The NRHP historic portion of the property is part of the Pisgah Rural Historic District and lies mostly along Pisgah Pike road. The original pond was used as a location for cutting and hauling ice. Several buildings on the property are listed on the National Register of Historic Places. The farm was known to have been owned by the Williams family at least through the 1930s.

Williams, also lived there and was known as a successful and 'locally prominent' farmer and stockman. Their sons Daniel and John went on to own the Silver Pool property and it was used for raising livestock and for manufacturing products from hemp. The couple were among the founders of the local Baptist Church. His wife, Mary, was a relative of Andrew Jackson. The area was first surveyed in 1788 and the original Silver Pool farm was settled by Daniel Williams, a descendant of Roger Williams. The core of the property was Silver Pool Farm, a 450-acre (180 ha) farm settled in the late 1700s by the Williams family from the Tidewater area of Virginia, which remained in that family for over 150 years. Notable stallions that have stood at stud at Winstar Farm include two-time Breeders' Cup Classic winner Tiznow, leading sire and broodmare sire Distorted Humor, and Triple Crown and Breeders' Cup Classic winner American Pharoah's sire Pioneerof the Nile. WinStar Farm owned 2018 Triple Crown winner Justify, 2010 Kentucky Derby winner Super Saver, 2010 Belmont Stakes winner Drosselmeyer, and 2016 Belmont Stakes winner Creator. It won the 2010 Eclipse Award for Outstanding Owner and 2016 Outstanding Breeder. WinStar Farm is an American Thoroughbred horse breeding and racing farm near Versailles, Kentucky, owned by Kenny Troutt. Eclipse Award for Outstanding Owner (2010)Įclipse Award for Outstanding Breeder (2016, 2020)

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