2011-12: (1)

Class L: Career defeated Northwest Catholic, 51-49

Class LL: Hillhouse lost to St. Joseph, 62-54

2010-11: (0)

Class M:  Career lost to Trinity Catholic, 57-51

Class LL: Fairfield Prep lost to St. Joseph, 77-53

2009-10: (1)

Classs M: Sheehan defeated Bloomfield, 72-61

Class LL: Hillhouse lost to Bridgeport Central, 78-66

2008-09: none

2007-08 (0)

Class L:  Lyman Hall lost to Maloney, 54-46

2006-07: (1)

Class LL: Hillhouse defeated East Catholic, 55-39

2005-06: (1)

Division I: Hillhouse defeated East Catholic, 81-43

2004-05: none

2003-04: none

2002-03 (0)
Class LL: Notre Dame lost to Bridgeport Central, 58-56
Class L: Wilbur Cross lost to Northwest Catholic, 73-71 (OT)

2001-02: none

2000-01: none

1999-00: none

1998-99: none

1997-98 (0)
Class L: Notre Dame lost to Crosby, 81-72

1996-97 (1)
Class LL: Fairfield Prep defeated Norwalk, 66-60

1995-96 (0)
Class L: Xavier lost to Norwalk, 62-59

1994-95: none