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$17,500,000
22 Days On Site

358 Woodley Road
Santa Barbara, CA 93108

For Sale|Single Family Residence|Active
7
Beds
10
Total Baths
8
Full Baths
2
Partial Baths
8,600
SqFt
$2,035
/SqFt
2003
Built
Subdivision:
Pepper Hill
County:
Santa Barbara

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424.777.2049
358 Woodley Road358 Woodley Road358 Woodley Road358 Woodley Road
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Monthly Payment (Est.)

$79,842
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$17,500,000
Days On Site 
22 Days
Bedrooms 
7
Inside Area (SqFt) 
8,600 sqft
Total Baths 
10
Full Baths 
8
Partial Baths 
2
Lot Size 
1.02 Acres
Year Built 
2003
MLS® Number 
26689399
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
$214.41 monthly
Sq Ft Source 
Other
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
1.02
Attached Garage 
Yes
Levels 
Two
Number Of Stories 
2
Parking 
AttachedDrivewayGarageGated
Parking Spaces 
15
Property Sub Type 
Single Family Residence
Security 
Carbon Monoxide Detector(s)Security GateGated CommunitySmoke Detector(s)
Sewer 
Other
Special Circumstances 
Standard
SqFt Total 
8600
Zoning 
2-E-1
Interior Features
Appliances 
DishwasherDisposalRefrigeratorDryerWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living Room
Flooring 
CarpetStoneWood
Furnished 
Unfurnished
Heating 
Central
Interior 
Breakfast BarEat-in KitchenWalk-In Closet(s)
Laundry Features 
Inside
Spa 
Yes
Bathroom 
EntryFoyer 
Family Room 
GuestQuarters 
Kitchen 
Features - Kitchen Island
Office 
Other 
Features - Walk-In Closet(s)
Sauna 
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Exterior Features
Construction Details 
Stone
Patio And Porch 
Rear PorchFront Porch
Pool Features 
HeatedIn Ground
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
BayCity LightsHillsMountain(s)OceanWater
Waterview 
BayCity LightsHillsMountain(s)OceanWater
Community Features
Association Dues 
214.41
Building Access 
Main Level
Community Features 
Gated
HOA Fee Frequency 
Monthly
MLS Area 
MCTO - Montecito
Listing courtesy of Tracy Tutor of Compass

Based on information from the The MLS as of 2026-05-02 04:50 PM UTC. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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