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  • 358 Woodley Road

358 Woodley Road, Santa Barbara, CA 93108

$16,850,000 Approx. USD 7 beds, 10 baths
8,600 sqft

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Photo of Nancy Hamilton

Nancy Hamilton REALTORĀ® - Sales Associate 805-451-4442 m
805-969-5026 o
Lic#: 01129919
NRDS ID: 199500629
Nancy@HomesInSantaBarbara.com
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Lic#: 01129919
NRDS ID: 199500629
Nancy@HomesInSantaBarbara.com
Montecito South Office
1255 Coast Village Rd., #102b
Montecito, CA 93108
Phone: 805-565-4000
Montecito South 1255 Coast Village Rd., #102b
Montecito, CA 93108
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Listing Agent


Tracy Tutor | Info@tracytutor.com
Lic#: 01326769
Broker: Courtesy of Compass
Phone: 310-464-2321

Co Listing Agent


Thea Sheinberg | thea.sheinberg@compass.com
Lic#: 02245684
Broker: Courtesy of Compass
Phone: 310-866-1957

Agent Remarks

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.

Listing Details

Property type: Single Family Residence (Single Family)
Status: Active
MLS# 26689399
List price is $16,850,000 Reduced by $650,000 on 5/18/2026
Price: $16,850,000
HOA Fee is $214.41
Beds: 7
Baths: 10 (8 full) (2 half)
Living Room fireplaces
Built in 2003
8,600 sqft
2 stories
1.02 acres
Lot size: 1.0200
Subdivision: Pepper Hill
County: Santa Barbara
Zoning: 2-E-1
Interior features: Breakfast Bar,Eat-in Kitchen,Jack and Jill Bath,Walk-In Closet(s)
Exterior features: Koi Pond
Appliances: Built-In,Dishwasher,Disposal,Refrigerator,Dryer,Washer
Parking description: Door-Multi,Driveway,Garage,Gated
Heating/cooling: Central Air
Heating description: Central
MLS area: MCTO - Montecito
Furnished: Unfurnished

Last Updated: 5/18/2026

 Days On Market (DOM): 70

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This listing belongs to the MCTO - Montecito MLS area

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Lat/Long: 34.430951, -119.649392.
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Source: CRM. Also Available in 26-1157,

DISCLAIMER: There is NO WARRANTY, expressed or implied, for the accuracy of this information or its applicability to your financial situation. Please consult your financial and/or tax advisor. GET PRE-APPROVED The loan's interest rate will depend upon the specific characteristics of the loan transaction and credit profile up to the time of closing.

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Photo of Nancy Hamilton

Nancy Hamilton REALTORĀ® - Sales Associate 805-451-4442 m
805-969-5026 o
Lic#: 01129919
NRDS ID: 199500629
Nancy@HomesInSantaBarbara.com
Text Me
Call My Cell
Call My Office
Lic#: 01129919
NRDS ID: 199500629
Nancy@HomesInSantaBarbara.com

Montecito South Office
1255 Coast Village Rd., #102b
Montecito, CA 93108
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