358 Woodley Road

Santa Barbara, CA
$ 15,500,000 Beds 7 Baths 9 Sq 8,600
Monthly Estimate* How much can I afford?

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.

Active Under Contract

  • Price
  • $ 15,500,000
  • City
  • Santa Barbara
  • Bedrooms
  • 7
  • Full Bathrooms
  • 8
  • County
  • Santa Barbara
  • Half Bathrooms
  • 2
  • Area
  • Montecito
  • Lot Size
  • 1.02 Acres
  • Zip
  • 93108
  • Sqr Footage
  • 8,600
  • Year Built
  • 2003
  • Style
  • MLS#
  • 26689399
Listed By: Tracy Tutor with Compass; 310-464-2321
Data Source: California Regional MLS (CRMLS)

Features

General

Living Area 8600
Sewer Other
Heating Central
Cooling Central Air
Appliances Built-In,Dishwasher,Disposal,Refrigerator,Dryer,Washer
Zoning 2-E-1
HOA Fee 214.41
Patio/Porch Features Rear Porch,Front Porch
Pool Features Heated,In Ground
Security Features Carbon Monoxide Detector(s),Security Gate,Gated Community,Smoke Detector(s)
Year Built 2003
View Bay,City Lights,Hills,Mountain(s),Ocean,Water
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Community Features Gated
Assoc Fee Paid Per Monthly
County Santa Barbara
New Construction false
Property Type Residential
HOA true
Attached Garage true
Subdivision Name Pepper Hill
Full Baths 8
Special Listing Conditions Standard
Status Active Under Contract
Directions Sycamore Canyon to Woodley Rd
City Santa Barbara
Entry Location Main Level
Senior Community Y/N false
Open Parking Spaces 12
MLS Area MCTO - Montecito
Lot Size Units Square Feet
Lot Size Square Feet 44431
Spa Features Heated,In Ground
Property Attached Y/N false
Lease Considered Y/N false
Standard Status Active Under Contract
Year Built Source Other
Property Sub Type Additional Single Family Residence
PostalCity SANTA BARBARA

Interior Features

Interior Amenities Breakfast Bar,Eat-in Kitchen,Jack and Jill Bath,Walk-In Closet(s)
Flooring Carpet,Stone,Wood
Furnished Y/N Unfurnished
Fireplace Features Living Room
Total Stories 2
Common Walls No Common Walls
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 2
Laundry Features Inside
Total Bedrooms 7
LivingAreaSource Other
Total Baths 10

Exterior Features

Exterior Amenities Koi Pond
Parking Features Door-Multi,Driveway,Garage,Gated
Total Parking 15
Lot Size Area 44431
Spa true
Building Area Total 8600
Lot Size Acres 1.02

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Oxnard, CA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

4/10/2026 Listed $17,500,000
5/18/2026 4% - $16,850,000
8/10/2026 8% - $15,500,000

Property vs Zip Code Average in 93108

Price
AVG $13.38M
$15.5M
Year Built
AVG 1975
2003

358 Woodley Road Santa Barbara, CA is a Single Family Home for sale at $15500000 with 8600 sqft and a lot size of 1.02 Acres Acre(s). 358 Woodley Road Santa Barbara has 7 bedrooms, 8 baths and was built in 2003. The property's zip code is 93108 which is in Santa Barbara, CA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.