358 Woodley Rd

Montecito, CA 93108

$17,500,000
Price
7
Beds
8,600 Sq. Ft.
$2,035 / Sq. Ft.
8,600
Sq. Ft.
$2,035
per Sq. Ft.
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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 estate--developed in 1916 by industrialist David Benton Jones and designed by renowned architect David Adler with landsc
  1. Listed by Tracy Tutor • DRE #01326769 • Compass

Property Details for 358 Woodley Road

Property Information:Within City Limits
No
Zoning
2-E-1
Zoning:R-1
Yes
Location Info:Cross Street
Sycamore Canyon
Architectural Style
Mediterranean
Style:Medit
Yes
Construction:Two Story
Yes
Property Information:Recurring Fees
No
LISTING UPDATED: 04/10/2026 12:31 PM

Property Details for 358 Woodley Road

StatusActive
MLS #26-1157
Days on Market3
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2003
Lot Size1.02 AC / 44,431 SF
CountySanta Barbara County
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Location

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

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

Payment Calculator

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$100,516 per month

30 year fixed, 6.46% Interest

Principal and Interest

$88,122

Property Taxes

$12,394

HOA Dues

$0

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Property Information for 358 Woodley Road

Details
Features
  • District: 10 - MONTECITO
  • District: 10 - MONTECITO
  • Amenities:Guest Quarters: Yes
  • Amenities:Pantry: Yes
  • Appliances Included:Built-In Gas Oven: Yes
  • Appliances Included:Disposal: Yes
  • Appliances Included:Dryer: Yes
  • Appliances Included:Gas Stove: Yes
  • Appliances Included:Microwave: Yes
  • Appliances Included:Other: Yes
  • Appliances Included:Refrigerator: Yes
  • Diningroom Features: Breakfast Area, Breakfast Bar, Dining Area, Formal, In Kitchen, Nook
  • Dining:Breakfast Area: Yes
  • Dining:Breakfast Bar: Yes
  • Dining:Dining Area: Yes
  • Dining:Formal: Yes
  • Dining:In Kitchen: Yes
  • Dining:Nook: Yes
  • Exterior Features: Hot Tub, Sauna, Lawn, Fruit Trees, Yard Irrigation PRT, Hot Tub2, Sauna3, Lawn2, Fruit Trees2, Artificial Turf
  • Fireplace Features: 2.0
  • Fireplace(s):2: Yes
  • FlrWdw Coverings:Carpet: Yes
  • FlrWdw Coverings:Hardwood: Yes
  • FlrWdw Coverings:Stone: Yes
  • Laundry Features: Laundry Room
  • Laundry:Laundry Room: Yes
  • Pets Allowed: Yes
  • Pets:Yes: Yes
  • Roof: Tile
  • Roof:Tile: Yes
  • Rooms: Den, Family Room, Great Room, Ground Floor Bedroom, Office, Other, Primary Bedroom2
  • Rooms:Den: Yes
  • Rooms:Family Room: Yes
  • Rooms:Great Room: Yes
  • Rooms:Ground Floor Bedroom: Yes
  • Rooms:Office: Yes
  • Rooms:Other: Yes
  • Rooms:Primary Bedroom: Yes
  • Security:Fire Alarm: Yes
  • Security:Gate:Elec: Yes
  • Security:Smoke Detector(s): Yes
  • View:Ocean: Yes
  • View:Mountain(s): Yes
  • View:City: Yes
  • View:Harbor: Yes
  • View:Beach: Yes
  • View:Coastline: Yes
  • View:Islands: Yes
  • Grounds Landscaping:Pool: Yes
  • Grounds Landscaping:Yard Irrigation PRT: Yes
  • Grounds Landscaping:Patio Open: Yes
  • Grounds Landscaping:Hot Tub: Yes
  • Grounds Landscaping:Sauna: Yes
  • Grounds Landscaping:Lawn: Yes
  • Grounds Landscaping:Fruit Trees: Yes
  • Grounds Landscaping:Fenced: ALL: Yes
  • Grounds Landscaping:Artificial Turf: Yes
  • Flooring: Carpet, Hardwood, Stone
  • Interior Features: Sauna, Walk-In Closet(s), Bidet, Recessed Lighting
  • Heating: Other
  • Security Features: Gate:Elec, Fire, Smoke Detc
  • Kitchen Appliances: Refrigerator, Other, Built-In Gas Oven, Disposal, Dryer, Gas Stove, Microwave
  • View: Beach, Mountain, Islands, Coastline, Ocean, City, Harbor
  • Yard And Grounds Features: Artificial Turf
  • Cooling: Central Air
  • Common Walls: Detached/No Common Walls
  • Levels: Two Story
  • Patio And Porch Features: Patio, Wrap Around, Terrace, Side Porch, Rear Porch, Front Porch, Awning(s)
  • Furnished: Unfurnished
  • Room Name: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Bonus Room, Bedroom 7
  • Room Total: 8
  • Cooling: Yes
  • Heating: Yes
  • Pool: Yes
  • Fireplace: Yes
  • Cooling:Central Air: Yes
  • Heating:Other: Yes
  • Year Built Numeric: 2003
  • Building Area Total: 0.0
Taxes and HOA Information
  • Association: Yes
  • Parcel Number: 009-021-064
  • Association Fee: $214.41
  • Association Fee Frequency: Monthly
Condo/Co-op/PUD
  • CondoCO-OPPUD:Association Fee: $214.41
Parking/Garage
  • Attached: Yes
  • Total # Garage Spaces: 3.00
  • Open Parking Spaces: 12.00
  • Parking Features: Outside, Converted Garage, Attached
  • Parking Garage:Converted: Yes
  • Parking Garage:Attached: Yes
  • Parking Garage:Unc #1: Yes
  • Parking Garage:Total # Uncovered Spaces: 12.00
  • Parking Garage: Converted, Attached, Unc #12
Room Info
Room Info
  • Total Bathrooms: 10.00
  • Total Half Baths: 2
  • Bedrooms Total: 7
  • Total Full Baths: 8
  • Bathrooms Total (Decimal): 9.00
  • Bathrooms Total (Notational): 8.20
Room 1
  • Room Level: Second
  • Room Type: Primary Bedroom
Room 2
  • Room Level: First
  • Room Type: Bedroom 2
Room 3
  • Room Level: First
  • Room Type: Bedroom 3
Room 4
  • Room Level: First
  • Room Type: Bedroom 4
Room 5
  • Room Level: First
  • Room Type: Bedroom 5
Room 6
  • Room Level: First
  • Room Type: Bedroom 6
Room 7
  • Room Level: Second
  • Room Type: Bonus Room
Room 8
  • Room Level: Second
  • Room Type: Bedroom 7
Location Info
Location Info
  • Directions: Sycamore Canyon to Woodley Rd
  • Topography: Hilly, Level
  • LocationTopo:Level: Yes
  • LocationTopo:Hilly: Yes
  • Proximity:Near Shopping: Yes
  • Proximity:Other: Yes
  • Number Of Units Buildings: 0
  • Lot Features: Level
Neighborhood/Schools
  • Elementary School: See Remarks
  • Junior High School: See Remarks
  • High School: See Remarks
  • NeighborhoodSchools:Elementary School: See Remarks
  • NeighborhoodSchools:Junior High School: See Remarks
  • NeighborhoodSchools:High School: See Remarks
Property / Assessor Information
Property / Assessor Info
  • Site Improvements:Private: Yes
  • Occupancy:Occ Owner Only: Yes
  • Lot Size Square Feet: 44431.2
  • Lot Size Area: 1.02
  • Lot Size Acres: 1.02
  • Lot Size Units: Acres
  • Property Type Label: Residential
  • New Construction YN: No
  • Condition:Good: Yes
  • Property Information:Realtor.com Type: Residential: Single Family
  • Property Information:Year Built: 2003.0
  • Property Information:Source: Other/See Remarks
  • Property Information:ADU: No
Utility Info
  • Utility Info:Water: Public
  • WaterSewer:Mont Wtr: Yes
  • WaterSource: Mont Wtr
  • Sewer: Other

Property History for 358 Woodley Road

DateEvent & SourcePriceAppreciation
Apr 10, 2026

Listed (Active)

CLAW #26689399

$17,500,000—
Apr 10, 2026

Listed (Active)

CRMLS #26689399

$17,500,000—
Apr 9, 2026

Listed (Active)

Santa Barbara AOR #26-1157

$17,500,000—
Feb 28, 2006

Sold

Santa Barbara AOR #05-3686

$11,000,000—
Feb 3, 2006

Sold (Public Record)

Public Record #191196720

$11,000,000—
Jan 3, 2006

Pending

Santa Barbara AOR #05-3686

—
Sep 25, 2005

Permanently Off Market

Santa Barbara AOR #04-1220

$12,950,000—
Sep 25, 2005

Listed (Active)

Santa Barbara AOR #05-3686

$11,900,000—
Apr 21, 2004

Listed (Active)

Santa Barbara AOR #04-1220

$14,750,000—
Nov 17, 1999

Sold

Santa Barbara AOR #99-1735

$2,700,000—
Sep 9, 1999

Pending

Santa Barbara AOR #99-1735

—
Jun 17, 1999

Listed (Active)

Santa Barbara AOR #99-1735

$2,950,000—
DateEvent & SourcePrice
04/10/2026

Listed (Active)

CLAW #26689399

$17,500,000
04/10/2026

Listed (Active)

CRMLS #26689399

$17,500,000
04/09/2026

Listed (Active)

Santa Barbara AOR #26-1157

$17,500,000
02/28/2006

Sold

Santa Barbara AOR #05-3686

$11,000,000
02/03/2006

Sold (Public Record)

Public Record #191196720

$11,000,000
01/03/2006

Pending

Santa Barbara AOR #05-3686

—
09/25/2005

Permanently Off Market

Santa Barbara AOR #04-1220

$12,950,000
09/25/2005

Listed (Active)

Santa Barbara AOR #05-3686

$11,900,000
04/21/2004

Listed (Active)

Santa Barbara AOR #04-1220

$14,750,000
11/17/1999

Sold

Santa Barbara AOR #99-1735

$2,700,000
09/09/1999

Pending

Santa Barbara AOR #99-1735

—
06/17/1999

Listed (Active)

Santa Barbara AOR #99-1735

$2,950,000

For completeness, Compass 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
Cold Spring Elementary School
Public - K to 6
Santa Barbara Junior High School
Public - 7 to 8
Santa Barbara Senior High School
Public - 9 to 12
Adelante Charter School
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.

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More information about 358 Woodley Road, Montecito, CA 93108

358 Woodley Road is a single family home for sale in Montecito, CA 93108. This property was listed for sale on April 10, 2026 by Compass, it's currently listed at $17,500,000. It has been on the market for a total of 3 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

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.