| 1 | Vna Home & Hospice | Health Care | $43.0M | $15.2M |
| 2 | The Opportunity Alliance | Human Services | $36.6M | $23.9M |
| 3 | Port Resources | Human Services | $15.5M | $6.7M |
| 4 | Maine Special Olympics | Recreation & Sports | $9.3M | $14.5M |
| 5 | Peregrine Corp. | Human Services | $9.1M | $9.2M |
| 6 | Girl Scouts of Maine INC | Youth Development | $6.8M | $7.5M |
| 7 | Maine Connections Academy INC | Education | $6.4M | $2.2M |
| 8 | Connections for Kids | Human Services | $6.0M | $6.0M |
| 9 | South Portland Housing Development Corporation | Housing & Shelter | $4.6M | $10.8M |
| 10 | International Brotherhood of Teamsters | Unclassified | $3.2M | $2.7M |
| 11 | National Partnership for Environmental Technology Education | Unclassified | $2.9M | $697K |
| 12 | Independent Order of Odd Fellows | Unclassified | $2.7M | $4.9M |
| 13 | Southern Maine Community College Foundation | Education | $2.0M | $5.4M |
| 14 | Fork Food Lab | Environment | $1.6M | $3.9M |
| 15 | Atlantic Federal Credit Union Foundation | Philanthropy, Voluntarism & Grantmaking | $1.5M | $2.6M |
| 16 | Youth and Family Outreach | Religion-Related | $1.3M | $2.9M |
| 17 | Granite Point Foundation | Unclassified | $1.3M | $3.9M |
| 18 | Greater Portland Christian School Association | Unclassified | $1.3M | $937K |
| 19 | Road Runners of America Club | Unclassified | $1.1M | $247K |
| 20 | Hirshon Family Charitable Foundation | Philanthropy, Voluntarism & Grantmaking | $1.1M | $1.1M |
| 21 | Trustees of the Charitable Fund of Hiram Lodge | Unclassified | $787K | $966K |
| 22 | Robert G & Jane V Engel Foundation INC | Unclassified | $544K | $885K |
| 23 | Portland Education Association | Unclassified | $515K | $130K |
| 24 | Portland Lyric Theater | Arts, Culture & Humanities | $497K | $871K |
| 25 | Maine Association of Police | Unclassified | $410K | $241K |
| 26 | Abstinence Coalition for Educationnortheast | Health Care | $392K | $403K |
| 27 | Jarme | Religion-Related | $304K | $516K |
| 28 | Cape Elizabeth Home | Human Services | $293K | $1.8M |
| 29 | The Portland Players INC | Arts, Culture & Humanities | $220K | $368K |
| 30 | Restorative Justice Institute of Maine | Crime & Legal-Related | $219K | $59K |
| 31 | Centerboard Yacht Club | Unclassified | $215K | $1.7M |
| 32 | Maine Brewers Guild | Unclassified | $213K | $73K |
| 33 | Ingraham Housing Corporation INC | Housing & Shelter | $210K | $1.9M |
| 34 | South Portland Cape Elizabeth Rotary Charitable Fund | Community Improvement & Capacity Building | $197K | $168K |
| 35 | Society for Military History | Arts, Culture & Humanities | $183K | $1.3M |
| 36 | Bruce Roberts Santa Claus | Unclassified | $183K | $368K |
| 37 | Friendship House | Housing & Shelter | $175K | $523K |
| 38 | Ross Powers Foundation | Education | $167K | $268K |
| 39 | Peoples Inclusive Welding | Education | $160K | $66K |
| 40 | South Portland Historical Society | Arts, Culture & Humanities | $132K | $375K |
| 41 | Mad Horse Theatre Company | Unclassified | $118K | $84K |
| 42 | Institute for Broadening Participation | Science & Technology | $118K | $113K |
| 43 | Maine Military Museum and Learning Center | Arts, Culture & Humanities | $101K | $1 |
| 44 | South Portland Football Boosters Club INC | Recreation & Sports | $96K | $28K |
| 45 | Little League Baseball INC | Unclassified | $86K | $9K |
| 46 | Maine Association of Public Housing Directors | Housing & Shelter | $83K | $31K |
| 47 | Mt Pleasant Cemetery Corp. | Unclassified | $83K | $1.2M |
| 48 | Global Recovery INC | Human Services | $83K | $1K |
| 49 | Maine Psychological Association | Unclassified | $79K | $117K |
| 50 | International Association of Fire Fighters | Unclassified | $74K | $75K |
| 51 | Wounded Healers International | Crime & Legal-Related | $62K | $130K |
| 52 | Highland Memorial Cemetery Associat Ion | Mutual & Membership Benefit | $56K | $294K |
| 53 | Friends of the Maine Youth Center INC | Crime & Legal-Related | $55K | $119K |
| 54 | South Portland Police Patrolmens Association | Unclassified | $47K | $39K |
| 55 | Nannas House | Community Improvement & Capacity Building | $38K | $43K |
| 56 | Forum Foundation | Philanthropy, Voluntarism & Grantmaking | $22K | $6.6M |
| 57 | Ancient Free & Accepted Masons of Maine | Unclassified | $18K | $7K |
| 58 | Eng Family Charitable Tr | Philanthropy, Voluntarism & Grantmaking | $7K | $46K |
| 59 | Bowery Beach School Building Maintenance Trust | Unclassified | $1K | $29K |
| 60 | Sunenblick Foundation | Arts, Culture & Humanities | $1K | $250 |
| 61 | Cushing Residence INC | Housing & Shelter | $30 | $1 |
| 62 | American Legion Post 0035 Stewart P Morrill | Unclassified | $0 | $0 |
| 63 | Knights Templar of the United States of America | Unclassified | $0 | $0 |
| 64 | Maine District Nazarene Camp Grounds INC | Unclassified | $0 | $0 |
| 65 | Thornton Heights United Methodist Church | Unclassified | $0 | $0 |
| 66 | Promised Land World Outreach Center | Unclassified | $0 | $0 |
| 67 | International Brotherhood of Teamsters | Unclassified | $0 | $0 |
| 68 | Congregation Bet Haam | Religion-Related | $0 | $0 |
| 69 | Coastal Maine Aquatics | Recreation & Sports | $0 | $3K |
| 70 | South Portland Land Trust | Unclassified | $0 | $0 |
| 71 | Knights of Columbus | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 72 | American Society for Training and Development | Unclassified | $0 | $0 |
| 73 | Skillin School PTA | Unclassified | $0 | $0 |
| 74 | Acf Casco Bay Culinary Association | Community Improvement & Capacity Building | $0 | $0 |
| 75 | Virginia Heights Academy | Education | $0 | $0 |
| 76 | Cora L Brown Foundation | Religion-Related | $0 | $0 |
| 77 | The Maine Affiliate of the American College of Nurse Midwives | Unclassified | $0 | $0 |
| 78 | Spring Point Ledge Light Trust | Unclassified | $0 | $0 |
| 79 | Peoples United Methodist Church | Unclassified | $0 | $0 |
| 80 | South Portland Firemens Relief Association | Unclassified | $0 | $0 |
| 81 | Ancient Free & Accepted Masons of Maine | Unclassified | $0 | $0 |
| 82 | Pleasantdale Hose Co-3 | Unclassified | $0 | $0 |
| 83 | Cumberland County Retired Educators Association | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 84 | Sage Swingers | Human Services | $0 | $0 |
| 85 | Maine Parent Teacher Association INC | Unclassified | $0 | $0 |
| 86 | Terra Moto INC | Arts, Culture & Humanities | $0 | $0 |
| 87 | Eastpoint Christian Church | Religion-Related | $0 | $0 |
| 88 | Maine Fair Trade Campaign | International, Foreign Affairs & National Security | $0 | $0 |
| 89 | The Jay Michael Suddy Foundation | Unclassified | $0 | $0 |
| 90 | Friends of Shinagawa | Arts, Culture & Humanities | $0 | $0 |
| 91 | Great Diamond Island Land Preserve | Environment | $0 | $0 |
| 92 | American Institute of Graphic Arts | Arts, Culture & Humanities | $0 | $0 |
| 93 | Maine Chapter of the Americansociety of Professional Estimators | Community Improvement & Capacity Building | $0 | $0 |
| 94 | International Association of Lions Clubs | Unclassified | $0 | $0 |
| 95 | Ancient Free & Accepted Masons of Maine | Unclassified | $0 | $0 |
| 96 | Independent Order of Odd Fellows | Unclassified | $0 | $0 |
| 97 | Southern Maine Tomahawks | Youth Development | $0 | $0 |
| 98 | South Portland Volunteers in Police Service | Public Safety, Disaster Preparedness & Relief | $0 | $0 |
| 99 | National Environmental Training Association | Environment | $0 | $0 |
| 100 | American Legion | Unclassified | $0 | $0 |