| FRANNIE PEABODY CENTER | Portland | — | $5.5M | 2 |
| Maine Pretrial Services | Portland | — | $5.5M | 0 |
| FOREST SOCIETY OF MAINE | Bangor | C99 Environment | $5.5M | 1 |
| HURRICANE ISLAND OUTWARD BOUND SCHOOL | Camden | C600 Environment | $5.5M | 4 |
| Eastern Area Agency on Aging | Brewer | P81Z Human Services | $5.4M | 1 |
| ANIMAL WELFARE SOCIETY INC | West Kennebunk | D200 Animal-Related | $5.4M | 1 |
| Maine Needs Inc | Portland | P20 Human Services | $5.4M | 1 |
| MAINE MOTOR TRANSPORT ASSOCIATION | Augusta | — | $5.4M | 2 |
| MAINE SERVICE EMPLOYEES ASSOCIATION SEIU LOCAL 1989 | Augusta | — | $5.3M | 8 |
| PENOBSCOT BAY YMCA | Rockport | P270 Human Services | $5.3M | 2 |
| MAINE COLLEGE OF HEALTH PROFESSIONS | Lewiston | B500 Education | $5.3M | 5 |
| STATE STREET HOUSING PRESERVATION CORP | Portland | L20Z Housing & Shelter | $5.3M | 1 |
| Permanent Archive Fund | Biddeford | B70 Education | $5.3M | 0 |
| Homeworthy | Rockland | P20 Human Services | $5.3M | 2 |
| Jewish Community Alliance Southern Maine | Portland | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $5.3M | 1 |
| KENNEBEC MENTAL HEALTH ASSOCIATES | Waterville | F110 Mental Health & Crisis Intervention | $5.2M | 7 |
| TEDFORD HOUSING | Brunswick | L41 Housing & Shelter | $5.2M | 1 |
| MAINE FARMLAND TRUST | Belfast | K25 Food, Agriculture & Nutrition | $5.2M | 2 |
| Rocking Moon Foundation Inc | Yarmouth | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.2M | 0 |
| DAVIS EDUCATIONAL FOUNDATION | Yarmouth | B120 Education | $5.2M | 7 |
| Alternative Health Services | Bangor | E92Z Health Care | $5.2M | 11 |
| COASTAL COUNTIES WORKFORCE INC | Brunswick | J20 Employment | $5.1M | 1 |
| CAMP SUNSHINE AT SEBAGO LAKE INC | Casco | N20Z Recreation & Sports | $5.1M | 4 |
| Children's Center Early Intervention & Family Support | Augusta | G23Z Diseases, Disorders & Medical Disciplines | $5.1M | 1 |
| Amicus | Bangor | P700 Human Services | $5.1M | 0 |
| Crossroads for Women Inc | Scarborough | F220 Mental Health & Crisis Intervention | $5.1M | 2 |
| Victoria Mansion | Portland | A82Z Arts, Culture & Humanities | $5.1M | 1 |
| CARING FAMILIES INC | Portland | L80 Housing & Shelter | $5.1M | 0 |
| Maine Mathematics & Science Alliance | Augusta | B90 Education | $5M | 0 |
| RANGELEY LAKES HERITAGE TRUST INC | Rangeley | C340 Environment | $5M | 1 |
| LESHER FAMILY FOUNDATION | Rockport | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $4.9M | 2 |
| ELMHURST INC | Bath | G200 Diseases, Disorders & Medical Disciplines | $4.9M | 3 |
| SCHOODIC INSTITUTE AT ACADIA NATIONAL PARK | Winter Harbor | C30 Environment | $4.9M | 1 |
| Odd Fellows and Rebekahs' Home of Maine | Auburn | P750 Human Services | $4.9M | 1 |
| PAN ATLANTIC FOUNDATION | Portland | Q22 International, Foreign Affairs & National Security | $4.8M | 3 |
| POND FAMILY FOUNDATION | Scarborough | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.8M | 1 |
| The Lincoln Home | Newcastle | P750 Human Services | $4.8M | 1 |
| SPECIAL OLYMPICS MAINE INC | South Portland | N72Z Recreation & Sports | $4.8M | 2 |
| BAXTER ACADEMIES OF MAINE | Portland | B29 Education | $4.8M | 3 |
| THE MAINE SPECIAL EDUCATIONMENTAL HEALTH COLLABORATIVE | New Gloucester | B28 Education | $4.8M | 4 |
| Great Schools Partnership Inc | Portland | B20 Education | $4.7M | 7 |
| Greater Brunswick Housing Corporation | Brunswick | L80 Housing & Shelter | $4.7M | 2 |
| Coastal Opportunities | Camden | — | $4.7M | 2 |
| USM OSHER MAP LIBRARY FOUNDATION | Portland | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 1 |
| Coastal Rivers Conservation Trust | Damariscotta | C320 Environment | $4.6M | 1 |
| Maine Media College | Rockport | — | $4.6M | 2 |
| DOWNEAST TRANSPORTATION INC | Ellsworth | — | $4.6M | 1 |
| MAINE MEDICAL ASSOCIATION | Manchester | — | $4.6M | 1 |
| DISABILITY RIGHTS MAINE | Augusta | I80Z Crime & Legal-Related | $4.6M | 2 |
| The Owls Head Transportation Museum | Owls Head | A570 Arts, Culture & Humanities | $4.5M | 1 |
