| Name | Color | Sex | Year of birth | Microchip | Sire | Dam | Breed | Breeder |
|---|---|---|---|---|---|---|---|---|
| Winning Chance | grey | f | 1999 | Alphabet Soup | Winning Spurs | Thoroughbred | Canada | |
| Winning Colors | grey | f | 1985 | Caro | All Rainbows | Thoroughbred | USA | |
| Winning Darling | bay | f | 1955 | Brookfield | Parrot Cry | Thoroughbred | USA | |
| Winning Heart | chestnut | f | 1987 | Horage | Silver Heart | Thoroughbred | Ireland | |
| Winning Hit | bay | c | 1968 | Bold Ruler | Bases Full | Thoroughbred | USA | |
| Winning Kiss | d.-bay | f | 2001 | Grand Slam | Montera | Thoroughbred | USA | |
| Winning Lass | f | 1941 | Ariel | Notion | Thoroughbred | USA | ||
| Winning Spurs | chestnut | f | 1993 | Buckley Boy | Leave Me Alone | Thoroughbred | Canada | |
| Winning Strike | d.-bay | c | 2022 | 985141004208665 | Connect | Freedom Flag | Thoroughbred | W. S. Farish |
| 5500-7 Winning Style | chestnut | f | 2015 | 981020023400383 | Ghostzapper | Storm Showers | Thoroughbred | W.S. Farish & Kilroy Thoroughbred Partnership |