| Probalistic Computing Foundation Inc | Cambridge | U99 Science & Technology | $11.8M | 0 |
| NORTHEAST CENTER FOR YOUTH AND FAMILIES INC | Easthampton | P700 Human Services | $11.7M | 5 |
| UNITE HERE LOCAL 26 | Medford | — | $11.7M | 19 |
| MASSACHUSETTS MANUFACTURING EXTENSION PARTNERSHIP | Auburn | S31 Community Improvement & Capacity Building | $11.7M | 5 |
| PIPEFITTERS ASSOCIATION LOCAL UNION 537 NEMCA LABOR MANAGEMENT COOPERATION TRUST | Dorchester | — | $11.7M | 1 |
| SAMARITANS INC | Boston | F41Z Mental Health & Crisis Intervention | $11.7M | 5 |
| THE COMMONWEALTH SCHOOL INC | Boston | B250 Education | $11.7M | 6 |
| FALL RIVER DEACONESS HOME | Fall River | F330 Mental Health & Crisis Intervention | $11.7M | 4 |
| CITIZEN56 INC | Wayland | B90 Education | $11.7M | 0 |
| AMELIA PEABODY CHARITABLE FUND TRUST | Boston | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $11.7M | 5 |
| YMCA of Greater Springfield Inc | Springfield | P27Z Human Services | $11.6M | 2 |
| HILDEBRAND FAMILY SELF-HELP CENTER INC | Cambridge | E42Z Health Care | $11.6M | 5 |
| WIANNO CLUB INC | Osterville | — | $11.6M | 6 |
| South Yarmouth Management Systems Inc | Pittsfield | E21Z Health Care | $11.6M | 6 |
| SWARTZ FOUNDATION | Newton | T22Z Philanthropy, Voluntarism & Grantmaking Foundations | $11.6M | 0 |
| THE MYSTIC VALLEY YOUNG MEN'S CHRISTIAN ASSOCIATION | Malden | — | $11.5M | 2 |
| HEALTH CARE FOR ALL INC | Boston | — | $11.5M | 5 |
| NEW NORTH CITIZENS COUNCIL INC | Springfield | — | $11.5M | 4 |
| Hillside School Inc | Marlborough | B24Z Education | $11.4M | 5 |
| NATIONAL TELECOMMUTING INSTITUTE INC | Boston | J20 Employment | $11.4M | 8 |
| AMERICAN FRIENDS OF LIBI INC | Brighton | Q71 International, Foreign Affairs & National Security | $11.4M | 0 |
| INTERNATIONAL MYELOMA SOCIETY | Needham | H30 Medical Research | $11.4M | 0 |
| EMMAUS INC | Haverhill | P850 Human Services | $11.4M | 6 |
| CCBA TAI TUNG MANAGEMENT INC | Boston | L805 Housing & Shelter | $11.4M | 0 |
| UNITED WAY OF TRI COUNTY INC | Framingham | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $11.4M | 4 |
| EASTWARD HO COUNTRY CLUB INC | Chatham | — | $11.3M | 6 |
| INSURANCE FRAUD BUREAU OF MASSACHUSETTS | Boston | — | $11.3M | 8 |
| THE GEORGE I ALDEN TRUST C/O FLETCHER TILTON & WHIPPLE PC | Worcester | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $11.3M | 4 |
| UNITED WAY OF CENTRAL MASSACHUSETTS INC | Worcester | — | $11.3M | 3 |
| CAPE COD ACADEMY | Osterville | — | $11.3M | 3 |
| PIPEFITTERS LOCAL UNION NO 537 EDUCATION TRUST FUND | Dorchester | B30 Education | $11.2M | 5 |
| TRUST AGREEMENT FOR GPU COMPANIES HEALTH CARE PLAN FOR EMPLOYEES | Heritage Dr N Qu | — | $11.2M | 0 |
| CAPE COD FOUNDATION INC | South Yarmouth | B82Z Education | $11.2M | 2 |
| HEVOLUTION FOUNDATION US | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $11.2M | 2 |
| Unitarian Universalist Service Committee Inc | Cambridge | Q700 International, Foreign Affairs & National Security | $11.2M | 9 |
| SOFIA AMERICAN SCHOOLS INC | Chestnut Hill | Q300 International, Foreign Affairs & National Security | $11.2M | 1 |
| THE HAMILTON COMPANY CHARITABLE FOUNDATION | Allston | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $11.2M | 6 |
| COMPREHENSIVE MENTAL HEALTH SYSTEMS INC | North Dartmouth | F31Z Mental Health & Crisis Intervention | $11.2M | 3 |
| Carequest Foundation Inc | Boston | P20Z Human Services | $11.1M | 0 |
| PAINTERS AND ALLIED TRADES DC #35 ALLIED TRADES DISTRICT COUNCIL #35 | Roslindale | — | $11.1M | 24 |
| UASPIRE INC | Boston | B82 Education | $11.1M | 9 |
| ARMENIAN NURSING AND REHABILITATION CENTER INC | Jamaica Plain | E91Z Health Care | $11.1M | 5 |
| THE HOUSING PARTNERSHIP FUND INC | Boston | L12 Housing & Shelter | $11.1M | 2 |
| CHARLES E COTTING CHARITABLE CORP | Boston | B110 Education | $11.1M | 3 |
| BRICKLAYERS & ALLIED CRAFTSWORKERS LOCAL 3 MA-ME-NH-RI | Charletown | — | $11M | 13 |
| TOWER SCHOOL IN MARBLEHEAD INC | Marblehead | B21Z Education | $11M | 4 |
| CHS of Waltham Inc | Waltham | E910 Health Care | $11M | 6 |
| FOR KIDS ONLY AFTERSCHOOL | Winthrop | P33Z Human Services | $11M | 3 |
| AMERICA EAST CONFERENCE | Boston | N70Z Recreation & Sports | $11M | 1 |
| NEW ENGLAND QUALITY CARE ALLIANCE INC | Braintree | E80 Health Care | $10.9M | 16 |
