$15,500,000
 $83,207 est/mo Sourced by Back At You

358 Woodley Road,Santa Barbara, CA 93108

Santa Barbara, CA 93108

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Description

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.

Details

MLS #26689399
Listing TypeFor Sale
StyleHouse
HOA Dues$214
Sub-TypeResale
StatusPending
Year2003
Days On Site198
Listing Provided ByCompass | Tracy Tutor

Features

Bed(s)7
Bath(s) 10 Total
SQ Feet8,600
Story(s)2
Zoning2-E-1
Acreage1.02
Property ViewYes

Interior

CoolingCentral Air
HeatingCentral
Heating Yes / NoYes
Cooling Yes / NoYes
Interior FeaturesBreakfast Bar, Eat In Kitchen, Jack And Jill Bath, Walk In Closets
FurnishedUnfurnished
AppliancesBuilt In, Dishwasher, Disposal, Refrigerator, Dryer, Washer
Fireplace Yes / NoYes

Exterior

Exterior FeaturesKoi Pond
Security FeaturesCarbon Monoxide Detectors, Security Gate, Gated Community, Smoke Detectors

Parking

Attached Garage Yes / NoYes
Parking FeaturesDoor Multi, Driveway, Garage, Gated

Utilities

SewerOther

Location

Community FeaturesGated

Area Information

StateCA
CountySanta Barbara
CitySanta Barbara
Zip Code93108
AreaMCTO Montecito
Community NamePepper Hill
Listing VS Median (in Pepper Hill)
Price:
$15,500,000
low | high
Med:
$15,500,000
50% of Average
sqft:
8,600
low | high
Med:
8,600
50% of Average
$ / sqft:
$1,802
low | high
Med:
$1,802
50% of Average
On site:
198
low | high
Med:
198
100% of Average
Sourced by Back At You

Market Activity 93108

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Learn More About This Property

StateCA
CountySanta Barbara
CitySanta Barbara
Zip Code93108
AreaMCTO Montecito
Community NamePepper Hill
Listing VS Median (in Pepper Hill)
Price:
$15,500,000
low | high
Med:
$15,500,000
50% of Average
sqft:
8,600
low | high
Med:
8,600
50% of Average
$ / sqft:
$1,802
low | high
Med:
$1,802
50% of Average
On site:
198
low | high
Med:
198
100% of Average
Sourced by Back At You
Listing Updated: October 8, 2026 at 4:29:41 PM PDT
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IP: 10.0.10.198
Server: LVD-WEB-2