| Year | Sport | Class | Champion | Runnerup | Score | Link |
| 2023 | Volleyball (Girls) | LL | Darien | Southington | 3-0 (25-18, 25-17, 25-15) | |
| Volleyball (Girls) | L | Farmington | St. Joseph | 3-2 (25-23,22-25,25-18,23-25,15-10) | |
| Volleyball (Girls) | M | RHAM | Joel Barlow | 3-1 (25-22,16-25,25-22,25-18) | |
| Volleyball (Girls) | S | Coventry | Haddam-Killingworth | 3-0 (28-26, 25-17, 25-23) | |
| 2022 | Volleyball (Girls) | LL | Darien | Trumbull | 3-0 (25-20, 25-10, 25-15) | |
| Volleyball (Girls) | L | Joel Barlow | Bristol Central | 3-0 (25-13, 25-20, 25-23) | |
| Volleyball (Girls) | M | RHAM | Woodland | 3-0 (25-13, 25-20, 25-21) | |
| Volleyball (Girls) | S | East Hampton | Hale Ray | 3-2 (19-25, 23-25, 25-16, 25-14, 15-8) | |
| 2021 | Volleyball (Girls) | LL | Greenwich | Fairfield Ludlowe | 3-0 (25-15, 25-12, 25-17) | |
| Volleyball (Girls) | L | RHAM | Simsbury | 3-0 (25-21, 25-16, 25-20) | |
| Volleyball (Girls) | M | Weston | Seymour | 3-2 (25-22, 19-25, 25-15, 23-25, 15-10) | |
| Volleyball (Girls) | S | Lyman Memorial | Coventry | 3-0 (25-8, 25-20, 25-13) | |
| 2019 | Volleyball (Girls) | LL | Trumbull | Westhill | 3-0 (25-21, 25-21, 25-20) | |
| Volleyball (Girls) | L | Avon | Guilford | 3-0 (25-16, 25-19, 25-16) | |
| Volleyball (Girls) | M | Seymour | Waterford | 3-1 (25-22, 36-38, 26-24, 25-20) | |
| Volleyball (Girls) | S | Lyman Memorial | Hale Ray | 3-0 (25-16, 25-14, 25-18) | |
| 2018 | Volleyball (Girls) | LL | Amity | Darien | 3-1 (27-25, 26-24, 22-25, 25-22) | |
| Volleyball (Girls) | L | Joel Barlow | Woodstock Academy | 3-2 (21-25, 20-25, 25-13, 25-19, 16-14) | |
| Volleyball (Girls) | M | Seymour | Weston | 3-1 (23-25, 25-14, 25-17, 25-12) | |
| Volleyball (Girls) | S | Lyman Memorial | Coventry | 3-1 (15-25, 25-22, 25-22, 26-24) | |
| 2017 | Volleyball (Girls) | LL | Greenwich | Amity | 3-1 (25-18, 26-28, 25-6, 25-18) | |
| Volleyball (Girls) | L | RHAM | Woodstock Academy | 3-0 (25-15, 25-20, 25-17) | |
| Volleyball (Girls) | M | St. Joseph | East Haven | 3-1 (26-24, 25-27, 25-21, 25-17) | |
| Volleyball (Girls) | S | Coventry | Lyman Memorial | 3-1 (20-25, 25-11, 25-19, 25-20) | |
| 2016 | Volleyball (Girls) | LL | Stamford | Ridgefield | 3-1 (22-25, 25-20, 25-13, 25-21) | |
| Volleyball (Girls) | L | RHAM | Farmington | 3-1 (25-19, 23-25, 25-18, 25-23) | |
| Volleyball (Girls) | M | Seymour | Torrington | 3-0 (25-23, 25-23, 25-21) | |
| Volleyball (Girls) | S | Lyman Memorial | Hale Ray | 3-0 (25-20, 25-20, 25-18) | |
| 2015 | Volleyball (Girls) | LL | Fairfield Ludlowe | Greenwich | 3-0 (26-24, 25-23, 25-16) | |
| Volleyball (Girls) | L | Platt | RHAM | 2-1 (25-20, 18-25, 25-20, 25-22) | |
| Volleyball (Girls) | M | Waterford | Ellington | 3-0 (25-18, 25-13, 25-13) | |
| Volleyball (Girls) | S | Coventry | Lyman Memorial | 3-2 (25-16, 25-21, 26-28, 17-25, 15-12) | |
| 2014 | Volleyball (Girls) | LL | Darien | Cheshire | 3-0 (25-22, 25-17, 25-21) | |
| Volleyball (Girls) | L | Farmington | RHAM | 3-2 (21-25, 12-25, 25-11, 25-21, 15-9) | |
| Volleyball (Girls) | M | Granby Memorial | St. Joseph | 3-0 (25-20, 25-19, 25-18) | |
| Volleyball (Girls) | S | Haddam-Killingworth | Seymour | 3-0 (25-19, 25-18, 25-16) | |
| 2013 | Volleyball (Girls) | LL | Cheshire | Staples | 3-1 (24-26, 25-17, 25-15, 25-17) | |
| Volleyball (Girls) | L | RHAM | Farmington | 3-2 (25-19, 23-25, 26-24, 22-25, 15-13) | |
| Volleyball (Girls) | M | Woodland | Foran | 3-1 (25-15, 25-23, 23-25, 25-15) | |
| Volleyball (Girls) | S | Morgan | Lyman Memorial | 3-0 (25-18, 25-12, 25-14) | |
| 2012 | Volleyball (Girls) | LL | Darien | Cheshire | 3-0 (25-14, 25-18, 25-21) | |
| Volleyball (Girls) | L | Bristol Eastern | East Lyme | 3-0 (25-12, 25-21, 25-20) | |
| Volleyball (Girls) | M | Ledyard | Woodland | 3-0 (25-17, 25-23, 25-20) | |
| Volleyball (Girls) | S | Coventry | Holy Cross | 3-0 (25-8, 25-11, 25-12) | |
| 2011 | Volleyball (Girls) | LL | Newtown | Southington | 3-1 (25-23, 24-26, 27-25, 26-24) | |
| Volleyball (Girls) | L | East Lyme | RHAM | 3-0 (26-24, 25-16, 25-18) | |
| Volleyball (Girls) | M | Rocky Hill | Joel Barlow | 3-2 (25-9, 22-25, 21-25, 25-23, 15-11) | |
| Volleyball (Girls) | S | Coventry | Northwest Catholic | 3-0 (25-11, 25-9, 25-18) | |
| 2010 | Volleyball (Girls) | LL | Greenwich | Fairfield Ludlowe | 3-2 (24-26 13-25 25-20 25-21 15-13) | |
| Volleyball (Girls) | L | East Lyme | Darien | 3-0 (25-21 25-15 25-17) | |
| Volleyball (Girls) | M | RHAM | Joel Barlow | 3-1 (16-25 25-22 25-12 28-26) | |
| Volleyball (Girls) | S | Coventry | Morgan | 3-0 (25-12 25-17 25-16) | |
| 2009 | Volleyball (Girls) | LL | Southington | Fairfield Ludlowe | 3-2 | |
| Volleyball (Girls) | L | Darien | Farmington | 3-0 | |
| Volleyball (Girls) | M | RHAM | Joel Barlow | 3-0 | |
| Volleyball (Girls) | S | Coventry | Morgan | 3-0 | |
| 2008 | Volleyball (Girls) | LL | Norwich Free Academy | Fitch | 3-2 | |
| Volleyball (Girls) | L | Darien | Torrington | 3-0 | |
| Volleyball (Girls) | M | RHAM | Jonathon Law | 3-0 | |
| Volleyball (Girls) | S | Coventry | Morgan | 3-0 | |
| 2007 | Volleyball (Girls) | LL | Cheshire | New Milford | 3-0 | |
| Volleyball (Girls) | L | Darien | Bristol Eastern | 3-0 | |
| Volleyball (Girls) | M | RHAM | Joel Barlow | 3-0 | |
| Volleyball (Girls) | S | Coventry | Haddam-Killingworth | 3-0 | |
| 2006 | Volleyball (Girls) | LL | Bunnell | Shelton | 3-0 | |
| Volleyball (Girls) | L | Bristol Eastern | East Lyme | 3-0 | |
| Volleyball (Girls) | M | Darien | Jonathan Law | 3-2 | |
| Volleyball (Girls) | S | Coventry | Haddam-Killingworth | 3-0 | |
| 2005 | Volleyball (Girls) | LL | Bunnell | Shelton | 3-2 | |
| Volleyball (Girls) | L | Bristol Eastern | Masuk | 3-0 | |
| Volleyball (Girls) | M | Darien | Seymour | 3-1 | |
| Volleyball (Girls) | S | Morgan | Coventry | 3-1 | |
| 2004 | Volleyball (Girls) | LL | Bunnell | Cheshire | 3-2 | |
| Volleyball (Girls) | L | East Haven | Masuk | 3-1 | |
| Volleyball (Girls) | M | Darien | Jonathan Law | 3-0 | |
| Volleyball (Girls) | S | Coventry | Haddam-Killingworth | 3-2 | |
| 2003 | Volleyball (Girls) | L | Amity Regional | Fitch | 3-0 | |
| Volleyball (Girls) | M | Darien | Jonathan Law | 3-0 | |
| Volleyball (Girls) | S | Coventry | Morgan | 3-0 | |
| 2002 | Volleyball (Girls) | L | Maloney | Fairfield | 3-2 | |
| Volleyball (Girls) | M | Darien | New Canaan | 3-0 | |
| Volleyball (Girls) | S | Morgan | Griswold | 3-1 | |
| 2001 | Volleyball (Girls) | L | Bunnell | Maloney | 3-1 | |
| Volleyball (Girls) | M | Darien | St. Joseph | 3-0 | |
| Volleyball (Girls) | S | Morgan | Gilbert | 3-1 | |
| 2000 | Volleyball (Girls) | L | Fairfield | Stamford | 3-2 | |
| Volleyball (Girls) | M | Sheehan | Foran | 3-0 | |
| Volleyball (Girls) | S | Gilbert | Terryville | 3-0 | |
| 1999 | Volleyball (Girls) | L | New Britain | Cheshire | 3-2 | |
| Volleyball (Girls) | M | Darien | New Fairfield | 3-0 | |
| Volleyball (Girls) | S | North Branford | Morgan | 3-1 | |
| 1998 | Volleyball (Girls) | L | Cheshire | New Britain | 3-1 | |
| Volleyball (Girls) | M | Darien | New Fairfield | 3-2 | |
| Volleyball (Girls) | S | Morgan | North Branford | 3-2 | |
| 1997 | Volleyball (Girls) | L | Cheshire | Amity | 3-2 | |
| Volleyball (Girls) | M | St. Joseph | E.O. Smith | 3-2 | |
| Volleyball (Girls) | S | Morgan | Haddam-Killingworth | 3-1 | |
| 1996 | Volleyball (Girls) | L | Newtown | Bristol Eastern | 3-0 | |
| Volleyball (Girls) | M | Darien | Bunnell | 3-2 | |
| Volleyball (Girls) | S | Morgan | Joel Barlow | 3-0 | |
| 1995 | Volleyball (Girls) | L | Amity Regional | Southington | 3-1 | |
| Volleyball (Girls) | M | Darien | Bunnell | 3-1 | |
| Volleyball (Girls) | S | Morgan | Joel Barlow | 3-1 | |
| 1994 | Volleyball (Girls) | L | Amity Regional | Maloney | 3-0 | |
| Volleyball (Girls) | M | Darien | E.O. Smith | 3-0 | |
| Volleyball (Girls) | S | Morgan | Haddam-Killingworth | 3-0 | |
| 1993 | Volleyball (Girls) | L | Glastonbury | Amity | 3-0 | |
| Volleyball (Girls) | M | Darien | Guilford | 3-0 | |
| Volleyball (Girls) | S | Morgan | Haddam-Killingworth | 3-0 | |
| 1992 | Volleyball (Girls) | L | Maloney | Staples | 3-2 | |
| Volleyball (Girls) | M | St. Joseph | Foran | 3-0 | |
| Volleyball (Girls) | S | Morgan | New Fairfield | 3-0 | |
| 1991 | Volleyball (Girls) | L | Bristol Eastern | Amity | 3-2 | |
| Volleyball (Girls) | M | St. Joseph | New Fairfield | 3-2 | |
| Volleyball (Girls) | S | Haddam-Killingworth | Morgan | 3-0 | |
| 1990 | Volleyball (Girls) | L | Amity Regional | Fitch | 3-0 | |
| Volleyball (Girls) | M | Platt | Middletown | 3-2 | |
| Volleyball (Girls) | S | Morgan | Sheehan | 3-2 | |
| 1989 | Volleyball (Girls) | L | Amity Regional | Maloney | 3-1 | |
| Volleyball (Girls) | M | St. Joseph | Platt | 3-0 | |
| Volleyball (Girls) | S | Valley Regional | Berlin | 3-0 | |
| 1988 | Volleyball (Girls) | L | Maloney | Amity | 3-1 | |
| Volleyball (Girls) | M | Platt | Branford | 3-1 | |
| Volleyball (Girls) | S | Stamford Catholic | Morgan | 3-1 | |
| 1987 | Volleyball (Girls) | L | Maloney | Fairfield | 3-0 | |
| Volleyball (Girls) | M | Bristol Eastern | Platt | 3-0 | |
| Volleyball (Girls) | S | Valley Regional | Gilbert | 3-0 | |
| 1986 | Volleyball (Girls) | L | Amity Regional | Westhill | 3-0 | |
| Volleyball (Girls) | M | Platt | Bristol Eastern | 3-0 | |
| Volleyball (Girls) | S | Gilbert | Valley Regional | 3-0 | |
| 1985 | Volleyball (Girls) | L | Amity Regional | Maloney | 3-1 | |
| Volleyball (Girls) | M | Platt | Foran | 3-2 | |
| Volleyball (Girls) | S | Stamford Catholic | Hale Ray | 3-0 | |
| 1984 | Volleyball (Girls) | L | Maloney | Amity | 3-2 | |
| Volleyball (Girls) | M | St. Joseph | Branford | 3-1 | |
| Volleyball (Girls) | S | Stamford Catholic | Central Catholic | 3-0 | |
| 1983 | Volleyball (Girls) | L | Amity Regional | Andrew Warde | 3-1 | |
| Volleyball (Girls) | M | Branford | Bristol Eastern | 3-0 | |
| Volleyball (Girls) | S | Stamford Catholic | Gilbert | 3-0 | |
| 1982 | Volleyball (Girls) | L | Amity Regional | Westhill | 3-2 | |
| Volleyball (Girls) | M | Branford | Hillhouse | 3-0 | |
| Volleyball (Girls) | S | Hale Ray | Ellington | 3-1 | |
| 1981 | Volleyball (Girls) | L | Amity Regional | Naugatuck | 3-2 | |
| Volleyball (Girls) | M | Branford | Foran | 3-0 | |
| Volleyball (Girls) | S | Lewis Mills | Valley Regional | 3-1 | |
| 1980 | Volleyball (Girls) | L | Westhill | Andrew Warde | | |
| Volleyball (Girls) | M | North Haven | Platt | | |
| Volleyball (Girls) | S | Valley Regional | Lewis Mills | | |
| 1979 | Volleyball (Girls) | L | Maloney | Westhill | | |
| Volleyball (Girls) | M | North Haven | Lyman Hall | | |
| Volleyball (Girls) | S | Farmington | Weston | | |
| 1978 | Volleyball (Girls) | L | Maloney | Westhill | | |
| Volleyball (Girls) | M | Naugatuck | Platt | | |
| 1977 | Volleyball (Girls) | L | Maloney | Andrew Warde | | |
| Volleyball (Girls) | M | Cheshire | Foran | | |
| 1976 | Volleyball (Girls) | L | Maloney | Andrew Warde | | |
| Volleyball (Girls) | M | Cheshire | Weston | | |
| 1975 | Volleyball (Girls) | L | Westhill | Maloney | | |
| Volleyball (Girls) | M | Foran | Sheehan | | |
| 1974 | Volleyball (Girls) | Winter | Maloney | Farmington | | |
| Volleyball (Girls) | L | Maloney | Westhill | | |
| Volleyball (Girls) | M | Cheshire | Weston | | |
| 1973 | Volleyball (Girls) | Winter | Maloney | Staples | | |
| 1972 | Volleyball (Girls) | Winter | Farmington | Simsbury | | |
| 1971 | Volleyball (Girls) | Winter | Maloney | West Haven | | |
| 1970 | Volleyball (Girls) | Winter | Farmington | Milford | | |
| 1969 | Volleyball (Girls) | Winter | Farmington | Staples | | |
| 1968 | Volleyball (Girls) | Winter | Farmington | Staples | | |
| 1967 | Volleyball (Girls) | Winter | Farmington | Woodstock Academy | | |
| 1966 | Volleyball (Girls) | Winter | Farmington | Hamden | | |
| 1965 | Volleyball (Girls) | Winter | Milford | Lyman Hall | | |