| CRADLES TO CRAYONS INC | Newton | P29 Human Services | $48.9M | 9 |
| RICHARD K LUBIN FAMILY FOUNDATION | Boston | — | $48.8M | 0 |
| DIMOCK COMMUNITY HEALTH CENTER INC | Roxbury | E20 Health Care | $48.6M | 10 |
| SANDY BEACH FOUNDATION | Boston | — | $48.5M | 1 |
| 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 |
| COLLEGE OF OUR LADY OF THE ELMS | Chicopee | B420 Education | $47.8M | 9 |
| PROVISION MINISTRY INC | Westborough | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $47.8M | 2 |
| SHARON & CRESCENT UNITED CREDIT UNION | Sharon | — | $47.7M | 21 |
| NORTHEAST PROFESSIONAL REGISTRY OF | Charlestown | E11 Health Care | $47.5M | 13 |
| DOTHOUSE HEALTH INC | Dorchester | E30Z Health Care | $47.2M | 10 |
| TRUSTEES OF THAYER ACADEMY INC | Braintree | B250 Education | $47.1M | 7 |
| SOUTHCOAST VISITING NURSE | Fairhaven | E90 Health Care | $47M | 14 |
| COASTLINE ELDERLY SERVICES INC | New Bedford | P81Z Human Services | $46.8M | 8 |
| ROBERT F KENNEDY COMMUNITY ALLIANCE | Lancaster | B280 Education | $46.7M | 8 |
| DANA HALL SCHOOL | Wellesley | B250 Education | $46.6M | 7 |
| United Way Of Massachusetts Bay Inc | Boston | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $46.6M | 12 |
| GREATER LAWRENCE COMMUNITY ACTION | 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 |
| CLEAN AIR TASK FORCE INC | Boston | C012 Environment | $46.3M | 26 |
| 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 |
| GREATER BOSTON CONVENTION & VISITORS | Boston | — | $45.7M | 8 |
| MENTAL HEALTH ASSOCIATION INC | Chicopee | P85Z Human Services | $45.4M | 6 |
| CATHOLIC CHARITABLE BUREAU OF THE | South Boston | — | $45.1M | 8 |
| ADELSON FAMILY FOUNDATION | Needham | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $45M | 0 |
| Last Mile Health | Boston | E60 Health Care | $45M | 10 |
| HAMPSHIRE COLLEGE TRUSTEES | Amherst | B42Z Education | $44.8M | 14 |
| ST MARY'S CREDIT UNION INC | Marlborough | — | $44.8M | 32 |
| GREATER SPRINGFIELD SENIOR SERVICES INC | Springfield | — | $44.8M | 4 |
| CHMC Otolaryngologic Foundation Inc | Boston | E70 Health Care | $44.8M | 11 |
| HOMES FOR OUR TROOPS INC | Taunton | L99 Housing & Shelter | $44.6M | 7 |
| MAB COMMUNITY SERVICES INC | Brookline | G41 Diseases, Disorders & Medical Disciplines | $44.4M | 7 |
| THE GUILD FOR HUMAN SERVICES INC | Concord | P800 Human Services | $44.3M | 7 |
| CITIZENS FOR CITIZENS INC | Fall River | S200 Community Improvement & Capacity Building | $44M | 5 |
| SOUTH SHORE ELDER SERVICES INC | Braintree | K36Z Food, Agriculture & Nutrition | $43.9M | 5 |
| FLOCK INC | Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $43.9M | 0 |
| Norwell Visiting Nurse Association Inc | Norwell | — | $43.8M | 7 |
| CARING HEALTH CENTER INC | Springfield | E320 Health Care | $43.5M | 10 |
| WORCESTER COMMUNITY ACTION COUNCIL INC | Worcester | P20Z Human Services | $43.4M | 3 |
| South Shore Mental Health Center Inc | Braintree | F33 Mental Health & Crisis Intervention | $43.2M | 8 |
| BOSTON BALLET INC | Boston | A630 Arts, Culture & Humanities | $43.1M | 9 |
| TUFTS MEDICINE CARE AT HOME INC | Lawrence | P74Z Human Services | $43M | 14 |
| BROOKS SCHOOL | North Andover | B250 Education | $42.7M | 7 |
