358 Woodley Road
Santa Barbara, CA, 93108 $ 16,850,000
Bedrooms7 Baths8.2 Sq 8,600 Monthly Estimate*
$ 103,748
for $16,850,000 with 7 bedrooms and 8 full baths, 2 half baths. This 8,600 square foot home was built in 2003 on a lot size of 1.02.
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.
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FeaturesGeneralLiving Area 8600
Heating Central
Cooling Central Air
Roof Stone
Zoning 2-E-1
HOA Fee 214.41
Patio/Porch Features Front Porch Rear Porch
Pool Features Heated In Ground
Security Features Smoke Detector(s) Automatic Gate Carbon Monoxide Detector(s) Gated Community
Year Built 2003
View Bay City Lights Hills Mountain(s) Ocean
Levels Two
Property Subtype Single Family Residence
Accessibility Other
Assoc Fee Paid Per Monthly
County Santa Barbara
New Construction false
Property Type Residential
Association Amenities Water
HOA true
Attached Garage true
Subdivision Name Montecito
Status Active
City Santa Barbara
Entry Location Main Level
Senior Community Y/N false
MLS Area MCTO - Montecito
Lot Size Units Square Feet
Lot Size Square Feet 44431
Spa Features Heated In Ground
Standard Status Active
Year Built Source Other
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InteriorInterior Amenities Kitchen Island
Flooring Carpet Wood
Fireplace Features Living Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Laundry Features Dryer Included Inside Washer Included
Total Baths 10
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ExteriorExterior Amenities Koi Pond
Parking Features Driveway
Lot Size Area 44431
Spa true
Building Area Total 8600
Lot Size Acres 1.02
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* Excluded FeaturesAffordability Calculator
- Monthly Principal & Interest
- $103,748
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Santa Barbara, CA
Average List Price $8,394,021
Percent of Sale Price 50%
About Santa Barbara, CA 90,478 Population
-2% Since 2002
$ 73,259 Median Income
38.49 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/18/2026 | $16,850,000 | -3.71% | Price Down |
| 4/26/2026 | $17,500,000 | | Listed Price |