses series (0-2) |
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| 2008 |
| Class: 5A | | Round 1 | | Demopolis (9-6, 7-2) Eufaula. Demopolis wins series (2-0) | | Round 2 | | John Carroll (15-13, 10-9) Demopolis. Demopolis loses series (0-2) |
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| 2007 |
| Class: 5A | | Round 1 | | Spanish Fort (6-3) Demopolis. |
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| 2006 |
| Class: 4A | | Round 1 | | Tallassee (8-4) Demopolis. |
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| 2005 |
| Class: 4A | | Round 1 | | Demopolis (13-3) Trinity. | | Round 2 | | Demopolis (6-5, 8-4) Opp. Demopolis wins series (2-0) | | Round 3 | | Demopolis (9-2, 10-0) Daleville. Demopolis wins series (2-0) | | Semi-finals | | Demopolis () Thomasville. Demopolis wins series (2-0) | | Finals | | Demopolis (8-7, 3-6, 10-9) Jacksonville. Demopolis wins series (2-1) |
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| 2004 |
| Class: 4A | | Round 1 | | Demopolis (13-3) Daleville. | | Round 2 | | Demopolis (8-7) Monroe County. | | Round 3 | | Demopolis (4-1, 6-3) St. James. Demopolis wins series (2-0) | | Semi-finals | | Demopolis (13-0, 8-4) Thomasville. Demopolis wins series (2-0) | | Finals | | Hokes Bluff (8-6, 0-3, 11-10) Demopolis. Demopolis loses series (1-2) |
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| 2003 |
| Class: 4A | | Round 1 | | Tallassee (4-2) Demopolis. |
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| 2002 |
| Class: 5A | | Round 1 | | Charles Henderson (4-1) Demopolis. |
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| 2001 |
| Class: 5A | | Round 1 | | Demopolis (11-0) Sylacauga. | | Round 2 | | Carroll (3-2) Demopolis. |
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| 2000 |
| Class: 5A | | Round 1 | | Bibb County (5-4) Demopolis. |
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| 1999 |
| Class: 5A | | Round 1 | | Demopolis (11-0) B.C. Rain. | | Round 2 | | Stanhope Elmore (12-2) Demopolis. |
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| 1998 |
| Class: 5A | | Round 1 | | Demopolis (7-6) Shaw. | | Round 2 | | Stanhope Elmore (5-1) Demopolis. |
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| 1997 |
| Class: 5A | | Round 1 | | Demopolis (5-3) Citronelle. | | Round 2 | | Sylacauga (6-4) Demopolis. |
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| 1996 |
| Class: 5A | | Round 1 | | Demopolis (10-1) Choctaw County. | | Round 2 | | Andalusia (4-1) Demopolis. |
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| 1995 |
| Class: 5A | | Round 1 | | McAdory (6-4) Demopolis. |
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| 1993 |
| Class: 5A | | Round 1 | | Bibb County (12-3) Demopolis. |
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| 1991 |
| Class: 5A | | Round 1 | | Demopolis (6-5) Sylacauga. | | Round 2 | | Demopolis (5-4) Opp. | | Round 3 | | Stanhope Elmore (11-5) Demopolis. |
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| 1986 |
| Class: 5A | | Round 1 | | Demopolis (11-1) Dora. | | Round 2 | | Demopolis (11-6) Wetumpka. | | Semi-finals | | Demopolis (1-2, 8-5, 6-4) Smiths Station. Demopolis wins series (2-1) | | Finals | | Demopolis (5-7, 13-9, 6-5) Saks. Demopolis wins series (2-1) |
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| 1985 |
| Class: 5A | | Round 1 | | Demopolis (7-0) Curry. | | Round 2 | | Demopolis (10-2) Chilton County. | | Semi-finals | | Demopolis (4-6, 19-7) Escambia County. Demopolis wins series (2-1) | | Finals | | Etowah (0-1, 7-10, 13-4) Demopolis. Demopolis loses series (1-2) |
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| 1984 |
| Class: 3A | | Round 1 | | Hillcrest Tuscaloosa (7-5) Demopolis. |
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| 1983 |
| Class: 3A | | Round 1 | | Demopolis (6-3) Hillcrest Tuscaloosa. | | Round 2 | | Stanhope Elmore (7-6) Demopolis. |
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| 1982 |
| Class: 3A | | Round 1 | | Chilton County (15-4) Demopolis. |
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| 1981 |
| Class: 3A | | Round 1 | | Bibb County (2-1) Demopolis. |
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| 1977 |
| Class: 3A | | Round 1 | | Bibb County () Demopolis. |
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| 1975 |
| Class: 3A | | Round 1 | | Dallas County (5-3) Demopolis. |
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| 1974 |
| Class: 3A | | Round 1 | | Bibb County (4-3) Demopolis. |
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| 1960 |
| Class: A | | Round 1 | | Demopolis (5-0) Chilton County. | | Round 2 | | Demopolis (3-0) Central Phenix City. | | Round 3 | | Vigor (3-1) Demopolis. |
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| 1959 |
| Class: A | | Round 1 | | Selma (1-0) Demopolis. |
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| 1958 |
| Class: A | | Round 1 | | Sidney Lanier (12-0, 6-5) Demopolis. |
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| 1956 |
| Class: A | | Round 1 | | Demopolis (2-1) Lee Montgomery. | | Round 2 | | Demopolis (13-1) Vigor. | | Round 3 | | Demopolis (7-5) Ashford. | | 4 | | Woodlawn (6-7, 6-5, 3-1) Demopolis. Demopolis loses series (1-2) |
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| 1955 |
| Class: A | | Round 1 | | Sidney Lanier (8-1) Demopolis. |
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| 1952 |
| Class: A | | Round 1 | | Sidney Lanier (4-3, 8-3) Demopolis. |
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| 1951 |
| Class: A | | Round 1 | | Sidney Lanier (13-1, ) Demopolis. |
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