| KENNEDY MANAGEMENT INC | Cambridge | L20 Housing & Shelter | $2.3M | 7 |
| WRAPAROUND FAMILY SERVICES INC | Arlington | P82 Human Services | $2.3M | 2 |
| COLLEGE FOR SOCIAL INNOVATION INC | Boston | J22 Employment | $2.3M | 3 |
| INTEND HEALTH STRATEGIES INC | Dedham | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $2.3M | 6 |
| LA ALIANZA HISPANA INC | Boston | P840 Human Services | $2.3M | 1 |
| Oakpoint Charitable Foundation | Waltham | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.3M | 3 |
| TRUSTEES OF ELIOT SCHOOL | Jamaica Plain | — | $2.3M | 3 |
| Massachusetts Opportunity Alliance Inc | Burlington | S41 Community Improvement & Capacity Building | $2.3M | 0 |
| ADOLESCENT CONSULTATION SERVICES INC | Cambridge | P460 Human Services | $2.3M | 5 |
| PLOWSHARES EDUCATION DEVELOPMENT CE | Newtonville | — | $2.3M | 3 |
| TRURO CENTER FOR THE ARTS AT CASTLE | Truro | A25Z Arts, Culture & Humanities | $2.3M | 0 |
| UNITE HERE LOCAL 26 BUILDING OWNER INC | Medford | J11 Employment | $2.3M | 8 |
| John Winthrop Nursery School Corporation | Boston | B21Z Education | $2.3M | 1 |
| COURAGEOUS SAILING CENTER | Charlestown | Z99Z Unknown | $2.3M | 1 |
| BOYS & GIRLS CLUB OF PLYMOUTH | Plymouth | O23Z Youth Development | $2.3M | 1 |
| Newburyport Society for the Relief of Aged Men | Newburyport | L22Z Housing & Shelter | $2.3M | 9 |
| STANLEY W WATSON FOUNDATION | Falmouth | — | $2.2M | 0 |
| YOUNG WOMEN'S CHRISTIAN ASSOCIATION OF | Boston | P27Z Human Services | $2.2M | 7 |
| INTREPID ALLIANCE INC CO BROWNE CONSULTING GROUP | Cambridge | H03 Medical Research | $2.2M | 1 |
| JEWISH BIG BROTHER & BIG SISTER | Waltham | T30I Philanthropy, Voluntarism & Grantmaking Foundations | $2.2M | 2 |
| BERKSHIRE GARDEN CENTER INC DBA | Stockbridge | C410 Environment | $2.2M | 2 |
| MERRIMAC HEIGHTS ACADEMY INC | Merrimac | B99 Education | $2.2M | 1 |
| NICSA Inc | Boston | B50 Education | $2.2M | 5 |
| NP BANGERTER CROSSING LLC | Boston | Y11 Mutual & Membership Benefit | $2.2M | 0 |
| ARBELLA INSURANCE FOUNDATION | Boston | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $2.2M | 0 |
| CFLEADS | Accord | T11 Philanthropy, Voluntarism & Grantmaking Foundations | $2.2M | 5 |
| FAMILIES FIRST PARENTING PROGRAM INC | Watertown | P400 Human Services | $2.2M | 1 |
| PAUL REVERE MEMORIAL ASSOCIATION | Boston | A82Z Arts, Culture & Humanities | $2.2M | 1 |
| THE LEARNING FIRST FOUNDATION INC | Worcester | B190 Education | $2.2M | 3 |
| THE JOHN BERTRAM HOUSE INC | Salem | L22Z Housing & Shelter | $2.2M | 1 |
| MASSACHUSETTS CONSTRUCTION ADVANCEMENT | Framingham | — | $2.2M | 6 |
| PATHWAYS ADULT EDUCATION & | Lynn | — | $2.2M | 1 |
| THE TINA SNIDER FOUNDATION | Gloucester | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $2.2M | 1 |
| NATIONAL AFFORDABLE HOUSING FOUNDATION | Waltham | L210 Housing & Shelter | $2.2M | 0 |
| DAGGETT-CRANDALL-NEWCOMB HOME INC | Norton | P750 Human Services | $2.2M | 1 |
| ALIANZA DV SERVICES INC | Holyoke | P43Z Human Services | $2.2M | 1 |
| FRIENDS OF HOLLY HILL FARM INC | Cohasset | P30 Human Services | $2.2M | 1 |
| ZION PRAYER MOVEMENT OUTREACH | Randolph | X99 Religion-Related | $2.2M | 0 |
| BOSTON POLICE DETECTIVES BENEVOLENT | Roslindale | — | $2.2M | 5 |
| CALEB DEVELOPMENT CORPORATION | Lynn | L20I Housing & Shelter | $2.2M | 0 |
| NEWTON FOOD PANTRYINC | Newton | K30 Food, Agriculture & Nutrition | $2.2M | 0 |
| THE HAMMOND MUSEUM INC | Gloucester | A540 Arts, Culture & Humanities | $2.2M | 1 |
| CHARLES RIVER WATERSHED ASSOCIATION INC | Boston | C013 Environment | $2.2M | 1 |
| ONE HIVE FOUNDATION | Boston | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.2M | 0 |
| SPECTRUM HOME HEALTH AND HOSPICE | Longmeadow | E90 Health Care | $2.2M | 4 |
| CENTER FOR CHILD CARE AND DEVELOPMENT INC | Fall River | — | $2.2M | 2 |
| LGBTQ SENIOR HOUSING INC | Hyde Park | L22 Housing & Shelter | $2.2M | 1 |
| CAPE COD COMMERCIAL | Chatham | C300 Environment | $2.2M | 2 |
| RABE FAMILY FOUNDATION INC | Chestnut Hill | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $2.2M | 0 |
| MASONIC EDUCATION & CHARITY TRUST | Boston | S120 Community Improvement & Capacity Building | $2.2M | 1 |