| MAINE MARINE TRADE ASSOCIATION | Rockland | — | $476k | 1 |
| Maine Alliance for Economic Growth | Portland | — | $475k | 0 |
| MAINE OUTDOOR BRANDS INC | Portland | S41 Community Improvement & Capacity Building | $471k | 1 |
| FARMINGTON PUBLIC LIBRARY | Farmington | B700 Education | $470k | 0 |
| Portland Lyric Theater | South Portland | A650 Arts, Culture & Humanities | $470k | 0 |
| Simmons Foundation - PerkinsThompson | Portland | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $469k | 2 |
| Piscataquis County Economic Development Council | Dover Foxcroft | S31 Community Improvement & Capacity Building | $465k | 0 |
| THE SCHOOL AROUND US | Arundel | — | $465k | 0 |
| Donald & Theresa Wentworth Trust | Sanford | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $465k | 0 |
| MILES MEMORIAL HOSPITAL LEAGUE | Damariscotta | E22J Health Care | $464k | 0 |
| Big Brothers Big Sisters of Mid-Maine | Camden | — | $464k | 2 |
| Trustees of Bloomfield Academy | Skowhegan | A82Z Arts, Culture & Humanities | $463k | 1 |
| HANCOCK COUNTY PLANNING COMMISSION | Ellsworth | C025 Environment | $462k | 1 |
| KOLLEGEWIDGWOK YACHT CLUB | Blue Hill | — | $462k | 0 |
| NATL SONS OF AMVETS | Biddeford | — | $462k | 0 |
| VOANNE Property Corporation | Brunswick | — | $460k | 4 |
| PIERRE MONTEUX MEMORIAL FOUNDATION | Hancock | A6E0 Arts, Culture & Humanities | $458k | 1 |
| MAINE WOMEN'S LOBBY EDUCATION FUND | Augusta | S41Z Community Improvement & Capacity Building | $455k | 0 |
| KENNEBUNK-KENNEBUNKPORT-ARUNDEL CHAMBER OF COMMERCE | Kennebunk | — | $455k | 0 |
| MINDBRIDGE | Portland | U50 Science & Technology | $455k | 4 |
| SPORTSMAN'S ALLIANCE OF MAINE | Augusta | — | $455k | 1 |
| THE BLUE HILL HARBOR SCHOOL | Blue Hill | B25 Education | $453k | 0 |
| CHRISTIAN CIVIC LEAGUE OF MAINE | Bangor | X20Z Religion-Related | $453k | 2 |
| Redco Foundation Inc | Portland | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $452k | 0 |
| CLASSICAL UPRISING | Portland | A60Z Arts, Culture & Humanities | $452k | 0 |
| NEW MARBLEHEAD SENIORS HOUSING CORP C/O AVESTA HOUSING | Portland | — | $451k | 6 |
| Needlepoint Sanctuary of Maine | Bangor | F21 Mental Health & Crisis Intervention | $451k | 0 |
| CHARLES D NELSON TRUST UTD 10/6/19 | Ellsworth | W112 Public & Societal Benefit | $451k | 1 |
| William E and Lucretia W Evans Foundation | Yarmouth | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $450k | 0 |
| K9s ON THE FRONT LINE | Portland | F30 Mental Health & Crisis Intervention | $450k | 2 |
| HEALTHCARE DATA AND ANALYTICS ASSOCIATION INCORPORATED | Gorham | E60 Health Care | $449k | 0 |
| MAINE FISHERMENS FORUM | Rockport | N61C Recreation & Sports | $446k | 0 |
| THE OLD BUG LIGHT CHARITABLE FOUNDATION C/O SPINNAKER TRUST | Portland | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $446k | 0 |
| FRATERNAL ORDER OF EAGLES 1248 | Rumford | — | $446k | 0 |
| THE FALCON CHARITABLE FOUNDATION | Damariscotta | T22Z Philanthropy, Voluntarism & Grantmaking Foundations | $446k | 1 |
| BUCKSPORT AREA CHILD CARE CENTER | Bucksport | P31Z Human Services | $445k | 1 |
| EASTERN SLOPE AIRPORT AUTHORITY | Fryeburg | W30 Public & Societal Benefit | $444k | 0 |
| MES Foundation | Alfred | B82 Education | $444k | 1 |
| ICE DANCE INTERNATIONAL | Doverfoxcroft | A62 Arts, Culture & Humanities | $443k | 1 |
| Independent Order of Odd Fellows co Frederick Stuart | South Portland | — | $443k | 6 |
| Professional Fire Fighters of Maine | Etna | — | $442k | 10 |
| Wabanaki Alliance | Stillwater | A23 Arts, Culture & Humanities | $442k | 1 |
| KMHA FOUNDATION INC | Waterville | F110 Mental Health & Crisis Intervention | $442k | 7 |
| WESTERN MAINE ADDICTION RECOVERY INITIATIVE | Norway | F20 Mental Health & Crisis Intervention | $440k | 1 |
| SOMERSET ECONOMIC DEVELOPMENT CORPORATION | Skowhegan | W20 Public & Societal Benefit | $440k | 1 |
| RANGELEY LAKES SNOWMOBILE CLUB | Rangeley | N50 Recreation & Sports | $439k | 0 |
| Visit Freeport | Freeport | S41 Community Improvement & Capacity Building | $439k | 1 |
| HARRISON FOOD BANK | Harrison | K30 Food, Agriculture & Nutrition | $437k | 1 |
| GRANITE POINT FOUNDATION | South Portland | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $437k | 0 |
| Holocaust and Human Rights Center of Maine | Augusta | Q700 International, Foreign Affairs & National Security | $436k | 1 |
