| THE WORLD HEALTH CLINICIANS INC | Norwalk | Q30 International, Foreign Affairs & National Security | $19M | 7 |
| ACHIEVEMENT FIRST HARTFORD ACADEMY C/O ACHIEVEMENT FIRST INC | New Haven | B29 Education | $18.9M | 6 |
| PERSON TO PERSON INC | Darien | T50 Philanthropy, Voluntarism & Grantmaking Foundations | $18.9M | 5 |
| CAREER RESOURCES INC | Bridgeport | J20 Employment | $18.8M | 5 |
| BRIDGES HEALTHCARE INC | Milford | F320 Mental Health & Crisis Intervention | $18.6M | 7 |
| JOURNEY FOUND INC | Manchester | L24 Housing & Shelter | $18.6M | 3 |
| Western Connecticut Home Care Inc | Danbury | — | $18.5M | 11 |
| GRACE FARMS FOUNDATION INC | New Canaan | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $18.5M | 5 |
| CAPITAL PREP CHARTER SCHOOLS NY | Bridgeport | B29 Education | $18.5M | 9 |
| MIDWESTERN CONNECTICUT COUNCIL OF ALCOHOLISM INC | Danbury | F22Z Mental Health & Crisis Intervention | $18.4M | 8 |
| LOCAL 493 HEALTH SERVICE AND INSURANCE PLAN | Uncasville | — | $18.4M | 3 |
| MIDSTATE ARC INC | Meriden | — | $18.4M | 6 |
| Connecticut Center for Advanced Technology Inc | East Hartford | J03 Employment | $18.3M | 8 |
| ACHIEVEMENT FIRST BRIDGEPORT ACADEMY INC C/O ACHIEVEMENT FIRST INC | New Haven | B29 Education | $18.3M | 6 |
| ABILITY BEYOND DISABILITY | Bethel | F99Z Mental Health & Crisis Intervention | $18.2M | 7 |
| LUTHERAN HOME OF SOUTHBURY INC | Southbury | E30 Health Care | $18.1M | 14 |
| AMISTAD ACADEMY INC C/O ACHIEVEMENT FIRST INC | New Haven | B24 Education | $18M | 6 |
| MUTUAL SECURITY CREDIT UNION INC | Shelton | — | $18M | 7 |
| SERVICE EMPLOYEES INTERNATIONAL UNION 1199 NEW ENGLAND HEALTH CARE EMPLOYEE | Hartford | — | $18M | 33 |
| SOUTH KENT SCHOOL CORPORATION | South Kent | B25Z Education | $17.9M | 6 |
| WESTOVER SCHOOL INC | Middlebury | B250 Education | $17.9M | 8 |
| CONNECTICUT RENAISSANCE INC | Shelton | F220 Mental Health & Crisis Intervention | $17.8M | 5 |
| LOW ROAD SHARON INC | Sharon | A20 Arts, Culture & Humanities | $17.8M | 5 |
| THE MARY WADE HOME INCORPORATED | New Haven | E910 Health Care | $17.8M | 7 |
| HOLE IN THE WALL GANG FUND INC | New Haven | N120 Recreation & Sports | $17.8M | 10 |
| AZCAT FOUNDATION | Greenwich | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $17.5M | 0 |
| THE COUNTRY CLUB OF NEW CANAAN | New Canaan | — | $17.5M | 6 |
| AMERICAN PET PRODUCTS ASSOCIATION INC | Stamford | — | $17.5M | 18 |
| GILEAD COMMUNITY SERVICES INC | Middletown | — | $17.5M | 7 |
| EASTER SEAL REHABILITATION CENTER OF GREATER WATERBURY INC | Waterbury | — | $17.5M | 5 |
| IUPAT DISTRICT COUNCIL NO 11 HEALTH FUND | Meriden | — | $17.4M | 4 |
| Foundations in Education Inc | Shelton | T12 Philanthropy, Voluntarism & Grantmaking Foundations | $17.4M | 3 |
| THE FOOTE SCHOOL ASSOCIATION INCORPORATED | New Haven | B24I Education | $17.3M | 7 |
| YALE NEW HAVEN CARE CONTINUUM CORPORATION | New Haven | E91 Health Care | $17.2M | 7 |
| MILESTONES BEHAVIORAL SERVICES INC | Orange | B28 Education | $17.2M | 7 |
| KLINGBERG COMPREHENSIVE PROGRAM SERVICES INC | New Britain | — | $17.2M | 10 |
| THE COUNTRY CLUB OF DARIEN INC | Darien | — | $17M | 7 |
| STAR INC - LIGHTING THE WAY | Norwalk | P82 Human Services | $17M | 2 |
| GOODWIN UNIVERSITY EDUCATIONAL SERVICES INC | East Hartford | B90 Education | $16.8M | 1 |
| VISITING NURSE & HOSPICE OF LITCHFIELD COUNTY INC | Winsted | — | $16.8M | 6 |
| MARC INC OF MANCHESTER | Manchester | J30Z Employment | $16.8M | 5 |
| GE FOUNDATION | Norwalk | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $16.7M | 0 |
| THE WHITBY SCHOOL INCORPORATED | Greenwich | B240 Education | $16.7M | 8 |
| MENTAL HEALTH CONNECTICUT INC | Farmington | F80Z Mental Health & Crisis Intervention | $16.7M | 6 |
| WAVENY CARE CENTER INC | New Canaan | E91Z Health Care | $16.6M | 10 |
| TRINITY HEALTH OF NEW ENGLAND EMERGENCY MEDICAL SERVICES INC | Hartford | E62 Health Care | $16.6M | 8 |
| CCARC INC | New Britain | — | $16.6M | 3 |
| THE ROUND HILL CLUB INCORPORATED | Greenwich | — | $16.5M | 8 |
| RENBROOK SCHOOL INC | West Hartford | B200 Education | $16.5M | 5 |
| THE MARITIME AQUARIUM AT NORWALK INC | Norwalk | A500 Arts, Culture & Humanities | $16.5M | 5 |
