| WILDWOOD COUNTRY CLUB INC | Louisville | — | $3.5M | 0 |
| LAKE CUMBERLAND HOUSING AGENCY INC | Jamestown | L210 Housing & Shelter | $3.5M | 1 |
| LDG DEVELOPMENT FOUNDATION INC | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $3.5M | 0 |
| SHAPING OUR APPALACHIAN REGION INC | Pikeville | S30 Community Improvement & Capacity Building | $3.5M | 0 |
| ADVENTUROUS MINDS PRODUCE EXTRAORDINARY DREAMS INC | Louisville | A68 Arts, Culture & Humanities | $3.5M | 3 |
| KENTUCKY SOYBEAN PROMOTION BOARD INC | Princeton | K20 Food, Agriculture & Nutrition | $3.5M | 1 |
| PADUCAH JUNIOR COLLEGE INC | Paducah | B99 Education | $3.5M | 0 |
| Palliative Care Center of the Bluegrass Inc | Lexington | P74 Human Services | $3.5M | 4 |
| INTERNATIONAL BLUEGRASS MUSIC MUSEUM | Owensboro | A500 Arts, Culture & Humanities | $3.5M | 0 |
| WESTERN KENTUCKY REGIONAL BLOOD CENTER INC | Owensboro | E61Z Health Care | $3.5M | 1 |
| JEFFERSON COMMUNITY TECHNICAL COLLEGE FOUNDATION INC | Louisville | B41 Education | $3.5M | 2 |
| THE CENTER FOR RURAL STRATEGIES INC | Whitesburg | P20 Human Services | $3.4M | 5 |
| SHEPHERD'S HOUSE INC | Lexington | F33Z Mental Health & Crisis Intervention | $3.4M | 2 |
| CUMBERLAND RIVER HOMES INC | Salem | P82 Human Services | $3.4M | 1 |
| THE EDITH & HENRY HEUSER HEARING INSTITUTE INC | Louisville | H42 Medical Research | $3.4M | 1 |
| SWOPE GROUP EMPLOYEE BENEFIT FUND | Elizabethtown | — | $3.4M | 0 |
| INT'L ASSOC OF IRON WORKERS LOCAL NO 44 | Hebron | — | $3.4M | 5 |
| POTTER CHILDREN'S HOME AND FAMILY MINISTRIES INC | Bowling Green | — | $3.4M | 2 |
| JEWISH FAMILY & CAREER SERVICES OF LOUISVILLE INC | Louisville | P200 Human Services | $3.4M | 1 |
| PREVENTION RESEARCH INSTITUTE INC | Lexington | F21Z Mental Health & Crisis Intervention | $3.4M | 8 |
| SRC OF LEXINGTON INC HEALTH AND WELFARE TRUST | Lexington | Y43 Mutual & Membership Benefit | $3.4M | 0 |
| GATEWAY JUVENILE DIVERSION PROJECT INC | Mt Sterling | I44Z Crime & Legal-Related | $3.3M | 4 |
| HELPING HANDS HEALTH CLINIC INC | Elkton | E30 Health Care | $3.3M | 0 |
| SHEET METAL WORKERS INTERNATIONAL ASSN LOCAL UNION #110 | Louisville | J40 Employment | $3.3M | 13 |
| MADISON AIRPORT BOARD | Richmond | — | $3.3M | 0 |
| TAYLOR MANOR INC % SISTER MARY FAUSTINA ZUGELDER | Versailles | — | $3.3M | 0 |
| FOUNDATION FOR THE TRI-STATE COMMUNITY INC | Ashland | T31Z Philanthropy, Voluntarism & Grantmaking Foundations | $3.3M | 1 |
| NEW PERCEPTIONS INC | Edgewood | — | $3.3M | 1 |
| FRONTIER HOUSING INC | Morehead | — | $3.3M | 0 |
| THE BOYS & GIRLS CLUBS INC | Louisville | — | $3.3M | 2 |
| Lord's Legacy Life Ministries | Nicholasville | L20 Housing & Shelter | $3.3M | 2 |
| HOUSING ORIENTED MINISTRIES ESTABLISHED FOR SERVIC | Whitesburg | L25Z Housing & Shelter | $3.3M | 1 |
| LEADERSHIP LOUISVILLE FOUNDATION INC | Louisville | W70Z Public & Societal Benefit | $3.3M | 3 |
| PLUMBERS & STEAMFITTERS LOCAL 184 | Paducah | — | $3.3M | 1 |
| HINDMAN SETTLEMENT SCHOOL INC | Hindman | B24Z Education | $3.3M | 1 |
| INDIAN HILLS COUNTRY CLUB | Bowling Green | N50 Recreation & Sports | $3.3M | 3 |
| LIFE IN ABUNDANCE INTERNATIONAL | Louisville | X21 Religion-Related | $3.3M | 1 |
| Medical Center Ambulance Service | Madisonville | E62Z Health Care | $3.3M | 4 |
| KENTUCKY CORN GROWERS ASSOCIATION INC | Eastwood | — | $3.2M | 1 |
| Grace Health Properties Inc | Corbin | S47 Community Improvement & Capacity Building | $3.2M | 2 |
| NEW BEGINNINGS BLUEGRASS INC | Lexington | F99 Mental Health & Crisis Intervention | $3.2M | 3 |
| BELLEFONTE COUNTRY CLUB | Ashland | — | $3.2M | 1 |
| YOUNG MENS CHRISTIAN ASSOCIATION OF PARIS BOURBON COUNTY INC | Paris | P27Z Human Services | $3.2M | 1 |
| SOMERSET CHRISTIAN SCHOOL INC | Somerset | B20 Education | $3.2M | 0 |
| UNITED WAY OF SOUTHERN KENTUCKY INC | Bowling Green | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $3.2M | 1 |
| AMERICAN VOLLEYBALL COACHES ASSOCIATION | Lexington | — | $3.2M | 0 |
| THE CENTER FOR ADDICTION RECOVERY OF HENDERSON INC | Henderson | F22 Mental Health & Crisis Intervention | $3.2M | 1 |
| LEXINGTON RESCUE MISSION | Lexington | P29 Human Services | $3.2M | 1 |
| The Harold Juanita David Dennis & Gary Koon Family Charitable Foundation | Bowling Green | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $3.2M | 0 |
| CABBAGE PATCH SETTLEMENT HOUSE INC | Louisville | P28Z Human Services | $3.2M | 1 |