| POMFRET SCHOOL INCORPORATED | Pomfret | B200 Education | $30.7M | 7 |
| ALLIANCE FOR COMMUNITY EMPOWERMENT INC | Bridgeport | B210 Education | $30.6M | 4 |
| SANDY HOOK PROMISE FOUNDATION | Newtown | I20 Crime & Legal-Related | $30.5M | 10 |
| HOME CARE PLUS INC | Milford | — | $30M | 8 |
| THE SAGE FOUNDATION INC C/O STEVEN A DENNING | Greenwich | T20J Philanthropy, Voluntarism & Grantmaking Foundations | $30M | 0 |
| CONNECTICUT COALITION AGAINST DOMESTIC VIOLENCE INC | Glastonbury | I71Z Crime & Legal-Related | $30M | 6 |
| COVENANT LIVING OF CROMWELL INC | Cromwell | P750 Human Services | $29.8M | 18 |
| NATIONAL DIAPER BANK NETWORK INC | New Haven | P20 Human Services | $29.7M | 5 |
| THE HORACE BUSHNELL MEMORIAL HALL | Hartford | A610 Arts, Culture & Humanities | $29.4M | 12 |
| CANTERBURY SCHOOL INC | New Milford | B200 Education | $29.2M | 8 |
| KEY HUMAN SERVICES INC | Rocky Hill | — | $29.1M | 11 |
| THE MULTIPLE MYELOMA RESEARCH FOUNDATION INC | Norwalk | G50 Diseases, Disorders & Medical Disciplines | $29.1M | 15 |
| KINGSWOOD OXFORD SCHOOL INC | West Hartford | B200 Education | $29M | 7 |
| BOYS AND GIRLS VILLAGE INC | Milford | P730 Human Services | $29M | 8 |
| UTC WELFARE BENEFITS PLAN C/O KELLY B LAPPIN | Farmington | Y43 Mutual & Membership Benefit | $28.5M | 1 |
| THE CHESHIRE ACADEMY | Cheshire | — | $28.3M | 7 |
| THE PITCH FOUNDATION | Riverside | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $28.1M | 0 |
| The Board of Trustees of the Sheffield Scientific School | New Haven | B110 Education | $27.7M | 8 |
| BENHAVEN INC | North Haven | Z99Z Unknown | $27.6M | 7 |
| RECOVERY NETWORK OF PROGRAMS INC | Shelton | F20Z Mental Health & Crisis Intervention | $27.5M | 12 |
| COMMUNITY SYSTEMS INC | Torrington | P82Z Human Services | $27M | 9 |
| NETWORK INC | Andover | S41I Community Improvement & Capacity Building | $26.8M | 8 |
| TEAM INC | Derby | P200 Human Services | $26.7M | 4 |
| THE ARC EASTERN CONNECTICUT INC | Norwich | — | $26.3M | 4 |
| NAFI CONNECTICUT INC | Hartford | — | $26.1M | 7 |
| THE CONNECTICUT COMMUNITY FOUNDATION | Waterbury | T310 Philanthropy, Voluntarism & Grantmaking Foundations | $26.1M | 6 |
| Jerome Home | New Britain | — | $25.8M | 7 |
| St Vincent's Special Needs Center Inc | Trumbull | — | $25.8M | 14 |
| GENERATIONS FAMILY HEALTH CENTER | Willimantic | E30Z Health Care | $25.8M | 9 |
| CONNECTICUT JUNIOR REPUBLIC ASSOCIATION INCORPORATED | Litchfield | — | $25.7M | 8 |
| CAPITAL WORKFORCE PARTNERS INC | Hartford | J200 Employment | $25.7M | 5 |
| WELLMORE INC | Waterbury | F32Z Mental Health & Crisis Intervention | $25.5M | 9 |
| CONNECTICUT BAPTIST HOMES INC | Meriden | P750 Human Services | $25.4M | 6 |
| MITCHELL COLLEGE | New London | B410 Education | $25.4M | 7 |
| MYSTIC SEAPORT MUSEUM INC | Mystic | A500 Arts, Culture & Humanities | $25.3M | 9 |
| THE ALTUM FUND | New Haven | — | $25.2M | 1 |
| CONNECTICUT PUBLIC BROADCASTING INC | Hartford | A300 Arts, Culture & Humanities | $25.1M | 14 |
| Danbury Hospital & New Milford Hospital Foundation Inc | Danbury | E110 Health Care | $25.1M | 6 |
| FAMILY CENTERS INC | Greenwich | — | $25M | 7 |
| ETHEL WALKER SCHOOL INC | Simsbury | B250 Education | $24.9M | 8 |
| WOODSTOCK ACADEMY | Woodstock | — | $24.9M | 6 |
| DUTCH POINT CREDIT UNION | Wethersfield | — | $24.9M | 9 |
| DELOITTE FOUNDATION | Stamford | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $24.8M | 0 |
| THE RISC FOUNDATION INC | New Haven | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $24.7M | 4 |
| BUILDON INC | Stamford | Q300 International, Foreign Affairs & National Security | $24.6M | 12 |
| CONNECTICUT COMMUNITY CARE INC | Bristol | E920 Health Care | $24.3M | 6 |
| EAGLE HILL FOUNDATION INC | Greenwich | B280 Education | $24.2M | 6 |
| CHARTER OAK HEALTH CENTER INC | Hartford | E320 Health Care | $24M | 10 |
| PRIMECARE INC | Waterbury | F33Z Mental Health & Crisis Intervention | $24M | 0 |
| FORMAN SCHOOL INC | Litchfield | — | $23.9M | 8 |