| Onpoint Health Data | Portland | E60 Health Care | $25.4M | 7 |
| MAINEHEALTH CARE AT HOME | Saco | E92 Health Care | $25.4M | 12 |
| Penobscot Valley Hospital | Lincoln | E20 Health Care | $25.2M | 10 |
| Charles A Dean Memorial Hospital Northern Light CA Dean Hospital | Greenville | E200 Health Care | $24.6M | 18 |
| Maine Public Broadcasting Corporation | Lewiston | A320 Arts, Culture & Humanities | $24.6M | 9 |
| Waypoint Maine Inc | Sanford | P820 Human Services | $24.2M | 1 |
| New Communities Inc | Westbrook | L21 Housing & Shelter | $24M | 7 |
| Fryeburg Academy | Fryeburg | B25Z Education | $23.4M | 2 |
| PEOPLESCHOICE CREDIT UNION | Saco | — | $23.1M | 7 |
| Portland Community Health Center | Portland | E32 Health Care | $23.1M | 8 |
| Hospice of Southern Maine | Scarborough | P74 Human Services | $22.8M | 8 |
| Maine-Dartmouth Family Medicine Residency | Augusta | B54Z Education | $22.6M | 16 |
| Maine Technology Institute | Portland | B29 Education | $22.5M | 2 |
| Maine Coast Heritage Trust | Topsham | C340 Environment | $22M | 7 |
| St Joseph's Rehabilitation & Residence | Portland | E91 Health Care | $21.5M | 12 |
| Jobs for Maine's Graduates Inc | Augusta | — | $20.7M | 5 |
| GULF OF MAINE RESEARCH INSTITUTE | Portland | D500 Animal-Related | $20.2M | 10 |
| AROOSTOOK COUNTY ACTION PROGRAM | Presque Isle | I720 Crime & Legal-Related | $20.2M | 4 |
| DOWNEAST CREDIT UNION | Baileyville | — | $19.5M | 7 |
| EVELYN S AND K E BARRETT FOUNDATION | York | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $19.4M | 2 |
| OHI | Bangor | P73 Human Services | $19.3M | 4 |
| WALDO COMMUNITY ACTION PARTNERS | Belfast | P20 Human Services | $19.2M | 4 |
| MOTIVATIONAL SERVICES INC | Augusta | F34Z Mental Health & Crisis Intervention | $19M | 2 |
| JHA SERVICES | Portland | — | $19M | 9 |
| EASTERN MAINE ELECTRIC COOPERATIVE INC | Calais | — | $18.4M | 18 |
| MORRISON CENTER | Scarborough | G23Z Diseases, Disorders & Medical Disciplines | $18.1M | 4 |
| Acadia Healthcare Inc Northern Light Acadia Healthcare | Brewer | E200 Health Care | $18.1M | 18 |
| Northern Light Health Foundation | Brewer | E200 Health Care | $17.7M | 9 |
| Better World Libraries | Biddeford | A30 Arts, Culture & Humanities | $17.2M | 0 |
| GOULD ACADEMY | Bethel | B250 Education | $16.6M | 4 |
| WABANAKI HEALTH & WELLNESS NPC | Bangor | F99 Mental Health & Crisis Intervention | $16.1M | 5 |
| CASA INC | Westbrook | P730 Human Services | $15.9M | 2 |
| Maine Health Access Foundation Inc | Augusta | E12 Health Care | $15.8M | 9 |
| FISH RIVER RURAL HEALTH | Eagle Lake | E700 Health Care | $15.6M | 6 |
| Community Clinical Services Inc | Lewiston | E32Z Health Care | $15.5M | 11 |
| Volunteers of America Northern New England | Brunswick | — | $15.4M | 4 |
| SHAW BROTHERS FAMILY FOUNDATION INC | Gorham | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $15.2M | 0 |
| North Yarmouth Academy | Yarmouth | B250 Education | $15.1M | 6 |
| Hebron Academy Incorporated | Hebron | B200 Education | $15M | 4 |
| PORT RESOURCES INC | South Portland | P820 Human Services | $14.7M | 2 |
| SUPPORT SOLUTIONS INC | Auburn | P82 Human Services | $14.6M | 4 |
| Portland Museum of Art | Portland | A510 Arts, Culture & Humanities | $14.6M | 8 |
| SPECTRUM GENERATIONS | Augusta | P81Z Human Services | $14.6M | 2 |
| COMMUNITY HOUSING OF MAINE INC | Portland | L21Z Housing & Shelter | $14.6M | 4 |
| MaineGeneral Health | Augusta | E22 Health Care | $14.6M | 12 |
| Atlantic Salmon Federation (US) Inc | Calais | D330 Animal-Related | $14.5M | 2 |
| CEDARS NURSING CARE CENTER | Portland | E91Z Health Care | $14.5M | 9 |
| Health Access Network Inc | Lincoln | E320 Health Care | $14.4M | 7 |
| Friends of Acadia | Bar Harbor | C340 Environment | $14.3M | 7 |
| University of Southern Maine Foundation | Portland | T50 Philanthropy, Voluntarism & Grantmaking Foundations | $14.3M | 3 |
