| 1 | Day One | Mental Health & Crisis Intervention | $3.6M | $2.3M |
| 2 | Riding to the Top | Human Services | $1.1M | $2.1M |
| 3 | Windham School Age Childcare | Human Services | $926K | $726K |
| 4 | United Soccer Federation of Maine | Recreation & Sports | $757K | $1.4M |
| 5 | Little Sebago Lake Association | Environment | $294K | $677K |
| 6 | Westbrook Seals | Recreation & Sports | $233K | $83K |
| 7 | Downeast Ski Club | Recreation & Sports | $211K | $140K |
| 8 | Fraternal Order of Eagles | Unclassified | $207K | $673K |
| 9 | Sebago Lakes Region Chamber of Commerce | Unclassified | $204K | $43K |
| 10 | Global Dare Foundation | Diseases, Disorders & Medical Disciplines | $171K | $276K |
| 11 | Walk a Mile in Their Shoes | Unclassified | $140K | $129K |
| 12 | Crockett Foundation | Philanthropy, Voluntarism & Grantmaking | $137K | $853K |
| 13 | Windham Youth Soccer Association | Recreation & Sports | $119K | $139K |
| 14 | Grace Hudowalski Charitable Trust | Environment | $118K | $451K |
| 15 | Little League Baseball INC | Unclassified | $108K | $49K |
| 16 | Pihcintu | Arts, Culture & Humanities | $93K | $100K |
| 17 | Portland Seamens Friend Society | Unclassified | $89K | $131K |
| 18 | Windham Neighbors Helping Neighbors | Human Services | $85K | $789K |
| 19 | Wade Millett Memorial Foundation | Mental Health & Crisis Intervention | $74K | $88K |
| 20 | Sebago Lakes Region Fuller Center for Housing | Unclassified | $72K | $84K |
| 21 | Wyba INC | Youth Development | $70K | $24K |
| 22 | The Beloit Poetry Journal Foundation INC | Unclassified | $60K | $113K |
| 23 | The Sebago Lake Rotary Club Charitable Fund INC | Community Improvement & Capacity Building | $38K | $42K |
| 24 | Maine Small Group of God | Religion-Related | $24K | $50K |
| 25 | Windham Gorham Rod & Gun Club | Unclassified | $12K | $39K |
| 26 | Rotary International | Unclassified | $9K | $5K |
| 27 | National Kitchen & Bath Asso | Unclassified | $0 | $0 |
| 28 | National Society United States Daughters of 1812 | Unclassified | $0 | $0 |
| 29 | Maine Parent Teacher Association INC | Unclassified | $0 | $0 |
| 30 | Unity Church of Truth | Unclassified | $0 | $0 |
| 31 | Maine Society for Respiratory Care | Unclassified | $0 | $0 |
| 32 | St. Anns Episcopal Church of Windham | Unclassified | $0 | $0 |
| 33 | Windham Historical Society INC | Arts, Culture & Humanities | $0 | $0 |
| 34 | Faith Lutheran Church | Unclassified | $0 | $0 |
| 35 | Tree of Life Church Assembly of God | Unclassified | $0 | $0 |
| 36 | Friends of the Windham Public & Library | Education | $0 | $0 |
| 37 | Maine State Boating Association INC | Recreation & Sports | $0 | $0 |
| 38 | Maine Parent Teacher Association INC | Unclassified | $0 | $0 |
| 39 | Veterans of Foreign Wars of the United States Dept of Maine | Unclassified | $0 | $0 |
| 40 | Windham Veterans Association INC | Unclassified | $0 | $0 |
| 41 | Highland Lake Association | Environment | $0 | $0 |
| 42 | Remnant T Ministries | Human Services | $0 | $0 |
| 43 | University of Maine System INC | Unclassified | $0 | $0 |
| 44 | Little Meeting House Corporation of Windham Maine | Community Improvement & Capacity Building | $0 | $0 |
| 45 | American Postal Workers Union Auxiliary | Unclassified | $0 | $0 |
| 46 | International Association of Lions Clubs | Unclassified | $0 | $0 |
| 47 | American Federation of Labor & Congress of Industrial Orgs | Unclassified | $0 | $0 |
| 48 | Disabled American Veterans | Public & Societal Benefit | $0 | $0 |
| 49 | American Legion | Unclassified | $0 | $0 |
| 50 | Windham | Unclassified | $0 | $0 |
| 51 | Cornerstone Assembly of God | Unclassified | $0 | $0 |
| 52 | Clyde Bailey Drop in Center INC | Mental Health & Crisis Intervention | $0 | $0 |
| 53 | Global Harvest Outreach | Human Services | $0 | $0 |
| 54 | Windham Education Foundation | Education | $0 | $0 |
| 55 | Trust for Portland Employees | Unclassified | $0 | $0 |
| 56 | International Order of the Rainbow Girls | Unclassified | $0 | $0 |
| 57 | Ancient Free & Accepted Masons of Maine | Unclassified | $0 | $0 |
| 58 | Association of Md Mba Programs | Education | $0 | $0 |
| 59 | Greely Volleyball Boosters INC | Recreation & Sports | $0 | $0 |
| 60 | Cumberland County Communications Association | Mutual & Membership Benefit | $0 | $0 |
| 61 | Long Creek Watershed Management District | Environment | $0 | $0 |
| 62 | Windham Youth Lacrosse Organization | Recreation & Sports | $0 | $0 |
| 63 | Soul Saving Ministries | Human Services | $0 | $0 |
| 64 | Evangelical Restoration Church Maine | Religion-Related | $0 | $0 |
| 65 | Cpwsra | Public & Societal Benefit | $0 | $0 |
| 66 | Uwimpuhwe Family Foundation | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 67 | American Legion Auxiliary | Public & Societal Benefit | $0 | $0 |
| 68 | Hope Fellowship | Unclassified | $0 | $0 |
| 69 | Gbokpasom INC | Human Services | $0 | $0 |
| 70 | Thomas House | Housing & Shelter | $0 | $0 |
| 71 | Windham Youth Volleyball Association | Recreation & Sports | $0 | $0 |
| 72 | Refuge Church INC | Religion-Related | $0 | $0 |
| 73 | Knights of Columbus | Unclassified | $0 | $0 |
| 74 | Sebago Lakes Region Chamber of Commerce Charitable Tr | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 75 | Alliance of Divine Love INC | Unclassified | $0 | $0 |
| 76 | Natl Society Women Descendants of the Ancient & Honorable Artillery | Arts, Culture & Humanities | $0 | $0 |
| 77 | Mghelpme Gaited Horse Rescue | Animal-Related | $0 | $0 |
| 78 | Australian Shepherd Club of Maine | Animal-Related | $0 | $0 |
| 79 | Collins Pond Improvement Association | Environment | $0 | $0 |
| 80 | Friends of Patrol Base 19 | Youth Development | $0 | $0 |
| 81 | Ruffed Grouse Society | Unclassified | $0 | $0 |
| 82 | Healing Tribe | Health Care | $0 | $0 |
| 83 | Taylor James Steeves Foundation | Human Services | $0 | $0 |
| 84 | Maine Revival Today | Religion-Related | $0 | $0 |
| 85 | Greater Windham Business Exchange | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 86 | Maine Foodscapes INC | Food, Agriculture & Nutrition | $0 | $0 |
| 87 | Windham Athletic Boosters | Education | $0 | $0 |
| 88 | Hope-jg Fights Als | Diseases, Disorders & Medical Disciplines | $0 | $0 |
| 89 | Windham Veterans Association Charitable Fund | Public & Societal Benefit | $0 | $0 |
| 90 | Sebago Medical Group INC | Health Care | $0 | $0 |
| 91 | Windham Me Fire and Rescue Association | Public Safety, Disaster Preparedness & Relief | $0 | $0 |
| 92 | Triumphant Life International Ministries | Religion-Related | $0 | $0 |
| 93 | Windham and Raymond Pride | Civil Rights, Social Action & Advocacy | $0 | $0 |
| 94 | Windham Youth Cheerleading | Recreation & Sports | $0 | $0 |
| 95 | Center for Herding Instinct Preservation | Food, Agriculture & Nutrition | $0 | $0 |
| 96 | Revolution Fitness | Recreation & Sports | $0 | $0 |
| 97 | Sharing with Our Shepherds | Religion-Related | $0 | $0 |