358 Woodley RD Santa Barbara CA 93108 MLS #26689399

MLS #26689399 image #0
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.
Current real estate data for Single Family in Santa Barbara as of Apr 11, 2026
72
Single Family Listed
162
Avg DOM
1,689
Avg $ / SqFt
$7,498,688
Avg List Price

Property Details

Price:
$17,500,000
MLS #:
26689399
Status:
Active
Beds:
7
Baths:
10
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Pepper Hill
Neighborhood:
mctomontecito
Listed Date:
Apr 10, 2026
Finished Sq Ft:
8,600
Total Sq Ft:
8,600
Lot Size:
44,431 sqft / 1.02 acres (approx)
Year Built:
1965
Community GatedMcto – MontecitoMctomontecitoPepper HillWater

Schools

Interior

Appliances
DW, GD, RF, BI
Bathrooms
8 Full Bathrooms, 2 Half Bathrooms
Cooling
CA
Flooring
STON, WOOD, CARP
Heating
CF
Laundry Features
IN, DINC, WINC
Levels
U

Exterior

Attached Garage YN
1
Common Walls
NCW
Exterior Features
KP
Parking Spots
15
Parking Total
15
Patio And Porch Features
POF, POR
Security Features
SD, AG, COD, GC
Spa Features
HT, IG
View
BA, CI, HI, MT, OC, WA

Financial

HOA Fee
$214
HOA Fee Frequency
MO

Map

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Property Summary

    Located in the Pepper Hill subdivision, 358 Woodley RD Santa Barbara CA is a Single Family for sale in Santa Barbara, CA, 93108. It is listed for $17,500,000 and features 7 beds, 10 baths, and has approximately 8,600 square feet of living space, and was originally constructed in 1965. The current price per square foot is $2,035. The average price per square foot for Single Family listings in Santa Barbara is $1,689. The average listing price for Single Family in Santa Barbara is $7,498,688. To schedule a showing of MLS#26689399 at 358 Woodley RD in Santa Barbara, CA, contact your Outland and Associates / JoAnn Outland agent at 8054417754.

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Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…

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358 Woodley RD
Santa Barbara, CA