| SHATTERPROOF A NONPROFIT CORPORATION | Norwalk | F80 Mental Health & Crisis Intervention | $23.5M | 12 |
| UNITED SERVICES INC | Dayville | P400 Human Services | $23.4M | 9 |
| IMRAN KHAN CANCER APPEAL INC | Farmington | — | $23.3M | 0 |
| GOODWIN UNIVERSITY MAGNET SCHOOLS INC | East Hartford | B29 Education | $23.2M | 3 |
| THE FA BARTLETT TREE EXPERT COMPANY | Stamford | — | $23.1M | 0 |
| CLIFFORD BEERS COMMUNITY CARE CENTER INC | New Haven | — | $22.6M | 10 |
| COMMUNITY PARTNERS IN ACTION INC | Hartford | — | $22.5M | 4 |
| THE CARING COMMUNITY OF CONNECTICUT INC | Colchester | — | $22.5M | 3 |
| MOUNT SINAI REHABILITATION HOSPITAL INC | Hartford | E22 Health Care | $22.3M | 15 |
| MERIDEN-NEW BRITAIN-BERLIN YOUNG MEN'S CHRISTIAN ASSOCIATION INC | Meriden | P27Z Human Services | $22.2M | 4 |
| MCCALL FOUNDATION INC | Torrington | — | $22.1M | 6 |
| INSTITUTE FOR NEURODEGENERATIVE DISORDERS | New Haven | H96 Medical Research | $22M | 12 |
| THE OAK HILL FOUNDATION INC | Hartford | O11 Youth Development | $21.9M | 3 |
| HARTFORD HEALTHCARE SENIOR SERVICES INC | Southington | E91 Health Care | $21.9M | 14 |
| THE ARC OF THE FARMINGTON VALLEY INC | Canton | P82Z Human Services | $21.9M | 2 |
| HARC INC | Hartford | P99 Human Services | $21.5M | 6 |
| RUMSEY HALL SCHOOL INC | Washington Depot | B240 Education | $21.5M | 10 |
| HALVORSEN FAMILY FOUNDATION C/O OLE ANDREAS HALVORSEN TRUSTEE | 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 Benefit Plan Trust | Farmington | — | $21M | 0 |
| CONNECTICUT EDUCATION ASSOCIATION INC | Hartford | B01 Education | $21M | 18 |
| 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 SOUTHEASTERN COUNCIL ON ALCOHOLISM AND DRUG DEPENDENCE INC | New London | F22Z Mental Health & Crisis Intervention | $20.8M | 8 |
| INDIAN MOUNTAIN SCHOOL | Lakeville | B20Z Education | $20.8M | 6 |
| NEW HORIZONS INC | Unionville | P750 Human Services | $20.7M | 8 |
| EVERSOURCE ENERGY FOUNDATION INC C/O KEVIN MORRISSEY | Hartford | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $20.6M | 0 |
| LIBERATION PROGRAMS INC | Bridgeport | F20 Mental Health & Crisis Intervention | $20.6M | 7 |
| Western Connecticut Health Network Affiliates Inc | Danbury | — | $20.6M | 11 |
| INTEGRATED REFUGEE AND IMMIGRANT SERVICES | 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 |
| FAIRFIELD COUNTY'S COMMUNITY FOUNDATION INC | Norwalk | T310 Philanthropy, Voluntarism & Grantmaking Foundations | $20.3M | 7 |
| HUMAN RESOURCES AGENCY OF NEW BRITAIN INC | New Britain | P200 Human Services | $20.3M | 2 |
| THE CHILDREN'S CENTER OF HAMDEN INC | Hamden | B28 Education | $20.1M | 7 |
| FIRST CHOICE HEALTH CENTERS INC | East Hartford | E32 Health Care | $20.1M | 9 |
| LOCAL 1035 HEALTH SERVICE AND INSURANCE PLAN | South Windsor | — | $19.9M | 2 |
| 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 |
| NATIONAL COAST GUARD MUSEUM ASSOCIATION INC | New London | A54 Arts, Culture & Humanities | $19.5M | 7 |
| CONNECTICUT HUMANE SOCIETY | Newington | D200 Animal-Related | $19.4M | 7 |
| WOOSTER SCHOOL CORPORATION | Danbury | — | $19.4M | 7 |
| WOMEN'S BUSINESS DEVELOPMENT COUNCIL INC | Stamford | B90 Education | $19.3M | 4 |
| RIDGEFIELD ACADEMY INC | Ridgefield | B25 Education | $19.3M | 7 |
| Day Kimball Medical Group Inc | Putnam | E31 Health Care | $19.2M | 13 |
