| Regional Tournament History |
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| 2024 |
| Class: 1A Area: 1 | | Area | Leroy 48-44 McIntosh | | Region S Championship | | Sub-Regional | Leroy 45-31 Brantley | | Regional | Leroy 44-19 Marengo | | Regional Finals | Leroy 45-56 Elba |
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| 2023 |
| Class: 1A Area: 1 | | Area | Leroy 49-24 McIntosh | | Region S Championship | | Sub-Regional | Leroy 58-50 Choctaw County | | Regional | Leroy 50-52 Elba |
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| 2022 |
| Class: 2A Area: 4 | | Area | Leroy 63-48 Clarke County | | Area | Leroy 40-50 Washington County | | Region S Championship | | Sub-Regional | Leroy 33-72 St. Lukes |
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| 2021 |
| Class: 2A Area: 4 | | Area | Leroy 23-48 Washington County |
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| 2020 |
| Class: 2A Area: 2 | | Area | Leroy 55-48 J.U. Blacksher | | Area | Leroy 43-48 Washington County | | Region S Championship | | Sub-Regional | Leroy 39-34 Elberta | | Regional | Leroy 30-60 Aliceville |
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| 2019 |
| Class: 2A Area: 2 | | Area | Leroy 26-59 Washington County |
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| 2018 |
| Class: 2A Area: 2 | | Area | Leroy 26-59 Choctaw County |
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| 2017 |
| Class: 2A Area: 2 | | Area | Leroy 16-77 Choctaw County |
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| 2016 |
| Class: 2A Area: 1 | | Area | Leroy 16-54 St. Lukes |
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| 2015 |
| Class: 2A Area: 1 | | Area | Leroy 21-63 Flomaton |
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| 2014 |
| Class: 2A Area: 1 | | Area | Leroy 61-26 Mobile Christian | | Area | Leroy 43-32 Flomaton | | Region S Championship | | Sub-Regional | Leroy 54-25 Zion Chapel | | Regional | Leroy 42-52 Samson |
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| 2013 |
| Class: 2A Area: 1 | | Area | Leroy 46-44 Mobile Christian | | Area | Leroy 44-51 Flomaton | | Region S Championship | | Sub-Regional | Leroy 39-41 Elba |
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| 2012 |
| Class: 2A Area: 6 | | Area | Leroy 60-20 Millry | | Area | Leroy 38-39 Choctaw County | | Region C Championship | | Sub-Regional | Leroy 50-54 R.C. Hatch |
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| 2011 |
| Class: 2A Area: 6 | | Area | Leroy 49-27 Southern Choctaw | | Area | Leroy 32-49 Choctaw County | | Region C Championship | | Sub-Regional | Leroy 61-66 Francis Marion |
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| 2010 |
| Class: 2A Area: 4 | | Area | Leroy 61-46 Southern Choctaw | | Area | Leroy 46-51 Washington County | | Region S Championship | | Sub-Regional | Leroy 44-40 Flomaton | | Regional | Leroy 20-48 Barbour County |
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| 2009 |
| Class: 2A Area: 4 | | Area | Leroy 68-45 Southern Choctaw | | Area | Leroy 51-44 Washington County | | Region S Championship | | Sub-Regional | Leroy 51-52 Flomaton |
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| 2008 |
| Class: 2A Area: 1 | | Area | Leroy 62-36 Excel | | Area | Leroy 41-40 Bayside Academy | | Region S Championship | | Sub-Regional | Leroy 70-55 Luverne | | Regional | Leroy 53-82 Samson |
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| 2007 |
| Class: 2A Area: 1 | | Area | Leroy 50-53 Flomaton |
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| 2006 |
| Class: 2A Area: 1 | | Area | Leroy 22-30 Southern Choctaw |
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| 2005 |
| Class: 2A Area: 1 | | Area | Leroy 21-46 Southern Choctaw |
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| 2004 |
| Class: 2A Area: 1 | | Area | Leroy 58-38 Washington County | | Area | Leroy 0-0 McIntosh |
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| 2003 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 | | Area | Leroy 63-68 McIntosh | | Region SW Championship | | Sub-Regional | Leroy 38-53 Georgiana |
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| 2002 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 Southern Choctaw |
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| 2001 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 Excel | | Area | Leroy 0-0 Southern Choctaw |
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| 1998 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 McIntosh |
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| 1997 |
| Class: 2A Area: 1 | | Area | Leroy 36-24 Flomaton | | Area | Leroy 38-42 McIntosh | | Region SW Championship | | Sub-Regional | Leroy 31-79 Keith |
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| 1995 |
| Class: 2A | | Sub-Regional | Leroy 63-45 Washington County | | Sub-Regional | Leroy 48-54 McIntosh |
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| 1993 |
| Class: 2A Area: 1 | | Area | Leroy 54-61 Linden |
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| 1991 |
| Class: 2A Area: 1 | | Area | Leroy 44-70 McIntosh | | Area | Leroy 0-0 Millry | | Region S1 Championship | | Sub-State | Leroy 41-63 J.F. Shields |
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| 1990 |
| Class: 2A Area: 1 | | Area | Leroy 57-45 McIntosh | | Area | Leroy 0-0 Millry | | Region S1 Championship | | Sub-State | Leroy 47-44 Georgiana | | Sub-State Finals | Leroy 54-36 Florala | | SS3 | Leroy 60-58 J.F. Shields |
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| 1989 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 McIntosh | | Area | Leroy 0-0 | | Region S1 Championship | | Sub-State | Leroy 41-53 J.F. Shields |
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| 1988 |
| Class: 2A | | Sub-State | Leroy 53-47 Georgiana | | Sub-State Finals | Leroy 54-57 J.F. Shields |
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| 1987 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 McIntosh | | Area | Leroy 0-0 | | Region S1 Championship | | Sub-State | Leroy 48-94 J.F. Shields |
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| 1986 |
| Class: 2A Area: 1 | | Area | Leroy 0-0 Millry | | Area | Leroy 0-0 | | Region S1 Championship | | Sub-State | Leroy 0-0 J.F. Shields |
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| 1984 |
| Class: 1A Area: 1 | | Semi | Leroy 0-0 | | Finals | Leroy 0-0 | | Region Championship | | Sub-State | Leroy 0-0 W.J. Jones | | SS3 | Leroy 45-69 Red Level |
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| 1983 |
| Class: 1A Area: 1 | | Semi | Leroy 0-0 | | Finals | Leroy 0-0 | | Region Championship | | Sub-State | Leroy 52-50 Repton | | SS3 | Leroy 47-48 Red Level |
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| 1981 |
| Class: 1A Area: 1 | | 1 | Leroy 0-0 Millry |
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| 1980 |
| Class: 1A Area: 1 | | Semi | Leroy 0-0 | | Finals | Leroy 0-0 | | Region Championship | | Sub-State | Leroy 0-0 Excel | | SS3 | Leroy 55-41 Houston Academy |
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