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$24,900,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 7,518 Sq. Ft.
  • Updated 5 days ago
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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. Designed by the acclaimed Warner Group Architects, the home is a timeless expression of modern architecture seamlessly integrated into its natural surroundings. Outside, the estate becomes a private sanctuary. The grounds are lush and layered with thoughtful touches: an orchard of over 40 fruit trees, a peaceful lemon arbor with a hand-cut stone bench, a fire pit, and a bocce court. For entertaining, the game room brings a playful spirit with shuffleboard, air hockey, and darts. The pool and spa, tucked among mature oaks, bougainvillea, jasmine, and ferns, offer a relaxed, resort-like atmosphere with the privacy of a hidden retreat. Additional features include a 3-car garage and a spacious, east-facing loggia with an outdoor fireplaceperfect for sunrise coffees or winding down as the day fades. This is more than just a home; it's an invitation to experience elevated coastal living, where casual luxury meets timeless sophistication in one of California's most exclusive communities.

Full Property Details for 356 Woodley Rd

General

  • Price: $24,900,000
  • Status: Active
  • Type: Single Family
  • Source: SBAOR
  • MLS ID: 25-2089
  • Updated: 10/3/2025
  • Added to Site: 240 day(s) ago

Interior

  • Fireplace: Yes
  • Fireplace(s): Living Room, Primary Bedroom, Other, Patio
  • Appliances: Built-In Gas Range, Built-In Gas Oven, Dishwasher, Double Oven, Reverse Osmosis, Water Softener (Owned)
  • Flooring: Carpet, Hardwood, Stone

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Improvements: Public
  • Security/Safety: Smoke Detector

Exterior

  • Exterior Features: Pool, Patio Covered, Hot Tub, Fruit Trees, Yard Irrigation T/O, Fenced: ALL

Parking

  • Parking Features: Gar #3

Location

  • Area: 10 - MONTECITO
  • County: Santa Barbara
  • Development Name: Pepper HIll
  • Cross Streets: GlenView Road
  • Driving Directions: Sycamore Canyon to Woodley Road, go left. Go right at corner of Glenview and Woodley to the very top of the hill.

School Information

  • Elementary School: Cold Spring
  • Middle School: Other
  • High School: Other

Community

  • Association: Yes
  • Pets Allowed: Yes
  • Pet Restrictions: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air

Utilities

  • Water: Mont Wtr
  • Utility Description: Underground Util

Structural Information

  • # Buildings: 1
  • Architectural Style: Contemporary
  • Construction: Stucco
  • Exterior Const.: Stucco
  • Foundation: Mixed
  • Roof: Flat
  • Square Feet: 7,518
  • Year Built: 2000
  • Property Condition: Excellent

Additional Structures

  • Other Structures: Other

Lot Features

  • Property View: Mountain(s), Coastline, Ocean, Panoramic
  • Lot Size (Acres): 2.53
  • Lot Size (Sq. Ft.): 110,206.8
  • Lot Size: 2.53
  • Zoning: R-1

Financial Considerations

  • Terms: Cash, Conventional

Disclosures and Reports

  • Property ID: 009-021-063

Listed by Compass

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— 356 Woodley Rd —

  • Compass

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 356 Woodley Rd

School Districts:Cold Spring Elementary School District, Santa Barbara Unified School District
NameGradesDistance
Cold Spring Elementary School
2243 Sycamore Canyon Road, Santa Barbara, CA 93108
K-61 mi
Santa Barbara Junior High School
721 East Cota Street, Santa Barbara, CA 93103
7-82.2 mi
Santa Barbara Senior High School
700 East Anapamu Street, Santa Barbara, CA 93103
9-122.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 356 Woodley Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/03/2025
Price Reduced
$24,900,000
-15.59%
MLS
5/27/2025
Listed
$29,500,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 356 Woodley Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$93,624
2%
$8,842,899
2%
2024
$91,945
2%
$8,669,509
2%
2023
$90,274
2%
$8,499,520
2%
2022
$88,690
3%
$8,332,863
3%
2021
$86,269
1%
$8,115,749
1%
2020
$85,281
2%
$8,022,636
2%
2019
$83,642
2%
$7,865,330
2%
2018
$82,032
2%
$7,711,109
2%
2017
$80,572
3%
$7,559,912
2%
2016
$78,153
1%
$7,411,679
2%
2015
$77,100
2%
$7,300,350
2%
2014
$75,872
-1%
$7,157,347
-2%
2013
$76,992
—
$7,267,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 356 Woodley Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Compass

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356 Woodley Road, Montecito, CA 93108 (MLS# 25-2089) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 356 Woodley Road is currently listed for $24,900,000 and was received on May 27, 2025. Want to learn more about 356 Woodley Road? Do you have questions about finding other Single Family real estate for sale in Montecito? You can browse all Montecito real estate or contact a Coldwell Banker agent to request more information.

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