Mansion Global, Syndication, Video

Late ‘Jeopardy!’ Host Alex Trebek’s Former Horse Farm in California Sells for $16.9 Million

Posted on by Mike B
22
Aug

Alex Trebek’s former California vineyard estate has sold at auction for $16.9 million, almost half of its original listing price. 

The 720-acre Paso Robles property, known as Windfall Farms, was first listed for sale in April 2025 for $33 million, and after lingering on the market for more than a year, the property went under the hammer last week as part of Monterey Car Week. The sale is pending, according to Concierge Auctions, which handled the sale.

“We’re thrilled with the outcome and proud to have partnered with Concierge Auctions to introduce this remarkable property to a global audience of qualified buyers who were eager to jump at this once-in-a-generation opportunity,” Chris Atkinson of Sotheby’s International Realty said in a news release. He shared the listing with colleague Patty Murphy.

Though 387 acres of the estate are dedicated to vineyards, the late “Jeopardy!” host primarily used the property to breed and train thoroughbred racehorses, including his most successful colt, Reba’s Gold. He parted with Windfall Farms sometime in the early 2000s. Mansion Global couldn’t determine exactly when he acquired it.

CULVER CITY, CA - SEPTEMBER 20: Host Alex Trebek poses on the set at Sony Pictures for the 28th Season Premiere of the television show "Jeopardy" on September 20, 2011 in Culver City, California. (Photo by Frederick M. Brown/Getty Images)
Alex Trebek bred and trained thoroughbred racehorses at the estate. (Frederick M. Brown/Getty Images)
Aerial view of a sprawling vineyard estate at sunset, featuring a glowing ranch-style main house nestled among rolling green hills and neat rows of grapevines.
The auction was held during Monterey Car Week. (Trimotion Media)
Spacious game room with brick accent walls, tiled flooring, a central billiards table on an ornate area rug, and built-in wood cabinetry in the background.
There is a main residence with about 10,000 square feet. (Trimotion Media)

The sellers were the agribusiness and real estate development company Limoneira, which bought it in 2009, according to Sotheby’s International Realty, which held the listing. Under a separate contract following the sale, Limoneira was offering to continue managing the vineyard and property, according to Concierge Auctions.

Information on the buyer wasn’t readily available. 

Spacious rustic kitchen featuring rich wood cabinetry, brick walls, a large center island with counter seating, and a large window framing scenic outdoor views.
The main house’s kitchen. (Trimotion Media)
Outdoor wooden deck with plush cushioned armchairs centered around a square fire pit table, overlooking expansive vineyard fields stretching to distant hills.
A deck off the house overlooks the vast land. (Trimotion Media)

In addition to the vineyards, which produce dry red varietals, the equestrian facilities from Trebek’s ownership remain. There is a Kentucky-style 6.5-furlong racetrack with room to add a professional polo field, paddocks and four barns that support thoroughbred breeding and training: a training barn, a foaling barn, a stallion breeding barn and a yearling barn.

Aerial view of an equestrian facility featuring a long red-roofed barn structure, round covered arenas, and green pastures bordered by fencing.
There are extensive equestrian facilities from when Alex Trebek bred and trained racehorses on the property. (Trimotion Media)
High-angle aerial shot of a solitary barn with a dark roof and cupola surrounded by symmetrical, neatly planted rows of vineyard crops.
More than half the acreage is made up of vineyards that produce dry red varietals. (Trimotion Media)
Panoramic sunset aerial view of rolling golden hills covered in vineyard rows, dotted with trees and country roads bathed in warm sunlight.
The estate spans more than 700 acres in Paso Robles, California. (Trimotion Media)

Besides the 10,000-square-foot main house—which functioned as a hospitality venue during Limoneira’s ownership—there are two manager’s residences and a three-bay machine shop.

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Mike B