
Alex Trebek’s former Paso Robles vineyard estate is heading to auction while remaining available for $33 million, giving buyers a chance to acquire one of California’s largest privately owned wine properties.
The legendary “Jeopardy!” host owned the ranch in the 1990s and early 2000s, using it primarily as a thoroughbred breeding and training facility where he raised successful racehorses, including Reba’s Gold, before eventually selling the property.
Bidding opens August 5 and concludes with a live auction on August 15, offering a unique opportunity to purchase the 723-acre estate known as Windfall Farms.
Property Highlights
Listed Price: $33 Million
Location: Paso Robles, California
Size: 10,000 square feet main house
Lot Size: 723 acres
Bedrooms: 8
Bathrooms: 6 full, 6 half
Notable Features: 387 acres of vineyards, 6.5-furlong racetrack, four equestrian barns, 76 approved buildable lots, four operating wells, manager’s residences

