356 Woodley Rd

$24,900,000
Price
5
Beds
7,518 Sq. Ft.
$3,312 / Sq. Ft.
7,518
Sq. Ft.
$3,312
per Sq. Ft.

Description

Set in the prestigious enclave of Montecito's Pepper Hill, this striking contemporary estate spans over 2.5 acres across two parcels—offering rare flexibility to enjoy exceptional privacy or take advantage of one of the last buildable 1-acre lots in Montecito.
This sanctuary offers panoramic vistas of the Pacific Ocean, the coastline, and the Santa Ynez Mountains. Laid out on a single level, the home offers approximately 7,500sf of thoughtfully designed living space, featuring 5 bedrooms and 5.5 baths.
Set in the prestigious enclave of Montecito's Pepper Hill, this striking contemporary estate spans over 2.5 acres across two parcels—offering rare flexibility to enjoy exceptional privacy or take advantage of one of the last buildable 1-acre lots in Montecito.
This sanctuary offers panoramic vistas of the Pacific Ocean, the coastline, and the Santa Ynez Mountains. Laid out on a single level, the home offers approximately 7,500sf of thoughtfully designed living space, featuring 5 bedrooms and 5.5 baths.

Property Details for 356 Woodley Road

Property Information:Within City Limits
No
Zoning
R-1
Zoning:R-1
Yes
Location Info:Cross Street
GlenView Road
Architectural Style
Contemporary
Style:Contemporary
Yes
Construction:Single Story
Yes
Property Information:Recurring Fees
Yes
LISTING UPDATED: 12/12/2025 11:08 AM

Property Details for 356 Woodley Road

StatusActive
MLS #25-2089
Days on Market203
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Home/Estate / Single Family
Year Built2000
Lot Size2.53 AC / 110,206 SF
CountySanta Barbara County

Location

Listing Courtesy of Compass, Robert Kemp, DRE #01246412
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Virtual Tour

Building Information for 356 Woodley Road

Stories-Year Built2000Building Size-Lot Size2.53 AC / 110,206 SF

Payment Calculator

$130,842 per month

30 year fixed, 6.28% Interest

Principal and Interest

$123,040

Property Taxes

$7,802

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 356 Woodley Road

Details
Features
  • District: 10 - MONTECITO
  • District: 10 - MONTECITO
  • Amenities:Cathedral Ceilings: Yes
  • Amenities:Home Solar Battery: Yes
  • Amenities:Remodeled Kitchen: Yes
  • Amenities:Skylight: Yes
  • Amenities:Solar PV: Yes
  • Amenities:Wet Bar: Yes
  • Appliances Included:Built-In Gas Oven: Yes
  • Appliances Included:Built-In Gas Range: Yes
  • Appliances Included:Gas Tankless Water Heater: Yes
  • Appliances Included:Instant Hot Water: Yes
  • Appliances Included:Water Purifier Owned: Yes
  • Appliances Included:Dishwasher: Yes
  • Appliances Included:Double Oven: Yes
  • Appliances Included:Rev Osmosis: Yes
  • Appliances Included:Wtr Softener/Owned: Yes
  • Diningroom Features: Breakfast Area, Dining Area
  • Dining:Breakfast Area: Yes
  • Dining:Dining Area: Yes
  • Exterior Features: Pool, Patio Covered, Hot Tub, Fruit Trees, Yard Irrigation T/O, Fenced: ALL, Yard Irrigation TO, Patio Covered2, Hot Tub2, Fruit Trees2, Fenced ALL2, Bocce Ball
  • Exterior:Stucco: Yes
  • Fireplace Features: Living Room, Primary Bedroom, Other, Patio
  • Fireplace(s):LR: Yes
  • Fireplace(s):Other: Yes
  • Fireplace(s):Patio: Yes
  • Fireplace(s):Primary Bedroom: Yes
  • FlrWdw Coverings:Carpet: Yes
  • FlrWdw Coverings:Hardwood: Yes
  • FlrWdw Coverings:Stone: Yes
  • Handicapped Access:Wide Doors: Yes
  • Laundry Features: Laundry Room
  • Laundry:Laundry Room: Yes
  • Pets Allowed: Yes
  • Pets:Yes: Yes
  • Roof: Flat
  • Roof:Flat: Yes
  • Rooms: Basement, Exercise Room, Game Room, Great Room, Ground Floor Master, Media Room, Office, Primary Bedroom2
  • Rooms:Exercise Room: Yes
  • Rooms:Game Room: Yes
  • Rooms:Great Room: Yes
  • Rooms:Ground Floor Primary: Yes
  • Rooms:Media Room: Yes
  • Rooms:Office: Yes
  • Rooms:Primary Bedroom: Yes
  • Security:Gate:Elec: Yes
  • Security:Smoke Detector(s): Yes
  • View:Ocean: Yes
  • View:Mountain(s): Yes
  • View:Panoramic: Yes
  • View:Coastline: Yes
  • Grounds Landscaping:Pool: Yes
  • Grounds Landscaping:Yard Irrigation T/O: Yes
  • Grounds Landscaping:Patio Covered: Yes
  • Grounds Landscaping:Hot Tub: Yes
  • Grounds Landscaping:Fruit Trees: Yes
  • Grounds Landscaping:Fenced: ALL: Yes
  • Grounds Landscaping:Bocce Ball: Yes
  • Flooring: Carpet, Hardwood, Stone
  • Accessibility Features: Wide Doors
  • Heating: Forced Air
  • Security Features: Gate:Elec, Security Camera, Smoke Detc
  • Kitchen Appliances: Built-In Gas Range, Built-In Gas Oven, Dishwasher, Double Oven, Rev Osmosis, Wtr Softener/Owned
  • View: Mountain, Coastline, Ocean, Panoramic
  • Other Structures: Other
  • Construction Materials: Stucco
  • Yard And Grounds Features: Bocce Ball
  • Cooling: Central Air
  • Levels: Single Story
  • Room Total: 0
  • Cooling: Yes
  • Heating: Yes
  • Fireplace: Yes
  • Rooms:Basement: Yes
  • Cooling:Central Air: Yes
  • Heating:Forced Air: Yes
  • Year Built Numeric: 2000
  • Other Buildings:Other: Yes
  • Building Area Total: 0.0
Taxes and HOA Information
  • Association: Yes
  • Parcel Number: 009-021-063
  • Association Fee: $2,400.00
  • Association Fee Frequency: Annually
Parking/Garage
  • Attached: No
  • Parking Features: Gar #3
  • Garages: Yes
  • Parking Garage:Gar #3: Yes
  • Parking Garage: Gar #3
Room Info
Room Info
  • Total Bathrooms: 5.00
  • Total Half Baths: 1
  • Bedrooms Total: 5
  • Total Full Baths: 5
  • Bathrooms Total (Decimal): 5.50
  • Bathrooms Total (Notational): 5.10
Location Info
Location Info
  • Directions: Sycamore Canyon to Woodley Road, go left. Go right at corner of Glenview and Woodley to the very top of the hill.
  • Location Info:Compass Map: Santa Barbara
  • Location Info:Map Grid: R11
  • LocationTopo:Combo: Yes
  • Proximity:Near Ocean: Yes
  • Proximity:Restaurants: Yes
  • Number Of Units Buildings: 1
  • Location Info:Development Name: Pepper HIll
Neighborhood/Schools
  • Elementary School: Cold Spring
  • Junior High School: Other
  • High School: Other
  • NeighborhoodSchools:Elementary School: Cold Spring
  • NeighborhoodSchools:Junior High School: Other
  • NeighborhoodSchools:High School: Other
Property / Assessor Information
Property / Assessor Info
  • Site Improvements:Public: Yes
  • Site Improvements:Underground Util: Yes
  • Reports Available:TDS: Yes
  • Foundation Details: Mixed
  • Lot Size Square Feet: 110206.8
  • Lot Size Area: 2.53
  • Lot Size Acres: 2.53
  • Lot Size Units: Acres
  • Property Type Label: Residential
  • New Construction YN: No
  • Foundation:Mixed: Yes
  • Condition:Excellent: Yes
  • Property Information:Realtor.com Type: Residential: Single Family
  • Property Information:Year Built: 2000.0
  • Property Information:Source: Public Records
  • Property Information:ADU: No
Utility Info
  • WaterSewer:Mont Wtr: Yes
  • WaterSource: Mont Wtr
  • Utilities: Underground Util

Property History for 356 Woodley Road

DateEvent & SourcePriceAppreciation
Oct 3, 2025

Price Change

Santa Barbara AOR #25-2089

$24,900,000
May 26, 2025

Listed (Active)

Santa Barbara AOR #25-2089

$29,500,000
Apr 20, 2025

Permanently Off Market

Santa Barbara AOR #25-995

$34,500,000
Mar 10, 2025

Listed (Active)

Santa Barbara AOR #25-995

$34,500,000
Feb 25, 2025

Permanently Off Market

Santa Barbara AOR #25-21

$34,500,000
Jan 2, 2025

Listed (Active)

Santa Barbara AOR #25-21

$34,500,000
Dec 31, 2013

Expired

Santa Barbara AOR #13-8

$9,250,000
Mar 28, 2013

Sold

Santa Barbara AOR #12-2348

$9,125,000
Mar 4, 2013

Pending

Santa Barbara AOR #12-2348

Jan 1, 2013

Listed (Active)

Santa Barbara AOR #13-8

$9,250,000
Jul 19, 2012

Listed (Active)

Santa Barbara AOR #12-2348

$10,500,000
May 3, 2012

Sold

Santa Barbara AOR #12-383

$7,125,000
May 3, 2012

Sold

Santa Barbara AOR #12-382

$9,262,500
Apr 25, 2012

Pending

Santa Barbara AOR #12-383

Apr 18, 2012

Sold (Public Record)

Public Record #329459204

$2,137,500
Apr 18, 2012

Sold (Public Record)

Public Record #329459204

$2,137,500
Apr 12, 2012

Pending

Santa Barbara AOR #12-382

Jan 30, 2012

Listed (Active)

Santa Barbara AOR #12-382

$10,500,000
Jan 30, 2012

Listed (Active)

Santa Barbara AOR #12-383

$8,995,000
Dec 6, 2011

Permanently Off Market

Santa Barbara AOR #11-2045

$10,500,000
Jun 5, 2011

Listed (Active)

Santa Barbara AOR #11-2045

$10,500,000
DateEvent & SourcePrice
10/03/2025

Price Change

Santa Barbara AOR #25-2089

$24,900,000
05/26/2025

Listed (Active)

Santa Barbara AOR #25-2089

$29,500,000
04/20/2025

Permanently Off Market

Santa Barbara AOR #25-995

$34,500,000
03/10/2025

Listed (Active)

Santa Barbara AOR #25-995

$34,500,000
02/25/2025

Permanently Off Market

Santa Barbara AOR #25-21

$34,500,000
01/02/2025

Listed (Active)

Santa Barbara AOR #25-21

$34,500,000
12/31/2013

Expired

Santa Barbara AOR #13-8

$9,250,000
03/28/2013

Sold

Santa Barbara AOR #12-2348

$9,125,000
03/04/2013

Pending

Santa Barbara AOR #12-2348

01/01/2013

Listed (Active)

Santa Barbara AOR #13-8

$9,250,000
07/19/2012

Listed (Active)

Santa Barbara AOR #12-2348

$10,500,000
05/03/2012

Sold

Santa Barbara AOR #12-383

$7,125,000
05/03/2012

Sold

Santa Barbara AOR #12-382

$9,262,500
04/25/2012

Pending

Santa Barbara AOR #12-383

04/18/2012

Sold (Public Record)

Public Record #329459204

$2,137,500
04/18/2012

Sold (Public Record)

Public Record #329459204

$2,137,500
04/12/2012

Pending

Santa Barbara AOR #12-382

01/30/2012

Listed (Active)

Santa Barbara AOR #12-382

$10,500,000
01/30/2012

Listed (Active)

Santa Barbara AOR #12-383

$8,995,000
12/06/2011

Permanently Off Market

Santa Barbara AOR #11-2045

$10,500,000
06/05/2011

Listed (Active)

Santa Barbara AOR #11-2045

$10,500,000

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

Public Records for 356 Woodley Road

Taxable ValueLand$3,710,200Additions$5,132,699Total$8,842,899
Tax Record2025$93,624 ($7,802 / month)
Home Facts
Beds3Total Finished SqFt7,518 SqFtAbove Grade Finished SqFt7,518 SqFtLot Size66,646 SqFtStyleSingle Family ResidenceYear Built2000CountySANTA BARBARAAPN009-021-063Fireplace TypeHas Fireplace

Schools near 356 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.

Similar Homes

Similar Sold Homes

356 Woodley Road is a single family home for sale in Montecito, CA 93108. This property was listed for sale on May 27, 2025 by Compass, it's currently listed at $24,900,000. It has been on the market for a total of 203 days and was last sold on March 29, 2013. 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. 356 Woodley Road is a 5-bed, 6-bath, 7,518 sqft single family home built in 2000.

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 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, Robert Kemp, DRE #01246412

Based on information from one of the following Multiple Listing Services: Santa Barbara 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 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.