| VOLUNTEER LAWYERS PROJECT | Boston | I80Z Crime & Legal-Related | $4.5M | 5 |
| COLLINGS FOUNDATION INC | Hudson | A54 Arts, Culture & Humanities | $4.5M | 3 |
| Jeanne Geiger Crisis Center Inc | Newburyport | P620 Human Services | $4.5M | 2 |
| COALITION FOR A BETTER ACRE INC | Lowell | L200 Housing & Shelter | $4.5M | 5 |
| MASSACHUSETTS EDUCATION & CAREER | Worcester | B80Z Education | $4.5M | 1 |
| THE SECOND STEP INC | Newtonville | — | $4.5M | 1 |
| Our Neighbors' Table Inc | Amesbury | P20Z Human Services | $4.5M | 1 |
| NUESTRA COMUNIDAD DEVELOPMENT CORP | Roxbury | S200 Community Improvement & Capacity Building | $4.5M | 3 |
| HARVARD LAW REVIEW ASSOCIATION | Cambridge | — | $4.5M | 0 |
| OAK MEADOW MONTESSORI SCHOOL INC | Littleton | — | $4.5M | 1 |
| FSHD SOCIETY | Randolph | H20Z Medical Research | $4.5M | 7 |
| BASS ROCKS GOLF CLUB | Gloucester | — | $4.5M | 4 |
| CELE H & WILLIAM B RUBIN FAMILY FUND | Wellesley Hills | — | $4.5M | 0 |
| LAWRENCE BOYS & GIRLS CLUB INC | Lawrence | O210 Youth Development | $4.4M | 3 |
| FRIENDSHIP HOME INC | Norwell | P440 Human Services | $4.4M | 3 |
| FACULTY PRACTICE FOUNDATION INC | Boston | — | $4.4M | 0 |
| SOCIAL SERVICES NETWORK INC | Brockton | P27 Human Services | $4.4M | 5 |
| DECORDOVA AND DANA MUSEUM & PARK | Lincoln | A510 Arts, Culture & Humanities | $4.4M | 6 |
| Telemachus and Irene Demoulas Family | Chelmsford | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.4M | 1 |
| THE COMMUNITY FAMILY INC | Everett | P700 Human Services | $4.4M | 1 |
| SUMMITS EDUCATION (FKA ZANMI) | Boston | B20 Education | $4.4M | 1 |
| GRUB STREET INC | Boston | A70 Arts, Culture & Humanities | $4.4M | 3 |
| SPRING MEADOW ASSOCIATION OF | Springfield | — | $4.4M | 0 |
| LASAGNA LOVE INC | Williamstown | K30 Food, Agriculture & Nutrition | $4.4M | 1 |
| NORTHEAST ENERGY EFFICIENCY PARTNERSHIPS | Woburn | C35 Environment | $4.4M | 7 |
| AMERICAN FRIENDS OF MAOZ-SEAL INC | Haverhill | Q122 International, Foreign Affairs & National Security | $4.4M | 0 |
| THE CALEB GROUP INC | Lynn | L80 Housing & Shelter | $4.4M | 5 |
| MASSACHUSETTS HEALTH OFFICERS | Walpole | G03 Diseases, Disorders & Medical Disciplines | $4.4M | 1 |
| The Hyams Foundation Inc | Boston | A99Z Arts, Culture & Humanities | $4.4M | 10 |
| MICROBIOME HEALTH RESEARCH INSTITUTE INC | Woburn | H70 Medical Research | $4.4M | 9 |
| FRIENDS OF ARAVA THE INSTITUTE LTD | Newton Centre | C60 Environment | $4.4M | 3 |
| MULTICULTURAL WELLNESS CENTER INC | Worcester | F30 Mental Health & Crisis Intervention | $4.4M | 5 |
| BOYS AND GIRLS CLUB OF WORCESTER INC | Worcester | — | $4.4M | 1 |
| THE FILMMAKERS COLLABORATIVE INC | Melrose | A31Z Arts, Culture & Humanities | $4.4M | 1 |
| BOYS & GIRLS CLUB OF GREATER LOWELL | Lowell | O21Z Youth Development | $4.4M | 2 |
| GIRL SCOUTS OF CENTRAL AND WESTERN | Worcester | — | $4.4M | 4 |
| MASSACHUSETTS HIGHER EDUCATION | Amherst | W02 Public & Societal Benefit | $4.4M | 6 |
| MARSHFIELD AGRICULTURAL & | Marshfield | K20Z Food, Agriculture & Nutrition | $4.4M | 14 |
| PRESENCING INSTITUTE INC | Arlington | B99 Education | $4.4M | 3 |
| THE CUMMAQUID GOLF CLUB OF YARMOUTH | Yarmouthport | N6A Recreation & Sports | $4.4M | 0 |
| CENTER FOR COLLABORATIVE EDUCATION INC | Boston | B90 Education | $4.4M | 4 |
| THE UNITED ARC INC | Turners Falls | P820 Human Services | $4.4M | 0 |
| BARTLETT PLACE LAND INC | Roxbury | S11 Community Improvement & Capacity Building | $4.4M | 0 |
| BOYS AND GIRLS CLUBS OF METROWEST INC | Marlborough | O23 Youth Development | $4.4M | 1 |
| CONCORD ANTIQUARIAN SOCIETY | Concord | A82Z Arts, Culture & Humanities | $4.3M | 2 |
| FITCHBURG STATE UNIVERSITY FOUNDATION INC | Fitchburg | B42I Education | $4.3M | 9 |
| EMERALD NECKLACE CONSERVANCY INC | Boston | N123 Recreation & Sports | $4.3M | 2 |
| HERMAN AND FRIEDA L MILLER FOUNDATION | Boston | T90Z Philanthropy, Voluntarism & Grantmaking Foundations | $4.3M | 0 |
| GIRLS INCORPORATED OF LYNN | Lynn | O220 Youth Development | $4.3M | 1 |
| POLYBIO RESEARCH FOUNDATION INC | Medford | — | $4.3M | 1 |