| ONE CROSS COMMUNITY INC | Russell Springs | E32 Health Care | $2.7M | 6 |
| OFFICE OF KENTUCKY LEGAL SERVICES | Lexington | I83Z Crime & Legal-Related | $2.7M | 1 |
| BETTER BUSINESS BUREAU INC | Louisville | — | $2.7M | 1 |
| PARTNERSHIP HOUSING INC | Booneville | L21 Housing & Shelter | $2.7M | 0 |
| THE UNITED STATES PONY CLUBS INC | Lexington | N70 Recreation & Sports | $2.7M | 1 |
| MILDRED V HORN FOUNDATION | LaGrange | — | $2.7M | 4 |
| KENTUCKY ASSOCIATION OF SCHOOL | Frankfort | — | $2.7M | 1 |
| PURE LIFE MINISTRIES INC | Dry Ridge | X20Z Religion-Related | $2.7M | 3 |
| AMERICAN VOLLEYBALL COACHES ASSOCIATION | Lexington | — | $2.7M | 0 |
| Baptist Health Foundation Hardin | Elizabethtown | Z99Z Unknown | $2.7M | 0 |
| GPEDC INC | Paducah | — | $2.7M | 0 |
| KENTUCKY INSTITUTE FOR | Bowling Green | Q20 International, Foreign Affairs & National Security | $2.7M | 33 |
| PLUMBERS & STEAMFITTERS LOCAL 184 | Paducah | — | $2.7M | 2 |
| ACTORS THEATRE OF LOUISVILLE INC | Louisville | A650 Arts, Culture & Humanities | $2.7M | 2 |
| NATIONAL COUNCIL FOR PRESERVATION | Lexington | — | $2.7M | 0 |
| THE ARH FOUNDATION FOR HEALTHIER | Hazard | E112 Health Care | $2.7M | 2 |
| SOUTHEAST BULLITT VOLUNTEER FIRE AND | Shepherdsville | M24 Public Safety, Disaster Preparedness & Relief | $2.7M | 4 |
| PENNYROYAL HOSPICE INC | Hopkinsville | — | $2.7M | 1 |
| THE R C DURR FOUNDATION INC | Covington | — | $2.7M | 3 |
| OWSLEY BROWN FRAZIER HISTORICAL ARMS | Louisville | A54 Arts, Culture & Humanities | $2.6M | 2 |
| ASHLAND AREA YOUNG MEN'S CHRISTIAN ASSOC | Ashland | — | $2.6M | 1 |
| FULTUM FOUNDATION INC | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| YOUTH WITH A MISSION LOUISVILLE INC | Louisville | X20 Religion-Related | $2.6M | 0 |
| Baptist Health Foundation Lexington Inc | Louisville | E112 Health Care | $2.6M | 8 |
| GLOBAL PEACE ALLIANCE INC | Lexington | P05 Human Services | $2.6M | 0 |
| OWENSBORO COUNTRY CLUB | Owensboro | — | $2.6M | 0 |
| NATIONAL TOUR ASSOCIATION INC | Lexington | — | $2.6M | 1 |
| STANDARD COUNTRY CLUB | Louisville | — | $2.6M | 2 |
| SAFE HARBOR OF NORTHEAST KY INC | Ashland | Z99Z Unknown | $2.6M | 0 |
| Kentucky Chamber Foundation Inc | Frankfort | S20 Community Improvement & Capacity Building | $2.6M | 1 |
| LUCY M YOUNG TRUST FBO BLAKELY GA | Lexington | — | $2.6M | 0 |
| Redwood Cooperative School | Lexington | B20 Education | $2.6M | 2 |
| SOUTHEAST KENTUCKY ECONOMIC | Somerset | S32Z Community Improvement & Capacity Building | $2.6M | 2 |
| JEFFERSON COUNTY TEACHERS ASSOCIATION | Louisville | — | $2.6M | 2 |
| LOUISVILLE CENTRAL COMMUNITY CENTERINC | Louisville | N31Z Recreation & Sports | $2.5M | 1 |
| FRIENDS SCHOOL INC | Louisville | B21Z Education | $2.5M | 0 |
| RIVER CITY HOUSING INC | Louisville | — | $2.5M | 1 |
| KENTUCKY MOUNTAIN BIBLE COLLEGE INC | Jackson | B40 Education | $2.5M | 2 |
| MOUNTAIN OUTREACH INC | Neon | P200 Human Services | $2.5M | 0 |
| NATIONAL PARTNERSHIP FOR JUVENILE | Lexington | B60 Education | $2.5M | 0 |
| Louisville Water Foundation | Louisville | C60 Environment | $2.5M | 0 |
| JOCKEYS' GUILD INC | Lexington | — | $2.5M | 1 |
| ICF COACH TRAINING INC | Lexington | S41 Community Improvement & Capacity Building | $2.5M | 0 |
| TRILOGY HEALTH SERVICES | Louisville | B82 Education | $2.5M | 0 |
| TEAMSTERS LOCAL UNION 651 | Lexington | — | $2.5M | 7 |
| NEIGHBORHOOD HOUSE INC | Louisville | P28Z Human Services | $2.5M | 3 |
| NATIONAL HORSE SHOW ASSOCIATION OF | Lexington | N690 Recreation & Sports | $2.5M | 1 |
| THE CHILDREN'S ADVOCACY CENTER OF | Lexington | P620 Human Services | $2.5M | 0 |
| CORNERSTONE OF HOPE INC | Paducah | P12 Human Services | $2.5M | 1 |
| MONTESSORI SCHOOL OF LOUISVILLE INC | Louisville | B20 Education | $2.5M | 1 |
