Courtesy of Meridith Baer Home

$25 Million Buys an Endless Resort Vacation Home in Woodside

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Think back to your last blissful getaway—you know, that time you decamped to some far-off gorgeous place where the lifestyle and accommodations were more serene and more luxurious than your real life could hope to be; where, as you drifted off to sleep on the last night of your stay, you wished you wouldn't wake up and be forced to go home. Then, imagine living in a home that made the feeling of endless vacation possible, right down to the relaxing spa treatments. Now, point your thought bubble toward this magical wooded estate on Winding Way in Woodside.



Designed by the Northern California architects at Backen, Gillam & Kroeger (an Architectural Digest "Top 100" firm whose clients include Robert Redford and Diane Keaton), this awesome new compound, with 11,403 square feet of living space spanning four separate structures, was completed this past July and sits in the rural but mighty town of Woodside, home to Silicon Valley's elite and one of the wealthiest neighborhoods in the country.


Once at home in the property's main house—where six bedrooms, five full baths, a study, exercise room, and fully kitted-out kitchen (think Miele and Gaggenau appliances) span nearly 9,000 square feet—you really needn't ever leave your own master suite, which has his-and-hers closets, a private courtyard, and a spa—naturally. But if you must venture out, we suggest grabbing a glass of Burgundy from your wine cellar or a Scotch from the full bar and meandering out of doors, where a veritable resort awaits.


Outside, the 70-foot-long pool(!!!) seems geared to throwing some truly insane parties, surrounded by lush high-end landscaping and set to a backdrop of Northern California redwoods and heritage oaks. You'll find everything you need for a day of R&R, including a pool house with a full bath and massage room (BYO masseuse!), outdoor dining area, built-in barbecue, and a one-bedroom guest house so your tipsy friends can stay the night. In cooler months, two outdoor fireplaces and an additional fire pit promise to keep you and the fam warm and cozy.


But it's the way the estate blends indoor life with al fresco spaces that makes this home feel like that villa back at Las Ventanas, so that even when you're inside you'll not want for fresh air. Floor-to-ceiling windows automatically retract into the walls to seamlessly blend the inside and out, and the modern interiors, clad in American white oak floors and snowy marble countertops, gleam with natural light in keeping with the airy vibe. The whole scene is somewhere between your family's summer camping trips and your fantasy spa getaway. Of course, this kind of good life comes at a price.


Here are the details:

Location: 231 Winding Way, Woodside

Asking Price: $24,800,000

Bedrooms: 6 in the main house; 1 in the guest house

Bathrooms: 5 full and 2 half in the main house

Living Space: 11,403 sq. ft. total

Parking: Two-car detached garage

Year built: 2016

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