A Storied Pepper Hill Estate in Montecito Asks $16.85M
358 Woodley Road, Montecito, CA 93108
7 Beds · 10 Baths · 8,600 SF · 1.02± Acres
$16,850,000
Listed by Tracy Tutor & Thea Sheinberg · Compass
Photography by Patrick Flores (Studio Los Flores)
Floating above the Pacific on one of Montecito's most private hillsides, this Pepper Hill estate captures sweeping views that stretch from the Channel Islands to the Santa Ynez Mountains. Set on just over an acre, the roughly 8,600-square-foot residence holds seven bedrooms, eight full baths, and two half baths, with expansive terraces and balconies that frame the shifting coastal-to-mountain panorama, including Anacapa, Santa Cruz, and Santa Rosa Islands.
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The estate sits on land once part of the original Pepper Hill development, established in 1916 by David Benton Jones and designed by architect David Adler, with grounds by Edward H. Bennett. Limestone patios embedded with ancient marine fossils, layered gardens, a pond, and outdoor living spaces reinforce the property's deep connection to its surroundings.
Prime Hilltop Position
Just minutes from Montecito's Upper and Lower Villages and near Highway 101, Pepper Hill remains one of the area's most exclusive and tightly held enclaves, where opportunities of this scale, history, and view corridor rarely come to market.
Panoramic Views
Listing courtesy of Tracy Tutor & Thea Sheinberg, Compass · MLS #26-1157
Photography Patrick Flores (Studio Los Flores)