| TOWARD INDEPENDENT LIVING & LEARNING INC | Dedham | — | $75.3M | 6 |
| TRUSTEES OF DEERFIELD ACADEMY | Deerfield | B250 Education | $75.1M | 10 |
| 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 |
| MASSACHUSETTS AUDUBON SOCIETY INC | Lincoln | C300 Environment | $73.7M | 12 |
| MASSACHUSETTS HOUSING INVESTMENT | Boston | L120 Housing & Shelter | $73.6M | 11 |
| PROTEUS FUND INC | Waltham | B99 Education | $73.1M | 5 |
| DEXTER SOUTHFIELD INC | Brookline | B240 Education | $72.8M | 11 |
| MUSEUM OF SCIENCE | Boston | A570 Arts, Culture & Humanities | $72.5M | 14 |
| 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 |
| COMMUNITY COUNSELING OF BRISTOL COUNTY | Taunton | F32Z Mental Health & Crisis Intervention | $72.3M | 9 |
| DEAN COLLEGE | Franklin | B410 Education | $72.1M | 8 |
| JOSLIN DIABETES CENTER INC | Charlestown | G800 Diseases, Disorders & Medical Disciplines | $71.6M | 19 |
| THE HOME FOR LITTLE WANDERERS INC | Boston | P300 Human Services | $69.7M | 9 |
| THE AMERICAN COLLEGE OF GREECE | Boston | Q300 International, Foreign Affairs & National Security | $69.2M | 7 |
| THE CHARLES F AND BEATRICE D ADAMS | Boston | — | $68.6M | 3 |
| BROAD REACH FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $68.6M | 1 |
| YMCA of the North Shore Inc | Beverly | P270 Human Services | $68M | 11 |
| THIRD SECTOR NEW ENGLAND INC | Boston | S50 Community Improvement & Capacity Building | $68M | 7 |
| MASSACHUSETTS LEAGUE OF COMMUNITY HEALTH | Boston | — | $67.8M | 9 |
| CLINICAL & SUPPORT OPTIONS INC | Northampton | — | $67M | 7 |
| FAMILY HEALTH CENTER OF WORCESTERINC | Worcester | — | $66.6M | 10 |
| JEROME LYLE RAPPAPORT CHARITABLE FOUNDAT | 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 |
| NEW ENGLAND AQUARIUM CORPORATION | Boston | D500 Animal-Related | $65.4M | 15 |
| Trustees for Harvard University | Cambridge | B110 Education | $65.4M | 13 |
| THE TRUSTEES OF RESERVATIONS | Boston | C340 Environment | $64.9M | 13 |
| BUCKINGHAM BROWNE & NICHOLS SCHOOL | Cambridge | B200 Education | $64.8M | 9 |
| THE MORNINGSIDE FOUNDATION | Newton Centre | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $64.3M | 0 |
| OLD COLONY ELDER SERVICES INC | Brockton | — | $63.9M | 5 |
| COMMONWEALTH CLINICAL ALLIANCE INC | Boston | E31 Health Care | $63M | 6 |
| GORDON COLLEGE | Wenham | B420 Education | $62.8M | 10 |
| RCAP SOLUTIONS INC | Worcester | — | $62.5M | 8 |
| SOUTH COVE COMMUNITY HEALTH CENTER INC | Boston | — | $62.4M | 7 |
| ELECTRICAL INDUSTRY LABOR MANAGEMENT | Dorchester | — | $62.3M | 3 |
| VALLEY OPPORTUNITY COUNCIL INC | Chicopee | P20 Human Services | $61.9M | 4 |
| BAY PATH UNIVERSITY | Longmeadow | B420 Education | $61.7M | 9 |
| HOLYOKE HEALTH CENTER INC | Holyoke | — | $61.4M | 10 |
| QUINCY COMMUNITY ACTION PROGRAMS INC | Quincy | — | $61.4M | 6 |
| Newbridge on the charles inc | Boston | P75 Human Services | $61.4M | 21 |
| PIPEFITTERS UNION LOCAL NO 537 | Dorchester | E81Z Health Care | $61.2M | 1 |
| NICHOLS COLLEGE | Dudley | B420 Education | $61.1M | 9 |
| NATIONAL BUREAU OF ECONOMIC | Cambridge | V220 Social Science | $61M | 11 |
| HEALTH RESOURCES IN ACTION INC | Boston | — | $60.9M | 9 |
| NEW ENGLAND LAWBOSTON | Boston | B500 Education | $60.5M | 12 |
