358 Woodley Road
Santa Barbara, CA, 93108 $ 17,500,000
Bedrooms7 Baths8.2 Sq 8,600 Monthly Estimate*
$ 107,751
for $17,500,000 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 8600.0
Heating Central
Cooling Central Air
Roof Stone
Zoning 2-E-1
HOA Fee 214.41
Patio/Porch Features Rear Porch Front Porch
Pool Features In Ground Heated
Security Features Smoke Detector(s) Automatic Gate Gated Community Carbon Monoxide Detector(s)
3/4 Baths 0
Full Baths 8
Half Baths 2
Year Built 2003
View City Lights Mountain(s) Hills Ocean Bay
Levels Two
Property Subtype Single Family Residence
Accessibility Other
Assoc Fee Paid Per Monthly
County Santa Barbara
New Construction No
Property Type A
Association Amenities Water
HOA Yes
Attached Garage Yes
Subdivision Name Montecito
Status Active
City Santa Barbara
Entry Location Main Level
Senior Community Y/N No
MLS Area MCTO - Montecito
Lot Size Units Square Feet
Lot Size Square Feet 44431.0
Spa Features In Ground Heated
Property Attached Y/N No
Standard Status Active
Year Built Source Other
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InteriorInterior Amenities Kitchen Island
Flooring Wood Carpet
Kitchen Appliances Disposal Dishwasher Built-In Refrigerator
Fireplace Features Living Room
Total Stories 2
Common Walls No Common Walls
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Total Bathrooms 10.0
Laundry Features Inside Washer Included Dryer Included
Total Baths 10
Total Bedrooms 7
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ExteriorExterior Amenities Koi Pond
Parking Features Driveway
Lot Size Area 44431.0
Spa Yes
Pool Y/N? Yes
Building Area Total 8600.0
Lot Size Acres 1.02
Land Lease Type Fee
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* Excluded FeaturesAffordability Calculator
- Monthly Principal & Interest
- $107,751
- 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 $9,708,969
Percent of Sale Price 45%
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.
793437 Elementary School
793428 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/10/2026 | $17,500,000 | | Listed Price |