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358 Woodley Road

Santa Barbara, CA 93108
  • $15,500,000
  • STATUS: Pending
  • ON SITE: 184 Days
  • ID#: 26689399
Pending
$15,500,000
  • 7
    BEDS
  • 1.02
    ACRES
  • 8
    BATHS
  • 2
    1/2 BATHS
  • 8,600
    SQFT
  • $1,802
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2003
County:

School Ratings & Info

Listing Agent(s): Tracy Tutor of Compass (310-230-5478) and Thea Sheinberg of Compass(310-230-5478)


Description

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.

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Based on information from California Regional Multiple Listing Service, Inc. as of 2026-10-12T00:26:17.837. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is deemed reliable but is not guaranteed accurate by the MLS or Realty ONE Group Empire. Licensed in the State of California, USA.
www.bestsocalhomesearch.com/homes/175061499
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358 Woodley Road Santa Barbara, CA 93108

  • Price: $15,500,000
  • Status: Pending
  • On Site: 184 Days
  • ID#: 26689399
7
Beds
8
Baths
2
½ Baths
1.02
Acres
8,600
SQFT
$1,802
$/SQFT
2003
Built
Neighborhood:
Pepper Hill
County:
Santa Barbara
Area:
MCTO - Montecito
Property Description
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.
Exterior Features

Attached Garage YN Yes Entry Location Main Level Exterior Features Koi Pond Open Parking Spaces 12 Parking Features Door-MultiDrivewayGarageGated Parking Total 15 Patio And Porch Features Rear PorchFront Porch Pool Features HeatedIn Ground Property Attached YN No Sign On Property YN No Spa Features HeatedIn Ground Spa YN Yes View BayCity LightsHillsMountain(s)OceanWater View YN Yes

Interior Features

Appliances Built-InDishwasherDisposalRefrigeratorDryerWasher Common Walls No Common Walls Cooling Central Air Cooling YN Yes Fireplace Features Living Room Fireplace YN Yes Flooring CarpetStoneWood Furnished Unfurnished Heating Central Heating YN Yes Interior Features Breakfast BarEat-in KitchenJack and Jill BathWalk-In Closet(s)

Property Features

Association Fee 214.41 Association Fee Frequency Monthly Association YN Yes Community Features Gated Laundry Features Inside Lease Considered YN No Levels Two Listing Agreement Seller Reserved Listing Service Full Service New Construction YN No Property Sub Type Single Family Residence Security Features Carbon Monoxide Detector(s)Security GateGated CommunitySmoke Detector(s) Senior Community YN No Sewer Other Special Listing Conditions Standard Zoning 2-E-1



Based on information from California Regional Multiple Listing Service, Inc. as of 2026-10-12T00:26:17.837. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is deemed reliable but is not guaranteed accurate by the MLS or Realty ONE Group Empire. Licensed in the State of California, USA.
 
https://bt-photos.global.ssl.fastly.net/socal/orig_boomver_2_423595570-2.jpg https://bt-photos.global.ssl.fastly.net/socal/orig_boomver_2_423595570-2.jpg https://bt-photos.global.ssl.fastly.net/socal/orig_boomver_2_423595570-2.jpg
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Realty ONE Group Empire
13330 Ranchero Rd. Ste 12
Oak Hills CA, 92344
Listing Agent(s): Tracy Tutor of Compass (310-230-5478) and Thea Sheinberg of Compass(310-230-5478)