| PLUMMER YOUTH PROMISE INC | Salem | P730 Human Services | $12.9M | 6 |
| THE HOSPITAL COTTAGES FOR CHILDREN | Southborough | E86Z Health Care | $12.9M | 12 |
| ALL CARE HOSPICE INC | Lynn | P74 Human Services | $12.8M | 8 |
| ALLIANCE HEALTH OF SOUTHEASTERN | Southborough | L22 Housing & Shelter | $12.8M | 14 |
| BREAKTIME UNITED INC | Boston | J22 Employment | $12.8M | 1 |
| BIG BROTHERS BIG SISTERS OF | Boston | — | $12.8M | 5 |
| THE WESTON GOLF CLUB | Weston | — | $12.8M | 7 |
| Danvers Management Systems Inc | Pittsfield | E910 Health Care | $12.8M | 6 |
| LOUISBURG FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $12.8M | 2 |
| EXETER HEALTH RESOURCES INC | Charlestown | E210 Health Care | $12.8M | 21 |
| TR AGREEMENT FOR GPU CO HEALTH CARE PLAN | Heritage Dr N Qu | — | $12.8M | 0 |
| CENTER FOR INFORMATION AND STUDY ON | Boston | H99 Medical Research | $12.7M | 7 |
| Eastern Bank Foundation | Lynn | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $12.7M | 0 |
| HOLYOKE CREDIT UNION | Holyoke | — | $12.7M | 8 |
| 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 |
| WORCESTER CENTER FOR PERFORMING | Worcester | A20 Arts, Culture & Humanities | $12.6M | 3 |
| THE HELLENIC WOMEN'S BENEVOLENT | Canton | E91I Health Care | $12.6M | 4 |
| DORCHESTER BAY ECONOMIC DEVELOPMENT | Dorchester | S310 Community Improvement & Capacity Building | $12.6M | 7 |
| COMMUNITY HEALTH CENTER OF FRANKLIN | Greenfield | E300 Health Care | $12.6M | 7 |
| ST BONIFACE HAITI FOUNDATION INC | Newton | P200 Human Services | $12.6M | 6 |
| GERMAN INTERNATIONAL SCHOOL | Allston | B99 Education | $12.6M | 5 |
| CENTRO LAS AMERICAS INC | Worcester | P200 Human Services | $12.5M | 3 |
| NEWPORT FESTIVALS FOUNDATION INC | Manchesterbythesea | A68 Arts, Culture & Humanities | $12.5M | 5 |
| LIFE SCIENCE CARES INC | Cambridge | H12 Medical Research | $12.5M | 6 |
| NEW ENGLAND FARM WORKERS COUNCIL INC | Springfield | — | $12.5M | 3 |
| SHOWA BOSTON INSTITUTE FOR LANGUAGE | Jamaica Plain | Q220 International, Foreign Affairs & National Security | $12.5M | 15 |
| Newton Montessori School Inc | Newton Centre | B24 Education | $12.5M | 2 |
| RIFF FOUNDATION | Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $12.4M | 0 |
| STANTON K-9 FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $12.4M | 0 |
| UASPIRE INC | Boston | B82 Education | $12.3M | 11 |
| COMMONWEALTH LAND TRUST INC | Roxbury | L200 Housing & Shelter | $12.3M | 5 |
| Holyoke Retirement Community Inc | Pittsfield | L22 Housing & Shelter | $12.3M | 5 |
| GAAMHA INC | Gardner | — | $12.3M | 2 |
| PRIME COALITION INC | Cambridge | P20 Human Services | $12.3M | 10 |
| NORTH SHORE COMMUNITY ACTION PROGRAMS | Peabody | — | $12.3M | 1 |
| Cape Cod Young Men's Christian Association Inc | Hyannis | — | $12.2M | 4 |
| CATHOLIC CHARITIES OF THE DIOCESE OF | Worcester | — | $12.2M | 4 |
| BROOKWOOD SCHOOL INCORPORATED | Manchester | B240 Education | $12.2M | 7 |
| CAPE COD ACADEMY | Osterville | — | $12.2M | 3 |
| METROWEST HEALTH FOUNDATION INC | Framingham | E21 Health Care | $12.2M | 2 |
| WOODLAWN CEMETERY | Everett | — | $12.1M | 14 |
| Janki Foundation | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $12.1M | 0 |
| LIVING INDEPENDENTLY FOREVER INC | Hyannis | L99Z Housing & Shelter | $12.1M | 3 |
| FOUNDATION FOR INNOVATION AND LIFE INC | Brookline | E05 Health Care | $12.1M | 8 |
| SOCIETY FOR THE PRESERVATION | Boston | A54 Arts, Culture & Humanities | $12.1M | 5 |
| PLUMBERS LOCAL UNION NO 12 | Boston | — | $12.1M | 32 |
