| 1 | Quilts of Valor Foundation | Human Services | $2.2M | $1.9M |
| 2 | Madison County Historical Society | Arts, Culture & Humanities | $1.5M | $6.0M |
| 3 | John Wayne Birthplace Society Ltd | Unclassified | $959K | $4.8M |
| 4 | Lakeview Country Club of Madison County Iowa INC | Recreation & Sports | $652K | $950K |
| 5 | Madison County Livestock & Fair Association | Youth Development | $543K | $1.2M |
| 6 | The Refuge | Community Improvement & Capacity Building | $537K | $495K |
| 7 | Turning Point Evaluation | Mental Health & Crisis Intervention | $484K | $727K |
| 8 | Madison County Service Above Self Foundation | Community Improvement & Capacity Building | $480K | $481K |
| 9 | Madison County Elderly Services INC | Human Services | $464K | $656K |
| 10 | Madison County Chamber of Commerce INC | Community Improvement & Capacity Building | $424K | $322K |
| 11 | The Winterset Iowa Theater | Arts, Culture & Humanities | $355K | $863K |
| 12 | Friends of the Winterset Public Library | Unclassified | $337K | $1.3M |
| 13 | Raised at Full Draw | Human Services | $304K | $307K |
| 14 | Winterset Art Center | Unclassified | $204K | $276K |
| 15 | Emma L Schroppel Trust Uw Farmers & Merchants State Bk Ttee | Unclassified | $195K | $605K |
| 16 | Iowa Farm Bureau Federation | Unclassified | $182K | $1.5M |
| 17 | Madison County Development Group | Unclassified | $174K | $629K |
| 18 | Iowa Cheerleading Coaches | Unclassified | $173K | $138K |
| 19 | Iowa Quilt Museum | Arts, Culture & Humanities | $171K | $435K |
| 20 | Community Resources in Service to People INC | Human Services | $166K | $287K |
| 21 | Valorfit | Human Services | $160K | $172K |
| 22 | Fiberglass Tank and Pipe Institute | Unclassified | $150K | $36K |
| 23 | Bowed Hearts INC | Human Services | $133K | $46K |
| 24 | Winterset Cemetery Improvement Assoc | Mutual & Membership Benefit | $120K | $311K |
| 25 | Madison County Health Tr INC | Recreation & Sports | $103K | $874K |
| 26 | Winterset Quarterback Club INC | Recreation & Sports | $84K | $32K |
| 27 | Lyla M Lynch Tr | Education | $83K | $951K |
| 28 | Pay It Forward Scholarship Foundation | Education | $51K | $212K |
| 29 | Authenticity Book House INC | Unclassified | $48K | $15K |
| 30 | Winterset Christian Academy INC | Education | $46K | $18K |
| 31 | Society of Nuclear Medicine & Molecular Imaging-mo Valley Chaptr | Education | $44K | $77K |
| 32 | Winslow Family Foundation | Philanthropy, Voluntarism & Grantmaking | $31K | $2.0M |
| 33 | Armina Brownell Library Fund | Unclassified | $25K | $231K |
| 34 | Nellie Callahan Scholarship Fund | Unclassified | $21K | $169K |
| 35 | Abner & Eliza Black Memorial Fund | Unclassified | $17K | $220K |
| 36 | Paul & Mary Griffith Scholarship Fund | Unclassified | $13K | $143K |
| 37 | Madison County Courthouse Preservation Fund | Arts, Culture & Humanities | $9K | $20K |
| 38 | Harold L Smith Memorial Scholarship Fund | Unclassified | $6K | $174K |
| 39 | Winterset Girls Fastpitch INC | Youth Development | $0 | $0 |
| 40 | Madison County Sportmens Club | Recreation & Sports | $0 | $0 |
| 41 | The Agriland Fs Foundation | Education | $0 | $0 |
| 42 | Learning Disabilities Association of Iowa | Unclassified | $0 | $0 |
| 43 | Lillard-miller Scholarship Fund INC | Education | $0 | $0 |
| 44 | Ancient Free & Accepted Masons of Iowa | Unclassified | $0 | $0 |
| 45 | American Legion | Unclassified | $0 | $0 |
| 46 | Friends of the Winterset Area Skate Park | Recreation & Sports | $0 | $0 |
| 47 | Winterset Stage | Arts, Culture & Humanities | $0 | $0 |
| 48 | Madison County River Alliance | Environment | $0 | $0 |
| 49 | Future Farmers of America | Unclassified | $0 | $0 |
| 50 | Burk Memorial Community Policing Fund | Crime & Legal-Related | $0 | $0 |
| 51 | Winterset Youth Basketball Association | Youth Development | $0 | $0 |
| 52 | She Blessings Co | Human Services | $0 | $0 |
| 53 | First Christian Church | Unclassified | $0 | $0 |
| 54 | St. Paul Evangelical Lutheran Church of Winterset Iowa | Unclassified | $0 | $0 |
| 55 | Iowa Cattlemens Association | Unclassified | $0 | $0 |
| 56 | Madison County Foundation for Environmental Education | Unclassified | $0 | $0 |
| 57 | Word of Life Christian Center INC | Unclassified | $0 | $0 |
| 58 | Winterset Foursquare Church | Unclassified | $0 | $0 |
| 59 | Metro Baptist Association | Unclassified | $0 | $0 |
| 60 | Optimist International | Unclassified | $0 | $0 |
| 61 | McDonald-chase Cemetery Association | Mutual & Membership Benefit | $0 | $0 |
| 62 | Winterset Husky Booster Club | Unclassified | $0 | $0 |
| 63 | Madison County Antique Association | Unclassified | $0 | $0 |
| 64 | Winterset Council No 10035 | Mutual & Membership Benefit | $0 | $0 |
| 65 | Winterset Exchange Friendship Group INC | International, Foreign Affairs & National Security | $0 | $0 |
| 66 | Madison County Covered Bridge Preservation Association INC | Arts, Culture & Humanities | $0 | $0 |
| 67 | Winterset Fire Fighters Association INC | Public Safety, Disaster Preparedness & Relief | $0 | $0 |
| 68 | Winterset Area Soccer Club INC | Recreation & Sports | $0 | $0 |
| 69 | Winterset Community Church an Evangelical Free Church of Winters | Unclassified | $0 | $0 |
| 70 | Winterset Lions Foundation INC | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 71 | Kiwanis International INC | Unclassified | $0 | $0 |
| 72 | American Legion Auxiliary | Public & Societal Benefit | $0 | $0 |
| 73 | International Association of Lions Clubs | Unclassified | $0 | $0 |
| 74 | William C and Mary L Krabiel College Opportunity Fund | Unclassified | $0 | $0 |
| 75 | Rotary International | Unclassified | $0 | $0 |
| 76 | Veterans of Foreign Wars of the United States Dept of Iowa | Unclassified | $0 | $0 |
| 77 | Madison County Assn for Special People | Unclassified | $0 | $0 |
| 78 | Winterset Band Boosters | Unclassified | $0 | $0 |
| 79 | Vidmar Foundation for Crippled Children | Unclassified | $0 | $0 |
| 80 | Central Iowa Auto Club INC | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 81 | Winterset Baseball Club | Recreation & Sports | $0 | $0 |
| 82 | Winterset Booster Club | Education | $0 | $0 |
| 83 | Run as One for Taylor | Arts, Culture & Humanities | $0 | $0 |
| 84 | Husky Mat Club | Education | $0 | $0 |
| 85 | Street Tails | Animal-Related | $0 | $0 |
| 86 | Winterset Dog Park | Recreation & Sports | $0 | $0 |
| 87 | New Bridge Church of Winterset Iowa | Unclassified | $0 | $0 |
| 88 | Winterset Little League INC | Recreation & Sports | $0 | $0 |
| 89 | American Federation of State County & Municipal Employees | Unclassified | $0 | $0 |
| 90 | Little Husky Football INC | Youth Development | $0 | $0 |
| 91 | Winterset Community Band | Arts, Culture & Humanities | $0 | $0 |
| 92 | Madison County Cares INC | Community Improvement & Capacity Building | $0 | $0 |
| 93 | Building Brick Foundations INC | Youth Development | $0 | $0 |
| 94 | Cte Hope | Diseases, Disorders & Medical Disciplines | $0 | $0 |
| 95 | Lucky Paws of Madison County INC | Animal-Related | $0 | $0 |
| 96 | Legacy of Christopher Allsup Foundation INC | Public Safety, Disaster Preparedness & Relief | $0 | $0 |
| 97 | Covered Bridges Scenic Byway | Arts, Culture & Humanities | $0 | $0 |
| 98 | Bring Love Ministry | Human Services | $0 | $0 |
| 99 | Winterset Disc Golf Club | Recreation & Sports | $0 | $0 |
| 100 | Madison County Child Abuse Prevention Council | Crime & Legal-Related | $0 | $0 |