Pending
Sale Pending at 358 Woodley Rd, Santa Barbara, CA 93108 | MLS# 26689399 | Listing updated on 2026-10-09
Photo 1 of Sale Pending at 358 Woodley Rd, Santa Barbara, CA 93108 | MLS# 26689399 | Listing updated on 2026-10-09
Photo 2 of Sale Pending at 358 Woodley Rd, Santa Barbara, CA 93108 | MLS# 26689399 | Listing updated on 2026-10-09
Photo 3 of Sale Pending at 358 Woodley Rd, Santa Barbara, CA 93108 | MLS# 26689399 | Listing updated on 2026-10-09
Photo 4 of Sale Pending at 358 Woodley Rd, Santa Barbara, CA 93108 | MLS# 26689399 | Listing updated on 2026-10-09
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Listed by: Tracy Tutor (310) 464-2321 DRE #01326769, Thea Sheinberg DRE #02245684 | Compass (310) 230-5478

$15,500,000

Monthly Est:$77,149

  • Beds Icon7 Beds
  • Beds Icon
    10 Baths
  • Beds Icon8,600sqft

358 Woodley Rd, Santa Barbara, CA 93108

$77,149/moEst:

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  • Single Family Residence

  • Built in 2003

  • $214/mo HOA

  • 1.02 acres lot

  • $1,802/sq.ft

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.

  • Houzeo last checked: 5 hours ago
  • Listing updated: October 9, 2026 at 12:12 am
  • Source: California Regional MLS-CA | MLS#: 26689399 California Regional MLS-CA

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Santa Barbara County

  • City

    Santa Barbara

  • Neighborhood

    --

  • Year Built

    2003

  • HOA Fees

    $214/mo

  • Finished Area

    8,600 sqft

  • Lot Size

    1.02 acres lot

  • Basement Area

    - sqft

  • MLS Name

    California Regional MLS

  • MLS Number

    26689399

  • MLS Status

    Pending

  • Days on Market

    195

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Location

HOA Management

N/A

HOA Fees

$214.41/ Monthly

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 7

    Bathrooms: 10

Interior

  • Sewer

    Other

  • Appliances

    Built In, Dishwasher, Disposal, Refrigerator, Dryer, Washer

  • Flooring

    Carpet, Stone, Wood

  • Cooling

    Central Air

  • Heating

    Central

  • Exterior Features

    Koi Pond

  • Interior Features

    Breakfast Bar, Eat In Kitchen, Jack And Jill Bath, Walk In Closets

Utilities & Energy

  • Parking Features

    Door Multi, Driveway, Garage, Gated

  • Fireplace Features

    Living Room

  • Laundry Features

    Inside

  • Pool Features

    Heated, In Ground

  • Security Features

    Carbon Monoxide Detectors, Security Gate, Gated Community, Smoke Detectors

Other Features

  • Community Features

    Gated

  • Patio And Porch Features

    Rear Porch, Front Porch

  • Subdivision Name

    Pepper Hill

Price History

DateEventPrice

09/14/2026

Source: mls_logoCalifornia Regional MLS-CA #26689399

Pending

$15,500,000

$1,802/sqft

08/10/2026

Source: mls_logoCalifornia Regional MLS-CA #26689399

Contingent (Active Under Contract)

$15,500,000

$1,802/sqft

08/10/2026

Source: mls_logoCalifornia Regional MLS-CA #26689399

Listed for Sale

$15,500,000 -8.01%

$1,802/sqft

05/18/2026

Source: mls_logoCalifornia Regional MLS-CA #26689399

Price Decreased

$16,850,000 -3.71%

$1,959/sqft

04/10/2026

Source: mls_logoCalifornia Regional MLS-CA #26689399

Listed for Sale

$17,500,000

$2,035/sqft

Nearby Homes

Based on information from California Regional Multiple Listing Service, Inc. as of Oct 22, 2026, 03:46PM and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information being provided is 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.

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