| Regional Tournament History |
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| 2024 |
| Class: 1A Area: 3 | | Area | Pleasant Home 50-41 McKenzie | | Area | Pleasant Home 13-52 Georgiana |
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| 2023 |
| Class: 1A Area: 3 | | Area | Pleasant Home 31-66 Red Level | | Area | Pleasant Home 33-25 McKenzie |
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| 2022 |
| Class: 1A Area: 2 | | Area | Pleasant Home 39-29 Samson | | Area | Pleasant Home 50-55 Florala | | Region S Championship | | Sub-Regional | Pleasant Home 40-59 Georgiana |
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| 2021 |
| Class: 1A Area: 2 | | Area | Pleasant Home 47-51 Florala |
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| 2020 |
| Class: 1A Area: 2 | | Area | Pleasant Home 48-41 J.F. Shields | | Area | Pleasant Home 36-46 Georgiana | | Region C Championship | | Sub-Regional | Pleasant Home 27-51 Elba |
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| 2019 |
| Class: 1A Area: 2 | | Area | Pleasant Home 62-22 Red Level | | Area | Pleasant Home 45-32 Georgiana | | Region C Championship | | Sub-Regional | Pleasant Home 68-33 Florala | | Regional | Pleasant Home 34-37 Westminster Oak Mountain |
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| 2018 |
| Class: 1A Area: 2 | | Area | Pleasant Home 52-15 Florala | | Area | Pleasant Home 51-23 Kinston | | Region S Championship | | Sub-Regional | Pleasant Home 72-33 McIntosh | | Regional | Pleasant Home 55-31 Marengo | | Regional Finals | Pleasant Home 38-42 Linden |
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| 2017 |
| Class: 1A Area: 2 | | Area | Pleasant Home 68-26 Houston County | | Area | Pleasant Home 71-29 Kinston | | Region S Championship | | Sub-Regional | Pleasant Home 46-39 Brantley | | Regional | Pleasant Home 51-55 Linden |
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| 2016 |
| Class: 1A Area: 2 | | Area | Pleasant Home 50-25 Brantley | | Area | Pleasant Home 58-27 Kinston | | Region S Championship | | Sub-Regional | Pleasant Home 74-29 Chickasaw | | Regional | Pleasant Home 44-58 J.F. Shields |
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| 2015 |
| Class: 1A Area: 2 | | Area | Pleasant Home 56-36 Florala | | Area | Pleasant Home 40-52 Brantley | | Region Championship | | Sub-Regional | Pleasant Home 61-40 McIntosh | | Regional | Pleasant Home 50-21 Georgiana | | R2 | Pleasant Home 18-35 Brantley |
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| 2014 |
| Class: 1A Area: 2 | | Area | Pleasant Home 36-24 Kinston | | Area | Pleasant Home 28-50 Geneva County | | Region S Championship | | Sub-Regional | Pleasant Home 25-54 Brantley |
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| 2013 |
| Class: 1A Area: 2 | | Area | Pleasant Home 62-20 Kinston | | Area | Pleasant Home 47-64 Geneva County | | Region S Championship | | Sub-Regional | Pleasant Home 39-69 Brantley |
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| 2012 |
| Class: 1A Area: 2 | | Area | Pleasant Home 51-18 Kinston | | Area | Pleasant Home 44-57 Geneva County | | Region S Championship | | Sub-Regional | Pleasant Home 46-72 Brantley |
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| 2011 |
| Class: 1A Area: 2 | | Area | Pleasant Home 56-44 Geneva County | | Area | Pleasant Home 39-42 Florala | | Region S Championship | | Sub-Regional | Pleasant Home 26-53 Brantley |
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| 2010 |
| Class: 1A Area: 3 | | Area | Pleasant Home 41-21 Kinston | | Area | Pleasant Home 43-51 Florala | | Region S Championship | | Sub-Regional | Pleasant Home 42-53 Brantley |
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| 2009 |
| Class: 1A Area: 3 | | Area | Pleasant Home 89-13 Kinston | | Area | Pleasant Home 60-36 Florala | | Region S Championship | | Sub-Regional | Pleasant Home 46-41 Brantley | | Regional | Pleasant Home 43-69 J.F. Shields |
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| 2007 |
| Class: 1A Area: 3 | | Area | Pleasant Home 46-44 Florala | | Area | Pleasant Home 61-58 Brantley | | Region S Championship | | Sub-Regional | Pleasant Home 51-34 Kinston | | Regional | Pleasant Home 42-71 McIntosh |
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| 2006 |
| Class: 1A Area: 3 | | Area | Pleasant Home 50-60 Florala |
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| 2005 |
| Class: 1A Area: 3 | | Area | Pleasant Home 42-38 J.F. Shields | | Area | Pleasant Home 42-39 Florala | | Region SW Championship | | Sub-Regional | Pleasant Home 43-26 Frisco City | | Regional | Pleasant Home 40-33 A.L. Johnson | | Regional Finals | Pleasant Home 29-27 Sunshine |
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| 2004 |
| Class: 1A Area: 2 | | Area | Pleasant Home 37-59 Florala |
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| 2003 |
| Class: 1A Area: 2 | | Area | Pleasant Home 55-51 Florala | | Area | Pleasant Home 50-66 J.F. Shields | | Region SW Championship | | Sub-Regional | Pleasant Home 54-24 Coffeeville | | Regional | Pleasant Home 33-37 A.L. Johnson |
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| 2002 |
| Class: 1A Area: 3 | | Area | Pleasant Home 64-69 Brantley |
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| 2001 |
| Class: 1A Area: 3 | | Area | Pleasant Home 39-29 Florala | | Area | Pleasant Home 32-20 J.F. Shields | | Region SE Championship | | Sub-Regional | Pleasant Home 44-28 Ariton | | Regional | Pleasant Home 31-28 Loachapoka | | Regional Finals | Pleasant Home 48-52 Notasulga |
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| 2000 |
| Class: 1A Area: 3 | | Area | Pleasant Home 0-0 Brantley | | Area | Pleasant Home 0-0 Frisco City | | Region SW Championship | | Sub-Regional | Pleasant Home 55-32 Millry | | Regional | Pleasant Home 34-32 Akron | | Regional Finals | Pleasant Home 31-63 Sunshine |
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| 1999 |
| Class: 1A Area: 2 | | Area | Pleasant Home 22-31 Frisco City |
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| 1998 |
| Class: 1A Area: 3 | | Area | Pleasant Home 68-25 J.U. Blacksher | | Area | Pleasant Home 41-20 Frisco City | | Region SW Championship | | Sub-Regional | Pleasant Home 54-27 Millry | | Regional | Pleasant Home 42-53 Carrollton |
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| 1997 |
| Class: 1A Area: 3 | | Area | Pleasant Home 0-0 McKenzie | | Area | Pleasant Home 47-41 J.U. Blacksher | | Region SW Championship | | Sub-Regional | Pleasant Home 62-39 Millry | | Regional | Pleasant Home 32-39 John Essex |
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| 1996 |
| Class: 1A Area: 3 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 49-27 Kinston | | Region SE Championship | | Sub-Regional | Pleasant Home 46-35 G.W. Long | | Regional | Pleasant Home 22-38 Autaugaville |
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| 1995 |
| Class: 1A | | Sub-Regional | Pleasant Home 0-0 Bayside Academy |
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| 1994 |
| Class: 1A Area: 3 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 44-45 Red Level | | Region S Championship | | Sub-Regional | Pleasant Home 25-56 Bayside Academy |
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| 1993 |
| Class: 1A Area: 3 | | Area | Pleasant Home 59-19 Red Level | | Area | Pleasant Home 0-0 | | Region S1 Championship | | Sub-State | Pleasant Home 67-27 G.W. Long | | Sub-State Finals | Pleasant Home 63-33 Millry | | SS3 | Pleasant Home 29-27 Maplesville |
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| 1992 |
| Class: 1A Area: 3 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 0-0 Houston Academy | | Area | Pleasant Home 0-0 | | Region S1 Championship | | Sub-State | Pleasant Home 73-29 Coffee Springs | | Sub-State Finals | Pleasant Home 69-42 Coffeeville | | SS3 | Pleasant Home 38-43 Mars Hill |
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| 1991 |
| Class: 1A Area: 3 | | Area | Pleasant Home 0-0 Houston Academy | | Area | Pleasant Home 0-0 | | Region S1 Championship | | Sub-State | Pleasant Home 71-26 Ariton | | Sub-State Finals | Pleasant Home 42-44 Fruitdale |
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| 1990 |
| Class: 1A Area: 4 | | Area | Pleasant Home 0-0 Bye | | Area | Pleasant Home 0-0 Coffee Springs | | Region S1 Championship | | Sub-State | Pleasant Home 0-0 Bye | | Sub-State Finals | Pleasant Home 40-35 Fruitdale | | SS3 | Pleasant Home 52-55 Coffeeville |
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| 1989 |
| Class: 1A Area: 4 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 0-0 Coffee Springs | | Region S1 Championship | | Sub-State | Pleasant Home 0-0 Conecuh County | | Sub-State Finals | Pleasant Home 45-41 Fruitdale | | SS3 | Pleasant Home 36-26 Coffee Springs |
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| 1988 |
| Class: 1A Area: 4 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 0-0 Kinston | | Region S1 Championship | | Sub-State | Pleasant Home 54-26 Conecuh County | | Sub-State Finals | Pleasant Home 56-16 Kinston | | SS3 | Pleasant Home 60-41 Coffeeville |
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| 1987 |
| Class: 1A Area: 4 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 0-0 Kinston | | Region S1 Championship | | Sub-State | Pleasant Home 63-9 Southern Normal | | Sub-State Finals | Pleasant Home 63-32 Conecuh County | | SS3 | Pleasant Home 56-33 Fruitdale |
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| 1986 |
| Class: 1A Area: 4 | | Area | Pleasant Home 0-0 | | Area | Pleasant Home 0-0 Coffee Springs | | Region S1 Championship | | Sub-State | Pleasant Home 60-26 W.J. Jones | | Sub-State Finals | Pleasant Home 53-26 Coffee Springs | | SS3 | Pleasant Home 62-44 Coffeeville |
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| 1985 |
| Class: 1A | | Sub-State | Pleasant Home 0-0 | | SS3 | Pleasant Home 63-36 Coffeeville |
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| 1982 |
| Class: 1A Area: 4 | | Semi | Pleasant Home 0-0 | | Finals | Pleasant Home 0-0 | | Region Championship | | Sub-State | Pleasant Home 0-0 | | SS3 | Pleasant Home 63-54 Repton |
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| 1981 |
| Class: 1A Area: 3 | | Semi | Pleasant Home 0-0 Bye | | Finals | Pleasant Home 0-0 | | Region Championship | | Sub-State | Pleasant Home 0-0 | | SS3 | Pleasant Home 53-35 Excel |
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| 1980 |
| Class: 1A Area: 3 | | Semi | Pleasant Home 0-0 | | Finals | Pleasant Home 37-50 Red Level |
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