| *News-Herald Player of the Year | ||||
| Year | Player(s) | School | Pos. | Grade |
| 1994 | Mario Durant | Euclid | F | Jr. |
| Peter Herman | University School | F | Sr. | |
| Jason Yert | University School | G | Sr. | |
| 1995 | Drew Carleton | University School | F | Jr. |
| Rob MacKinlay | Mentor | F | Sr. | |
| 1996 | ||||
| 1997 | ||||
| 1998 | ||||
| 1999 | ||||
| 2000 | ||||
| 2001 | Matt Widing | Chagrin Falls | F | Jr. |
| 2002 | Patrick Neundorfer | University School | F | Sr. |
| 2003 | Curt Kassigkeit | University School | F | Sr. |
| 2004 | Elliot Taxman | University School | F | Sr. |
| 2005 | J.J. Plutt | Lake Catholic | F | Sr. |
| 2006 | Bill Fetsko | Lake Catholic | F | Sr. |
| 2007 | Gabe Taxman | University School | F | Sr. |
| 2008 | Andrew Phillips | Gilmour Academy | F | Jr. |
| 2009 | Pat Shedlock | University School | F | Sr. |
| 2010 | Jamie Regan | University School | G | Sr. |
| * News-Herald coverage area only | ||||