| Children's Hospital Radiology Foundation Inc | Boston | E112 Health Care | $50.5M | 14 |
| COLLEGE OF OUR LADY OF THE ELMS | Chicopee | B420 Education | $50.5M | 10 |
| CH Neurology Foundation Inc | Boston | — | $50.4M | 22 |
| VENTURE COMMUNITY SERVICES INC | Sturbridge | P820 Human Services | $50.1M | 9 |
| CLEAN AIR TASK FORCE INC | Boston | C012 Environment | $50.1M | 18 |
| VNA Care Network Inc | Worcester | E21 Health Care | $50M | 9 |
| WORK INCORPORATED | Dorchester | J30Z Employment | $49.7M | 8 |
| GREATER BOSTON CONVENTION & VISITORS BUREAU INC | Boston | — | $49.7M | 8 |
| TABOR ACADEMY | Marion | B250 Education | $49.7M | 7 |
| THE GUILD FOR HUMAN SERVICES INC | Concord | P800 Human Services | $49.6M | 7 |
| LAHEY CLINIC FOUNDATION INC | Charlestown | E110 Health Care | $49.5M | 23 |
| ROAD TO RESPONSIBILITY INC | Marshfield | P82Z Human Services | $49.5M | 7 |
| CHMC Surgical Foundation Inc | Boston | E122 Health Care | $49.5M | 13 |
| GREATER SPRINGFIELD SENIOR SERVICES INC | Springfield | — | $49.2M | 5 |
| BRISTOL AGING & WELLNESS INC | Fall River | P81Z Human Services | $49M | 8 |
| Worcester City Campus Corporation | Westborough | B19 Education | $48.9M | 4 |
| CRADLES TO CRAYONS INC | Newton | P29 Human Services | $48.9M | 9 |
| RICHARD K LUBIN FAMILY FOUNDATION C/O CASTLE ROCK ADVISORS | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $48.8M | 0 |
| SANDY BEACH FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $48.5M | 1 |
| United Way Of Massachusetts Bay Inc | Boston | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $48.5M | 13 |
| MIDDLESEX SCHOOL | Concord | B250 Education | $48.4M | 12 |
| ALL ONE CREDIT UNION | Leominster | — | $48.4M | 16 |
| WILLIAM JAMES COLLEGE INC | Newton | B5XZ Education | $48.2M | 8 |
| HILLCREST EDUCATIONAL CENTERS INC | Pittsfield | B28Z Education | $48.2M | 8 |
| WORLD EDUCATION INC | Boston | — | $48.1M | 7 |
| SERENITY CARE INC | Andover | P81 Human Services | $47.9M | 7 |
| PROVISION MINISTRY INC | Westborough | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $47.8M | 2 |
| HOUSING ASSISTANCE CORPORATION | Hyannis | L20Z Housing & Shelter | $47.6M | 6 |
| NORTHEAST PROFESSIONAL REGISTRY OF NURSES | Charlestown | E11 Health Care | $47.5M | 13 |
| CHILD AND FAMILY SERVICES INC | New Bedford | — | $47M | 9 |
| SOUTHCOAST VISITING NURSE ASSOCIATION INC | Fairhaven | E90 Health Care | $47M | 14 |
| CARING HEALTH CENTER INC | Springfield | E320 Health Care | $46.9M | 10 |
| COASTLINE ELDERLY SERVICES INC | New Bedford | P81Z Human Services | $46.8M | 8 |
| ROBERT F KENNEDY COMMUNITY ALLIANCE INC | Lancaster | B280 Education | $46.7M | 8 |
| DANA HALL SCHOOL | Wellesley | B250 Education | $46.6M | 7 |
| ELDER SERVICES OF WORCESTER AREA INC | Worcester | E920 Health Care | $46.6M | 3 |
| MAB COMMUNITY SERVICES INC | Brookline | G41 Diseases, Disorders & Medical Disciplines | $46.5M | 7 |
| GREATER LAWRENCE COMMUNITY ACTION COUNCIL INC | Lawrence | — | $46.5M | 6 |
| LIBERTY MUTUAL FOUNDATION INC | Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $46.3M | 0 |
| COMMUNITY ACTION PIONEER VALLEY | Greenfield | — | $46.3M | 4 |
| PHALEN LEADERSHIP ACADEMY - INDIANA | Quincy | B29 Education | $46.1M | 7 |
| Athol Memorial Hospital | Athol | E22Z Health Care | $46.1M | 12 |
| Appalachian Mountain Club | Boston | C600 Environment | $46M | 17 |
| THE WILLISTON NORTHAMPTON SCHOOL | Easthampton | B250 Education | $45.8M | 9 |
| IMAGO DEI FUND C/O BERKSHIRE PARTNERS | Boston | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $45.6M | 0 |
| MENTAL HEALTH ASSOCIATION INC | Chicopee | P85Z Human Services | $45.4M | 6 |
| CHILDREN'S SERVICES OF ROXBURY INC | Roxbury | P30Z Human Services | $45.4M | 3 |
| ST MARY'S CREDIT UNION INC | Marlborough | — | $44.8M | 32 |
| CHMC Otolaryngologic Foundation Inc | Boston | E70 Health Care | $44.8M | 11 |
| INCOMPASS HUMAN SERVICES INC | Chelmsford | P820 Human Services | $44.7M | 7 |
