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$8,995,000
10 Beds 6 Baths 26011470 MLS
Now being offered for sale in Bourbon County, Kentucky is the long-established Green Valley Farm - a beautiful cattle and crop farm consisting of 896 +/- contiguous acres. This versatile farm offers thousands of feet of road frontage along Winchester Rd and Escondida Rd - in the immediate area of Stone Farm, Machmer Hall, Dapple Stud, etc. With roughly 60% of the farm in pasture, Green Valley has had a cattle farmer as a tenant through the years, there are currently no cows on the property. Roughly 30% of the farm is in crop production with a current main tenant producing $72,000 per year in rents and there is about 10% of the farm remaining in woods and creek. The gorgeous Green Creek runs throughout the property and there is an opportunity to harvest the walnut trees on parts of the wooded area. There are 5 tenant houses producing approximately $30,000 per year along with 10 storage barns throughout the farm which are all connected by gravel driveways. This is a massive property with great character and beauty along with being a productive cattle and crop operation- a truly unique opportunity !

1010 Escondida Rd, Paris

$12,000,000
7 Beds 6 Baths 26020118 MLS
The premier Broodmare & Stallion complex of Shadwell Farm, including 90 world-class stalls. Opportunities to acquire a farm of this caliber, with this provenance, come once in a lifetime. If you've ever dreamed of owning a true diamond in the Bluegrass, now is your chance. Established in the heart of the Bluegrass more than four decades ago, Shadwell Farm quickly rose to become one of the most respected breeding and racing operations in the world. From its iconic teal-and-white silks to the countless champions that have called these rolling Central Kentucky pastures home, Shadwell has left an indelible mark on the Thoroughbred industry. Notable highlights from Shadwell Farm's extraordinary legacy include: Home to two-time Horse of the Year and leading sire Invasor (Argentine Triple Crown winner and Breeders' Cup Classic victor). Broodmare band that produced international superstars such as Nashwan (English Derby & King George VI and Queen Elizabeth Stakes), Sakhee, Haafhd, Ghanaati, Muhaarar, and Baaeed. Multiple Eclipse Award winners and champions raised and developed on the property. Consistently ranked among North America's leading breeders by earnings and stakes winners. A state-of-the-art facility that has set the standard for stallion stations, foaling barns, and yearling preparation in the region. For over 40 years, Shadwell Farm has been far more than a commercial operation--it has been a cornerstone of Lexington's equine community, a place where tradition meets excellence, and where generations of horsemen and women have walked the same lanes as some of the greatest Thoroughbreds of our time. My goal is simple: to find the next steward who understands and cherishes what Shadwell represents -- not just as one of the finest horse farms in Kentucky, but as a living piece of Thoroughbred nostalgia that deserves to be preserved, respected, and carried forward into its next chapter.

3661 & 3669 Military Pike, Lexington

$18,900,000
5 Beds 6 Baths 26021280 MLS
We are honored to present historic Payson Stud available for purchase. This legendary farm property consists of 142 acres along the famed Paris Pike in Lexington, Kentucky and is the epicenter of the Central Kentucky Bluegrass region. Anchored by the iconic 1850 John McMurty built Greek Revival Mansion, featuring 2 ½ stories and 8200 square feet that are currently undergoing a total renovation while thoughtfully preserving the unique history of the property and outbuildings. Included in the 10 acre curtilage surrounding the Mansion is a beautifully restored 1550 sqft 2 story brick residence (c.1850) with additions, and The Cottage, an elegantly renovated 1600 sqft brick residence- a favorite of the former property steward Virginia Kraft Payson. (The 10.7 acres with Main Residence and guest houses may be purchased separately, with inquiries directed to the listing agent.) The 132 acre improved horse farm portion has a secure place in the history of Kentucky's signature horse industry as the former home of champions from several breeds, including Classic and Kentucky Derby winners throughout the years. With 4 excellent barns housing over 77 stalls, 2 large run in sheds, 4 large fields, and 16 paddocks, the property is well designed and equipped for raising top quality horses. This is a generational opportunity to purchase a property steeped in the history of the Thoroughbred and one that has been completely and thoroughly renovated to present a truly unique turn-key opportunity to a discerning new steward.

4400-4434 Paris Pike, Lexington

$57,500,000
7 Beds 6 Baths 26021823 MLS
What an opportunity as few properties in the Bluegrass carry Castleton Farm's pedigree. Established in 1793, this storied land has been shaped by generations of Kentucky's great horsemen — from a U.S. Senator's original breeding operation to the Castleman family's 1840 Greek Revival mansion, which still stands as a landmark of the farm today. Over two centuries, Castleton bred and stood champions across three breeds — Thoroughbreds, Standardbreds, and Saddlebreds — cementing its place among the Bluegrass's most storied nurseries. Today, the farm spans 951 acres and offers an unmatched scale of infrastructure: 16 barns ranging from intimate 4-stall setups to a substantial 30-stall facility, totaling 268 stalls. Ten homes across the property — including several managers' houses — provide ample accommodation for staff, making Castleton as functional as it is historic. This is more than a horse farm; it's a self-sufficient equine operation with two centuries of pedigree behind it, offered for the first time in 25 years to a new steward.

2469 Iron Works Pike, Lexington