| 1 | Trinity-pawling School Corporation | Education | $27.7M | $108.6M |
| 2 | Mizzentop Day School | Education | $4.6M | $6.4M |
| 3 | Quaker Hill Country Club INC | Unclassified | $1.6M | $1.6M |
| 4 | Akin Hall Association | Arts, Culture & Humanities | $899K | $2.0M |
| 5 | Pawling Free Library | Education | $695K | $1.5M |
| 6 | Community Resources & Service | Unclassified | $367K | $371K |
| 7 | Akindale Rehabilitation & Land Conservation Fund | Environment | $286K | $8.0M |
| 8 | Pawling Teachers Assn Benefit Trust Fund Sia | Unclassified | $278K | $278K |
| 9 | Pawling Fire Department INC | Unclassified | $245K | $903K |
| 10 | Pawling Yoga and Wellness | Human Services | $192K | $65K |
| 11 | Ryan McElroy Childrens Cancer Foundation | Diseases, Disorders & Medical Disciplines | $181K | $1.0M |
| 12 | Pawling Youth Hockey INC | Recreation & Sports | $135K | $185K |
| 13 | The Oblong Land Conservancy INC | Environment | $122K | $1.0M |
| 14 | Bruno Family Charitable Foundation INC | Philanthropy, Voluntarism & Grantmaking | $116K | $17K |
| 15 | Third Monday Foundation | Philanthropy, Voluntarism & Grantmaking | $109K | $84K |
| 16 | Hammersley Beach Club INC | Unclassified | $109K | $61K |
| 17 | Pawling Concert Series INC | Arts, Culture & Humanities | $104K | $340K |
| 18 | Margaret B Monahan and Alberta W Laighton Memorial Fund | Unclassified | $99K | $411K |
| 19 | Quaker Hill Burial Ground Assn INC | Unclassified | $84K | $810K |
| 20 | Friends of the Great Swamp | Environment | $80K | $997K |
| 21 | Mizzentop Day School Endowment Fund INC | Human Services | $59K | $292K |
| 22 | Pawling Farmers Market INC | Community Improvement & Capacity Building | $51K | $47K |
| 23 | Camino Al Exito Project for All INC | Education | $42K | $20K |
| 24 | Jifanga Missionary Outreach INC | Religion-Related | $40K | $355 |
| 25 | Pawling Chamber of Commerce | Community Improvement & Capacity Building | $37K | $45K |
| 26 | A C T - Aiding Children Together INC | International, Foreign Affairs & National Security | $32K | $5K |
| 27 | Historical Society of Quaker Hill and Pawling INC | Unclassified | $28K | $256K |
| 28 | Institute for the Study of Somatic Communication INC | Arts, Culture & Humanities | $5K | $4K |
| 29 | Jhc Foundation INC | International, Foreign Affairs & National Security | $0 | $0 |
| 30 | The Masonic Temple Association of Poughkeepsie New York | Community Improvement & Capacity Building | $0 | $0 |
| 31 | The Lutheran Church of Christ the King | Unclassified | $0 | $0 |
| 32 | Christ Church on Quaker Hill | Unclassified | $0 | $0 |
| 33 | Quaker Hill Civic Association INC | Unclassified | $0 | $0 |
| 34 | Smith Johnson Scout Reservation INC | Unclassified | $0 | $0 |
| 35 | PTA New York Congress | Education | $0 | $0 |
| 36 | American Legion | Unclassified | $0 | $0 |
| 37 | American Legion | Unclassified | $0 | $0 |
| 38 | Rotary International | Unclassified | $0 | $0 |
| 39 | American Federation of Teachers | Unclassified | $0 | $0 |
| 40 | 911 Fsa Foundation INC | Unclassified | $0 | $0 |
| 41 | Knights of Columbus | Unclassified | $0 | $0 |
| 42 | United in Their Honor INC | Public & Societal Benefit | $0 | $0 |
| 43 | Oblong Trail Association | Environment | $0 | $0 |
| 44 | Pawling Lacrosse INC | Recreation & Sports | $0 | $0 |
| 45 | Journey of Hope Fellowship | Religion-Related | $0 | $0 |
| 46 | Pawling Soccer Club INC | Recreation & Sports | $0 | $0 |
| 47 | Roundtable Chitchat Foundation INC | Youth Development | $0 | $0 |
| 48 | Pawling Community Garden INC | Food, Agriculture & Nutrition | $0 | $0 |
| 49 | Spark Presents | Public & Societal Benefit | $0 | $0 |
| 50 | Civil Service Employees Association | Unclassified | $0 | $0 |
| 51 | Brightest Hope Ministries INC | Religion-Related | $0 | $0 |
| 52 | Sanctuary at Quaker Hill INC | Animal-Related | $0 | $0 |
| 53 | PTA New York Congress | Education | $0 | $0 |
| 54 | Duane Lake Academy | Education | $0 | $0 |
| 55 | Lydia Mutual | Human Services | $0 | $0 |
| 56 | Two by Two Foundation INC | Animal-Related | $0 | $0 |
| 57 | Little League Baseball INC | Unclassified | $0 | $0 |
| 58 | Fuentes Foundation INC | Education | $0 | $0 |
| 59 | Girls Rule the Law | Youth Development | $0 | $0 |
| 60 | Growing Heart Sanctuary Incorporated | Religion-Related | $0 | $0 |
| 61 | Maritime Mens Lacrosse INC | Recreation & Sports | $0 | $0 |
| 62 | Gather Round the Table INC | Food, Agriculture & Nutrition | $0 | $0 |
| 63 | Patmos Ministries | Religion-Related | $0 | $0 |
| 64 | Patrick Carroll Memorial Foundation INC | Education | $0 | $1 |