| COMMUNITY HEALTH CENTER OF FRANKLIN COUNTY INCORPORATED | Greenfield | E300 Health Care | $13.2M | 7 |
| SEACOAST AFFILIATED GROUP PRACTICE INC | Charlestown | E40 Health Care | $13.2M | 23 |
| INSTITUTE FOR HEALTH AND RECOVERY INC | Watertown | F22Z Mental Health & Crisis Intervention | $13.2M | 4 |
| NE BEHAVIORAL HEALTH INC | Westborough | F20 Mental Health & Crisis Intervention | $13.2M | 13 |
| NATIONAL BRAIN TUMOR SOCIETY INC | Newton | — | $13.2M | 12 |
| Willowood of Great Barrington Inc | Pittsfield | E50 Health Care | $13.2M | 6 |
| ROCKINGHAM VISITING NURSE ASSOCIATION AND HOSPICE | Charlestown | E92Z Health Care | $13.2M | 16 |
| GRASSROOTS INTERNATIONAL INC | Boston | Q330 International, Foreign Affairs & National Security | $13.2M | 6 |
| INLY SCHOOL INC | Scituate | — | $13.2M | 5 |
| GIVINGA FOUNDATION INC | Wellesley | T12 Philanthropy, Voluntarism & Grantmaking Foundations | $13.1M | 1 |
| Community Nurse Inc | Fairhaven | E92Z Health Care | $13.1M | 7 |
| FOOD FOR FREE COMMITTEE INC | Somerville | K33Z Food, Agriculture & Nutrition | $13.1M | 4 |
| TRIANGLE INC | Malden | — | $13.1M | 7 |
| WILLIAM B RICE EVENTIDE HOME INC | South Weymouth | E910 Health Care | $13.1M | 7 |
| AVEDISIAN 575 FOUNDATION INC C/O SONYA NERSESSIAN ESQ | Wellesley | B12 Education | $13.1M | 0 |
| BELMONT COUNTRY CLUB | Belmont | N51Z Recreation & Sports | $13.1M | 7 |
| HospiceCare in the Berkshires Inc | Pittsfield | P74Z Human Services | $13.1M | 6 |
| BRANDON RESIDENTIAL TREATMENT CENTER INC | Natick | F33Z Mental Health & Crisis Intervention | $13.1M | 5 |
| NEW ENGLAND BAPTIST MEDICAL ASSOCIATES INC | Charlestown | E32Z Health Care | $13M | 13 |
| THE CENTER FOR INDEPENDENT DOCUMENTARY INC | Newton | A310 Arts, Culture & Humanities | $13M | 1 |
| CHARTERED ALTERNATIVE INVESTMENT ANALYST ASSOCIATION INC | Amherst | S41 Community Improvement & Capacity Building | $13M | 8 |
| THE BEMENT SCHOOL INC | Deerfield | B200 Education | $13M | 4 |
| PLUMMER YOUTH PROMISE INC | Salem | P730 Human Services | $13M | 5 |
| HEALTH EFFECTS INSTITUTE | Boston | H129 Medical Research | $13M | 24 |
| NATIONAL ASSOCIATION FOR COMMUNITY COLLEGE ENTREPRENEURSHIP INC | Westfield | B03 Education | $13M | 14 |
| GREY ROCKS FOUNDATION INC | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $12.9M | 0 |
| CAMP RAMAH IN NEW ENGLAND INC | Norwood | N20Z Recreation & Sports | $12.9M | 4 |
| PERFECT SEAS FOUNDATION INC | Boston | P20 Human Services | $12.9M | 0 |
| THE CATHOLIC COMMUNITY FUND OF THE ARCHDIOCESE OF BOSTON INC | Braintree | X11 Religion-Related | $12.9M | 0 |
| EASTERN ORTHODOX MANAGEMENT CORP | Worcester | O99 Youth Development | $12.9M | 6 |
| NORTHEAST LEGAL AID INC | Lawrence | I80Z Crime & Legal-Related | $12.9M | 5 |
| MIT International Inc | Cambridge | B11 Education | $12.8M | 12 |
| ALL CARE HOSPICE INC | Lynn | P74 Human Services | $12.8M | 8 |
| PAUL & PHYLLIS FIREMAN CHARITABLE FOUNDATION | Waltham | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $12.8M | 0 |
| ALLIANCE HEALTH OF SOUTHEASTERN MASSACHUSETTS INC | Southborough | L22 Housing & Shelter | $12.8M | 14 |
| BREAKTIME UNITED INC | Boston | J22 Employment | $12.8M | 1 |
| URBAN EDGE HOUSING CORPORATION | Roxbury | S200 Community Improvement & Capacity Building | $12.8M | 8 |
| THE WESTON GOLF CLUB | Weston | — | $12.8M | 7 |
| Danvers Management Systems Inc | Pittsfield | E910 Health Care | $12.8M | 6 |
| Willowood of North Adams Inc | Pittsfield | E910 Health Care | $12.8M | 4 |
| EXETER HEALTH RESOURCES INC | Charlestown | E210 Health Care | $12.8M | 21 |
| BOSTON TEACHERS UNION | Boston | — | $12.7M | 19 |
| CENTER FOR INFORMATION AND STUDY ON CLINICAL RESEARCH PARTICIPATION INC | Boston | H99 Medical Research | $12.7M | 7 |
| CHILDRENS CENTER FOR COMMUNICATION INC BEVERLY SCHOOL FOR THE DEAF | Beverly | B280 Education | $12.7M | 7 |
| Eastern Bank Foundation | Lynn | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $12.7M | 0 |
| ROGERSON COMMUNITIES INC | Boston | P200 Human Services | $12.7M | 5 |
| YOUTH SERVICE INC | Boston | P30 Human Services | $12.6M | 4 |
| CHS of Worcester Inc | Worcester | E91 Health Care | $12.6M | 6 |
| 18 DEGREES INC | Pittsfield | — | $12.6M | 2 |
| Penacook Place Inc | Haverhill | E910 Health Care | $12.6M | 7 |
