| FAMILY SERVICE ASSOCIATION OF GREATER | Fall River | — | $25.9M | 5 |
| CITY OF BOSTON CREDIT UNION | South Boston | — | $25.9M | 22 |
| THE DIMITRIS BERTSIMAS - GEORGIA | Belmont | A54 Arts, Culture & Humanities | $25.7M | 0 |
| THE GAVIN FOUNDATION INC | South Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $25.6M | 6 |
| HOSPICE OF THE GOOD SHEPHERD INC | Newton | P74Z Human Services | $25.6M | 8 |
| CLARENDON EARLY EDUCATION SERVICES INC | Lawrence | P33Z Human Services | $25.6M | 3 |
| JEWISH REHABILITATION CENTER FOR THE | Peabody | E91Z Health Care | $25.6M | 9 |
| HOPEWELL INC | Dedham | P320 Human Services | $25.6M | 7 |
| STATE STREET FOUNDATION INC | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $25.5M | 0 |
| SALEM COMMUNITY CORPORATION | Worcester | P750 Human Services | $25.5M | 6 |
| SEVEN HILLS FOUNDATION | Worcester | P82Z Human Services | $25.2M | 10 |
| D'YOUVILLE SENIOR CARE INC | Lowell | E910 Health Care | $25.1M | 2 |
| Collaborative for Regional Educational Services and Training | Andover | B28 Education | $25.1M | 7 |
| COMMUNITY RESEARCH INITIATIVE OF NEW | Boston | G81Z Diseases, Disorders & Medical Disciplines | $25.1M | 5 |
| ELDER SERVICES OF BERKSHIRE COUNTY INC | Pittsfield | P81Z Human Services | $25M | 3 |
| RESIST INC | Jamaica Plain | — | $24.9M | 10 |
| LASELL VILLAGE INC | Auburndale | L22Z Housing & Shelter | $24.9M | 11 |
| SAINT FRANCIS HOUSE INC | Boston | P85Z Human Services | $24.9M | 7 |
| HARVARD FEDERAL CREDIT UNION | Cambridge | — | $24.9M | 9 |
| THE POSSIBLE PROJECT INC | Boston | B80 Education | $24.8M | 19 |
| MASS DESIGN GROUP LTD | Boston | Q30 International, Foreign Affairs & National Security | $24.7M | 9 |
| BEAVERBROOK STEP INC | Watertown | P820 Human Services | $24.6M | 5 |
| Boston Children's Network Specialty | Boston | E03 Health Care | $24.6M | 18 |
| HOBART AMES FOUNDATION | Boston | Z99Z Unknown | $24.6M | 4 |
| JOSLIN CLINIC INC | Charlestown | E300 Health Care | $24.5M | 13 |
| LAB CENTRAL INC | Cambridge | U02 Science & Technology | $24.5M | 10 |
| MERCY LIFE INC | West Springfield | — | $24.4M | 16 |
| Community Action Inc | Haverhill | S21Z Community Improvement & Capacity Building | $24.4M | 1 |
| EAGLE HILL FOUNDATION OF | Hardwick | — | $24.3M | 8 |
| AMERICAN REPERTORY THEATRE CO INC | Cambridge | A650 Arts, Culture & Humanities | $24.3M | 14 |
| FAMILYAID BOSTON INC | Boston | — | $24.2M | 7 |
| AFFORDABLE HOUSING AND SERVICES | Braintree | L20 Housing & Shelter | $24.2M | 8 |
| ALLIANCE HEALTH OF QUINCY INC | Southborough | E110 Health Care | $24.2M | 15 |
| NEW ENGLAND LABORERS TRAINING TRUST FUND | Hopkinton | J120 Employment | $24.1M | 8 |
| INTERNATIONAL BROTHERHOOD OF ELECTRICAL | Dorchester | — | $24.1M | 26 |
| LYCEE INTERNATIONAL DE BOSTON | Cambridge | B240 Education | $24.1M | 7 |
| WALNUT HILL CENTER FOR THE ARTS INC | Natick | B200 Education | $24M | 8 |
| BOYS & GIRLS CLUBS OF BOSTON INC | Boston | O230 Youth Development | $24M | 10 |
| MISS HALL'S SCHOOL INC | Pittsfield | B250 Education | $24M | 5 |
| NEW ENGLAND LIFE PLAN COMMUNITIES CORP | Lincoln | L22 Housing & Shelter | $23.9M | 0 |
| CHARLES RIVER COMMUNITY HEALTH INC | Brighton | E32Z Health Care | $23.9M | 7 |
| CENTRAL CATHOLIC HIGH SCHOOL OF | Lawrence | — | $23.8M | 5 |
| The McCance Foundation | North Scituate | T99Z Philanthropy, Voluntarism & Grantmaking Foundations | $23.6M | 1 |
| HEALTH & WELFARE TRUST FD IUOE | Norwood | — | $23.5M | 0 |
| NASHOBA LEARNING GROUP INC | Bedford | B28 Education | $23.5M | 8 |
| OVERLOOK MASONIC HEALTH | Charlton | E910 Health Care | $23.5M | 9 |
| VETERANS INC | Worcester | S20Z Community Improvement & Capacity Building | $23.5M | 4 |
| FISHER COLLEGE | Boston | B420 Education | $23.4M | 12 |
| NORTH ATLANTIC STATES CARPENTERS | Millbury | J220 Employment | $23.4M | 7 |
| MIT International Inc | Cambridge | B11 Education | $23.3M | 13 |
