Glorious Compound in St. Helena, $18.8M

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You could happily lose yourself in this profoundly private Wine Country estate on 21-acres overlooking  St.Helena. Dubbed Round Hill, it was created from the ground up over the course of five years and completed in 2014.

Taking cues from the world’s finest resort properties, it’s grand without being formal, intelligently planned for both entertaining and quiet retreat, with spaces always connected to the outdoors. Below, the ground level entry leads to the main level entertaining spaces through a double-height foyer, connecting to the pool terrace and a more sheltered courtyard.

In a region obsessed with great food and wine, the famed Auberge du Soleil is a short walk away and the restaurants of Yountville and St. Helena are close by. But in these complicated times, home, the main kitchen and the adjacent poolside outdoor kitchen (in addition to the lower-level catering kitchen) have been intelligently planned for entertaining, whether it’s two people, a small group, or two hundred guests.

Perhaps nothing makes Round Hill more attractive during these sheltering times than the estate’s self-sufficiency. The compound features six generators, making it easily capable of running off the grid and a deep Aquaphor well provides unlimited water for all needs. Extensive vegetable gardens add to the focus on sustainable living, plus a private vineyard planted with Appellation Cabernet grapes produces up to 300 bottles of privately labeled Round Hill wine per year. Beyond the entry, the lower level also holds a wine cellar, a fully-equipped gym, a serious laundry room, a very private staff apartment for full time support in addition to garage parking for more than 10 cars and the full catering kitchen. There’s an elevator servicing all three levels.

Occupying the entire top floor and open to a private terrace overlooking the valley, the luxurious master suite has two baths and a pair of fitted dressing rooms.

Another wing of the house, removed but not remote, holds a pair of guest suites with sitting rooms, baths, and outdoor spaces. A few steps away there is a completely independent, freestanding 1-bed, 1-bath guest house with its own kitchen and private outdoor spaces.

More: Round Hill is a project of San Francisco investors/philanthropists/developers Pamala and Ted Deikel,  a couple with decades of development and design expertise through their firm Deikel Design & Development.

Have a look at the agent’s website for additional images of this extraordinary property, represented by Nicole Needham & Neal Ward of Compass.