1947-48 Eaton Boys' Basketball
1972-73 Brookville Boys' Track
1985-86 Oakwood Boys' Golf
1994-95 Valley View Football
1996-97 Oakwood Baseball
1996-1997 Valley View Football
1997-98 Valley View Football
2001-02 Eaton Boys' Cross Country
2005-06 Oakwood Girls' Tennis
2009-10 Oakwood Boys' Golf
2010-11 Oakwood Boys' Golf
2012-13 Oakwood Boys' Swimming
2012-13 Oakwood Boys' Golf
2013-14 Oakwood Boys' Swimming
2013-14 Oakwood Boys' Golf
2020-21 Oakwood Girls’ Track
2021-22 Oakwood Girls’ Track
2021-22 Waynesville Girls’ Soccer
Buckeye: Waynesville
Southwestern: Bellbrook
Buckeye: Milton-Union, Waynesville
Southwestern: Oakwood
Buckeye: Waynesville
Southwestern: Monroe
Buckeye: Preble Shawnee
Southwestern: Franklin
Buckeye: Madison
Southwestern: Bellbrook
Buckeye: TBD (2018-19: Waynesville)
Southwestern: TBD (2018-19: Franklin, Valley View)
Buckeye: TBD (2018-19: Madison)
Southwestern: TBD (2018-19: Monroe)