Concierge Auctions announced today that the reserve has been met and bidding is officially open at $15M for Windfall Farms, the legendary Central Coast estate in Paso Robles known for its wineries and olive groves, once owned by legendary Jeopardy! host Alex Trebek. Listed for $33 million in cooperation with Chris Atkinson and Patty Murphy of Sotheby's International Realty, bidding will culminate live on 15 August as part of the RM Sotheby's stage at Monterey Car Week, Concierge Auctions' inaugural live real estate auction during the prestigious Pebble Beach event.
"Windfall Farms is exactly the type of legacy estate our platform was built to represent," said Carolyn Wright, VP of Business Development at Concierge Auctions. "Properties of this caliber deserve a sales strategy that matches their significance––one that combines global reach with a transparent, competitive process designed to engage the world's most qualified buyers. We're proud to bring Windfall Farms to auction, creating the opportunity for meaningful competition and a definitive sale."
"This is a property that truly defies category," said Chris Atkinson. "Windfall Farms’ operational vineyard business, equestrian heritage, and the sheer scale of what is possible here create an opportunity that simply cannot be replicated on the Central Coast. We're proud to partner with Concierge Auctions to connect this remarkable estate with qualified buyers from around the world."
Previously owned by Trebek until the early 2000s, Windfall Farms offers prospective buyers an unmatched range of possibilities: a singular private estate, a destination winery or resort, a legacy vineyard operation, or a curated residential community anchored by 76 approved buildable lots. At its heart, the property is a working enterprise––387 acres of premium dry red varietals, sold under contract to name-brand regional wineries, generate consistent positive cash flow under turnkey management today.
The property's equestrian heritage remains a defining feature, centered around a Kentucky-style 6.5-furlong racetrack with space for a professional polo field and surrounded by expansive paddocks. Supporting the operation are four purpose-built barns––including dedicated training, foaling, stallion breeding, and yearling facilities––creating a level of Thoroughbred infrastructure rarely found beyond the world's premier racing destinations.
The estate's approximately 10,000-square-foot main residence offers generous living and entertaining spaces and currently functions as a hospitality hub for guests and property management. It also presents significant potential for future use as a private clubhouse, boutique inn, or resort amenity. Two additional manager's residences, together with a three-bay machine shop equipped with 480V three-phase power, complete the property's extensive infrastructure.
Windfall Farms is equally distinguished by its robust water and utility systems. Seven wells––four currently operating and three drilled, bored, and cased––deliver a combined capacity exceeding 7,000 GPM, while an interconnected water distribution system services each vineyard block. The Huer Huero Creek provides an additional natural water source, and approximately 4.5 miles of paved internal roads, 480V three-phase power, and nine permitted septic systems position the property for continued agricultural operations or future development.
A seamless transition is already in place for prospective ownership. Limoneira, which currently oversees vineyard and property operations, has offered to continue management under a separate agreement following the sale, while the ranch's on-site general manager––who has overseen day-to-day operations for 17 years—is also available to remain with the property.
The offering further underscores Concierge Auctions' expanding presence in vineyard and wine-country real estate through its Global Wine & Vineyard Division, the industry's only auction platform dedicated exclusively to wineries, vineyards, and wine-country properties. The division most recently facilitated the sale of Benessere Vineyards, a historic 42-acre estate and winery in the heart of Napa Valley, for $10.15 million after just 77 days of auction marketing.
Paso Robles has emerged as one of California's premier wine destinations, with more than 200 wineries spanning 11 distinct sub-appellations. Within a 20-mile radius of Windfall Farms, renowned producers including Justin Vineyards, DAOU Vineyards, Halter Ranch, and Tablas Creek combine acclaimed wines with destination dining and tasting experiences. The area's historic downtown offers boutique shopping, craft breweries, and farm-to-table restaurants, while the beaches of Cambria and Cayucos are located just 30 minutes away.
Images of the property may be viewed here. All photography credited to TriMotion Media.
As part of Concierge Auctions' Key For Key® giving program in partnership with Giveback Homes, the closing will result in funding toward new homes built for families in need.
Agents will be compensated according to the terms and conditions of the Listing Agreement. See Auction Terms and Conditions for full details.