358 Woodley Rd , Santa Barbara, CA 93108
$15,500,000
Est. Payment: $85,069.79/mo
7 Bed
10 Bath
8600 Sqft
1.02 Acres
Status: Active Under Contract | Days on site: 162
Get Pre-Qualified
CLW-X81461 - CLW-X65309,CLW-C143957
By proceeding and clicking the sign up button, you consent to receive calls and texts (SMS/MMS) including marketing and promotional communications, from Chris Heller, its affiliates, and agents or vendors acting on their behalf. These communications may be delivered using an automatic telephone dialing system or by using an artificial or prerecorded voice. Message and data rates may apply. To opt out of text messages, reply STOP. Your consent is not required as a condition of any purchase. By continuing, you also agree to our Terms of Use and Privacy Policy.

House 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.

Highlights

Listed by Tracy Tutor , 310-464-2321 and Thea Sheinberg , 310-866-1957 Compass , 310-230-5478. CRMLS/Multi-Regional MLS mls logo

Property Type

Residential

Lot/Acreage
1.02

HOA Fee

214.41 Monthly

Year Built

2003

County

Santa Barbara

Area

MCTO - Montecito

Neighborhood

Pepper Hill

Listing ID

26689399

Questions about this listing?

Contact Agent

Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:7
  • ▪ Bathrooms:10
  • ▪ Full Bathrooms:8
  • ▪ 1/2 Bathrooms:2
Appliances:Built-In, Dishwasher, Disposal, Refrigerator, Dryer, Washer
Air Cond:Central Air
Fireplaces:Living Room
Floor:Carpet,Stone,Wood
Other:
  • ▪ Additional:Breakfast Bar, Eat-in Kitchen, Jack and Jill Bath, Walk-In Closet(s)

Exterior Features

Lot:No Land Lease
Garage Capacity:15
Zoning:2-E-1
Others:
  • ▪ Additional:Koi Pond
Sewer:Other
Parking Features:Door-Multi,Driveway,Garage,Gated
Principal Interest
$85,070
Taxes
$9,881
HOA
$214

Home Price

$15,500,000

Loan Details

30 yrs
7.307%

Down Payment

20%
$3,100,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$85,069.79

Principal

Taxes

HOA

Principal Taxes HOA Total
Monthly $85,069.79 $9,881.25 $214.41 $95,165.45
Yearly $1,020,837.49 $118,575.00 $2,572.92 $1,141,985.41
Total $30,625,124.77 $3,557,250.00 $77,187.60 $34,259,562.37

Today's Rates

30 Year

7.31%

20 Year

7.2%

15 Year

6.65%

Never Miss a Property

Be the first to know when a property hits the market.

Current Listings

Last 30 Days
N/A
Oct 2026

Average Price

All Price Ranges
N/A
Oct 2026

Average Days on Market

All Price Ranges
N/A
Oct 2026
Market insight data is pulled from the same city as the listing being viewed (Santa Barbara, CA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Based on information from California Regional Multiple Listing Service, Inc. 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 usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. All properties are subject to prior sale, change or withdrawal.

IDX service by Blueroof 360

Data last updated: 2026-10-03T17:14:43.000Z

© 2026 CRMLS/Multi-Regional MLS

MLS Logo - CRMLS/Multi-Regional MLS