358 Woodley RD Santa Barbara CA 93108 | MLS #26689399
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.
Property Details
Price:
$15,500,000
MLS #:
26689399
Status:
Pending
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:
2003
See this Listing
Schools
Interior
Appliances
Disposal, Refrigerator, Built-In, Dishwasher
Bathrooms
8 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Carpet, Wood, Stone
Heating
Central
Laundry Features
Inside, Washer Included, Dryer Included
Levels
Two
Exterior
Attached Garage YN
1
Common Walls
No Common Walls
Exterior Features
Koi Pond
Open Parking Spaces
12
Open Parking YN
1
Parking Features
Gated, Garage – Three Door, Driveway
Parking Spots
15
Parking Total
15
Patio And Porch Features
Front Porch, Rear Porch
Security Features
Carbon Monoxide Detector(s), Smoke Detector(s), Gated Community, Automatic Gate
Spa Features
In Ground, Heated
Stories
2
View
Ocean, Mountain(s), Bay, City Lights, Hills, Water
Financial
HOA Fee
$214
HOA Fee Frequency
MO
Map
Community
- Address358 Woodley RD Santa Barbara CA
- SubdivisionPepper Hill
- CitySanta Barbara
- CountySanta Barbara
- Zip Code93108
Subdivisions in Santa Barbara
Market Summary
Current real estate data for Single Family in Santa Barbara as of Nov 06, 2026
51
Single Family Listed
124
Avg DOM
1,792
Avg $ / SqFt
$6,609,216
Avg List Price
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 $15,500,000 and features 7 beds, 10 baths, and has approximately 8,600 square feet of living space, and was originally constructed in 2003. The current price per square foot is $1,802. The average price per square foot for Single Family listings in Santa Barbara is $1,792. The average listing price for Single Family in Santa Barbara is $6,609,216. To schedule a showing of MLS#26689399 at 358 Woodley RD in Santa Barbara, CA, contact your Compass agent at 310.409.7242.
Similar Listings Nearby
Courtesy of Compass. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than Compass include the name of the listing broker. Neither the listing company nor Compass shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved.358 Woodley RD
Santa Barbara, CA
