| NANTUCKET CONSERVATION FOUNDATION INC | Nantucket | C300 Environment | $16.2M | 4 |
| DEPLOYUS INC | Boston | C35 Environment | $16.2M | 8 |
| JANE E FISHER CHARITABLE TRUST/FOUNDATION | Milton | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $16.1M | 0 |
| ITALIAN HOME FOR CHILDREN INC | Jamaica Plain | F33Z Mental Health & Crisis Intervention | $16.1M | 3 |
| THE GROUNDTRUTH PROJECT INC | Boston | J22 Employment | $16.1M | 8 |
| NEW ENGLAND HISTORIC GENEALOGICAL SOCIETY | Boston | — | $16M | 8 |
| Old Colony Hospice Inc | West Bridgewater | P74 Human Services | $16M | 6 |
| TUFTS MEDICINE INC | Burlington | E02 Health Care | $15.9M | 22 |
| FUND FOR THE PUBLIC INTEREST INC | Boston | — | $15.9M | 9 |
| THE WORKERS COMPENSATION RATING & INSPECTION BUREAU OF MASSACHUSETTS | Boston | — | $15.9M | 11 |
| Brockton Visiting Nurse Association Inc | Brockton | E92Z Health Care | $15.9M | 7 |
| MICAH PHILANTHROPIES | Agawam | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $15.9M | 3 |
| MONTSERRAT COLLEGE OF ART INC | Beverly | B40Z Education | $15.9M | 4 |
| Children's Hospital Pathology Foundation Inc | Boston | G97Z Diseases, Disorders & Medical Disciplines | $15.8M | 13 |
| THE SIDNEY AND DEANNA WOLK FAMILY FOUNDATION | Medford | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $15.8M | 0 |
| UNITARIAN UNIVERSALIST ASSOCIATION EMPLOYEE BENEFITS TRUST - VEBA | Boston | Y43 Mutual & Membership Benefit | $15.8M | 1 |
| IMAGO DEI FUND C/O BERKSHIRE PARTNERS | Boston | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $15.8M | 0 |
| HEAT & FROST INSULATORS AND ALLIED WORKERS LOCAL 6 HEALTH AND WELFARE FUND | Quincy | — | $15.8M | 2 |
| BUZZARDS BAY COALITION | New Bedford | C320 Environment | $15.7M | 5 |
| THE HOUSING PARTNERSHIP NETWORK INC | Boston | L99 Housing & Shelter | $15.7M | 9 |
| TRUSTEES OF THE PUBLIC LIBRARY OF THE CITY OF BOSTON | Boston | B110 Education | $15.6M | 9 |
| LUTHERAN HOUSING CORPORATION - BROCKTON | Worcester | F33 Mental Health & Crisis Intervention | $15.5M | 13 |
| Stamps Family Charitable Foundation Inc | Boston | — | $15.4M | 0 |
| Peabody Management Systems Inc | Pittsfield | E91Z Health Care | $15.4M | 6 |
| Axim Collaborative Inc | Cambridge | B19 Education | $15.4M | 18 |
| CHARLES RIVER COUNTRY CLUB INC | Newton Centre | — | $15.3M | 8 |
| THE ARC OF THE SOUTH SHORE INC | Hingham | P82Z Human Services | $15.3M | 6 |
| GREENLIGHT FUND INC | Boston | S50 Community Improvement & Capacity Building | $15.3M | 8 |
| GIRL SCOUTS OF EASTERN MASSACHUSETTS INC | Waltham | O42 Youth Development | $15.3M | 7 |
| SACRED HEART HOME | New Bedford | E91Z Health Care | $15.3M | 4 |
| CENTER FOR APPLIED BEHAVIORAL INSTRUCTION INC | Worcester | B99 Education | $15.3M | 6 |
| JOHNSON & JOHNSON VEBA TRUST FOR UNION EMPLOYEES | Quincy | — | $15.2M | 1 |
| METRO NORTH REGIONAL EMPLOYMENT BOARD | Somerville | J20 Employment | $15.2M | 5 |
| Willowood of Williamstown Inc | Pittsfield | E910 Health Care | $15.2M | 6 |
| THE HANNAH BG SHAW HOME INC | Middleboro | E91Z Health Care | $15.2M | 7 |
| CASA ESPERANZA INC | Malden | F22Z Mental Health & Crisis Intervention | $15.2M | 7 |
| Carequest Foundation Inc | Boston | P20Z Human Services | $15.1M | 0 |
| TINKER ISLAND FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $15.1M | 1 |
| ECONOMIC MOBILITY PATHWAYS INC | Boston | E40 Health Care | $15M | 9 |
| STEPPINGSTONE INC | Fall River | F220 Mental Health & Crisis Intervention | $15M | 5 |
| GENERAL HOSPITAL CORPORATION LONG-TERM DISABILITY TRUST | Somerville | — | $15M | 0 |
| DEPOSITORS INSURANCE FUND | Woburn | — | $15M | 18 |
| Build Commonwealth Inc | Boston | W99 Public & Societal Benefit | $14.9M | 6 |
| SCHOOL YEAR ABROAD INC | North Andover | Q220 International, Foreign Affairs & National Security | $14.9M | 4 |
| American Hockey League | Springfield | — | $14.9M | 7 |
| TERC INC | Cambridge | U40B Science & Technology | $14.9M | 7 |
| NANTUCKET HISTORICAL ASSOCIATION | Nantucket | A800 Arts, Culture & Humanities | $14.9M | 7 |
| SOUTH SHORE STARS INC | Weymouth | P33Z Human Services | $14.9M | 7 |
| THE WHITNEY ACADEMY INC | East Freetown | B20P Education | $14.9M | 7 |
| ALLTRUST CREDIT UNION | Fairhaven | — | $14.9M | 10 |
