| FAIRPLAY INC | Boston | O01 Youth Development | $2.7M | 1 |
| BOSTON PUBLIC MARKET ASSOCIATION INC | Boston | W99 Public & Societal Benefit | $2.7M | 2 |
| BOYS & GIRLS CLUB OF FITCHBURG AND LEOMINSTER - A NONPROFIT EDUCATIONAL | Leominster | O23 Youth Development | $2.7M | 1 |
| CHESTNUT FUND | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 0 |
| CAMP FIRE NORTH SHORE INC | Lynn | O43Z Youth Development | $2.7M | 3 |
| INTERNATIONAL BRIDGES TO JUSTICE | Boston | I80 Crime & Legal-Related | $2.7M | 4 |
| CYBERTRUST MASSACHUSETTS INC | Waltham | J22 Employment | $2.7M | 2 |
| PAIGE ACADEMY INC | Roxbury | P330 Human Services | $2.7M | 2 |
| NEW ENGLAND CENTER FOR ARTS & TECHNOLOGY INC | Boston | B30 Education | $2.7M | 3 |
| Westover Metropolitan Development Corp | Chicopee | — | $2.7M | 0 |
| OFFICE & PROFESSIONAL EMPLOYEES INTERNATIONAL UNION LOCAL 6 | Braintree | — | $2.7M | 10 |
| WORCESTER COUNTY MECHANICS ASSOCIATION DBA MECHANICS HALL | Worcester | A610 Arts, Culture & Humanities | $2.7M | 1 |
| NURTURING MINDS INC | Newtonville | B12 Education | $2.7M | 1 |
| MID CAPE CHURCH HOMES INC | Harwich | — | $2.7M | 0 |
| TOWN FAIR TIRE FOUNDATION INC C/O PAUL MCCOY FAMILY OFFICE SVCS | Boston | G12 Diseases, Disorders & Medical Disciplines | $2.7M | 6 |
| THE THEATER OFFENSIVE INC | Boston | A650 Arts, Culture & Humanities | $2.7M | 2 |
| PAPERBOARD PACKAGING COUNCIL | Springfield | — | $2.7M | 0 |
| AMERICAN CIVIL LIBERTIES UNION OF MASSACHUSETTS INC | Boston | — | $2.7M | 8 |
| Reboot Rx Inc | Winchester | H30 Medical Research | $2.7M | 2 |
| WLC HOUSING INC | Quincy | L20 Housing & Shelter | $2.7M | 3 |
| BOSTON GRADUATE SCHOOL OF PSYCHOANALYSIS INC | Brookline | B500 Education | $2.7M | 2 |
| THE SDSC GLOBAL FOUNDATION | Andover | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 0 |
| UAW UMASS HEALTH & WELFARE TR FUND | Amherst | Y43 Mutual & Membership Benefit | $2.7M | 1 |
| NEW COVENANT CHURCH MINISTRIES INC | Lexington | B24 Education | $2.7M | 0 |
| NAGE SEIU LOCAL 5000TRIAL COURT OF MASSACHUSETTS HEALTH AND WELFARE FUND | Quincy | Y44 Mutual & Membership Benefit | $2.7M | 0 |
| WHITINSVILLE SOCIAL LIBRARY | Whitinsville | B71Z Education | $2.7M | 0 |
| MASSACHUSETTS SENIOR CARE ASSOCIATION INC | Easton | — | $2.7M | 5 |
| MOTHERS OUT FRONT INC | Boston | C30 Environment | $2.7M | 6 |
| 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 |
| CENTRAL MASSACHUSETTS AREA HEALTH EDUCATION CENTER | Worcester | P99 Human Services | $2.7M | 2 |
| HATTIE B COOPER COMMUNITY CENTER INC | Roxbury | — | $2.7M | 1 |
| OGDEN CODMAN TR UWO DOROTHY SFM CODMAN C/O VERRILL DANA LLP | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 3 |
| Northeast Radio Observatory Corporation | Cambridge | U31Z Science & Technology | $2.7M | 0 |
| HEALTHY WALTHAM INC | Waltham | E70 Health Care | $2.7M | 1 |
| TRAINING RESOURCES OF AMERICA INC | Worcester | J200 Employment | $2.7M | 2 |
| THE WILY NETWORK | Newton | B80 Education | $2.7M | 1 |
| NURSE PRACTITIONER ASSOCIATES FOR CONTINUING EDUCATION INC | Natick | — | $2.7M | 2 |
| CARIBBEAN FOUNDATION OF BOSTON INC | Dorchester | P800 Human Services | $2.7M | 1 |
| Just Roots Inc | Greenfield | K99 Food, Agriculture & Nutrition | $2.7M | 2 |
| International Center for Responsible Gaming | Beverly | T20I Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 1 |
| THE HAZEL HOTCHKISS WIGHTMAN TENNIS CENTER | 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 |
| PATHWAYS FOR CHANGE INC | Worcester | — | $2.7M | 2 |
| THE WOODWARD SCHOOL FOR GIRLS INC | Quincy | — | $2.7M | 2 |
| THE CABOT FAMILY CHARITABLE TRUST | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.7M | 1 |
| WILLIAMSTOWN ART CONSERVATION CENTER INC | Williamstown | A400 Arts, Culture & Humanities | $2.7M | 2 |
| VALLEY EDUCATIONAL ASSOCIATES INC | Hatfield | P820 Human Services | $2.7M | 1 |
| SAFE PASSAGE INC | Northampton | — | $2.6M | 1 |
