| OMNIPATH INC | Paducah | E99 Health Care | $4.9M | 0 |
| HABITAT FOR HUMANITY | Madisonville | L20Z Housing & Shelter | $4.9M | 0 |
| BARREN RIVER AREA SAFE SPACE INC | Bowling Green | P43Z Human Services | $4.9M | 0 |
| W L LYONS BROWN FOUNDATION | Louisville | — | $4.8M | 1 |
| KENTUCKYONE HEALTH INC | Lexington | E120 Health Care | $4.8M | 12 |
| UNIVERSITY OF KENTUCKY MARKEY CANCER FOUNDATION INC | Lexington | — | $4.8M | 1 |
| KENTUCKY ASSIGNED CLAIMS PLAN | Louisville | — | $4.8M | 1 |
| 21ST CENTURY PARKS ENDOWMENT INC | Louisville | N32 Recreation & Sports | $4.8M | 1 |
| CENTRAL KENTUCKY COMMUNITY | Elizabethtown | B42I Education | $4.8M | 1 |
| COMMERCE LEXINGTON INC | Lexington | — | $4.8M | 6 |
| CLINTON AND HICKMAN COUNTY HOSPITAL INC | Clinton | E22Z Health Care | $4.8M | 1 |
| HOME FOR THE AGED OF THE LITTLE SISTERS | Louisville | P750 Human Services | $4.8M | 0 |
| GENEROUS GIVING INC | Lexington | X192 Religion-Related | $4.8M | 9 |
| KENTUCKY CATTLEMEN'S ASSOCIATION INC | Lexington | — | $4.8M | 1 |
| RONALD MCDONALD HOUSE CHARITIES OF THE | Lexington | G30Z Diseases, Disorders & Medical Disciplines | $4.7M | 1 |
| LABORERS INTERNATIONAL UNION | Louisville | — | $4.7M | 3 |
| LINCOLN HERITAGE COUNCIL OF BOY SCOUTS | Louisville | — | $4.7M | 2 |
| AUDUBON COUNTRY CLUB | Louisville | — | $4.7M | 2 |
| Baptist Healthcare Foundation Inc | Louisville | E21I Health Care | $4.7M | 4 |
| HOUSING ASSISTANCE AND DEVELOPMENT | Bowling Green | L80Z Housing & Shelter | $4.7M | 1 |
| APPALSHOP INC | Whitesburg | A200 Arts, Culture & Humanities | $4.7M | 6 |
| COMMUNITY CHRISTIAN ACADEMY INC | Paducah | — | $4.7M | 0 |
| CHRYSALIS HOUSE INC | Lexington | F34Z Mental Health & Crisis Intervention | $4.6M | 1 |
| Hurricane Creek Volunteer Fire Dept Inc | Pikeville | M24 Public Safety, Disaster Preparedness & Relief | $4.6M | 0 |
| Shirley's Way Inc | Louisville | T12 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 4 |
| SOKY FOOD BANK INC | Adolphus | P60 Human Services | $4.6M | 0 |
| KENTUCKY RURAL WATER ASSOCIATION | Bowling Green | — | $4.6M | 1 |
| Revive Ministries Inc | Nicholasville | P72 Human Services | $4.6M | 0 |
| CEREBRAL PALSY KIDS CENTER INC | Louisville | G23Z Diseases, Disorders & Medical Disciplines | $4.6M | 4 |
| ELEANOR AND RAYMOND LOYD FAMILY | Lexington | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 0 |
| COUNTRY CLUB OF PADUCAH INC | Paducah | — | $4.5M | 0 |
| YOUNG ADULT DEVELOPMENT IN ACTION INC | Louisville | P30 Human Services | $4.5M | 2 |
| Baptist Health Foundation Greater | Louisville | E11 Health Care | $4.5M | 7 |
| PADUCAH JUNIOR COLLEGE INC | Paducah | B99 Education | $4.5M | 0 |
| LEXINGTON RESCUE MISSION | Lexington | P29 Human Services | $4.5M | 1 |
| FOUNDATION CHRISTIAN ACADEMY INC | Bowling Green | B20Z Education | $4.5M | 2 |
| NATIONAL PARKINSONS INSTITUTE | Louisville | W99 Public & Societal Benefit | $4.5M | 0 |
| DISABLED AMERICAN VETERANS PAID TIME OFF PLAN AND TRUST | Erlanger | W30 Public & Societal Benefit | $4.4M | 3 |
| Baptist Health Foundation Corbin Inc | Louisville | E11 Health Care | $4.4M | 9 |
| LIVE THE DREAM DEVELOPMENT INC | Bowling Green | L25 Housing & Shelter | $4.4M | 0 |
| THE JOSEPH D OBRIEN III MEMORIAL | Shelbyville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.4M | 0 |
| UNIV OF LOUISVILLE MED SCHOOL PRACTICE | Louisville | E31Z Health Care | $4.4M | 4 |
| OPERATING ENGINEERS LOCAL #181 APPR & TRAIN PROG | Henderson | — | $4.4M | 0 |
| OUR LADY OF GOOD COUNSEL CHURCH | Verona | X22 Religion-Related | $4.4M | 0 |
| W L LYONS BROWN JR CHARITABLE FOUNDATION | Louisville | — | $4.3M | 0 |
| THE WALKER HOUSE INC | Lexington | P72 Human Services | $4.3M | 1 |
| Journey to Healing | Olive Hill | F22 Mental Health & Crisis Intervention | $4.3M | 2 |
| National SAM Innovation Project Inc | Louisville | B90 Education | $4.3M | 3 |
| DAY SPRING INC | Louisville | P33Z Human Services | $4.3M | 0 |
| TRINITY FAMILY HEALTH INC | Corbin | E30 Health Care | $4.3M | 3 |
