| THE COMPANY THEATRE INC | Norwell | A650 Arts, Culture & Humanities | $1.9M | 3 |
| MASSACHUSETTS SCHOOL ADMINISTRATORS' ASSOCIATION INCORPORATED | Franklin | B25 Education | $1.9M | 7 |
| FENWAY LIBRARY ORGANIZATION INC | Boston | B70C Education | $1.9M | 2 |
| ROOT CAUSE INSTITUTE INC | Cambridge | — | $1.9M | 6 |
| HARVARD DEBATE INCORPORATED | Cambridge | B43I Education | $1.9M | 1 |
| OLD NORTH ILLUMINATED INC | Boston | T99 Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 1 |
| GREATER BOSTON STAGE COMPANY | Stoneham | A610 Arts, Culture & Humanities | $1.9M | 2 |
| William E Schrafft and Bertha E Schrafft Charitable Trust | Boston | — | $1.9M | 5 |
| ST BOTOLPH CLUB INC | Boston | — | $1.9M | 1 |
| SIBBRI FOUNDATION | Vineyard Haven | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 0 |
| BELMONT HILL CLUB INC | Belmont | N50 Recreation & Sports | $1.9M | 0 |
| EDGEWOOD SENIOR SOLUTIONS GROUP INC | North Andover | L80 Housing & Shelter | $1.9M | 2 |
| The Clayton Christensen Institute for | Natick | B90 Education | $1.9M | 10 |
| DISABILITY RIGHTS ADVOCACY FUND INC | Boston | R23 Civil Rights, Social Action & Advocacy | $1.9M | 1 |
| MISSIONARY ASSEMBLY OF GOD OF MARLB | Marlborough | X21 Religion-Related | $1.9M | 0 |
| COACHING FOR CHANGE INC | Taunton | B80 Education | $1.9M | 1 |
| SALT LICK INCUBATOR INC | Belmont | A68 Arts, Culture & Humanities | $1.9M | 1 |
| MASSACHUSETTS LGBT CHAMBER OF COMMERCE | Boston | S41 Community Improvement & Capacity Building | $1.9M | 0 |
| A SAFE PLACE INC | Nantucket | — | $1.9M | 1 |
| AMESBURY GARDENS TENANTS | Lawrence | L20 Housing & Shelter | $1.9M | 0 |
| NEW ENGLAND LEARNING CENTER | Greenfield | — | $1.9M | 1 |
| UNION CLUB OF BOSTON INC | Boston | — | $1.9M | 3 |
| The Childrens Room Center for Grieving Children | Arlington | P30 Human Services | $1.9M | 1 |
| BOSTON SHIPPING ASSOCIATION INC | Charlestown | — | $1.9M | 2 |
| HARTSPRINGS FOUNDATION INC | West Springfield | T30Z Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 2 |
| MISSIONSAFE A NEW BEGINNING INC | Roxbury | O50 Youth Development | $1.9M | 2 |
| THE ADENOID CYSTIC CARCINOMA RESEARCH | Needham | H12 Medical Research | $1.9M | 2 |
| UNITED WAY OF GREATER FALL RIVER INC | Fall River | — | $1.9M | 1 |
| HABITAT FOR HUMANITY NORTH CENTRAL | Leominster | — | $1.9M | 1 |
| NATIONAL ENERGY & FUELS INSTITUTE INC | Wilmington | — | $1.9M | 2 |
| MASSACHUSETTS STATE COLLEGE ASSOCIATION | Bridgewater | — | $1.9M | 5 |
| NORTH STAR FAMILY SERVICES INC | Leominster | P85 Human Services | $1.9M | 1 |
| BETHANY HILL PLACE | Brighton | B30Z Education | $1.9M | 1 |
| MARTIN LUTHER KING JR FAMILY SERVICES | Springfield | P280 Human Services | $1.9M | 1 |
| NEW ENGLAND HEMOPHILIA ASSOCIATION INC | Dedham | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 1 |
| Frank Newhall Look Memorial Park Inc | Florence | N32 Recreation & Sports | $1.9M | 1 |
| SNOW FARM- THE NEW ENGLAND CRAFT | Williamsburg | B60 Education | $1.9M | 1 |
| ANNIKA FOUNDATION | Framingham | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 1 |
| ROCKLAND TRUST CHARITABLE FOUNDATION | Rockland | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 3 |
| UNITED TEACHERS' OF LOWELL LOCAL 495 | Lowell | J40 Employment | $1.9M | 18 |
| Hopkinton Center for the Arts | Hopkinton | A25 Arts, Culture & Humanities | $1.9M | 0 |
| M GORMAN PSYCHOLOGICAL ASSOCIATES INC | Newton | A11 Arts, Culture & Humanities | $1.9M | 3 |
| ROCKWOOD EARLY EDUCATION ACADEMY INC | Dorchester Center | — | $1.9M | 0 |
| FRIENDS OF THE LOBKOWICZ COLLECTIONS INC | Dover | A23Z Arts, Culture & Humanities | $1.9M | 0 |
| ALTERNATIVES FOR YOUTH FOUNDATION INC | Marlborough | — | $1.9M | 3 |
| IPSWICH RIVER WATERSHED ASSOCIATION | Ipswich | C320 Environment | $1.9M | 1 |
| ROGER AND CLARISSA LEE FAMILY FOUNDATION | Boston | T90 Philanthropy, Voluntarism & Grantmaking Foundations | $1.9M | 0 |
| BOSTON ACCOUNTABLE CARE | Boston | E21 Health Care | $1.9M | 0 |
| COLLABORATIVE LEARNING PROJECTINC | Concord | B24 Education | $1.9M | 2 |
| International Union UAW LOCAL 1596 | Canton | — | $1.9M | 5 |