| NEW ENGLAND TELEHEALTH CONSORTIUM | Bangor | E802 Health Care | $7M | 5 |
| HOPE ASSOCIATION | Rumford | E200 Health Care | $7M | 2 |
| York County Shelter Programs Inc | Alfred | S20Z Community Improvement & Capacity Building | $6.9M | 1 |
| MAINE STATE MUSIC THEATRE | Brunswick | A650 Arts, Culture & Humanities | $6.9M | 2 |
| Simple Generosity Foundation | Cape Elizabeth | X50 Religion-Related | $6.8M | 3 |
| Western Maine Transportation Services Inc | Auburn | P52Z Human Services | $6.8M | 1 |
| UPLIFT INC | Gardiner | P820 Human Services | $6.8M | 1 |
| Mount Desert Land and Garden Preserve | Seal Harbor | — | $6.8M | 2 |
| Portland Country Club | Falmouth | — | $6.7M | 6 |
| CONNECTED CREDIT UNION | Augusta | — | $6.7M | 3 |
| THE PROGRESS CENTER INC | Oxford | P82 Human Services | $6.5M | 2 |
| MAINE ORGANIC FARMERS AND GARDENERS ASSOCIATION | Unity | K030 Food, Agriculture & Nutrition | $6.5M | 1 |
| Connections For Kids | South Portland | P31 Human Services | $6.5M | 1 |
| Birch Bay Retirement Village | Bar Harbor | Z99 Unknown | $6.4M | 4 |
| Maine Connections Academy | South Portland | B99 Education | $6.4M | 1 |
| Schiavi Family Foundation | Portland | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.3M | 0 |
| HEALTHY ACADIA | Ellsworth | E70 Health Care | $6.3M | 1 |
| MMC Realty Corp | Portland | E110 Health Care | $6.2M | 7 |
| Northern Maine General | Eagle Lake | E20Z Health Care | $6.2M | 3 |
| HOUSING INITIATIVES OF NEW ENGLAND CORP C/O CYNTHIA J MILLIKEN TAYLOR | Scarborough | L99Z Housing & Shelter | $6.2M | 4 |
| Aroostook Area Agency on Aging Inc | Presque Isle | P81Z Human Services | $6.1M | 2 |
| JACK D AND ANITA G SMART CHARITABLE TRUST | Augusta | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 1 |
| GIRL SCOUTS OF MAINE | South Portland | O42 Youth Development | $6.1M | 1 |
| GALEN COLE FAMILY FOUNDATION | Bangor | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 2 |
| Wings for Children and Families Inc | Bangor | F30 Mental Health & Crisis Intervention | $6M | 1 |
| Firebird Foundation for Anthropological Research | Phillips | B99 Education | $6M | 1 |
| MAINE LEARNING INNOVATIONS | Augusta | B24 Education | $6M | 1 |
| BATH AREA FAMILY YMCA | Bath | P27Z Human Services | $6M | 2 |
| Androscoggin Head Start and Child Care | Lewiston | — | $5.9M | 2 |
| WELLSPRING INC | Bangor | F22Z Mental Health & Crisis Intervention | $5.9M | 1 |
| Our Katahdin | Millinocket | S20 Community Improvement & Capacity Building | $5.9M | 1 |
| Southern Maine Planning and Development Commission | Saco | Z99Z Unknown | $5.9M | 5 |
| YOUNG MENS CHRISTIAN ASSOCIATION OF SOUTHERN MAINE | Portland | — | $5.8M | 2 |
| RUMFORD COMMUNITY HOME CORPORATION | Rumford | E910 Health Care | $5.8M | 8 |
| George Stevens Academy | Blue Hill | B25Z Education | $5.8M | 3 |
| MAINE PEOPLE'S RESOURCE CENTER | Portland | — | $5.8M | 2 |
| Androscoggin Valley Council of Governments | Auburn | W200 Public & Societal Benefit | $5.7M | 0 |
| Good Will Home Association | Hinckley | P730 Human Services | $5.7M | 3 |
| Downeast Family Young Mens Christian Association | Ellsworth | — | $5.7M | 1 |
| SOUTHERN KENNEBEC CHILD DEVELOPMENT | Farmingdale | — | $5.7M | 3 |
| AROOSTOOK HOME HEALTH SERVICES | Caribou | P44Z Human Services | $5.7M | 1 |
| CRISIS AND COUNSELING CENTERS INC | Augusta | F40 Mental Health & Crisis Intervention | $5.7M | 2 |
| West Oxford Agricultural Society | Bridgton | N520 Recreation & Sports | $5.6M | 29 |
| UNION WORKERS BENEFITS TRUST | Bath | — | $5.6M | 0 |
| PORTLAND HOUSING DEVELOPMENT CORPORATION | Portland | — | $5.6M | 1 |
| BREAKWATER LEARNING | Portland | B20Z Education | $5.6M | 2 |
| THE WILLIAM A FARNSWORTH LIBRARY AND ART MUSEUM INC | Rockland | A510 Arts, Culture & Humanities | $5.6M | 5 |
| Mid Coast Hunger Prevention Program | Brunswick | Z99 Unknown | $5.5M | 1 |
| PORTLAND MAINE SYMPHONY ORCHESTRA | Portland | A690 Arts, Culture & Humanities | $5.5M | 2 |
| Community Regional Charter School | Skowhegan | B20 Education | $5.5M | 0 |
