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Yes, fillies have been among the Kentucky Derby's winners! Regret [1912 - April 11, 1934] was the first filly [female horse] to win the Kentucky Derby, in 1915, with a time of 2:05.40 minutes. Genuine Risk [February 15, 1977 - August 18, 2008] was the second filly to win the Derby, in 1980, with a time of 2:02.00 minutes. Winning Colors [February 14, 1985 - February 17, 2008] was the third and final filly to win the Derby, in 1988, with a time of 2:02.20 minutes.

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Q: Has a filly ever won the Kentucky Derby?
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Roan filly who won the Kentucky Derby?

No genetically roan thoroughbred has ever won the Kentucky Derby. However, the filly Winning Colors was registered as Roan/Gray. The Jockey Club groups Grays and Roans in the same category even though they are very different genetically. Winnings Colors was actually genetically a gray, so technically no roan has ever won the Kentucky Derby.


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Technically, a mare is defined as a female horse over the age of three. A filly is a female horse three years or younger. Since the Kentucky Derby is a race for 3-year-olds only, no mare has ever won. However, three fillies have won the Kentucky Derby: Regret (1915); Genuine Risk (1980); and Winning Colors (1988).


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