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Inspiring New History

Welcome to Lexington Hills

Nestled in the hills above Los Gatos, Lexington Hills Estate & Winery is more than just a venue, it’s a vibrant piece of history with a story that spans over a century. Masterfully reimagined by owner Alexa Ingram-Cauchi, this property pays homage to European elegance by marrying the historic grandeur of the original estate with sophisticated modern amenities.  Carefully curated antiques and reclaimed architectural details from historic properties around the world whisper their own heritage stories. Historic oak trees line the drive, giving way to sprawling gardens adorned with mature olive trees and vineyards that offer both beauty and abundance.  Lexington Hills Estate & Winery stands as a testament to thoughtful restoration, sustainable practices, and community engagement. We are excited to share this hidden gem with you as an exclusive setting for your milestone celebrations as well as a way to introduce you to the Santa Cruz Mountain wine region.

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The 
Winery

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The 
Estate

Photo courtesy of Curt Walton Photography

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The
Manor

Photo courtesy of Curt Walton Photography

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The 
Chalet

Photo courtesy of William McClure Photography

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The 
Cottage

This is truly one of the most
remarkable venues I’ve ever experienced—both as a guest and a host. It was absolutely perfect.

Curt W.

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