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$11,450,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 7 Full Baths
  • 1 Partial Bath
  • 6,837 Sq. Ft.
  • 2 Car Garage
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With sweeping views from nearly every room, soaring ceilings, walls of glass, and exquisite architectural detailing throughout, this exceptionally private contemporary estate offers the ideal setting for both grand-scale entertaining and peaceful retreat. Set behind gates on more than two acres at the end of a cul-de-sac, the property is surrounded by beautifully terraced and landscaped grounds featuring expansive lawns, flagstone pathways, pomegranate, guava, grapefruit, and orange trees, as well as scenic vista points.The home's refined contemporary interior preserves timeless architectural details, including graceful arched openings and a dramatic double-height foyer anchored by an elegant curved staircase with scrolled railings leading to a columned mezzanine on the upper level. The living and dining room is framed by expansive windows showcasing panoramic views of verdant hillsides, Little Dume, the coastline, the Pacific Ocean, and Catalina Island, while glass doors open to a spacious view terrace ideal for al fresco dining and entertaining. The updated chef's kitchen features a tray ceiling, granite-topped center island, walk-in pantry, breakfast area with wraparound views, and a breakfast bar overlooking the inviting sunroom and family room with a fireplace and automated window coverings. A media room and two guest bedrooms complete the main level. Upstairs, four en suite bedrooms each enjoy private balconies, including the exceptional primary suite with a sitting room, meditation room or office, fireplace, private balcony, dual walk-in closets, dual spa-inspired bathrooms, and breathtaking ocean views. Additional highlights include three fireplaces, a newly resurfaced ocean-view pool and spa, expansive lawns, multiple outdoor patios, a four-car garage, parking for approximately ten additional vehicles in the motor court, and numerous smart home features.

Full Property Details for 27445 Winding Way

General

  • Price: $11,450,000
  • Status: Active
  • Type: Single Family
  • Source: CLAW
  • MLS ID: 26865021
  • Updated: 7/31/2026
  • Added to Site: 30 day(s) ago

Interior

  • Rooms/Areas: Dining Area, Breakfast Area, Living Room, Primary Bedroom, Office, Pantry, Walk-In Closet, Utility Room, Sun, Powder, Patio Open, Breakfast Bar, Guest-Maids Quarters, Formal Entry, Media Room
  • Interior Features: High Ceilings (9 Feet+), Built-Ins, Detached/No Common Walls, Turnkey, Two-Story Ceilings, Coffered Ceiling(s), Living Room Balcony, Recessed Lighting
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Eating Areas: Breakfast Room, Dining Area, Kitchen Island, In Kitchen, Breakfast Counter/Bar, Living Room, Family Room, Other - See Remarks
  • Cooking Appliances: Built-Ins, Microwave, Range Hood, Range, Oven
  • Furnishings: Furnished
  • Flooring: Stone Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 8
  • Full Bathrooms: 7
  • Half Bathrooms: 1
  • Bathroom Features: Double Vanity(s), Powder Room, Shower and Tub, Shower Over Tub, Tub With Jets, Double Shower, Shower Stall

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Room, Inside

Additional Information

  • Shared Amenities: Gated Community
  • Pool: Yes
  • Pool Description: In-Ground, Pool Cover, Private
  • Spa: Yes
  • Spa Description: Private, Heated, In-Ground
  • Security/Safety: Automatic Gate, Prewired for alarm system, Gated
  • Other Features: Cabana

Exterior

  • Deck/Patio: Rock/Stone, Open Patio, Living Room Balcony, Balcony

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Garage Description: Driveway, Door Opener, Garage - 2 Car, Covered Parking, Uncovered, Private Garage, Parking for Guests

Location

  • Area: Malibu
  • County: Los Angeles
  • Driving Directions: Pacific Coast Highway to East Winding Way. The destination is on your left.

School Information

  • School District: Santa Monica-Malibu Unified School District

Heating & Cooling

  • Cooling Type: Central, Multi/Zone, Air Conditioning
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: District

Structural Information

  • Architectural Style: Contemporary Mediterranean
  • Structure Type: Single Family Residence
  • Common Walls: Detached/No Common Walls
  • Windows: Window Blinds
  • Disability Access: None
  • Entry Location: Foyer
  • Stories/Levels: 2
  • Square Feet: 6,837
  • Sq. Ft. Source: Vendor Enhanced
  • Year Built: 2002
  • Year Built Source: Vendor Enhanced
  • Other Struct. Feat.: Balcony, Barbecue Private, High Ceilings (9 Feet+), French Doors, Sprinkler System, Sliding Glass Doors

Additional Structures

  • Other Structures: Cabana

Lot Features

  • Property View: City Lights, Coastline, Catalina, Mountains, Ocean, Pool, Rocks, Bluff, White Water, Tree Top, Panoramic
  • Lot Size (Acres): 2.0317
  • Lot Size: 88499
  • Lot Size Source: Other
  • Irrigation System: Sprinkler System
  • Lot Features: Near Public Transit, Private Road
  • Zoning: LCR101
  • Lot Description: Automatic Gate, Landscaped, Lawn, Fenced, Back Yard, Street Paved, Yard, Gated Community

Financial Considerations

  • Price Per Sq. Ft.: $1,674.71
  • Assessment Year: 2002

Disclosures and Reports

  • Disclosures/Reports: As Is, Coastal Commission Restrictions
  • APN: 4460-005-001

Listed by Compass, Christopher Cortazzo

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Listing agent

— 27445 Winding Way —

  • Christopher Cortazzo

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27445 Winding Way

School District:Santa Monica-Malibu Unified School District
NameGradesDistance
Webster Elementary School, Malibu, CA
3602 Winter Canyon Road, Malibu, CA 90265
K-54.5 mi
Malibu High School
30215 Morning View Drive, Malibu, CA 90265
6-122.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27445 Winding Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/27/2026
Listed
$11,450,000
44.94%
MLS
3/01/2022
Sold
$7,900,000
—
Public Record
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 27445 Winding Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$103,464
10%
$8,383,542
4%
2023
$93,799
182%
$8,058,000
193%
2022
$33,298
2%
$2,751,287
2%
2021
$32,498
1%
$2,697,341
1%
2020
$32,236
1%
$2,669,684
2%
2019
$31,868
6%
$2,617,338
2%
2018
$30,006
—
$2,566,019
2%
2017
$29,876
4%
$2,515,706
2%
2016
$28,787
1%
$2,466,379
2%
2015
$28,402
1%
$2,429,333
2%
2014
$28,021
1%
$2,381,746
—
2013
$27,843
—
$2,370,983
—
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.

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Listed by Compass, Christopher Cortazzo

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27445 Winding Way, Malibu, CA 90265 (MLS# 26865021) is a Single Family property with 6 bedrooms, 7 full bathrooms and 1 partial bathroom. 27445 Winding Way is currently listed for $11,450,000 and was received on July 27, 2026. Want to learn more about 27445 Winding Way? Do you have questions about finding other Single Family real estate for sale in Malibu? You can browse all Malibu real estate or contact a Coldwell Banker agent to request more information.

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