| HISTORIC DEERFIELD INC | Deerfield | A540 Arts, Culture & Humanities | $8.9M | 5 |
| FALMOUTH ACADEMY INC | Falmouth | B25Z Education | $8.9M | 2 |
| JEWISH COMMUNITY CENTER OF THE NORTH SHORE INC | Marblehead | P33Z Human Services | $8.9M | 3 |
| ALLSTON BRIGHTON COMMUNITY DEVELOPMENT CORPORATION | Brighton | S22Z Community Improvement & Capacity Building | $8.9M | 3 |
| ORLEANS CONSERVATION TRUST | Orleans | C340 Environment | $8.9M | 0 |
| SPRINGHOUSE INC | Boston | L20Z Housing & Shelter | $8.8M | 1 |
| WESTERN RESERVE HEALTH EDUC INC | Westwood | E80 Health Care | $8.8M | 1 |
| FRANK AND SHEILA MAGULLION FOUNDATION INC | Boston | — | $8.8M | 0 |
| COVENANT CHRISTIAN ACADEMY INC | Peabody | — | $8.8M | 3 |
| ADVANCE MFG CO EMPLOYEES' BENEFIT PLAN | Westfield | — | $8.8M | 0 |
| THE WANG CENTER FOR THE PERFORMING ARTS INC | Boston | A610 Arts, Culture & Humanities | $8.8M | 10 |
| RIVERSIDE INDUSTRIES INC | Easthampton | P800 Human Services | $8.7M | 1 |
| THE MCCOURT FOUNDATION INC | South Boston | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $8.7M | 6 |
| TOWN CENTER APARTMENTS INC CO AEW CAPITAL MANAGEMENT LP | Boston | S47 Community Improvement & Capacity Building | $8.7M | 0 |
| LEXINGTON MONTESSORI SCHOOL INC | Lexington | B240 Education | $8.7M | 2 |
| HABITAT FOR HUMANITY OF CAPE COD INC | Yarmouth Port | — | $8.7M | 3 |
| PDB FOUNDATION | Cambridge | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $8.7M | 0 |
| WALPOLE AREA VISITING NURSE ASSOCIATION INC | Walpole | E70Z Health Care | $8.7M | 6 |
| THE ACCOUNTABILITY BOARD INC | Wakefield | W01 Public & Societal Benefit | $8.7M | 3 |
| FC STARS INC | Acton | N64 Recreation & Sports | $8.7M | 2 |
| NP BRIDGE POINT NORTH LLC C/O AEW CAPITAL MANAGEMENT LP | Boston | S47 Community Improvement & Capacity Building | $8.7M | 0 |
| MOUNT CARMEL CARE CENTER INC | Lenox | — | $8.7M | 3 |
| KNICKERBOCKER PROPERTIES INC XI C/O CABOT PROPERTIES INC | Boston | — | $8.6M | 0 |
| HOMEFIELD CREDIT UNION | North Grafton | — | $8.6M | 3 |
| AMERICAN FRIENDS OF THE ROYAL FOUNDATION OF THE PRINCE AND | Newton | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $8.6M | 0 |
| My Brothers Keeper Inc | South Easton | P600 Human Services | $8.6M | 1 |
| YAWKEY FOUNDATION II | Dedham | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $8.6M | 15 |
| LIMESTONE FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $8.6M | 0 |
| FEDERATION FOR CHILDREN WSPECIAL NEEDS | Boston | E50E Health Care | $8.6M | 3 |
| Clear Choice Action Inc | Boston | — | $8.6M | 0 |
| Navigator Homes of Marthas Vineyard | Vineyard Haven | — | $8.5M | 3 |
| LOWELL HOUSE INC | Lowell | F220 Mental Health & Crisis Intervention | $8.5M | 1 |
| NATIONAL INSTITUTE FOR CHILDREN'S HEALTH QUALITY INC | Boston | P05 Human Services | $8.5M | 8 |
| GREATER LOWELL COMMUNITY FOUNDATION INC | Lowell | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $8.5M | 3 |
| Sansome Holdings LLC C/O AEW CAPITAL MANAGEMENT LP | Boston | S47 Community Improvement & Capacity Building | $8.5M | 0 |
| PARK STREET SCHOOL INC | Boston | B21 Education | $8.5M | 3 |
| FAYERWEATHER STREET SCHOOL INC | Cambridge | — | $8.5M | 4 |
| ASIAN UNIVERSITY FOR WOMEN (AUW) SUPPORT FOUNDATION | Cambridge | B11 Education | $8.5M | 1 |
| THE WOODS HOLE OCEANOGRAPHIC INSTITUTION TAX EXEMPT EMPLOYEE WELFARE BENEFITS TRUST | Woods Hole | — | $8.5M | 0 |
| PROPEL AMERICA | Boston | B30 Education | $8.4M | 10 |
| HARWICH CONSERVATION TRUST | South Harwich | C300 Environment | $8.4M | 0 |
| MFS Investment Management Foundation Inc | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $8.4M | 0 |
| ROSE FITZGERALD KENNEDY GREENWAY CONSERVANCY INC | Boston | N32 Recreation & Sports | $8.4M | 6 |
| SOMERVILLE HOMELESS COALITION INC | Somerville | P850 Human Services | $8.4M | 4 |
| BLUE CROSS AND BLUE SHIELD OF MASSACHUSETTS FOUNDATION FOR EXPANDING HEALTH CARE ACCESS | Boston | P20 Human Services | $8.4M | 0 |
| NEWVUE AFFORDABLE HOUSING CORPORATION | Fitchburg | — | $8.4M | 1 |
| THE ERIC AND BARBARA CARLE FOUNDATION INC | Florence | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $8.4M | 1 |
| MERRIMACK VALLEY FOOD BANK INC | Lowell | K310 Food, Agriculture & Nutrition | $8.4M | 1 |
| CASPAR INC | Boston | F22Z Mental Health & Crisis Intervention | $8.3M | 8 |
| THE CONVERSATION US INC | Waltham | B90 Education | $8.3M | 5 |
