| ISLAND GROWN INITIATIVE LTD | Vineyard Haven | K30 Food, Agriculture & Nutrition | $6.1M | 3 |
| LUMINOSITY BEHAVIORAL HEALTH SERVICES INC | Brockton | F30 Mental Health & Crisis Intervention | $6.1M | 2 |
| THE SAKONNET FOUNDATION C/O CASTLE ROCK ADVISORS | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 0 |
| Leland Wild Foundation | Boston | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 1 |
| ENERGY CREDIT UNION | West Roxbury | — | $6.1M | 2 |
| UNCORNERED INC | Dorchester | P400 Human Services | $6.1M | 5 |
| 2LIFE DEVELOPMENT INC | Brighton | L190 Housing & Shelter | $6.1M | 5 |
| ACERA SCHOOL INC | Winchester | B20 Education | $6.1M | 5 |
| MENTAL HEALTH LEADERSHIP INITIATIVE INC C/O VERDOLINO & LOWEY PC | Foxborough | F99 Mental Health & Crisis Intervention | $6.1M | 8 |
| HARWICH CONSERVATION TRUST | South Harwich | C300 Environment | $6.1M | 1 |
| MOVEMENT VOTER FUND | Northampton | S50 Community Improvement & Capacity Building | $6.1M | 1 |
| MARILLAC RESIDENCE INC | Wellesley | — | $6.1M | 3 |
| LUSO-AMERICAN CREDIT UNION | Peabody | — | $6M | 1 |
| NP 18TH & CHET LLC C/O AEW CAPITAL MANAGEMENT LP | Boston | Y30 Mutual & Membership Benefit | $6M | 0 |
| PERNET FAMILY HEALTH SERVICE INC | Worcester | E600 Health Care | $6M | 1 |
| IGEM FOUNDATION INC | Cambridge | U03 Science & Technology | $6M | 1 |
| HIGHLAND STREET CONNECTION AND SUBSIDIARIES | Newton | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6M | 1 |
| JOHN K & JANICE L HOWIE FOUNDATION | Cambridge | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6M | 3 |
| THE FAMILY PANTRY OF CAPE COD CORP | Harwich | K31Z Food, Agriculture & Nutrition | $6M | 1 |
| UNITED WAY OF NORTH CENTRAL MASS INC | Fitchburg | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $6M | 1 |
| ALLIANCE HEALTH MANAGEMENT SERVICES LLC | Southborough | E022 Health Care | $6M | 14 |
| HRCA Brookline Housing 1550 Beacon Plaza Inc | Boston | L25 Housing & Shelter | $6M | 20 |
| THE WILLIAM J GOULD ASSOCIATES INC | Monterey | — | $6M | 1 |
| WELLESLEY COMMUNITY CHILDRENS CENTER INC | Wellesley | P33Z Human Services | $6M | 5 |
| COMMUNITY HEALTH CENTER CAPITAL FUND INC | Boston | E70 Health Care | $6M | 2 |
| FRIENDS OF 2LIFE COMMUNITIES INC | Brighton | — | $6M | 4 |
| ESPERANZA ACADEMY INC | Lawrence | B11 Education | $6M | 5 |
| West Chop Club Inc | Vineyard Haven | N50 Recreation & Sports | $6M | 1 |
| NP ATLANTA INFILL INDUSTRIAL LLC C/O AEW CAPITAL MANAGEMENT LP | Boston | Y35 Mutual & Membership Benefit | $6M | 0 |
| METROWEST LEGAL SERVICES INC | Framingham | Z99Z Unknown | $6M | 7 |
| THE RIVERBEND CENTER FOR MONTESSORI EXCELLENCE INC | Natick | — | $6M | 6 |
| ONLINE LEARNING CONSORTIUM INC | Boston | B90 Education | $6M | 10 |
| BROCKTON AREA WORKFORCE INVESTMENT BOARD INC | Brockton | J20 Employment | $6M | 3 |
| PIONEER INSTITUTE INC | Boston | B010 Education | $5.9M | 6 |
| KNOLLWOOD CEMETERY | Canton | — | $5.9M | 6 |
| Massachusetts Health Data Consortium Inc | Waltham | — | $5.9M | 5 |
| EMPOWER SCHOOLS INC | Boston | B90 Education | $5.9M | 10 |
| NEIGHBORHOOD STABILIZATION CORPORATION | Boston | S99Z Community Improvement & Capacity Building | $5.9M | 6 |
| PROJECT ON PREDATORY STUDENT LENDING | Jamaica Plain | R99 Civil Rights, Social Action & Advocacy | $5.9M | 1 |
| CASTLE SQUARE TENANTS ORGANIZATION INC | Boston | L52Z Housing & Shelter | $5.9M | 1 |
| BOSTON CENTER FOR INDEPENDENT LIVING INC | Boston | P800 Human Services | $5.9M | 2 |
| PINNACLE WEST CAPITAL CORPORATION LIFE INSURANCE BENEFITS TRUST | Heritage Dr N Qu | Y43 Mutual & Membership Benefit | $5.9M | 0 |
| Medford Visiting Nurse Association Inc | Arlington | E92Z Health Care | $5.9M | 4 |
| LONGMEADOW COUNTRY CLUB | Longmeadow | — | $5.9M | 3 |
| MOUNT PLEASANT HOME INC | Jamaica Plain | — | $5.9M | 17 |
| NP ABBEY LLC C/O AEW CAPITAL MANAGEMENT LP | Boston | Y30 Mutual & Membership Benefit | $5.9M | 0 |
| NORTHEAST ENERGY EFFICIENCY PARTNERSHIPS | Woburn | C35 Environment | $5.9M | 5 |
| TRUSTEES OF PLUMBERS & PIPEFITTERS LOCAL NO 104 H&W PLAN | Holyoke | — | $5.9M | 1 |
| COOPERATIVE CREDIT UNION ASSOCIATION INC | Marlborough | — | $5.9M | 7 |
| NEW ENGLAND REGION VOLLEYBALL ASSOCIATION INC | New Bedford | T00Z Philanthropy, Voluntarism & Grantmaking Foundations | $5.9M | 4 |