Hammonasset
2008 - Hillhouse (8-0)

2007 - Hillhouse (8-0)

2006 - Hillhouse (8-0)

2005 - Hillhouse, Hand (7-1)
2004 - Hillhouse (8-2)
2003 - Hillhouse (10-0)
2002 - Guilford, Hillhouse, North Haven (7-3)
2001 - Hillhouse (10-0)
2000 - Hillhouse (10-0)
1999 - Hillhouse (10-0)
1998 - Guilford and Hillhouse (9-1)
1997 - Hillhouse (9-1)
1996 - Hillhouse (10-0)
1995 - Hillhouse (10-0)

Quinnipiac
2008 - Xavier (7-1)

2007 - Xavier, Fairfield Prep (5-3)

2006 - West Haven, Xavier (7-1)

2005 - Hamden (8-0)
2004 - Hamden (9-1)
2003 - Wilbur Cross (10-0)
2002 - Wilbur Cross, Hamden (8-2)
2001 - Hamden (7-3)
2000 - Wilbur Cross (10-0)
1999 - Wilbur Cross (10-0)
1998 - Wilbur Cross (8-2)
1997 - Xavier (9-1)
1996 - West Haven (9-1)
1995 - Xavier (10-0)

Housatonic
2008 - Lyman Hall (7-1)

2007 - Amity, Sheehan (6-2)

2006 - Shelton, Sheehan (5-3)

2005 - Shelton (6-2)
2004 - Career (10-0)
2003 - Shelton, Career (8-2)
2002 - Career (9-1)
2001 - Amity, Shelton (8-2)
2000 - Cheshire (8-2)
1999 - Sheehan (9-1)
1998 - Amity, Shelton (9-1)
1997 - Amity, Lyman Hall (7-3)
1996 - Lyman Hall (10-0)
1995 - Amity, Cheshire (9-1)

Oronoque
2008 - Wilbur Cross (8-0)

2007 - Wilbur Cross (8-0)

2006 - Wilbur Cross (8-0)

2005 - Branford (7-1)