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Santa Barbara, CA

$16,850,000

358 Woodley Road, Santa Barbara, CA
7
Beds
10
Baths
8,600
Sq Ft
2003
Built
38
Days listed

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.

Facts & features

Interior
Bedrooms
7
Bathrooms
8 full, 2 half
Living area
8,600 sq ft
Interior features
Breakfast Bar, Eat In Kitchen, Jack And Jill Bath, Walk In Closets
Appliances
Built In, Dishwasher, Disposal, Refrigerator, Dryer, Washer
Flooring
Carpet, Stone, Wood
Fireplace
Living Room
Heating
Central
Cooling
Central Air
Laundry
Inside
Levels
Two
Spa
Heated, In Ground
Exterior & lot
Lot size
1.02 acres (44,431 sq ft)
Pool
Heated, In Ground
View
Bay, City Lights, Hills, Mountains, Ocean, Water
Year built
2003
Parking
Door Multi, Driveway, Garage, Gated
Parking spaces
15
Community
Area
MCTO - Montecito
County
Santa Barbara
Community features
Gated
HOA fee
$214/mo
Listing details
Status
Active
Property type
Single Family Residence
Days on market
38
Listed
2026-04-10
Original price
$17,500,000
Parcel #
009021064
MLS #
26689399
Listed by
Tracy Tutor · Compass

Location

Price history

Listed
$17,500,000 · 2026-04-10
Price reduced
$16,850,000 (−$650,000)
Days on market
38
Current price
$16,850,000
Financing

Could this home be yours?

Estimated monthly payment
$105,704
$85,203 principal & interest · $20,501 taxes & insurance
$3,370,000
Estimate only
Loan $13,480,000

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Estimated value range nearby
$18,987,547$22,289,729

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Listing data provided by CRMLS

Listing courtesy of Compass. © 2026. The multiple listing data appearing on this website is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. All data, including but not limited to 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. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. Last updated July 26, 2026 Equal Housing Opportunity.

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