| ANTICOAGULATION FORUM INC | Newton Highlands | E03 Health Care | $2.5M | 3 |
| LGH Charitable Trust Inc | Lawrence | — | $2.5M | 4 |
| Hancock Shaker Village Inc | Pittsfield | — | $2.5M | 3 |
| ELIZABETH DEBLOIS CHARITABLE TRUST | Boston | T900 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 2 |
| CALEB VILLAGE HEIGHTS FOUNDATION INC | Lynn | L20 Housing & Shelter | $2.5M | 0 |
| FOUR PAWS INTERNATIONAL INC | Boston | D20 Animal-Related | $2.5M | 5 |
| COASTAL MEDICAL ASSOCIATES INC | South Weymouth | — | $2.5M | 11 |
| CONGREGATIONAL RETIREMENT HOMES INC | Melrose | L21Z Housing & Shelter | $2.5M | 0 |
| RELIANT FOUNDATION INC | Worcester | H00Z Medical Research | $2.5M | 1 |
| POWER THE FUTURE INC | Beverly | — | $2.5M | 3 |
| CHILDREN'S VILLAGE INC | Cambridge | P33Z Human Services | $2.5M | 5 |
| JOURNEY FORWARD INC | Canton | E50 Health Care | $2.5M | 1 |
| EAST END HOUSE INC | Cambridge | P28 Human Services | $2.5M | 1 |
| NORTHSTAR FOUNDATION INC | Norwood | Q30 International, Foreign Affairs & National Security | $2.5M | 3 |
| DETECTOGETHER INC FORMERLY KNOWN AS THE 15-40 CONNECTION INC | Westborough | H123 Medical Research | $2.5M | 4 |
| CUNNINGHAM FAMILY FOUNDATION INC | Holden | — | $2.5M | 0 |
| Northeast Radio Observatory Corporation | Cambridge | U31Z Science & Technology | $2.5M | 0 |
| JORDAN HEALTH SYSTEMS INC | Charlestown | — | $2.5M | 13 |
| LEAP for Education Inc | Salem | B90 Education | $2.5M | 1 |
| CORTICO CORPORATION | Boston | U40 Science & Technology | $2.5M | 3 |
| JUNIOR ACHIEVEMENT OF GREATER BOSTON INC | Boston | Q320 International, Foreign Affairs & National Security | $2.5M | 4 |
| BROOKLINE FOOD PANTRY INC | Brookline | K31 Food, Agriculture & Nutrition | $2.5M | 1 |
| CARITAS COMMUNITIES HOLDINGS INC C/O CARITAS COMMUNITIES INC | Braintree | L20 Housing & Shelter | $2.5M | 6 |
| NORTH CHARLES MENTAL HEALTH RESEARCH & TRAINING FOUNDATION INC | Cambridge | F00E Mental Health & Crisis Intervention | $2.5M | 1 |
| SOLIDAGO FOUNDATION | Northampton | S20 Community Improvement & Capacity Building | $2.5M | 3 |
| UNQUITY HOUSE CORPORATION | Milton | P75 Human Services | $2.5M | 0 |
| TABER CHARITABLE FOUNDATION | Boston | T99 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| RESEARCH INSTITUTE FOR LEARNING & DEVELO DEVELOPMENT INC | Lexington | U99 Science & Technology | $2.5M | 4 |
| END MASS OVERDOSE INC | Boston | F20 Mental Health & Crisis Intervention | $2.5M | 1 |
| SEGREGANSETT COUNTRY CLUB INC | Taunton | N50 Recreation & Sports | $2.5M | 0 |
| MASSACHUSETTS ORGANIZATION OF STATE ENGINEERS & SCIENTISTS MOSES | Boston | J40 Employment | $2.5M | 7 |
| THE AUSOLUS TRUST C/O BOSTON FAMILY OFFICE GEORGE P BEAL | Boston | T20J Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| SIASCONSET CASINO ASSOCIATION | Siasconset | — | $2.5M | 0 |
| CAMBRIDGE COMMUNITY CENTER INC | Cambridge | P28Z Human Services | $2.5M | 1 |
| CURIOUS LEARNING A GLOBAL LITERACY PROJECT INC | Amesbury | B90 Education | $2.5M | 4 |
| ADMIRALS HILL ASSISTED LIVING CORP II | Chelsea | L22 Housing & Shelter | $2.5M | 5 |
| PEELER-KELLOGG FAMILY FOUNDATION C/O CASTLE ROCK ADVISORS LLC | Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| BROOKVIEW HOUSE INC | Dorchester | P850 Human Services | $2.5M | 3 |
| SOUTHERN BERKSHIRE VOLUNTEER AMBULANCE SQUAD INC | Great Barrington | E62Z Health Care | $2.5M | 0 |
| INTERNATIONAL BROTHERHOOD OF ELECTRICAL WORKERS BUILDING CORPORATION | Dorchester | — | $2.5M | 22 |
| A BETTER CITY INC | Boston | S41 Community Improvement & Capacity Building | $2.4M | 7 |
| MULTICULTURAL NEUROBEHAVIORAL REHABILITATION CENTER INC | Waltham | P70 Human Services | $2.4M | 2 |
| BOSTON'S HIGHER GROUND INC | Roxbury | S20 Community Improvement & Capacity Building | $2.4M | 2 |
| FRIENDS OF MVYRADIO INC | West Tisbury | T99 Philanthropy, Voluntarism & Grantmaking Foundations | $2.4M | 1 |
| NEW BEDFORD YACHT CLUB | South Dartmouth | — | $2.4M | 2 |
| POLARIS ACTION INC | Beverly | — | $2.4M | 4 |
| GIRLS INC OF THE VALLEY | Holyoke | O220 Youth Development | $2.4M | 1 |
| BRISTOL COMMUNITY COLLEGE FOUNDATION INC | Fall River | B41I Education | $2.4M | 0 |
| Foundation For Neurologic Diseases Inc | Newburyport | H960 Medical Research | $2.4M | 3 |
| THE SIXTH AMENDMENT CENTER INCORPORATED | Boston | — | $2.4M | 5 |
