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27445 Winding WayMalibu, CA 90265

For Sale

$11,450,000

Smart Buyer Rebate $114,500

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.

Listed by Christopher Cortazzo

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License #01190363

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Compass

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3104573995

Last updated August 04, 2026

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Source: CRMLS #26865021

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinding Way-De Butts Terrace
  • Bedrooms6
  • Bathrooms7.5
  • Days on Prevu50
  • Size6,837 sqft
  • Price per sqft$1,675

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

07/27/2026
Listed by Compass
$11,450,000
  1. 07/27/2026$11,450,000
    Listed by Compass

Property Details for 27445 Winding Way

Association

Amenities

  • Community Features: Gated

Exterior

Construction

  • Stories: 2
  • Stories Total: 2
  • Window Features: Blinds
  • Year Built: 2002
  • Common Walls: No Common Walls
  • Entry Location: Foyer
  • Exterior Features: Barbecue, Balcony

Features

  • Patio And Porch Features: Patio
  • Pool Features: Private, In Ground, Pool Cover
  • Pool Private: Yes
  • View: City Lights, Mountain(s), Ocean, Panoramic, Pool

Measurements

  • Building Area Total: 6,837
  • Lot Features: Back Yard, Landscaped
  • Lot Size Acres: 2.03
  • Lot Size Area: 88,499
  • Lot Size Source: Other
  • Lot Size Square Feet: 88,499
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 4460005001

Interior

Features

  • Appliances: Dishwasher, Disposal, Microwave, Oven, Range, Refrigerator, Range Hood, Dryer, Washer
  • Fireplace Features: Family Room, Living Room
  • Fireplace: Yes
  • Flooring: Wood
  • Interior Features: Breakfast Bar, Coffered Ceiling(s), Eat-in Kitchen, High Ceilings, Recessed Lighting, See Remarks, Walk-In Closet(s)
  • Spa Features: Heated, In Ground, Private
  • Spa: Yes

Measurements

  • Living Area: 6,837

Rooms

  • Bathrooms Full: 7
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 6

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 10
  • Parking Features: Covered, Driveway, Garage, Garage Door Opener, Guest, Private
  • Parking Total: 12

Schools

High School

  • High School District: Santa Monica-Malibu Unified

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Central
  • Has Heating: Yes
  • Laundry Features: Inside, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 7.5 bathrooms in this single-family home at 27445 Winding Way.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 27445 Winding Way.

How does 27445 Winding Way compare to other single-family homes in Winding Way-De Butts Terrace?

This single-family home is listed 14% above the average price for single-family homes in Winding Way-De Butts Terrace and has been on the market for 82 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 6,837 sqft.

27445 Winding Way is a 6-bedroom, 7.5-bath single-family home for sale in Malibu CA 90265. Listed on Prevu for 50 days at $11,450,000. This residence features 6,837 square feet of living space, located in Winding Way-De Butts Terrace. The median listing price for single-family homes in this area is $11,500,000. Property amenities include private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Explore more single-family home listings in Malibu.

Based on information from California Regional Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.