358 Woodley Road

Property Overview
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.
Home Details
- Property type
- Residential - SingleFamilyResidence
- Year built
- 2003
- Living area
- 8,600 sq ft
- Lot size
- 1.02 acres
- Parking
- 15 spaces
- Stories
- 2.0
- Days on market
- 38
- MLS status
- Active
- Zoning
- 2-E-1
Features & Amenities
Interior
- Breakfast Bar
- Eat In Kitchen
- Jack And Jill Bath
- Walk In Closets
Appliances
- Built In
- Dishwasher
- Disposal
- Refrigerator
- Dryer
- Washer
Parking
- Door Multi
- Driveway
- Garage
- Gated
Pool
- Heated
- In Ground
Exterior
- Koi Pond
Security
- Carbon Monoxide Detectors
- Security Gate
- Gated Community
- Smoke Detectors
Community, Schools & Utilities
Community
- Subdivision
- Pepper Hill
- HOA fee
- $214.41 monthly
- View
- Yes
Utilities
- Heating
- Central
- Cooling
- CentralAir
- Sewer
- Other
Location & Neighborhood
Frequently Asked Questions
Homeowner resources
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“Reza was the best agent we have ever worked with.”— Russell & Susan McQueen
Listing Agent

