Hammonasset
2020 – Hillhouse (8-0)
2019 – Hillhouse, Cheshire, Hamden (6-2)
2018 – Guilford, Xavier (7-1)
2017 – Fairfield Prep (7-1)
2016 – Hillhouse (8-0)
2015 – Hillhouse (8-0)
2014 – Hillhouse (8-0)
2013 – Hillhouse (8-0)
2012 – Hillhouse (8-0)
2011 – Hillhouse (8-0)
2010 – Hillhouse (8-0)
2009 – Hillhouse (8-0)
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)

Housatonic
2020 – Notre Dame (8-0)
2019 – Amity Regional (7-1)
2018 – Hillhouse (7-1)
2017 – Hillhouse (8-0)
2016 – Amity Regional, Cheshire (6-2)
2015 – Cheshire (8-0)
2014 – Cheshire (8-0)
2013 – Amity (7-1)
2012 – Cheshire (7-1)
2011 – Lyman Hall (7-1)
2010 – Sheehan (8-0)
2009 – Sheehan (8-0)
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
2020 – Hamden, West Haven (7-1)
2019 – Notre Dame (8-0)
2018 – Wilbur Cross (8-0)
2017 – Notre Dame (8-0)
2016 – Wilbur Cross (8-0)
2015 – Career (8-0)
2014 – Career (8-0)
2013 – Wilbur Cross (7-1)
2012 – Career (8-0)
2011 – Wilbur Cross, Career (7-1)
2010 – Wilbur Cross (7-1)
2009 – Career (6-2)
2008 – Wilbur Cross (8-0)
2007 – Wilbur Cross (8-0)
2006 – Wilbur Cross (8-0)
2005 – Branford (7-1)

Quinnipiac
2020 – Shelton (8-0)
2019 – West Haven (7-1)
2018 – Career (8-0)
2017 – West Haven, Career (7-1)
2016 – Fairfield Prep (8-0)
2015 – Fairfield Prep (7-1)
2014 – Fairfield Prep (8-0)
2013 – Fairfield Prep (8-0)
2012 – Fairfield Prep (7-1)
2011 – Xavier (6-2)
2010 – Notre Dame (7-1)
2009 – Xavier (7-1)
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)