Listing provided courtesy of Compass- MLS# 26689399MLS Provider

358 Woodley RdSanta Barbara, CA 93108

Single Family · 7 Beds · 8 Full Baths · 2 Half Baths · 8,600 Sq. ft. | 1.02 Acres
$16,850,000 Active

358 Woodley Rd Overview

Time on Site:
80 days
Visits:
0

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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358 Woodley Rd Facts & Features

  • Type Single Family
  • Sq. ft. 8,600
  • Price/Sq.ft. $1,959
  • Lot 1.02 Acres

Details

General

Association/HOA

  • Association Fee Frequency: Monthly
  • Association: True

Building Information

  • Year Built: 2003

Location/Region

  • Country: US
  • County Or Parish: Santa Barbara
  • MLS Area Major: Montecito
  • Subdivision Name: Pepper Hill

General Information

  • Disclosures: As Is
  • Furnished: Unfurnished
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Zoning: 2-E-1

Interior

Beds/Baths

  • Bathrooms Full: 8
  • Bathrooms Half: 2
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bathrooms Total: 10.00
  • Bedrooms Total: 7

General Information

  • Common Walls: Detached/No Common Walls
  • Cooling: Central
  • Entry Location: Main Level
  • Fireplace: True
  • Fireplaces Total: 2
  • Flooring: Hardwood, Carpet, Stone
  • Heating: Central
  • Levels: Two
  • Living Area: 8600
  • Living Area Source: Other
  • Rooms: Breakfast Area, Breakfast Bar, Den/Office, Sauna, Formal Entry, Family Room, Entry, Guest-Maids Quarters, Jack And Jill, Office, Walk-In Closet, Powder, Primary Bedroom
  • Security Features: Gated, Smoke Detector, Automatic Gate, Carbon Monoxide Detector(s), Other
  • Spa Features: Heated, In Ground
  • Spa: True
  • Stories: 2

Exterior

Parking Information

  • Open Parking Spaces: 12
  • Parking Total: 15

Lot Information

  • Lot Size Acres: 1.0200
  • Lot Size Area: 44431
  • Lot Size Source: Vendor Enhanced
  • Water Source: Public

Waterfront/View

    Building Exterior/Construction

    • Architectural Style: Contemporary Mediterranean
    • Patio And Porch Features: Porch - Rear, Porch - Front
    • Roof: Clay

    General Information

    • Covered Spaces: 3
    • Other Structures: None
    • Pool Features: Heated, In Ground
    • Pool Private: True
    • Sewer: In Street

    358 Woodley Rd Neighborhood

    Community

    93108 (Santa Barbara) Demographics

    54
    Median Age
    491
    Population Density (per sq. mile)
    77%
    College Educated
    $165,764
    Estimated Median Income
    3,139
    Estimated Total Home Owners
    1,270
    Estimated Total Renters
    71% / 29%
    Estimated Owner / Renter Divide
    2
    Estimated Average Household Size
    Community data courtesy of LiveBy, Inc.

    Schools

    School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

    358 Woodley Rd Monthly Cost

    $
    $ %
    %
    $
    $
    * All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

    358 Woodley Rd Market Data

    Based on the last 30 days in this zip code

    $9,685,800
    Average List Price
    $2,275
    Average Price per Square Foot
    10
    Properties Sold
    87
    Average Days on Market
    241
    Properties for Sale
    Calculations provided by Reliance Network

    358 Woodley Rd History

    Date Event Value Agent
    5/18/2026Source: CRMLS Price Reduction
    $16,850,000 -3.7%
    5/18/2026Source: TheMLS (CLAW) Price Reduction
    $16,850,000 -3.7%
    4/10/2026Source: CRMLS Added to Database
    April 10, 2026
    4/10/2026Source: TheMLS (CLAW) Added to Database
    April 10, 2026
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