| CAMP YAVNEH INC | Newton | — | $5M | 2 |
| BERKSHIRE PULSE INC | Housatonic | A62 Arts, Culture & Humanities | $4.9M | 1 |
| HUMANI FOUNDATION INC | Belmont | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $4.9M | 0 |
| FSHD SOCIETY | Randolph | H20Z Medical Research | $4.9M | 7 |
| NATIONAL SCLERODERMA FOUNDATION INC | Danvers | H400 Medical Research | $4.9M | 3 |
| LIFE NEEDS COOP INC | Great Barrington | P80Z Human Services | $4.9M | 1 |
| NEW ENGLAND ADOLESCENT RESEARCH INSTITUTE INC | Easthampton | — | $4.9M | 1 |
| OPPORTUNITY COMMUNITIES LLC | Chelsea | S20 Community Improvement & Capacity Building | $4.9M | 8 |
| BLUEPRINT SCHOOLS NETWORK INC | Needham | B02 Education | $4.9M | 4 |
| MASSACHUSETTS CHARTER PUBLIC SCHOOL ASSOCIATION INC | Hudson | B03 Education | $4.9M | 6 |
| AMERICAN BOARD OF DERMATOLOGY INC | Newton | — | $4.9M | 6 |
| TRANSFORMATION CENTER INC | Auburn | — | $4.9M | 0 |
| ISLAND HEALTH INC | West Tisbury | E700 Health Care | $4.9M | 5 |
| LEAN CONSTRUCTION INSTITUTE INC | Belmont | S50 Community Improvement & Capacity Building | $4.9M | 7 |
| ROCKPORT MUSIC INC | Rockport | A680 Arts, Culture & Humanities | $4.9M | 3 |
| Preparatory Rehabilitation for Individual Development & Employment Inc | Taunton | J200 Employment | $4.9M | 2 |
| INSPIRE ARTS AND MUSIC INC | Boston | — | $4.9M | 2 |
| REVOLUTIONARY SPACES INC | Boston | A800 Arts, Culture & Humanities | $4.9M | 4 |
| THOMAS CHEW MEMORIAL BOYS & GIRLS CLUB INC | Fall River | O210 Youth Development | $4.9M | 1 |
| CARMEL TERRACE INC | Framingham | L22Z Housing & Shelter | $4.9M | 2 |
| SHAKESPEARE & COMPANY INC | Lenox | A650 Arts, Culture & Humanities | $4.9M | 5 |
| CHA MANAGEMENT SERVICES INC | Malden | E99 Health Care | $4.9M | 8 |
| New England State Police Information Network Inc | Franklin | I20Z Crime & Legal-Related | $4.9M | 7 |
| THE LIVESTOCK INSTITUTE OF SOUTHERN NEW ENGLAND INC | Westport | K20 Food, Agriculture & Nutrition | $4.9M | 1 |
| THE IRISH AMERICAN PARTNERSHIP INC | Boston | Q30 International, Foreign Affairs & National Security | $4.9M | 1 |
| LAWYERS FOR CIVIL RIGHTS INC | Boston | I80 Crime & Legal-Related | $4.9M | 6 |
| H-C Management Services Inc | Holyoke | — | $4.9M | 3 |
| WILLOW HILL SCHOOL INC | Sudbury | B28Z Education | $4.9M | 1 |
| BOSTON PLASTERERS' & CEMENT MASONS' HEALTH AND WELFARE PLAN | Boston | Y43 Mutual & Membership Benefit | $4.9M | 2 |
| HOISTING AND PORTABLE ENGINEERS LOCAL 4 APPRENTICE & TRAINING FUND | Canton | — | $4.9M | 8 |
| NEW ENGLAND FORESTRY FOUNDATION INC | Littleton | C360 Environment | $4.9M | 3 |
| USTA NEW ENGLAND INC | Westborough | — | $4.9M | 5 |
| COUNTRY CLUB OF PITTSFIELD | Pittsfield | — | $4.8M | 3 |
| CHILD DEVELOPMENT HEALTH AND NUTRITION INC | Lakeville | — | $4.8M | 1 |
| Franklin Country Club Inc | Franklin | — | $4.8M | 0 |
| THE DOE FAMILY FOUNDATION | Winchester | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 0 |
| ST MARY'S PLAZA INC IN CARE OF MALONEY PROPERTIES INC | Wellesley | — | $4.8M | 0 |
| BABSON GLOBAL INC | Babson Park | B19 Education | $4.8M | 4 |
| MASSACHUSETTS CORRECTIONAL LEGAL SERVICES INC DBA PRISONERS' LEGAL SVCS | Boston | — | $4.8M | 6 |
| NATIVE PLANT TRUST INC | Wayland | C420 Environment | $4.8M | 4 |
| FRIENDSHIP HOME INC | Norwell | P440 Human Services | $4.8M | 3 |
| WELLSPRING HOUSE INC | Gloucester | P430 Human Services | $4.8M | 1 |
| YAWKEY FOUNDATION | Westwood | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 5 |
| BOYS & GIRLS CLUB OF GREATER WESTFIELD INC | Westfield | — | $4.8M | 1 |
| THE CAMBRIDGE HOMES | Cambridge | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 0 |
| FAMILY DAY CARE PROGRAM INC | Roslindale | P33Z Human Services | $4.8M | 4 |
| HIGHLAND PARTNERS CHARITABLE FUND | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 0 |
| NEW ENGLAND COMMUNITY SERVICES INC | Brockton | P46 Human Services | $4.8M | 1 |
| FISHTANK LEARNING INC | Jamaica Plain | B02 Education | $4.8M | 2 |
| ASIAN COMMUNITY DEVELOPMENT CORPORATION | Boston | L20Z Housing & Shelter | $4.8M | 1 |
