| WORLD FARMERS INC | Lancaster | K20 Food, Agriculture & Nutrition | $2.7M | 1 |
| JOE ANDRUZZI FOUNDATION INC | North Attleboro | G30 Diseases, Disorders & Medical Disciplines | $2.7M | 3 |
| SMCWC - Crossroads Housing Inc | East Boston | P20 Human Services | $2.7M | 2 |
| HATTIE B COOPER COMMUNITY CENTER INC | Roxbury | — | $2.7M | 1 |
| DORCHESTER BAY NEIGHBORHOOD LOAN FUND | Dorchester | S30 Community Improvement & Capacity Building | $2.7M | 7 |
| THE FUSE PRESCHOOL INC | Lexington | B21 Education | $2.7M | 2 |
| TRAINING RESOURCES OF AMERICA INC | Worcester | J200 Employment | $2.7M | 2 |
| THE WILY NETWORK | Newton | B80 Education | $2.7M | 1 |
| NURSE PRACTITIONER ASSOCIATES FOR | Natick | — | $2.7M | 2 |
| CARIBBEAN FOUNDATION OF BOSTON INC | Dorchester | P800 Human Services | $2.7M | 1 |
| INFUSION NURSES SOCIETY INC | Norwood | E90C Health Care | $2.7M | 4 |
| International Center for Responsible Gaming | Beverly | T20I Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 1 |
| COMMUNITY ACCESS TO THE ARTS INC | Great Barrington | P20Z Human Services | $2.7M | 1 |
| WELLSPRING INC | Hull | P29Z Human Services | $2.7M | 1 |
| BOSTON BAROQUE INC | Boston | A680 Arts, Culture & Humanities | $2.7M | 3 |
| THE HAZEL HOTCHKISS WIGHTMAN | Weston | N50 Recreation & Sports | $2.7M | 2 |
| CONSERVATORY LAB FOUNDATION INC | Boston | B05 Education | $2.7M | 0 |
| PROCEDURAL LEARNING AND SAFETY COLLABORATIVE INC | Boston | B99 Education | $2.7M | 0 |
| BOSTON COLLEGIATE CHARTER SCHOOL | Dorchester | B11 Education | $2.7M | 0 |
| ALAN J SCHOTTENSTEIN FOUNDATION | Newton | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 0 |
| CITIZENS ENERGY CORPORATION | Boston | — | $2.7M | 11 |
| VALLEY EDUCATIONAL ASSOCIATES INC | Hatfield | P820 Human Services | $2.7M | 1 |
| SAFE PASSAGE INC | Northampton | — | $2.6M | 1 |
| FRIEZE FAMILY FOUNDATION | Chestnut Hill | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| The Farm School Inc | Athol | — | $2.6M | 1 |
| Dedham Community Association Inc | Dedham | P33Z Human Services | $2.6M | 1 |
| WATERS CORPORATION EMPLOYEES' WELFARE | Milford | — | $2.6M | 0 |
| FALMOUTH ROAD RACE INC | Falmouth | N6XZ Recreation & Sports | $2.6M | 0 |
| New England Womens Support Inc | Boston | S41Z Community Improvement & Capacity Building | $2.6M | 1 |
| NORTHBORO YOUTH HOCKEY PROGRAM INC | Westborough | — | $2.6M | 2 |
| NEW ENGLAND ANIME SOCIETY INC | Somerville | T70 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| BUILDING TRADES EMPLOYERS' ASSOCIATION | Braintree | — | $2.6M | 2 |
| SUFFOLK CARES CHARITABLE FOUNDATION | Boston | B12 Education | $2.6M | 0 |
| BRAIN INJURY ASSOCIATION OF | Westborough | P80 Human Services | $2.6M | 2 |
| HABITAT FOR HUMANITY - CENTRAL BERKSHIRE | Pittsfield | L202 Housing & Shelter | $2.6M | 1 |
| NATIONAL SCHOLASTIC ATHLETICS FOUNDATION | Westwood | N60J Recreation & Sports | $2.6M | 6 |
| Positive Action Against Chemical Addiction Inc | New Bedford | F20Z Mental Health & Crisis Intervention | $2.6M | 0 |
| The Abigail Adams Institute Inc | Cambridge | B82 Education | $2.6M | 1 |
| EDUCATIONAL FOUNDATION OF MSCPA'S | Boston | — | $2.6M | 2 |
| Rodman For Kids Inc | Foxborough | T50J Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 3 |
| Springfield Education Association Inc | Springfield | — | $2.6M | 0 |
| NORTH OF BOSTON LIBRARY EXCHANGE INC | Danvers | B71C Education | $2.6M | 2 |
| INTERISE INC | Boston | S40 Community Improvement & Capacity Building | $2.6M | 4 |
| SCIENCE CLUB FOR GIRLS INC | Cambridge | O30 Youth Development | $2.6M | 3 |
| Nonprofit Information Networking | Boston | A33 Arts, Culture & Humanities | $2.6M | 5 |
| CENTER FOR HOPE & HEALING INC | Lowell | F42Z Mental Health & Crisis Intervention | $2.6M | 2 |
| Laborers International Union of North | Cambridge | — | $2.6M | 11 |
| RESTORATION WORSHIP CENTER | Springfield | X21 Religion-Related | $2.6M | 2 |
| JEREMIAH'S INN INC | Worcester | P74Z Human Services | $2.6M | 1 |
| WESTPORT LAND CONSERVATION TRUST INC | Westport | C34Z Environment | $2.6M | 1 |
