| CARMEL TERRACE INC | Framingham | L22Z Housing & Shelter | $4.9M | 2 |
| SHAKESPEARE & COMPANY INC | Lenox | A650 Arts, Culture & Humanities | $4.9M | 5 |
| New England State Police Information Network Inc | Franklin | I20Z Crime & Legal-Related | $4.9M | 7 |
| POCASSET GOLF CLUB INC | Pocasset | — | $4.9M | 0 |
| THE IRISH AMERICAN PARTNERSHIP INC | Boston | Q30 International, Foreign Affairs & National Security | $4.9M | 1 |
| CENTER FOR LIVING & WORKING INC | Worcester | P82Z Human Services | $4.9M | 3 |
| LAWYERS FOR CIVIL RIGHTS INC | Boston | I80 Crime & Legal-Related | $4.9M | 6 |
| H-C Management Services Inc | Holyoke | — | $4.9M | 3 |
| WILLOW HILL SCHOOL INC | Sudbury | B28Z Education | $4.9M | 1 |
| BOSTON PLASTERERS' & CEMENT MASONS' | Boston | Y43 Mutual & Membership Benefit | $4.9M | 2 |
| NEW ENGLAND FORESTRY FOUNDATION INC | Littleton | C360 Environment | $4.9M | 3 |
| USTA NEW ENGLAND INC | Westborough | — | $4.9M | 5 |
| CHILD DEVELOPMENT HEALTH AND NUTRITION | Lakeville | — | $4.8M | 1 |
| NEW ENGLAND ADOLESCENT RESEARCH INSTITUTE INC | Easthampton | — | $4.8M | 1 |
| GREENROOTS INC | Chelsea | C30 Environment | $4.8M | 3 |
| Franklin Country Club Inc | Franklin | — | $4.8M | 0 |
| ST MARY'S PLAZA INC | Wellesley | — | $4.8M | 0 |
| MASSACHUSETTS CORRECTIONAL LEGAL | Boston | — | $4.8M | 6 |
| BOYS & GIRLS CLUB OF GREATER | Westfield | — | $4.8M | 1 |
| BROOKE SCHOOL FOUNDATION INC | Roslindale | B11 Education | $4.8M | 0 |
| FAMILY DAY CARE PROGRAM INC | Roslindale | P33Z Human Services | $4.8M | 4 |
| HIGHLAND PARTNERS CHARITABLE FUND | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 0 |
| NEW ENGLAND COMMUNITY SERVICES INC | Brockton | P46 Human Services | $4.8M | 1 |
| HABITAT FOR HUMANITY METROWEST- | Worcester | L20 Housing & Shelter | $4.8M | 2 |
| SCHMALTZ ENROTH FAMILY FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 0 |
| Rocket Learning Foundation | Cambridge | B90 Education | $4.8M | 0 |
| IRON WORKERS LOCAL 7 JOINT | South Boston | — | $4.8M | 1 |
| THE CARNEY FAMILY CHARITABLE FOUNDATION | Bridgewater | — | $4.8M | 2 |
| NEW ENGLAND JOINT BOARD UNITE HERE | Boston | — | $4.8M | 7 |
| BROTHERHOOD CREDIT UNION | Lynn | — | $4.8M | 3 |
| D'YOUVILLE LEADERSHIP SOLUTIONS INC | Lowell | E91 Health Care | $4.8M | 8 |
| ROXBURY STONE HOUSE INC | Jamaica Plain | P43 Human Services | $4.7M | 5 |
| Fishing Partnership Health Plan | New Bedford | E80 Health Care | $4.7M | 6 |
| HOUSEHOLD GOODS INC | Acton | P60 Human Services | $4.7M | 1 |
| CAMFIELD TENANTS ASSOCIATION INC | Boston | L80 Housing & Shelter | $4.7M | 1 |
| LONGWOOD CRICKET CLUB | Chestnut Hill | — | $4.7M | 2 |
| HABITAT FOR HUMANITY GREATER | Boston | L20Z Housing & Shelter | $4.7M | 4 |
| BEVERLY BOOTSTRAPS COMMUNITY SERVICES I | Beverly | S80 Community Improvement & Capacity Building | $4.7M | 2 |
| THE BOSTON EDUCATIONAL DEVELOPMENT | Roxbury | — | $4.7M | 2 |
| BAY FARM MONTESSORI ACADEMY INC | Duxbury | — | $4.7M | 1 |
| HAMPDEN COUNTY CAREER CENTER INC | Holyoke | J20 Employment | $4.7M | 1 |
| JEOL USA INC VOLUNTARY EMPLOYEES BENEFIT | Peabody | — | $4.7M | 1 |
| THE NANTUCKET PROJECT ACADEMY INC | Nantucket | B99 Education | $4.7M | 7 |
| OPENCAPE CORPORATION | Barnstable | S20 Community Improvement & Capacity Building | $4.7M | 2 |
| WORCESTER CREDIT UNION | Worcester | — | $4.7M | 2 |
| HEVOLUTION FOUNDATION US | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.7M | 0 |
| SALEM PANTRY INC | Salem | K31 Food, Agriculture & Nutrition | $4.7M | 1 |
| COMMUNITY FOUNDATION FOR | Natick | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $4.7M | 1 |
| ECOLE FRANCAISE DE BOSTON INC | Cambridge | O50 Youth Development | $4.7M | 0 |
| COUNTRY CLUB OF PITTSFIELD | Pittsfield | — | $4.7M | 4 |