| THE NORWICH FREE ACADEMY | Norwich | B250 Education | $39.9M | 9 |
| THE WORKPLACE INC | Bridgeport | J300 Employment | $39.4M | 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 | Bristol | E30 Health Care | $38.3M | 17 |
| CONNECTICUT FOUNDATION SOLUTIONS | Ashford | L80 Housing & Shelter | $38.3M | 0 |
| ELIM PARK BAPTIST HOME INC | Cheshire | P750 Human Services | $38.1M | 8 |
| CONNECTICUT CHILDREN'S FOUNDATION INC | Hartford | E110 Health Care | $37.7M | 9 |
| SUFFIELD ACADEMY | Suffield | B250 Education | $37.6M | 7 |
| UNITED COMMUNITY AND FAMILY SERVICESINC | Norwich | — | $37.6M | 9 |
| STAYWELL HEALTH CARE INC | Waterbury | E320 Health Care | $36.9M | 11 |
| COMMUNITY MENTAL HEALTH AFFILIATES INC | New Britain | — | $36.6M | 9 |
| KINGSWOOD OXFORD SCHOOL INC | West Hartford | B200 Education | $36.4M | 7 |
| WHITNEY CENTER INC | Hamden | P750 Human Services | $36.3M | 7 |
| MANRESA ISLAND CORP | Norwalk | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $36.3M | 1 |
| LOCAL 443 HEALTH SVCE & INS PLAN | New Haven | — | $36.2M | 4 |
| YOUNG MEN'S CHRISTIAN ASSOCIATION OF | Hartford | P270 Human Services | $36M | 7 |
| RMS DEVELOPMENT INC | Kensington | — | $36M | 6 |
| SALISBURY SCHOOL INC | Salisbury | B250 Education | $35.6M | 10 |
| BURSKY FAMILY FOUNDATION | Greenwich | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $35.3M | 0 |
| CONNECTICUT PIPE TRADES HEALTH FUND | Wethersfield | — | $35.2M | 0 |
| TEAMSTERS LOCAL UNION NO 671 | 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 |
| ST LUKE'S FOUNDATION INC | New Canaan | B250 Education | $34.1M | 10 |
| NUTMEG STATE FINANCIAL CREDIT UNION | Rocky Hill | — | $34M | 18 |
| ABILIS INC | Greenwich | F34Z Mental Health & Crisis Intervention | $33.8M | 6 |
| THE NEW CANAAN COUNTRY SCHOOL | New Canaan | B200 Education | $33.8M | 14 |
| DUNCASTER INCORPORATED | Bloomfield | P750 Human Services | $33.5M | 6 |
| OCEANOGRAPHIC RESEARCH & EXPLORATION | Westport | U21 Science & Technology | $33.5M | 0 |
| ADELBROOK INC | Cromwell | — | $33.4M | 7 |
| MCLEAN AFFILIATES INC | Simsbury | L22 Housing & Shelter | $33.1M | 7 |
| VISITING NURSE ASSOCIATION OF RIDGEFIELD | Ridgefield | — | $33.1M | 8 |
| Masonicare at Ashlar Village Inc | Wallingford | P750 Human Services | $32.6M | 7 |
| THE HARTFORD DISPENSARY | Manchester | — | $32.4M | 7 |
| MARRAKECH HOUSING OPTIONS INC | Woodbridge | P730 Human Services | $32M | 7 |
| SEA RESEARCH FOUNDATION INC | Mystic | D500 Animal-Related | $31.8M | 7 |
| 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 |
| POMFRET SCHOOL INCORPORATED | Pomfret | B200 Education | $30.7M | 7 |
| THE KENNEDY COLLECTIVE INC | Trumbull | — | $30.6M | 6 |
| ALLIANCE FOR COMMUNITY EMPOWERMENT INC | Bridgeport | B210 Education | $30.6M | 4 |
| WHOLE LIFE INC | New London | P820 Human Services | $30.3M | 9 |
| THE FREDERICK GUNN SCHOOL INC | Washington | B250 Education | $30.1M | 8 |
| HOME CARE PLUS INC | Milford | — | $30M | 8 |
| THE SAGE FOUNDATION INC | Greenwich | T20J Philanthropy, Voluntarism & Grantmaking Foundations | $30M | 0 |
| 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 |
| SAINT MARY HOME INCORPORATED | West Hartford | — | $29.6M | 10 |
| KEY HUMAN SERVICES INC | Wethersfield | — | $29.5M | 13 |
