| FAMILY CENTERS INC | Greenwich | — | $22M | 7 |
| HARTFORD HEALTHCARE SENIOR SERVICES | Southington | E91 Health Care | $21.9M | 14 |
| THE ARC OF THE FARMINGTON VALLEY INC | Canton | P82Z Human Services | $21.9M | 2 |
| CLIFFORD BEERS COMMUNITY CARE | New Haven | — | $21.9M | 7 |
| FAIRFIELD COUNTY'S COMMUNITY FOUNDATION | Norwalk | T310 Philanthropy, Voluntarism & Grantmaking Foundations | $21.9M | 8 |
| UNITED SERVICES INC | Dayville | P400 Human Services | $21.7M | 9 |
| CAPITAL PREP CHARTER SCHOOLS NY | Bridgeport | B29 Education | $21.7M | 8 |
| HARC INC | Hartford | P99 Human Services | $21.5M | 6 |
| RUMSEY HALL SCHOOL INC | Washington Depot | B240 Education | $21.5M | 10 |
| HALVORSEN FAMILY FOUNDATION | Stamford | T90 Philanthropy, Voluntarism & Grantmaking Foundations | $21.4M | 0 |
| THE TOW FOUNDATION INC | New Canaan | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $21.4M | 3 |
| Western Connecticut Health Network Inc | Danbury | — | $21.3M | 14 |
| FAMILY AND CHILDREN'S AID INC | Danbury | P44Z Human Services | $21.1M | 7 |
| CHILD & FAMILY AGENCY OF SE CT INC | New London | P40 Human Services | $21.1M | 7 |
| United Technologies Corporation Employees | Farmington | — | $21M | 0 |
| First Choice Health Centers Inc | East Hartford | E32 Health Care | $21M | 10 |
| COMMUNITY HEALTH SERVICES INC | Hartford | E20Z Health Care | $20.9M | 7 |
| THE RECTORY SCHOOL INC | Pomfret | B250 Education | $20.9M | 7 |
| HARTFORD PUBLIC LIBRARY | Hartford | B71I Education | $20.9M | 7 |
| THE CARING COMMUNITY OF CONNECTICUT INC | Colchester | — | $20.7M | 4 |
| NEW HORIZONS INC | Unionville | P750 Human Services | $20.7M | 8 |
| GOODWIN UNIVERSITY MAGNET SCHOOLS INC | East Hartford | B29 Education | $20.7M | 3 |
| EVERSOURCE ENERGY FOUNDATION INC | Hartford | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $20.6M | 0 |
| WESTOVER SCHOOL INC | Middlebury | B250 Education | $20.6M | 8 |
| Western Connecticut Health Network Affiliates Inc | Danbury | — | $20.6M | 11 |
| WELLMORE INC | Waterbury | F32Z Mental Health & Crisis Intervention | $20.6M | 8 |
| INDIAN MOUNTAIN SCHOOL | Lakeville | B20Z Education | $20.5M | 4 |
| INTEGRATED REFUGEE AND IMMIGRANT | New Haven | — | $20.5M | 3 |
| THE CONNECTICUT HOSPICE INC | Branford | P740 Human Services | $20.5M | 8 |
| THE WOODWAY COUNTRY CLUB INCORPORATED | Darien | — | $20.4M | 8 |
| CONNECTICUT EDUCATION ASSOCIATION INC | Hartford | B01 Education | $20M | 14 |
| COMMUNITY PARTNERS IN ACTION INC | Hartford | — | $19.9M | 4 |
| WEE BURN COUNTRY CLUB INCORPORATED | Darien | — | $19.7M | 7 |
| BURNING TREE COUNTRY CLUB INC | Greenwich | — | $19.7M | 7 |
| GREENWICH COUNTRY CLUB | Greenwich | — | $19.6M | 21 |
| Janet Carrington Foundation | Darien | T90 Philanthropy, Voluntarism & Grantmaking Foundations | $19.6M | 0 |
| NATIONAL COAST GUARD MUSEUM ASSOCIATION | New London | A54 Arts, Culture & Humanities | $19.5M | 7 |
| CONNECTICUT HUMANE SOCIETY | Newington | D200 Animal-Related | $19.4M | 7 |
| CHILDREN'S LEARNING CENTERS OF | Stamford | P33Z Human Services | $19.4M | 6 |
| MYSTIC SEAPORT MUSEUM INC | Mystic | A500 Arts, Culture & Humanities | $19.4M | 8 |
| RIDGEFIELD ACADEMY INC | Ridgefield | B25 Education | $19.3M | 7 |
| Day Kimball Medical Group Inc | Putnam | E31 Health Care | $19.2M | 13 |
| CAREER RESOURCES INC | Bridgeport | J20 Employment | $18.8M | 4 |
| LIBERATION PROGRAMS INC | Bridgeport | F20 Mental Health & Crisis Intervention | $18.8M | 8 |
| CARL & DOROTHY BENNETT FOUNDATION | Greenwich | — | $18.6M | 2 |
| Western Connecticut Home Care Inc | Danbury | — | $18.5M | 11 |
| MIDWESTERN CONNECTICUT COUNCIL OF | Danbury | F22Z Mental Health & Crisis Intervention | $18.4M | 8 |
| THE GW FOUNDATION | Cos Cob | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $18.4M | 1 |
| Connecticut Center for Advanced Technology Inc | East Hartford | J03 Employment | $18.3M | 8 |
| Ability Beyond Disability | Bethel | F99Z Mental Health & Crisis Intervention | $18.2M | 6 |
