| ALMA DEL MAR FOUNDATION INC | New Bedford | B11 Education | $6.4M | 0 |
| AFT MASSACHUSETTS | Boston | — | $6.4M | 4 |
| JEWISH FAMILY SERVICE OF METROWEST INC | Framingham | P31Z Human Services | $6.4M | 5 |
| SOUTH SHORE PROPERTY INC | South Weymouth | E22I Health Care | $6.4M | 6 |
| AMERICAN ANTIQUARIAN SOCIETY | Worcester | B700 Education | $6.4M | 7 |
| NATIVE PLANT TRUST INC | Wayland | C420 Environment | $6.4M | 2 |
| BRIDGEWATER STATE UNIVERSITY FOUNDATION | Bridgewater | B114 Education | $6.3M | 3 |
| SHEET METAL WORKERS LOCAL NO 63 HEALTH A | Springfield | — | $6.3M | 0 |
| CHLECK FAMILY FOUNDATION INC | West Newton | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $6.3M | 3 |
| TRANSHEALTH INC | Florence | E31 Health Care | $6.3M | 9 |
| THE BOSTON FOUNDATION FOR SIGHT INC | Needham | P80Z Human Services | $6.3M | 10 |
| ALLIANCE HEALTH MANAGEMENT SERVICES LLC | Southborough | E022 Health Care | $6.3M | 15 |
| PIONEER VALLEY WALDORF SCHOOL | Hadley | B24Z Education | $6.3M | 0 |
| AI FOR HUMANITY FOUNDATION | Newton | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.3M | 0 |
| BARRINGTON STAGE COMPANY INC | Pittsfield | B99 Education | $6.3M | 1 |
| The Massachusetts Laborers Building | Hopkinton | — | $6.3M | 0 |
| NANTUCKET PARTNERSHIP FOR CHILDREN INC | Nantucket | — | $6.3M | 0 |
| COMMONWEALTH KITCHEN INC | Dorchester | S43 Community Improvement & Capacity Building | $6.3M | 1 |
| BOSTON RESCUE MISSION INC | Boston | L410 Housing & Shelter | $6.3M | 2 |
| ALOHA FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.2M | 0 |
| THE LYNCH FOUNDATION | Boston | T900 Philanthropy, Voluntarism & Grantmaking Foundations | $6.2M | 1 |
| D'YOUVILLE TRANSITIONAL CARE INC | Lowell | E24 Health Care | $6.2M | 1 |
| VERITAS CHRISTIAN ACADEMY INC | Wayland | B24 Education | $6.2M | 2 |
| NORTH SHORE COMMUNITY DEVELOPMENT | Salem | L25I Housing & Shelter | $6.2M | 4 |
| THE ARC OF GREATER | Haverhill | — | $6.2M | 3 |
| MARIE ESTHER HEALTH CENTER INC | Southborough | E99 Health Care | $6.2M | 13 |
| DIG SAFE SYSTEM INC | Wilmington | — | $6.2M | 1 |
| EMERSON HEALTH CARE FOUNDATION INC | Concord | E32Z Health Care | $6.2M | 7 |
| WILLIE ROSS SCHOOL FOR THE DEAF INC | Longmeadow | B28Z Education | $6.2M | 1 |
| COMMITTEE FOR ACCURACY IN MIDDLE | Boston | Q050 International, Foreign Affairs & National Security | $6.2M | 2 |
| LUMINOSITY BEHAVIORAL HEALTH SERVICES INC | Brockton | F30 Mental Health & Crisis Intervention | $6.2M | 2 |
| RIZE MASSACHUSETTS FOUNDATION INC | Boston | B90 Education | $6.2M | 2 |
| UNIVERSITY ENTERPRISE SERVICESINC | Amherst | — | $6.2M | 6 |
| MASSACHUSETTS CONTINUING LEGAL | Boston | — | $6.1M | 5 |
| ISLAND GROWN INITIATIVE LTD | Vineyard Haven | K30 Food, Agriculture & Nutrition | $6.1M | 3 |
| MI Residential Community Inc | Lawrence | — | $6.1M | 1 |
| SQUASHBUSTERS INC | Roxbury Crossing | O200 Youth Development | $6.1M | 3 |
| THE FAMILY PANTRY OF CAPE COD CORP | Harwich | K31Z Food, Agriculture & Nutrition | $6.1M | 1 |
| KANE WALLACE FOUNDATION | Concord | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 0 |
| NP Oak Lawn Commons LLC | Boston | Y99 Mutual & Membership Benefit | $6.1M | 0 |
| THE PELHAM II CORPORATION | Braintree | L202 Housing & Shelter | $6.1M | 0 |
| PIPEFITTERS UNION LOCAL #537 - VACATION | Dorchester | — | $6.1M | 1 |
| THE SAKONNET FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 0 |
| ASSOCIATED INDUSTRIES OF MASSACHUSETTS | Boston | — | $6.1M | 12 |
| UNCORNERED INC | Dorchester | P400 Human Services | $6.1M | 5 |
| 2LIFE DEVELOPMENT INC | Brighton | L190 Housing & Shelter | $6.1M | 5 |
| MENTAL HEALTH LEADERSHIP INITIATIVE INC | Foxborough | F99 Mental Health & Crisis Intervention | $6.1M | 8 |
| COOPERATIVE CREDIT UNION ASSOCIATION INC | Marlborough | — | $6.1M | 7 |
| MOVEMENT VOTER FUND | Northampton | S50 Community Improvement & Capacity Building | $6.1M | 1 |
| TRUSTEES OF PLUMBERS & PIPEFITTERS #104 H&W PLAN | Holyoke | — | $6.1M | 3 |