$17,500,000 - 358 Woodley Road, Santa Barbara
- 7Beds
- 10Baths
- 8,600SQ. Feet
- 1.02Acres
Santa Barbara Home For Sale
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.
Sales Agent
- Sam Smith
- San Clemente Realtor ®
- Phone: 949-204-5110
- Cell: 949-204-5110
- Contact Agent Now
Amenities
- Parking Spaces15
- ParkingDoor-Multi, Driveway, Garage, Gated
- GaragesDoor-Multi, Driveway, Garage, Gated
- ViewCity Lights, Hills, Mountain(s), Ocean, Water, Bay
- Has PoolYes
- PoolHeated, In Ground
- SecurityCarbon Monoxide Detector(s), Security Gate, Gated Community, Smoke Detector(s)
Additional Information
- Date ListedApril 10th, 2026
- Days on Market11
- Zoning2-E-1
- Short SaleN
- RE / Bank OwnedN
Essential Information
- MLS® #26689399
- Price$17,500,000
- Bedrooms7
- Bathrooms10.00
- Full Baths8
- Half Baths2
- Square Footage8,600
- Acres1.02
- Year Built2003
- TypeResidential
- Sub-TypeSingle Family Residence
- StatusActive
- Listing AgentTracy Tutor
- Listing OfficeCompass
Exterior
- Exterior FeaturesKoi Pond
Community Information
- Address358 Woodley Road
- AreaMCTO - Montecito
- SubdivisionPepper Hill
- CitySanta Barbara
- CountySanta Barbara
- Zip Code93108
Interior
- InteriorCarpet, Stone, Wood
- Interior FeaturesBreakfast Bar, Eat-in Kitchen, Jack and Jill Bath, Walk-In Closet(s)
- AppliancesBuilt-In, Dishwasher, Disposal, Refrigerator, Dryer, Washer
- HeatingCentral
- CoolingCentral Air
- FireplaceYes
- FireplacesLiving Room
- # of Stories2
- StoriesTwo
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Back to Results- City:
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- Price Range:
- $945,000 - $65,000,000
- Current Listings:
- 58
- HOA Dues:
- $480
- Average Price per Square Foot:
- $1,804
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- City:
- Santa Barbara
- Price Range:
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- Current Listings:
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- HOA Dues:
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Based on information from California Regional Multiple Listing Service, Inc. as of April 21st, 2026 at 7:50pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.
















































