| SACRED HEART HOME | New Bedford | E91Z Health Care | $15.2M | 5 |
| JOHNSON & JOHNSON VEBA TRUST FOR UNION EMPLOYEES | Quincy | — | $15.2M | 1 |
| METRO NORTH REGIONAL EMPLOYMENT BOARD | Somerville | J20 Employment | $15.2M | 5 |
| Willowood of Williamstown Inc | Pittsfield | E910 Health Care | $15.2M | 6 |
| THE HANNAH BG SHAW HOME INC | Middleboro | E91Z Health Care | $15.2M | 7 |
| CASA ESPERANZA INC | Malden | F22Z Mental Health & Crisis Intervention | $15.2M | 7 |
| MATTAPAN COMMUNITY HEALTH CENTER INC | Mattapan | — | $15.2M | 8 |
| Greenfield Management Systems Inc | Pittsfield | E91 Health Care | $15.1M | 6 |
| NANTUCKET GOLF CLUB INC | Siasconset | N50 Recreation & Sports | $15.1M | 0 |
| IRONWORKERS UNION LOCAL #7 | South Boston | — | $15M | 27 |
| STEPPINGSTONE INC | Fall River | F220 Mental Health & Crisis Intervention | $15M | 5 |
| TR AGREEMENT FOR GPU CO HEALTH CARE PLAN FOR EMP REP BY IBEW 459 & UWU | Heritage Dr N Qu | — | $15M | 0 |
| GENERAL HOSPITAL CORPORATION LONG-TERM DISABILITY TRUST | Somerville | — | $15M | 0 |
| ALLTRUST CREDIT UNION | Fairhaven | — | $15M | 10 |
| SOUTH COASTAL COUNTIES LEGAL SERVICES INC | Fall River | I80 Crime & Legal-Related | $15M | 7 |
| DEPOSITORS INSURANCE FUND | Woburn | — | $15M | 18 |
| COMMUNITY FOUNDATION OF NORTH CENTRAL MA | Fitchburg | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $14.9M | 2 |
| Build Commonwealth Inc | Boston | W99 Public & Societal Benefit | $14.9M | 6 |
| TERC INC | Cambridge | U40B Science & Technology | $14.9M | 7 |
| NANTUCKET HISTORICAL ASSOCIATION | Nantucket | A800 Arts, Culture & Humanities | $14.9M | 7 |
| THE WHITNEY ACADEMY INC | East Freetown | B20P Education | $14.9M | 7 |
| SPOONFULS | Newton | K193 Food, Agriculture & Nutrition | $14.9M | 5 |
| ENTREPRENEURIAL VENTURES IN EDUCATION INC | Quincy | B90 Education | $14.8M | 16 |
| CATHOLIC CHARITIES OF THE DIOCESE OF WORCESTER | Worcester | — | $14.8M | 3 |
| SCHOOL YEAR ABROAD INC | North Andover | Q220 International, Foreign Affairs & National Security | $14.8M | 4 |
| EDUCATION RESOURCE STRATEGIES INC | Watertown | B90 Education | $14.7M | 11 |
| GLENMEADOW INC | Longmeadow | L22 Housing & Shelter | $14.7M | 4 |
| ELIZABETH SETON RESIDENCE INC | Wellesley Hills | — | $14.7M | 6 |
| GREATER BOSTON CHINESE GOLDEN AGE CENTER | Boston | P81Z Human Services | $14.6M | 7 |
| MASSHIRE HAMPDEN COUNTY WORKFORCE BOARD INC | Springfield | — | $14.6M | 4 |
| NORTHEAST REGIONAL COUNCIL OF SMART | Dorchester | J40 Employment | $14.6M | 27 |
| MASSACHUSETTS MARITIME ACADEMY FOUNDATION INC | Buzzards Bay | B42I Education | $14.5M | 0 |
| LOWELL HOUSE INC | Lowell | F220 Mental Health & Crisis Intervention | $14.5M | 0 |
| COMMONWEALTH OF MASSACHUSETTSNAGE HEALTH & WELFARE FUND | Quincy | — | $14.5M | 1 |
| WEST SUBURBAN YOUNG MEN'S CHRISTIAN ASSOCIATION | Newton | P27Z Human Services | $14.4M | 5 |
| METRO HEALTH FOUNDATION OF MASSACHUSETTS INC | Braintree | E910 Health Care | $14.4M | 5 |
| NATIONAL YIDDISH BOOK CENTER INC | Amherst | A230 Arts, Culture & Humanities | $14.4M | 9 |
| Joy In Childhood Foundation Inc | Canton | T990 Philanthropy, Voluntarism & Grantmaking Foundations | $14.4M | 0 |
| HOME FOR AGED WOMEN INC | Brookline | P750 Human Services | $14.4M | 3 |
| Integrate Health Inc | Medway | G12 Diseases, Disorders & Medical Disciplines | $14.3M | 5 |
| LUMINOS FUND | Boston | B20 Education | $14.3M | 8 |
| TREMONT CREDIT UNION | Milton | W60 Public & Societal Benefit | $14.3M | 9 |
| LABOURE COLLEGE OF HEALTHCARE INC | Milton | — | $14.2M | 11 |
| UNITED CEREBRAL PALSY OF METROBOSTON INC | Watertown | G200 Diseases, Disorders & Medical Disciplines | $14.2M | 3 |
| SEMCOA INC DBA SOUTHEAST MASSACHUSETTS COUNCIL ON ADVOCACY | New Bedford | Z99Z Unknown | $14.2M | 2 |
| CAST INC | Lynnfield | P820 Human Services | $14.2M | 12 |
| GREEN ENERGY CONSUMERS ALLIANCE INC | Jamaica Plain | L820 Housing & Shelter | $14.2M | 1 |
| GOOD SPORTS INC | Braintree | O50 Youth Development | $14.2M | 4 |
| THE CENTER FOR EFFECTIVE PHILANTHROPY INC | Cambridge | T02 Philanthropy, Voluntarism & Grantmaking Foundations | $14.2M | 13 |
| FSG INC | Boston | S05 Community Improvement & Capacity Building | $14.1M | 8 |
