CnC Realty
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$15,500,000

358 Woodley Road

Santa Barbara, CA 93108

Under Contract

7

Beds

10

Baths

8,600

Sq. Ft.

2003

Year Built

Santa Barbara

County

SingleFamilyResidence

Property Type

About this home

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.

Listed by Tracy Tutor · DRE #01326769 · Compass
MLS #1157251848
ListedApr 10, 2026

Property Details

Architecture

Stories2
StyleN/A
Total UnitsN/A
RoofN/A
Garage SpacesN/A
PoolN/A
SpaHeated, In Ground

Features & Amenities

Interior FeaturesBreakfast Bar, Eat In Kitchen, Jack And Jill Bath, Walk In Closets
Exterior FeaturesKoi Pond
FlooringCarpet, Stone, Wood
CoolingCentral Air
HeatingCentral
FireplaceLiving Room
LaundryInside
Parking FeaturesDoor Multi, Driveway, Garage, Gated
Parking Total15
Patio & PorchRear Porch, Front Porch
Entry LevelN/A
Entry LocationMain Level
Common WallsNo Common Walls

Property Features

Lot Size1.02 ac
Lot FeaturesN/A
ViewBay, City Lights, Hills, Mountains, Ocean, Water
DirectionsSycamore Canyon to Woodley Rd

Community

AreaMCTO - Montecito
School DistrictN/A

Tax & Financial

TermsN/A
Land LeaseN/A
HOA NameN/A
HOA Fee$214.41 / Monthly

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Mortgage Estimate

$82,498/mo

20% down · 7% APR · 30-yr fixed

Estimate only. Does not include taxes, insurance, or HOA.

CRMLSLast updated: October 21, 2026 at 9:30 PM

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