| PINNACLE WEST CAPITAL CORPORATION UNION HEALTH BENEFITS MASTER TRUST | Heritage Dr N Qu | Y43 Mutual & Membership Benefit | $30.4M | 0 |
| ACCELERATE CHANGE INC | Boston | R22 Civil Rights, Social Action & Advocacy | $30.2M | 0 |
| HOLOCAUST LEGACY FOUNDATION INC | Boston | A54 Arts, Culture & Humanities | $30.2M | 1 |
| EVERGREEN CENTER INC | Milford | G84Z Diseases, Disorders & Medical Disciplines | $30.2M | 7 |
| Axim Collaborative Inc | Cambridge | B19 Education | $30.1M | 20 |
| WILBRAHAM AND MONSON ACADEMY | Wilbraham | — | $30.1M | 10 |
| JEWISH COMMUNITY CENTERS OF GREATER BOSTON | Newton | P280 Human Services | $30M | 5 |
| THE LEARNING CENTER FOR THE DEAF INC | Framingham | — | $29.9M | 6 |
| HOUSING FAMILIES INC | Malden | P85Z Human Services | $29.9M | 4 |
| Hebrew Senior Life Inc | Boston | T02 Philanthropy, Voluntarism & Grantmaking Foundations | $29.8M | 19 |
| THE COUNTRY CLUB | Chestnut Hill | — | $29.8M | 8 |
| LIGHTHOUSE SCHOOL INC | North Chelmsford | B28Z Education | $29.7M | 8 |
| PLANNED PARENTHOOD LEAGUE OF MASSACHUSETTS INC | Boston | E420 Health Care | $29.6M | 8 |
| Gordon-Conwell Theological Seminary Inc | South Hamilton | B500 Education | $29.6M | 7 |
| JUDGE BAKER CHILDREN'S CENTER | Boston | P300 Human Services | $29.5M | 7 |
| PRX Inc | Cambridge | A34 Arts, Culture & Humanities | $29.4M | 15 |
| MARY ANN MORSE HEALTHCARE CORP | Framingham | — | $29.4M | 10 |
| MIRA CHARITABLE FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $29.3M | 0 |
| SHERRILL HOUSE INC | Boston | E910 Health Care | $29.3M | 9 |
| GROWALD CLIMATE FUND INC | Brookline | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $29.3M | 1 |
| NUPATH INC | Woburn | P82Z Human Services | $29.2M | 7 |
| COMMONWEALTH ZOOLOGICAL CORPORATION D/B/A ZOO NEW ENGLAND | Boston | D500 Animal-Related | $29.1M | 12 |
| LOUISBURG FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $28.9M | 2 |
| THE GAVIN FOUNDATION INC | South Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $28.9M | 6 |
| HOCKOMOCK YOUNG MEN'S CHRISTIAN ASSOCIATION INC | North Attleboro | P27Z Human Services | $28.6M | 9 |
| NEW BALANCE FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $28.5M | 0 |
| ELDER SERVICES OF BERKSHIRE COUNTY INC | Pittsfield | P81Z Human Services | $28.5M | 5 |
| THE ACHIEVEMENT NETWORK LTD | Boston | B90 Education | $28.3M | 13 |
| BELLWETHER EDUCATION PARTNERS INC | Boston | B60 Education | $28.3M | 11 |
| JEWISH HEALTHCARE CENTER INC | Worcester | E910 Health Care | $28.3M | 5 |
| VINFEN CORPORATION OF CONNECTICUT INC | Cambridge | P700 Human Services | $28.3M | 8 |
| COMMUNITY HEALTH CENTER OF CAPE COD INC | Mashpee | E30 Health Care | $28.2M | 9 |
| AFFORDABLE HOUSING AND SERVICES COLLABORATIVE INC | Braintree | L20 Housing & Shelter | $28.2M | 7 |
| VISITING NURSE ASSOCIATION & HOSPICE OF WESTERN NEW ENGLAND INC | West Springfield | — | $28.1M | 16 |
| JEWISH VOCATIONAL SERVICE INC | Boston | J210 Employment | $28.1M | 7 |
| Luk Crisis Center Inc | Fitchburg | — | $28M | 8 |
| ALIGN CREDIT UNION | Lowell | — | $27.9M | 11 |
| Orchard Cove Inc | Canton | P75 Human Services | $27.9M | 20 |
| THE PINGREE SCHOOL INC | South Hamilton | B250 Education | $27.8M | 7 |
| BOYS & GIRLS CLUBS OF BOSTON INC | Boston | O230 Youth Development | $27.7M | 12 |
| CHELSEA JEWISH GREEN HOUSE INC | Chelsea | E92 Health Care | $27.6M | 9 |
| Children's Urological Foundation Inc | Boston | E240 Health Care | $27.5M | 17 |
| River Valley Counseling Center Inc | Holyoke | F32 Mental Health & Crisis Intervention | $27.5M | 10 |
| BAYSTATE HEALTH INC | Springfield | E210 Health Care | $27.3M | 8 |
| Hillcrest Extended Care Services Inc Formerly Berkshire Missouri Inc | Pittsfield | E91Z Health Care | $27.3M | 6 |
| PATHLIGHT INC | Springfield | — | $27.3M | 7 |
| NORTH END COMMUNITY HEALTH COMMITTEE | Boston | E300 Health Care | $27.2M | 10 |
| D'YOUVILLE SENIOR CARE INC | Lowell | E910 Health Care | $27.2M | 1 |
| THE SUNSHINE CHARITABLE FOUNDATION | Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $27.2M | 0 |
| STERLING AND FRANCINE CLARK ART INSTITUTE | Williamstown | A510 Arts, Culture & Humanities | $27.1M | 9 |
