358 Woodley Road, Santa Barbara, CA 93108 (MLS # 26689399)

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PRICE $17,500,000 dsIDX morgage calculator
BEDS 7
BATHS 9
HOME SIZE 8,600 sqft
LOT SIZE 1.02 ac
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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.

DAYS ON MARKET 19 LAST UPDATED 4/10/2026
TRACT Pepper Hill YEAR BUILT 2003
COMMUNITY MCTO - Montecito COUNTY Santa Barbara
STATUS Active PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Refrigerator, Washer
AREA MCTO - Montecito
CONSTRUCTION Stone
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Central
HOA DUES 214.41|Monthly
INTERIOR Breakfast Bar, Eat-in Kitchen, Walk-In Closet(s)
LOT 1.02 acre(s)
LOT DIMENSIONS 44431
PARKING Attached, Driveway, Garage, Gated
POOL DESCRIPTION Heated, In Ground
SEWER Other
STORIES 2
SUBDIVISION Pepper Hill
VIEW Yes
VIEW DESCRIPTION Bay, City Lights, Hills, Mountain(s), Ocean, Water
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