| CAHOON MUSEUM OF AMERICAN ART INC | Cotuit | A510 Arts, Culture & Humanities | $2.6M | 1 |
| The Swasey Fund for Relief of Public School Teachers of Newburyport Inc | Newburyport | B110 Education | $2.6M | 6 |
| NEW POINT ACQUISITIONS INC | Salem | L21 Housing & Shelter | $2.6M | 4 |
| THE ULF B HEIDE AND ELIZABETH C HEIDE FOUNDATION CHARITABLE TRUST | Weston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| FOUNDATION FOR CIVIC LEADERSHIP INC | Cambridge | B60 Education | $2.6M | 0 |
| THE RICBAC FOUNDATION | Newtonville | H30Z Medical Research | $2.6M | 4 |
| SQB SUPPORT CORPORATION | Roxbury Crossing | N19 Recreation & Sports | $2.6M | 2 |
| COALITION FOR HEALTH AI INC | Sudbury | G03 Diseases, Disorders & Medical Disciplines | $2.6M | 2 |
| MASSACHUSETTS ASSOCIATION OF SCHOOL COMMITTEES INC | Boston | B20C Education | $2.6M | 6 |
| HAYDEN SYNCHRONIZED SKATING TEAMS INC C/O GAIL HANSON-MAYER | Woburn | N70 Recreation & Sports | $2.5M | 2 |
| THE ACCOUNTABILITY BOARD INC | Wakefield | W01 Public & Societal Benefit | $2.5M | 3 |
| HRCA Brookline Housing 112-120 Centre Court Inc | Boston | L25 Housing & Shelter | $2.5M | 20 |
| THE JEWISH WOMEN'S ARCHIVE INC | Auburndale | A99 Arts, Culture & Humanities | $2.5M | 1 |
| BERKSHIRE COUNTRY DAY SCHOOL | Lenox | B24Z Education | $2.5M | 5 |
| FOUR WINDS FOUNDATION | Boxford | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| NEWTON COMMUNITY DEVELOPMENT FOUNDATION INC | Newton | — | $2.5M | 3 |
| THE IMPACT SEAT FOUNDATION CORP | Boston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 1 |
| Prostate Health Education Network Inc | Quincy | G30 Diseases, Disorders & Medical Disciplines | $2.5M | 2 |
| KRIEGER CHARITABLE TRUST FKA CECILIA L KRIEGER TRUST | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| THE VILNA SHUL BOSTONS CENTER FOR JEWISH CULTURE INC | Boston | A82Z Arts, Culture & Humanities | $2.5M | 2 |
| GREENGOAT INC | Somerville | C30 Environment | $2.5M | 0 |
| DISABLED AMERICAN VETERANS DEPT OF MASS SERVICE FUND | Boston | P20 Human Services | $2.5M | 0 |
| VALLEY COMMUNITY DEVELOPMENT CORPORATION | Northampton | L30Z Housing & Shelter | $2.5M | 0 |
| MAZAR FAMILY CHARITABLE FOUNDATION TRUST | Boston | T22Z Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| LONGWOOD MEDICAL AREA CHILD CARE CENTER | Boston | P33Z Human Services | $2.5M | 1 |
| MASSACHUSETTS COMPETITIVE PARTNERSHIP INC | Boston | P05 Human Services | $2.5M | 3 |
| GREENFIELD CENTER SCHOOL INC | Greenfield | B20 Education | $2.5M | 0 |
| MASSACHUSETTS SCHOOL ADMINISTRATORS' ASSOCIATION INCORPORATED | Franklin | B25 Education | $2.5M | 10 |
| COMMUNITY ACTION FOR BETTER HOUSING INC | New Bedford | — | $2.5M | 0 |
| LGH Charitable Trust Inc | Lawrence | — | $2.5M | 4 |
| BRADFORD CHRISTIAN ACADEMY INC | Bradford | B25 Education | $2.5M | 1 |
| TRAUMA INSTITUTE & CHILD TRAUMA INSTITUTE INC | Northampton | P30 Human Services | $2.5M | 1 |
| CAPE COD COMMERCIAL FISHERMEN'S ALLIANCE INC | Chatham | C300 Environment | $2.5M | 2 |
| 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 |
| RELIANT FOUNDATION INC | Worcester | H00Z Medical Research | $2.5M | 1 |
| POWER THE FUTURE INC | Beverly | — | $2.5M | 3 |
| BERKSHIRE FUND C/O HEARTHWAY INC | Pittsfield | L210 Housing & Shelter | $2.5M | 0 |
| NATICK SERVICE COUNCIL INC | Natick | S80Z Community Improvement & Capacity Building | $2.5M | 0 |
| CHILDREN'S VILLAGE INC | Cambridge | P33Z Human Services | $2.5M | 5 |
| NP LONGHORN LLC C/O AEW CAPITAL MANAGEMENT LP | Boston | S47 Community Improvement & Capacity Building | $2.5M | 0 |
| JOURNEY FORWARD INC | Canton | E50 Health Care | $2.5M | 1 |
| EAST END HOUSE INC | Cambridge | P28 Human Services | $2.5M | 1 |
| POLUS CENTER FOR SOCIAL AND ECONOMIC DEVELOPMENT INC | Athol | — | $2.5M | 3 |
| NORTHSTAR FOUNDATION INC | Norwood | Q30 International, Foreign Affairs & National Security | $2.5M | 3 |
| CAMBRIDGE CENTER FOR ADULT EDUCATION | Cambridge | B60Z Education | $2.5M | 1 |
| ALLEN PARK TENANT ASSOCIATION INC | Springfield | L50 Housing & Shelter | $2.5M | 0 |
| ALIANZA DV SERVICES INC | Holyoke | P43Z Human Services | $2.5M | 1 |
