358 Woodley Rd

8,600 Sq. Ft.
$1,959 / Sq. Ft.
8,600
Sq. Ft.
$1,959
per 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...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.

Listing Agents

  1. Tracy Tutor

    Tracy Tutor

    Listing Agent

    Compass

    DRE #01326769

    P: (310)-464-2321

  2. Thea Sheinberg

    Thea Sheinberg

    Alternative Listing Agent

    Compass

    DRE #02245684

    P: (310)-866-1957

Property Details for 358 Woodley Road

Zoning
2-E-1
Style
Contemporary Mediterranean
Association Fee Frequency
Monthly
Property Attached YN
false
Parcel Number
009021064
Total Units
0.0
Living Area
8600
Source Living Area
Other
LISTING UPDATED: 05/18/2026 08:01 AM

Property Details for 358 Woodley Road

StatusActive
MLS #26689399
Days on Market39
Taxes-
HOA Fees$214 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2003
Lot Size1.02 AC / 44,431 SF
CountySanta Barbara County

Location

Listing Courtesy of Compass, Tracy Tutor, DRE #01326769; Compass, Thea Sheinberg, DRE #02245684
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Building Information for 358 Woodley Road

Stories2Year Built2003Building Size-Lot Size1.02 AC / 44,431 SF

Payment Calculator

$96,573 per month

30 year fixed, 6.36% Interest

Principal and Interest

$83,965

Property Taxes

$12,394

HOA Dues

$214

The Payment Calculator is for illustrative purposes only.

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Property Information for 358 Woodley Road

Community / Development
Community / Development
  • HOA Amount: $214
  • HOA: Yes
  • Complex Name: Pepper Hill Homes Association
  • Amenities: Sauna, Walk-In Closet(s), Bidet, Recessed Lighting
  • Senior Community: No
  • Builders Tract Name: Pepper Hill
Structure Info
Structure Info
  • Building Type: Detached
  • Year Built Source: Other
  • Number Of Stories: 2
  • View: Yes
  • View Description: Bay, Water, Ocean, City Lights, Tree Top, Hills, Mountains
  • View: Ocean, Mountain(s), Bay, City Lights, Hills, Water
  • Security Features: Gated, Smoke Detector, Automatic Gate, Carbon Monoxide Detector(s), Other
  • Maids Room: true
  • Water: Public
  • Sewer: In Street
Contract Info
Contract Info
  • Probate: No
  • Lease Considered: No
  • Available For Lease: No
  • Lease Option: false
  • Disclosures: As Is
  • Listing Type: Exclusive Agency
  • Service Level: Full Service
Land / Lot Info
Land / Lot Info
  • Lot Acreage: 1.02
  • Lot Size Square Feet: 44431
  • Topography: Hilly, Level
Parking Details
Parking Details
  • Parking Garage: Attached, Garage - 3 Car, Driveway, Gated
  • Total Parking: 15
  • Covered Parking: 3
  • Open Other Spaces Total: 12
  • Parking Features: Gated, Garage - Three Door, Driveway
  • Attached Garage: Yes
Interior Features
Interior Features
  • Room Type: Formal Entry, Sauna, Walk-In Closet, Jack & Jill, Entry, Guest/Maid's Quarters, Office, Family Room
  • 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
  • Levels: Two
  • Fireplace: Yes
  • Fireplaces: 2
  • Fireplace Features: Living Room
  • Fireplace Rooms: Living Room, Primary Bedroom
  • Den: Yes
  • Family Room: 1
  • Dining Room: 0
  • Furnished: Unfurnished
  • Cooling: Central
  • Cooling Type: Central
  • Heating: Central
  • Heating Type: Central
  • Flooring: Hardwood, Carpet, Stone
  • Equipment: Built-Ins, Dishwasher, Dryer, Freezer, Garbage Disposal, Other, Refrigerator, Range/Oven, Washer
  • Room Kitchen Features: Kitchen Island, Walk-In Pantry
  • Kitchen Features: Island, Pantry
  • Room Bathroom Features: Bidet, Shower in Tub
  • Bathroom Features: Bidet, Shower and Tub, Sunken Tub, Powder Room
  • Bedroom Features: Primary Bedroom, Primary Retreat, Primary Suite, WalkInCloset
  • Common Walls: Detached/No Common Walls
  • Cooking Appliances: Built-In Gas, Built-Ins
  • Laundry: Inside
  • Eating Areas: Breakfast Area, Breakfast Counter / Bar, Kitchen Island, In Kitchen
  • Eating Area: Breakfast Counter / Bar, In Kitchen
Exterior Features
Exterior Features
  • Pool: Yes
  • Pool Description: Heated, In Ground
  • Pool Features: In Ground, Heated
  • Spa: Yes
  • Spa: Heated, In Ground
  • Tennis: No
  • Tennis Court: None
  • Exterior Features: Koi Pond
  • Roof: Clay
  • Patio Features: Porch - Rear, Porch - Front
  • Entry Location: Main Level
  • New Construction: No
  • Construction: Two Story
  • Other Structural Features: Balcony, Koi Pond
  • Other Structures: None
Lease Terms
Lease Terms
  • Entry Date: 04-10-2026

Property History for 358 Woodley Road

DateEvent & SourcePriceAppreciation
May 18, 2026

Price Change

CRMLS #26689399

$16,850,000
May 18, 2026

Price Change

CLAW #26689399

$16,850,000
Apr 10, 2026

Listed (Active)

CLAW #26689399

$17,500,000
DateEvent & SourcePrice
05/18/2026

Price Change

CRMLS #26689399

$16,850,000
05/18/2026

Price Change

CLAW #26689399

$16,850,000
04/10/2026

Listed (Active)

CLAW #26689399

$17,500,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 358 Woodley Road

Taxable ValueLand$3,247,296Additions$10,824,321Total$14,071,617
Tax Record2025$148,731 ($12,394 / month)
Home Facts
Beds6Total Finished SqFt8,236 SqFtAbove Grade Finished SqFt8,236 SqFtLot Size44,431 SqFtStyleSingle Family ResidenceYear Built1965CountySANTA BARBARAAPN009-021-064Fireplace TypeHas Fireplace

Schools near 358 Woodley Road

This home is within Cold Spring Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 8
Public - 9 to 12
Charter - K to 6
Rating
School
Distance
Cold Spring Elementary School
PublicK to 6

Santa Barbara Junior High School
Public7 to 8

Santa Barbara Senior High School
Public9 to 12

Adelante Charter School
CharterK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Montecito
Montecito
A pocket of luxury caught between the magnificent Santa Ynez mountains and some of California’s most beautiful coastline. Just east of Santa Barbara, Montecito’s eight square miles are flush with lavish estates, luxe compounds, and secluded manors. Affluent families and individuals—including a...

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358 Woodley Road is a single family home for sale in Santa Barbara, CA 93108. This property was listed for sale on April 10, 2026 by Compass, it's currently listed at $16,850,000. It has been on the market for a total of 39 days and was last sold on March 1, 2006. This listing's school districts are Santa Barbara Unified School District, Cold Spring Elementary School District. Nearby schools include Cold Spring Elementary School, Santa Barbara Junior High School and Santa Barbara Senior High School. 358 Woodley Road is a 7-bed, 10-bath, 8,600 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Compass, Tracy Tutor, DRE #01326769; Compass, Thea Sheinberg, DRE #02245684

Based on information from one of the following Multiple Listing Services: Santa Barbara MLS and North Santa Barbara County Regional MLS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Santa Barbara MLS and North Santa Barbara County Regional MLS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.