Year | Class | Champion | Runnerup | Score | Details |
2022 | LL | Darien | Trumbull | 3-0 (25-20, 25-10, 25-15) |  |
| L | Joel Barlow | Bristol Central | 3-0 (25-13, 25-20, 25-23) |  |
| M | RHAM | Woodland | 3-0 (25-13, 25-20, 25-21) |  |
| S | East Hampton | Hale Ray | 3-2 (19-25, 23-25, 25-16, 25-14, 15-8) |  |
2021 | LL | Greenwich | Fairfield Ludlowe | 3-0 (25-15, 25-12, 25-17) |  |
| L | RHAM | Simsbury | 3-0 (25-21, 25-16, 25-20) |  |
| M | Weston | Seymour | 3-2 (25-22, 19-25, 25-15, 23-25, 15-10) |  |
| S | Lyman Memorial | Coventry | 3-0 (25-8, 25-20, 25-13) |  |
2019 | LL | Trumbull | Westhill | 3-0 (25-21, 25-21, 25-20) |  |
| L | Avon | Guilford | 3-0 (25-16, 25-19, 25-16) |  |
| M | Seymour | Waterford | 3-1 (25-22, 36-38, 26-24, 25-20) |  |
| S | Lyman Memorial | Hale Ray | 3-0 (25-16, 25-14, 25-18) |  |
2018 | LL | Amity | Darien | 3-1 (27-25, 26-24, 22-25, 25-22) |  |
| L | Joel Barlow | Woodstock Academy | 3-2 (21-25, 20-25, 25-13, 25-19, 16-14) |  |
| M | Seymour | Weston | 3-1 (23-25, 25-14, 25-17, 25-12) |  |
| S | Lyman Memorial | Coventry | 3-1 (15-25, 25-22, 25-22, 26-24) |  |
2017 | LL | Greenwich | Amity | 3-1 (25-18, 26-28, 25-6, 25-18) |  |
| L | RHAM | Woodstock Academy | 3-0 (25-15, 25-20, 25-17) |  |
| M | St. Joseph | East Haven | 3-1 (26-24, 25-27, 25-21, 25-17) |  |
| S | Coventry | Lyman Memorial | 3-1 (20-25, 25-11, 25-19, 25-20) |  |
2016 | LL | Stamford | Ridgefield | 3-1 (22-25, 25-20, 25-13, 25-21) |  |
| L | RHAM | Farmington | 3-1 (25-19, 23-25, 25-18, 25-23) |  |
| M | Seymour | Torrington | 3-0 (25-23, 25-23, 25-21) |  |
| S | Lyman Memorial | Hale Ray | 3-0 (25-20, 25-20, 25-18) |  |
2015 | LL | Fairfield Ludlowe | Greenwich | 3-0 (26-24, 25-23, 25-16) |  |
| L | Platt | RHAM | 2-1 (25-20, 18-25, 25-20, 25-22) |  |
| M | Waterford | Ellington | 3-0 (25-18, 25-13, 25-13) |  |
| S | Coventry | Lyman Memorial | 3-2 (25-16, 25-21, 26-28, 17-25, 15-12) |  |
2014 | LL | Darien | Cheshire | 3-0 (25-22, 25-17, 25-21) |  |
| L | Farmington | RHAM | 3-2 (21-25, 12-25, 25-11, 25-21, 15-9) |  |
| M | Granby Memorial | St. Joseph | 3-0 (25-20, 25-19, 25-18) |  |
| S | Haddam-Killingworth | Seymour | 3-0 (25-19, 25-18, 25-16) |  |
2013 | LL | Cheshire | Staples | 3-1 (24-26, 25-17, 25-15, 25-17) |  |
| L | RHAM | Farmington | 3-2 (25-19, 23-25, 26-24, 22-25, 15-13) |  |
| M | Woodland | Foran | 3-1 (25-15, 25-23, 23-25, 25-15) |  |
| S | Morgan | Lyman Memorial | 3-0 (25-18, 25-12, 25-14) |  |
2012 | LL | Darien | Cheshire | 3-0 (25-14, 25-18, 25-21) |  |
| L | Bristol Eastern | East Lyme | 3-0 (25-12, 25-21, 25-20) |  |
| M | Ledyard | Woodland | 3-0 (25-17, 25-23, 25-20) |  |
| S | Coventry | Holy Cross | 3-0 (25-8, 25-11, 25-12) |  |
2011 | LL | Newtown | Southington | 3-1 (25-23, 24-26, 27-25, 26-24) |  |
| L | East Lyme | RHAM | 3-0 (26-24, 25-16, 25-18) |  |
| M | Rocky Hill | Joel Barlow | 3-2 (25-9, 22-25, 21-25, 25-23, 15-11) |  |
| S | Coventry | Northwest Catholic | 3-0 (25-11, 25-9, 25-18) |  |
2010 | LL | Greenwich | Fairfield Ludlowe | 3-2 (24-26 13-25 25-20 25-21 15-13) |  |
| L | East Lyme | Darien | 3-0 (25-21 25-15 25-17) |  |
| M | RHAM | Joel Barlow | 3-1 (16-25 25-22 25-12 28-26) |  |
| S | Coventry | Morgan | 3-0 (25-12 25-17 25-16) |  |
2009 | LL | Southington | Fairfield Ludlowe | 3-2 |  |
| L | Darien | Farmington | 3-0 |  |
| M | RHAM | Joel Barlow | 3-0 |  |
| S | Coventry | Morgan | 3-0 |  |
2008 | LL | Norwich Free Academy | Fitch | 3-2 |  |
| L | Darien | Torrington | 3-0 |  |
| M | RHAM | Jonathon Law | 3-0 |  |
| S | Coventry | Morgan | 3-0 |  |
2007 | LL | Cheshire | New Milford | 3-0 |  |
| L | Darien | Bristol Eastern | 3-0 |  |
| M | RHAM | Joel Barlow | 3-0 |  |
| S | Coventry | Haddam-Killingworth | 3-0 |  |
2006 | LL | Bunnell | Shelton | 3-0 |  |
| L | Bristol Eastern | East Lyme | 3-0 |  |
| M | Darien | Jonathan Law | 3-2 |  |
| S | Coventry | Haddam-Killingworth | 3-0 |  |
2005 | LL | Bunnell | Shelton | 3-2 |  |
| L | Bristol Eastern | Masuk | 3-0 |  |
| M | Darien | Seymour | 3-1 |  |
| S | Morgan | Coventry | 3-1 |  |
2004 | LL | Bunnell | Cheshire | 3-2 |  |
| L | East Haven | Masuk | 3-1 |  |
| M | Darien | Jonathan Law | 3-0 |  |
| S | Coventry | Haddam-Killingworth | 3-2 |  |
2003 | L | Amity Regional | Fitch | 3-0 |  |
| M | Darien | Jonathan Law | 3-0 |  |
| S | Coventry | Morgan | 3-0 |  |
2002 | L | Maloney | Fairfield | 3-2 |  |
| M | Darien | New Canaan | 3-0 |  |
| S | Morgan | Griswold | 3-1 |  |
2001 | L | Bunnell | Maloney | 3-1 |  |
| M | Darien | St. Joseph | 3-0 |  |
| S | Morgan | Gilbert | 3-1 |  |
2000 | L | Fairfield | Stamford | 3-2 |  |
| M | Sheehan | Foran | 3-0 |  |
| S | Gilbert | Terryville | 3-0 |  |
1999 | L | New Britain | Cheshire | 3-2 |  |
| M | Darien | New Fairfield | 3-0 |  |
| S | North Branford | Morgan | 3-1 |  |
1998 | L | Cheshire | New Britain | 3-1 |  |
| M | Darien | New Fairfield | 3-2 |  |
| S | Morgan | North Branford | 3-2 |  |
1997 | L | Cheshire | Amity | 3-2 |  |
| M | St. Joseph | E.O. Smith | 3-2 |  |
| S | Morgan | Haddam-Killingworth | 3-1 |  |
1996 | L | Newtown | Bristol Eastern | 3-0 |  |
| M | Darien | Bunnell | 3-2 |  |
| S | Morgan | Joel Barlow | 3-0 |  |
1995 | L | Amity Regional | Southington | 3-1 |  |
| M | Darien | Bunnell | 3-1 |  |
| S | Morgan | Joel Barlow | 3-1 |  |
1994 | L | Amity Regional | Maloney | 3-0 |  |
| M | Darien | E.O. Smith | 3-0 |  |
| S | Morgan | Haddam-Killingworth | 3-0 |  |
1993 | L | Glastonbury | Amity | 3-0 |  |
| M | Darien | Guilford | 3-0 |  |
| S | Morgan | Haddam-Killingworth | 3-0 |  |
1992 | L | Maloney | Staples | 3-2 |  |
| M | St. Joseph | Foran | 3-0 |  |
| S | Morgan | New Fairfield | 3-0 |  |
1991 | L | Bristol Eastern | Amity | 3-2 |  |
| M | St. Joseph | New Fairfield | 3-2 |  |
| S | Haddam-Killingworth | Morgan | 3-0 |  |
1990 | L | Amity Regional | Fitch | 3-0 |  |
| M | Platt | Middletown | 3-2 |  |
| S | Morgan | Sheehan | 3-2 |  |
1989 | L | Amity Regional | Maloney | 3-1 |  |
| M | St. Joseph | Platt | 3-0 |  |
| S | Valley Regional | Berlin | 3-0 |  |
1988 | L | Maloney | Amity | 3-1 |  |
| M | Platt | Branford | 3-1 |  |
| S | Stamford Catholic | Morgan | 3-1 |  |
1987 | L | Maloney | Fairfield | 3-0 |  |
| M | Bristol Eastern | Platt | 3-0 |  |
| S | Valley Regional | Gilbert | 3-0 |  |
1986 | L | Amity Regional | Westhill | 3-0 |  |
| M | Platt | Bristol Eastern | 3-0 |  |
| S | Gilbert | Valley Regional | 3-0 |  |
1985 | L | Amity Regional | Maloney | 3-1 |  |
| M | Platt | Foran | 3-2 |  |
| S | Stamford Catholic | Hale Ray | 3-0 |  |
1984 | L | Maloney | Amity | 3-2 |  |
| M | St. Joseph | Branford | 3-1 |  |
| S | Stamford Catholic | Central Catholic | 3-0 |  |
1983 | L | Amity Regional | Andrew Warde | 3-1 |  |
| M | Branford | Bristol Eastern | 3-0 |  |
| S | Stamford Catholic | Gilbert | 3-0 |  |
1982 | L | Amity Regional | Westhill | 3-2 |  |
| M | Branford | Hillhouse | 3-0 |  |
| S | Hale Ray | Ellington | 3-1 |  |
1981 | L | Amity Regional | Naugatuck | 3-2 |  |
| M | Branford | Foran | 3-0 |  |
| S | Lewis Mills | Valley Regional | 3-1 |  |
1980 | L | Westhill | Andrew Warde | |  |
| M | North Haven | Platt | |  |
| S | Valley Regional | Lewis Mills | |  |
1979 | L | Maloney | Westhill | | |
| M | North Haven | Lyman Hall | | |
| S | Farmington | Weston | | |
1978 | L | Maloney | Westhill | | |
| M | Naugatuck | Platt | | |
1977 | L | Maloney | Andrew Warde | | |
| M | Cheshire | Foran | | |
1976 | L | Maloney | Andrew Warde | | |
| M | Cheshire | Weston | | |
1975 | L | Westhill | Maloney | | |
| M | Foran | Sheehan | | |
1974 | L | Maloney | Westhill | | |
| M | Cheshire | Weston | | |
| Winter | Maloney | Farmington | | |
1973 | Winter | Maloney | Staples | | |
1972 | Winter | Farmington | Simsbury | | |
1971 | Winter | Maloney | West Haven | | |
1970 | Winter | Farmington | Milford | | |
1969 | Winter | Farmington | Staples | | |
1968 | Winter | Farmington | Staples | | |
1967 | Winter | Farmington | Woodstock Academy | | |
1966 | Winter | Farmington | Hamden | | |
1965 | Winter | Milford | Lyman Hall | | |