As he prepared to take the helm of one of television’s longest-running syndicated game shows in 2024, Ryan Seacrest put his Napa Valley home on the market for $22 million. Nearly two years later with no luck, he’s trying again—this time with a significantly reduced asking price.

The Wheel of Fortune and American Idol host is now seeking just under $20 million for the picturesque 40-acre spread, which he acquired for $14 million in 2020 because of its “incredible location” and “stunning views.” Cyd Greer of Coldwell Banker holds the listing.

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Completed in 2004 by builder James Nolan and architect Howard Backen, and extensively remodeled by Seacrest in collaboration with Clint Nicholas and Silvia Nobili of Nobili Marqués Arquitectura, the property offers a Tuscan-style main home, a pool house, and a guest cottage. Altogether, there are five bedrooms, half a dozen bathrooms, and a powder room across 10,750 feet.

In addition to a natural palette donning a mix of antique French limestone and wide-plank oak floors, chiseled limestone walls, and reclaimed wood-beam ceilings, the U-shaped primary dwelling is also outfitted with high-tech security, audio, and lighting systems. A huge stone fireplace anchors the living room, with massive wooden pocketing doors spilling out to a side terrace and a screened-in porch.

Elsewhere is a formal dining room, which connects to a kitchen sporting a wood-burning fireplace with a rotisserie and a pizza oven, an eat-in island, and an adjoining breakfast room. Other highlights include a library gallery, a TV room, a wine cellar, and an exercise space, plus a posh primary suite holding an office, a private terrace, and a luxe bath showcased by a freestanding gray oval soaking tub.

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The sprawling mountain-view grounds, centered on a spacious graveled courtyard ideal for entertaining, host an infinity pool and spa, a bocce court, and a 220-tree Italian olive grove. Rounding it all off are the ancillary structures—a rustic pool house with a full bath and a wet bar and a Napa-style guest cottage with two en suite bedrooms and a kitchen.

Seacrest has a history of buying, renovating, and then selling high-end properties at a profit. In 2023, he transferred his $31.5 million New York penthouse to Fanatics billionaire Michael Rubin for $43 million. The year before that, he sold a Beverly Hills estate he purchased in 2012 for $37.5 million from Ellen DeGeneres and Portia de Rossi to tech billionaire Brian Long and journalist Liz Day for $51 million.

Click here for more photos of the St. Helena residence.