| Massachusetts Mutual Agents Health Benefit Trust | Springfield | — | $78.6M | 0 |
| Covenant Health Inc | Andover | E30B Health Care | $77.5M | 12 |
| Care Dimensions Inc | Danvers | — | $76.8M | 15 |
| GORDON COLLEGE | Wenham | B420 Education | $76M | 10 |
| Signature Healthcare Medical Group Inc | Brockton | E32 Health Care | $75.7M | 21 |
| NORTH SUFFOLK COMMUNITY SERVICES INC | Chelsea | — | $75.4M | 11 |
| OXFAM-AMERICA INC | Boston | Q300 International, Foreign Affairs & National Security | $75.3M | 14 |
| TOWARD INDEPENDENT LIVING & LEARNING INC | Dedham | — | $75.3M | 6 |
| OLD COLONY ELDER SERVICES INC | Brockton | — | $75.2M | 5 |
| CIRCLE HEALTH PHYSICIANS INC | Lowell | E112 Health Care | $75.1M | 10 |
| NORTHEAST ARC INC | Danvers | — | $74.7M | 8 |
| INSTITUTE FOR HEALTHCARE IMPROVEMENT | Boston | R00A Civil Rights, Social Action & Advocacy | $74.4M | 26 |
| YMCA OF THE NORTH SHORE INC | Beverly | P270 Human Services | $74.4M | 11 |
| MASSACHUSETTS AUDUBON SOCIETY INC | Lincoln | C300 Environment | $73.7M | 12 |
| DEXTER SOUTHFIELD INC | Brookline | B240 Education | $72.8M | 11 |
| The Klarman Family Foundation | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $72.5M | 2 |
| CONVERGENT RESEARCH INC | Cambridge | U05 Science & Technology | $72.4M | 7 |
| THE HAROLD GRINSPOON FOUNDATION | Agawam | — | $72.4M | 10 |
| LOWELL COMMUNITY HEALTH CENTER INC | Lowell | E32Z Health Care | $72.3M | 10 |
| DEAN COLLEGE | Franklin | B410 Education | $72.1M | 8 |
| PROTEUS FUND INC | Waltham | B99 Education | $72M | 5 |
| LINDE FAMILY FOUNDATION C/O ERIC RIAK - CIBC PRIVATE WEALTH MGMT | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $71.9M | 0 |
| JOSLIN DIABETES CENTER INC | Charlestown | G800 Diseases, Disorders & Medical Disciplines | $71.6M | 19 |
| GROTON SCHOOL | Groton | B250 Education | $71.6M | 8 |
| VALLEY OPPORTUNITY COUNCIL INC | Chicopee | P20 Human Services | $71.4M | 6 |
| BUCKINGHAM BROWNE & NICHOLS SCHOOL | Cambridge | B200 Education | $71.1M | 9 |
| TAVITIAN FOUNDATION II INC | Stockbridge | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $69.7M | 0 |
| THE FLATLEY FOUNDATION | Braintree | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $69.6M | 0 |
| HOLYOKE HEALTH CENTER INC | Holyoke | — | $68.7M | 9 |
| THE CHARLES F AND BEATRICE D ADAMS CHARITABLE TRUST C/O CHOATE INVESTMENT | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $68.6M | 3 |
| BROAD REACH FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $68.6M | 1 |
| THIRD SECTOR NEW ENGLAND INC | Boston | S50 Community Improvement & Capacity Building | $68M | 7 |
| BAY PATH UNIVERSITY | Longmeadow | B420 Education | $67.3M | 9 |
| RCAP SOLUTIONS INC FORMERLY RURAL HOUSING IMPROVEMENT INC | Worcester | — | $67.2M | 7 |
| GREATER LYNN SENIOR SERVICES INC | Lynn | — | $67.1M | 9 |
| CLINICAL & SUPPORT OPTIONS INC | Northampton | — | $67M | 7 |
| FAMILY HEALTH CENTER OF WORCESTERINC | Worcester | — | $66.6M | 10 |
| Trustees for Harvard University | Cambridge | B110 Education | $66.5M | 14 |
| Massachusetts Institute of Technology Welfare Benefit Plans Trust | Cambridge | Y330 Mutual & Membership Benefit | $66.5M | 2 |
| WAYSIDE YOUTH AND FAMILY SUPPORT NETWORK INC | Framingham | P400 Human Services | $66M | 10 |
| JEROME LYLE RAPPAPORT CHARITABLE FOUNDAT D/B/A PHYLLIS AND JEROME RAPPAPORT FOUND | Burlington | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $65.5M | 2 |
| NOBLE AND GREENOUGH SCHOOL | Dedham | B250 Education | $65.4M | 9 |
| BHS MANAGEMENT SERVICES INC | Pittsfield | — | $65.4M | 15 |
| THE TRUSTEES OF RESERVATIONS | Boston | C340 Environment | $64.9M | 13 |
| GRANTHAM FOUNDATION FOR THE PROTECTION OF THE ENVIRONMENT | Boston | T50Z Philanthropy, Voluntarism & Grantmaking Foundations | $64.9M | 0 |
| NEW ENGLAND LAWBOSTON | Boston | B500 Education | $64.9M | 11 |
| CUMMINGS FOUNDATION GRANTS INC (FKA ONEWORLD BOSTON INC) | Woburn | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $64.4M | 0 |
| BOSTON SENIOR HOME CARE INC | Boston | — | $63.4M | 9 |
| DIMOCK COMMUNITY HEALTH CENTER INC | Roxbury | E20 Health Care | $63.4M | 8 |
| PIPEFITTERS UNION LOCAL NO 537 HEALTH & WELFARE FUND | Dorchester | E81Z Health Care | $63.1M | 1 |
