$16,850,000

358 Woodley Road, Santa Barbara, CA 93108

  • 7 beds |
  • 10 baths |
  • 8,600 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2003
  • Property Lot Size Icon1.02acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $1,959/sqft
  • Property List Date Icon Listed 2 months ago

Property Description

Floating above the Pacific with sweeping ocean-to-island views, this Montecito estate commands one of Pepper Hill's most breathtaking vantage points. Perched atop Montecito's coveted Pepper Hill enclave, this extraordinary estate commands sweeping panoramic views of the Pacific Ocean, Channel Islands, and Santa Ynez Mountains from one of the area's most elevated and private vantage points. Set on approximately 1.02 acres, the ~8,600-square-foot residence offers 7 bedrooms, 8 full baths, and 2 half baths, thoughtfully designed for both grand-scale entertaining and refined everyday living.Rich in history, the property occupies land once part of the original Pepper Hill estatedeveloped in 1916 by industrialist David Benton Jones and designed by renowned architect David Adler with landscape architect Edward H. Bennettimbuing the home with a rare sense of legacy and place. Today, the residence embraces Montecito's signature indoor-outdoor lifestyle, with expansive terraces, balconies, and entertaining spaces framing breathtaking ocean-to-mountain vistas, including views of Anacapa, Santa Cruz, and Santa Rosa Islands.The grounds are both whimsical and timeless, featuring a pond, water wheel, garden structures, and limestone patios embedded with ancient marine fossilssubtle reminders of the land's geological history. Positioned on decomposed granite terrain known for its natural stability, the property offers a unique blend of beauty and resilience.Located just minutes from Montecito's Upper and Lower Villages and in close proximity to Highway 101, Pepper Hill is one of the area's most exclusive hillside communities, defined by one-acre minimum parcels, architectural individuality, and limited turnover. As a rare offering within this storied enclave, the estate captures the essence of Montecito livingprivacy, history, and unparalleled coastal views.

Listing Status:
Active
Date Added:
April 10, 2026
Data Last Updated:
July 6, 2026 at 7:08AM
Listing Office:
Compass : 310-230-5478
Listing Agent:
Tracy Tutor : 310-464-2321
MLS ID:
CL26689399
  • General: Family RoomOfficeBreakfast BarPantry
  • Appliances: DishwasherRangeRefrigerator
  • Laundry: DryerWasherInside
  • Flooring: CarpetWood
  • A/C: Central Air
  • Heating: Central
  • Fireplace: Living RoomFireplace
  • General: Heated
  • Pool: In Ground
  • Parking: AttachedOtherParking spaces: 15
  • General: 2
  • HOA Amenities: Gated214.0Monthly
  • County: Santa Barbara
  • Zoning: 2-E-1009021064
  • View: BayCity LightsHillsMountain(s)WaterOceanView

This listing courtesy of Tracy Tutor , Compass

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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