| CONNECTICUT INSTITUTE FOR COMMUNITIES INC | Danbury | S30 Community Improvement & Capacity Building | $41.9M | 9 |
| THE NEW CANAAN COUNTRY SCHOOL INCORPORATED | New Canaan | B200 Education | $41.7M | 13 |
| Rushford Center Inc | Meriden | F22Z Mental Health & Crisis Intervention | $41.4M | 15 |
| PLANNED PARENTHOOD OF SOUTHERN NEW ENGLAND INC | New Haven | E42 Health Care | $41M | 13 |
| GREATER HARTFORD COMMUNITY FOUNDATION INC | Hartford | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $40.7M | 7 |
| SUFFIELD ACADEMY | Suffield | B250 Education | $40.2M | 8 |
| MHS PRIMARY CARE INC | Middletown | E32 Health Care | $40.2M | 8 |
| SALISBURY SCHOOL INC | Salisbury | B250 Education | $40M | 9 |
| ABILIS INC | Greenwich | F34Z Mental Health & Crisis Intervention | $40M | 6 |
| THE NORWICH FREE ACADEMY | Norwich | B250 Education | $39.9M | 9 |
| THAMES VALLEY COUNCIL FOR COMMUNITY ACTION INC | Jewett City | S80Z Community Improvement & Capacity Building | $39.5M | 3 |
| THE WORKPLACE INC | Bridgeport | J300 Employment | $39.4M | 7 |
| APT Foundation Inc | New Haven | F200 Mental Health & Crisis Intervention | $39M | 7 |
| GRIFFIN FACULTY PHYSICIANS INC | Derby | E31 Health Care | $38.6M | 11 |
| HIGH WATCH RECOVERY CENTER INC | Kent | — | $38.5M | 9 |
| BRISTOL HOSPITAL MULTI-SPECIALTY GROUP INC | Bristol | E30 Health Care | $38.3M | 17 |
| CONNECTICUT FOUNDATION SOLUTIONS INDEMNITY COMPANY INC | Ashford | L80 Housing & Shelter | $38.3M | 0 |
| ELIM PARK BAPTIST HOME INC | Cheshire | P750 Human Services | $38.1M | 8 |
| CATHOLIC CHARITIES INC ARCHDIOCESE OF HARTFORD | Hartford | P40Z Human Services | $37.9M | 8 |
| CONNECTICUT CHILDREN'S FOUNDATION INC | Hartford | E110 Health Care | $37.7M | 9 |
| STAYWELL HEALTH CARE INC | Waterbury | E320 Health Care | $36.9M | 11 |
| VISITING NURSE ASSOCIATION OF RIDGEFIELD INC | Ridgefield | — | $36.7M | 8 |
| LOCAL 443 HEALTH SVCE & INS PLAN | New Haven | — | $36.5M | 5 |
| WHITNEY CENTER INC | Hamden | P750 Human Services | $36.3M | 7 |
| MANRESA ISLAND CORP | Norwalk | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $36.3M | 1 |
| THE HARTFORD DISPENSARY | Manchester | — | $36.2M | 8 |
| ST LUKE'S FOUNDATION INC | New Canaan | B250 Education | $36.1M | 11 |
| YOUNG MEN'S CHRISTIAN ASSOCIATION OF METROPOLITAN HARTFORD INC | Hartford | P270 Human Services | $36M | 7 |
| ADELBROOK INC | Cromwell | P70 Human Services | $35.8M | 7 |
| RMS DEVELOPMENT INC | Kensington | — | $35.8M | 7 |
| BURSKY FAMILY FOUNDATION | Greenwich | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $35.3M | 0 |
| CONNECTICUT PIPE TRADES HEALTH FUND C/O CT PIPE TRADES ADMIN | Wethersfield | — | $35.2M | 0 |
| TEAMSTERS LOCAL UNION NO 671 HEALTH SERVICES AND INSURANCE PLAN | Bloomfield | — | $35.2M | 3 |
| UNITED WAY OF CONNECTICUT INC | Rocky Hill | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $34.5M | 7 |
| Masonicare Home Health and Hospice Inc | Wallingford | E920 Health Care | $34.4M | 9 |
| MARRAKECH HOUSING OPTIONS INC | Woodbridge | P730 Human Services | $33.7M | 8 |
| DUNCASTER INCORPORATED | Bloomfield | P750 Human Services | $33.5M | 6 |
| OCEANOGRAPHIC RESEARCH & EXPLORATION FOUNDATION | Westport | U21 Science & Technology | $33.5M | 0 |
| MCLEAN AFFILIATES INC | Simsbury | L22 Housing & Shelter | $33.1M | 7 |
| MOSES-WEITZMAN HEALTH SYSTEM INC | Middletown | P02 Human Services | $33.1M | 10 |
| THE FREDERICK GUNN SCHOOL INC | Washington | B250 Education | $32.8M | 9 |
| BHcare Inc | North Haven | E192 Health Care | $32.6M | 9 |
| Masonicare at Ashlar Village Inc | Wallingford | P750 Human Services | $32.6M | 7 |
| SAINT MARY HOME INCORPORATED | West Hartford | — | $32.4M | 9 |
| THE KENNEDY COLLECTIVE INC | Trumbull | — | $32.1M | 8 |
| SEA RESEARCH FOUNDATION INC | Mystic | D500 Animal-Related | $31.8M | 7 |
| WHOLE LIFE INC | New London | P820 Human Services | $31.7M | 10 |
| CENTRAL CONNECTICUT COAST YOUNG MEN'S CHRISTIAN ASSOCIATION INC | New Haven | P27Z Human Services | $31.6M | 9 |
| HAMDEN HALL SCHOOL INC | Hamden | B20Z Education | $31.3M | 8 |
| COMMUNITY MENTAL HEALTH AFFILIATES INC | New Britain | — | $30.9M | 9 |
