| ABILITY BEYOND DISABILITY INC | Bethel | P800 Human Services | $65.8M | 8 |
| ACHIEVEMENT FIRST RHODE ISLAND INC C/O ACHIEVEMENT FIRST INC | New Haven | B29 Education | $65.4M | 5 |
| SIKORSKY FINANCIAL CREDIT UNION | Stratford | — | $64.6M | 26 |
| Raytheon Welfare Benefits Trust | Farmington | Y43 Mutual & Membership Benefit | $64M | 1 |
| CONNECTICUT LABORERS' HEALTH FUND | West Haven | — | $63.3M | 3 |
| SEEDLINGS FOUNDATION | Branford | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $62.6M | 0 |
| KENT SCHOOL | Kent | B250 Education | $62.4M | 8 |
| LL Global Inc | Windsor | S41 Community Improvement & Capacity Building | $59.7M | 17 |
| NATIONAL SHOOTING SPORTS FOUNDATION INC | Shelton | — | $59M | 11 |
| Masonicare Health Center | Wallingford | P750 Human Services | $59M | 8 |
| CONTINUUM OF CARE INC | New Haven | — | $58M | 8 |
| ACHIEVEMENT FIRST INC | New Haven | B29 Education | $56.5M | 6 |
| Staff Retirement Holdings Inc | New Haven | — | $56.4M | 5 |
| OPTIMUS HEALTH CARE INC | Stratford | E30Z Health Care | $56M | 7 |
| COHEN VETERANS NETWORK INC | Stamford | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $55.9M | 2 |
| THE COMMUNITY FOUNDATION FOR GREATER NEW HAVEN | New Haven | T310 Philanthropy, Voluntarism & Grantmaking Foundations | $55.3M | 7 |
| NATIONAL CHARITABLE ENDOWMENT INC | Darien | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $55.2M | 0 |
| THE VILLAGE FOR FAMILIES AND CHILDREN | Hartford | P400 Human Services | $55.2M | 8 |
| Natchaug Hospital Inc | Mansfield Center | E31Z Health Care | $55.1M | 16 |
| GOODWILL OF WESTERN AND NORTHERN CONNECTICUT INC | Bridgeport | J32Z Employment | $53.9M | 7 |
| Vassar Health Connecticut Inc | Sharon | E20 Health Care | $53.1M | 15 |
| SCUS HEAD START PROGRAMS INC | Fairfield | B21 Education | $52.2M | 10 |
| COMMUNITY RESIDENCES INC | Newington | P700 Human Services | $51.6M | 6 |
| LOCAL 191 HEALTH SERVICE AND INSURANCE PLAN | Bridgeport | — | $50.9M | 3 |
| NEW ENGLAND HEALTH CARE EMPLOYEES WELFARE FUND | Hartford | — | $50.1M | 6 |
| SOUTHWEST COMMUNITY HEALTH CENTER INC | Bridgeport | — | $50M | 14 |
| GREENS FARMS ACADEMY INC | Greens Farms | B200 Education | $49.7M | 9 |
| CHURCH HOMES INC CONGREGATIONAL | Hartford | P750 Human Services | $48.7M | 9 |
| AMERICAN SCHOOL AT HARTFORD FOR THE DEAF | West Hartford | B280 Education | $48.5M | 6 |
| KING SCHOOL INC | Stamford | B200 Education | $48M | 7 |
| EASTCONN REGIONAL EDUCATIONAL SERVICE CENTER INCORPORATED | Hampton | — | $47.8M | 9 |
| INTERCOMMUNITY INC | East Hartford | F32Z Mental Health & Crisis Intervention | $47.5M | 10 |
| COMMUNITY RENEWAL TEAM INC | Hartford | P200 Human Services | $47.2M | 5 |
| THE CONNECTION INC | Middletown | F22Z Mental Health & Crisis Intervention | $47.2M | 9 |
| TRUSTEES OF WESTMINSTER SCHOOL INC | Simsbury | B250 Education | $45.5M | 8 |
| COMMUNITY SOLUTIONS INC | Windsor | F20 Mental Health & Crisis Intervention | $45.1M | 9 |
| EDADVANCE | Litchfield | — | $44.5M | 11 |
| CARDINAL BAY INC | Shelton | L22 Housing & Shelter | $44.2M | 4 |
| HOPKINS SCHOOL INCORPORATED | New Haven | B250 Education | $44.1M | 7 |
| CHURCH HOME OF HARTFORD INC | Bloomfield | P750 Human Services | $44M | 8 |
| The Jane and Daniel Och Family Foundation | Greenwich | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $43.6M | 0 |
| CONNEX CREDIT UNION | North Haven | — | $43.6M | 19 |
| GOODWILL INDUSTRIES OF SOUTHERN NEW ENGLAND | North Haven | — | $43.4M | 5 |
| CONNECTICUT BAR FOUNDATION | Hartford | I800 Crime & Legal-Related | $43.3M | 2 |
| MISS PORTER'S SCHOOL INC | Farmington | B250 Education | $43.2M | 8 |
| ALBERTUS MAGNUS COLLEGE | New Haven | B420 Education | $42.7M | 8 |
| AVON OLD FARMS SCHOOL INC | Avon | B250 Education | $42.4M | 7 |
| UNITED COMMUNITY AND FAMILY SERVICESINC | Norwich | — | $42.3M | 9 |
| NUTMEG STATE FINANCIAL CREDIT UNION | Rocky Hill | — | $42.2M | 25 |
| NEW OPPORTUNITIES INC | Waterbury | — | $42M | 5 |
