| The Peace Dove | Eastwood | P20 Human Services | $651k | 0 |
| FLAGET MEMORIAL HOSPITAL FOUNDATION | Lexington | — | $651k | 4 |
| IPA FOUNDATION | Louisville | T50Z Philanthropy, Voluntarism & Grantmaking Foundations | $651k | 0 |
| HOPKINSVILLE CHRISTIAN CO ECONOMIC DEVELOPMENT COUNCIL INC | Hopkinsville | — | $650k | 0 |
| TIRBRACKEN GREEN FOUNDATION INC | Louisville | T11 Philanthropy, Voluntarism & Grantmaking Foundations | $649k | 3 |
| COMMUNITY MINISTRIES INC COMMUNITY KITCHEN | Paducah | X90 Religion-Related | $649k | 1 |
| SHELBY COUNTY AGRICULTURAL & MECHANICAL ASSOCIATION INC | Shelbyville | K28Z Food, Agriculture & Nutrition | $649k | 0 |
| Family Food Center Inc | Nicholasville | P99 Human Services | $648k | 0 |
| NATIONAL ASSOCIATION OF STATE PERSONNEL EXECUTIVES INC | Lexington | J40 Employment | $647k | 0 |
| WINE AND SPIRITS WHOLESALERS OF KENTUCKY | Louisville | — | $646k | 1 |
| KENTUCKY RIVER CHILD ADVOCACY CENTE | Hazard | I72 Crime & Legal-Related | $645k | 0 |
| LEXINGTON FAIR HOUSING COUNCIL | Lexington | R00K Civil Rights, Social Action & Advocacy | $645k | 1 |
| SOUTHGATE VOLUNTEER FIRE DEPARTMENT INC | Southgate | — | $645k | 7 |
| WAVES OF MERCY INC | Greenville | Q330 International, Foreign Affairs & National Security | $645k | 0 |
| WINCHESTER CEMETERY CO INC | Winchester | — | $644k | 1 |
| MARSHALL COUNTY HOSPITAL & HEALTHCARE FOUNDATION INC | Benton | E22I Health Care | $644k | 2 |
| PLUMBERS 452 JOINT APPRENTICESHIP AND TRAINING TRUST FUND | Lexington | — | $644k | 0 |
| LEXINGTON BIOMEDICAL RESEARCH | Lexington | E70 Health Care | $643k | 6 |
| MADISONVILLE-HOPKINS COUNTY ECONOMIC DEVELOPMENT CORPORATION | Madisonville | S30 Community Improvement & Capacity Building | $642k | 0 |
| Shiloh City of Peace Foundation | Radcliff | P20 Human Services | $642k | 0 |
| GATEWAY HOMELESS COALITION INC | Morehead | P20Z Human Services | $639k | 1 |
| BARN LOT THEATRE INC | Edmonton | A600 Arts, Culture & Humanities | $638k | 1 |
| COAP INC | Harlan | — | $638k | 0 |
| NEW OPPORTUNITY SCHOOL FOR WOMEN INC | Berea | B99 Education | $638k | 1 |
| KENTUCKY SCHOOL BOARDS ASSOCIATION EDUCATIONAL FOUNDATION INC | Frankfort | B94Z Education | $638k | 0 |
| Interfaith Paths to Peace Inc | Louisville | X90 Religion-Related | $637k | 0 |
| THE LIVING ARTS & SCIENCE CENTER INC | Lexington | A520 Arts, Culture & Humanities | $635k | 1 |
| GREATER LEX INC | Lexington | — | $634k | 0 |
| LOUISVILLE SOCCER FOUNDATION | Louisville | N64 Recreation & Sports | $634k | 1 |
| JEWISH FEDERATION OF THE BLUEGRASS INC | Lexington | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $632k | 0 |
| Ignite the Ville Inc | Louisville | X20 Religion-Related | $632k | 1 |
| KENTUCKY RESOURCES COUNCIL INC | Frankfort | C010 Environment | $631k | 1 |
| LG&E AND KU FOUNDATION INC | Louisville | T20Z Philanthropy, Voluntarism & Grantmaking Foundations | $631k | 0 |
| The Village School of Louisville | Louisville | — | $631k | 1 |
| CHARLSEY & BILLY LOWDENBACK CHARITABLE TRUST UAD 12222021 | Louisville | T90 Philanthropy, Voluntarism & Grantmaking Foundations | $630k | 3 |
| ELSA M HEISEL SULE CHARITABLE TRUST 2005 | Ft Mitchell | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $630k | 2 |
| UNITED WAY OF HOPKINSVILLE AND CHRISTIAN COUNTY INC | Hopkinsville | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $629k | 1 |
| LITTLE SANDY FIRE DISTRICT | Greenup | — | $629k | 0 |
| OPERATION OPEN ARMS INC | Louisville | I72 Crime & Legal-Related | $628k | 1 |
| SHAKERTOWN REVISITED INC SHAKERTOWN REVISITED | Auburn | A82Z Arts, Culture & Humanities | $628k | 0 |
| FRIENDS OF SINNERS | Owensboro | F21 Mental Health & Crisis Intervention | $628k | 0 |
| PLUM TREE EDUCATIONAL SERVICES INC | Bowling Green | B21Z Education | $626k | 3 |
| CITIZENS VETERANS ASSOCIATION INC | Grayson | B99 Education | $625k | 0 |
| BOYS & GIRLS CLUB OF FRANKLIN-SIMPSON INC | Franklin | O23 Youth Development | $624k | 1 |
| LOUISVILLE AMATEUR BASEBALL CLUB | Louisville | N63 Recreation & Sports | $623k | 0 |
| Farmers Mutual Fire Insurance Company | Verona | — | $623k | 0 |
| FRED R & OPAL S WOOSLEY FOUNDATION INC | Louisville | — | $623k | 0 |
| CHILD WATCH COUNSELING AND ADVOCACY CENTER INC | Paducah | I720 Crime & Legal-Related | $622k | 0 |
| LABORERS INTERNATIONAL UNION OF NORTH AMERICA LOCAL UNION NO 1445 | Catlettsburg | — | $622k | 3 |
| RHO IOTA HOUSE CORPORATION OF PHI MU FRATERNITY INC | Lexington | — | $621k | 0 |
