| Integritus Healthcare Mgmt Services Inc | Pittsfield | E91Z Health Care | $17.5M | 6 |
| SOLDIER ON INC | Pittsfield | W30 Public & Societal Benefit | $17.4M | 9 |
| COMMUNITY ACTION PROGRAMS INTER-CITY IN | Chelsea | — | $17.4M | 4 |
| LA COLABORATIVA INC | Chelsea | P20B Human Services | $17.3M | 2 |
| East Longmeadow Management Systems Inc | Pittsfield | E91Z Health Care | $17.3M | 6 |
| AMERICAN ACADEMY OF ARTS & SCIENCES | Cambridge | V300 Social Science | $17.3M | 7 |
| FOOD FOR FREE COMMITTEE INC | Somerville | K33Z Food, Agriculture & Nutrition | $17.3M | 3 |
| UTEC INC | Lowell | O50 Youth Development | $17.3M | 6 |
| IRONWORKERS UNION LOCAL #7 | South Boston | — | $17.3M | 27 |
| STEPPINGSTONE FOUNDATION INC | Boston | B280 Education | $17.3M | 6 |
| NEVILLE COMMUNITIES HOME INC | Cambridge | L20 Housing & Shelter | $17.3M | 5 |
| THE PIKE SCHOOL INC | Andover | — | $17.3M | 7 |
| HEALTH AND SOCIAL SERVICES CONSORTIUM | Walpole | — | $17.2M | 1 |
| THE TECHNICAL ASSISTANCE | Boston | Z99Z Unknown | $17.2M | 11 |
| BRAE BURN COUNTRY CLUB | West Newton | — | $17.1M | 8 |
| BOSTON VA RESEARCH INSTITUTE INC | Boston | H00Z Medical Research | $17.1M | 8 |
| EASTERN EDUCATIONAL TELEVISION NETWORK INC | Boston | A320 Arts, Culture & Humanities | $17.1M | 12 |
| Salem State University Alumni Association | Salem | B110 Education | $17.1M | 1 |
| ALL CARE VISITING NURSE ASSOCIATION OF GREATER LYNN INC | Lynn | — | $17M | 7 |
| CHELSEA JEWISH NURSING HOME INC | Chelsea | E910 Health Care | $17M | 9 |
| SPRINGFIELD RESCUE MISSION | Springfield | P600 Human Services | $17M | 1 |
| ICIVICS INC | Cambridge | B90 Education | $16.9M | 8 |
| LEO INC | Lynn | P400 Human Services | $16.9M | 7 |
| INTERNATIONAL UNION OF OPERATING | Southwick | — | $16.9M | 5 |
| ALLIANCE HEALTH OF MASSACHUSETTS INC | Southborough | L22 Housing & Shelter | $16.9M | 15 |
| MINUTE MAN ARC FOR HUMAN SERVICES INC | Concord | — | $16.9M | 7 |
| SCIENCE FOR AMERICA INC | Cambridge | U20 Science & Technology | $16.8M | 7 |
| New Bedford Management Systems Inc | Pittsfield | E91 Health Care | $16.8M | 6 |
| MASSACHUSETTS SOCIETY FOR THE PREVENTION | Lexington | I030 Crime & Legal-Related | $16.7M | 8 |
| BERKSHIRE TACONIC COMMUNITY | Sheffield | T310 Philanthropy, Voluntarism & Grantmaking Foundations | $16.6M | 6 |
| PAUL & PHYLLIS FIREMAN CHARITABLE | Waltham | — | $16.6M | 0 |
| SUNSHINE VILLAGE INC | Chicopee | P820 Human Services | $16.6M | 6 |
| ROOFERS UNION LOCAL NO 33 THRIFT FUND | Stoughton | — | $16.6M | 0 |
| BETTER COMMUNITY LIVING INC | North Dartmouth | F33Z Mental Health & Crisis Intervention | $16.6M | 2 |
| HOPEFUL JOURNEYS EDUCATIONAL | Beverly | B28 Education | $16.5M | 11 |
| CONSERVATION LAW FOUNDATION INC | Boston | C013 Environment | $16.5M | 7 |
| NATIONAL ASSOCIATION FOR COMMUNITY | Springfield | B03 Education | $16.5M | 1 |
| MASS BAY CREDIT UNION | South Boston | — | $16.5M | 16 |
| LOCAL 509 SERVICE EMPLOYEES | Marlborough | — | $16.5M | 41 |
| THE SALEM FOUNDATION | Boston | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $16.5M | 0 |
| ALL HANDS AND HEARTS | Mattapoisett | M20 Public Safety, Disaster Preparedness & Relief | $16.4M | 6 |
| CROSSROADS CONTINUUM INC | Hudson | B21 Education | $16.4M | 6 |
| SENIORCARE INC | Gloucester | P44Z Human Services | $16.4M | 1 |
| EMANUEL DEVELOPMENT CORPORATION | Brighton | P75 Human Services | $16.4M | 13 |
| REFUGEPOINT INC | Boston | Q33 International, Foreign Affairs & National Security | $16.4M | 9 |
| Berkshire Retirement Community Inc | Pittsfield | P750 Human Services | $16.4M | 4 |
| BUILD HEALTH INTERNATIONAL INC | Beverly | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $16.3M | 1 |
| EASTER SEALS MASSACHUSETTS INC | Worcester | E50 Health Care | $16.3M | 7 |
| WESTERN MASSACHUSETTS TRAINING | Holyoke | P020 Human Services | $16.3M | 1 |
| PINE BROOK COUNTRY CLUB INC | Weston | — | $16.2M | 6 |
