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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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27445 Winding Way, Malibu – $11,450,000

  • 6 Beds
  • 8 Baths
  • 6,837 Sqft
  • 2.03 Acres
  • 6 Beds
  • 8 Baths
  • 6,837 Sqft
  • 2.03 Acres

27445 Winding Way

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.

Essential Information

  • MLS® #26865021
  • Price$11,450,000
  • Bedrooms6
  • Bathrooms8.00
  • Full Baths7
  • Half Baths1
  • Square Footage6,837
  • Acres2.03
  • Year Built2002
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address27445 Winding Way
  • AreaC33 - Malibu
  • CityMalibu
  • CountyLos Angeles
  • Zip Code90265

Amenities

  • Parking Spaces12
  • # of Garages2
  • Has PoolYes
  • PoolIn Ground, Pool Cover, Private

Parking

Covered, Door-Multi, Driveway, Garage, Garage Door Opener, Guest, Private, Uncovered

Garages

Covered, Door-Multi, Driveway, Garage, Garage Door Opener, Guest, Private, Uncovered

View

Catalina, City Lights, Coastline, Mountain(s), Ocean, Panoramic, Pool, Rocks, Bluff

Interior

  • InteriorWood
  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesFamily Room, Living Room
  • # of Stories2
  • StoriesTwo

Interior Features

Breakfast Bar, Balcony, Separate/Formal Dining Room, Eat-in Kitchen, High Ceilings, Recessed Lighting, See Remarks, Two Story Ceilings, Utility Room, Walk-In Closet(s), Coffered Ceiling(s)

Appliances

Barbecue, Built-In, Dishwasher, Disposal, Microwave, Oven, Range, Refrigerator, Range Hood, Dryer, Washer

Exterior

  • WindowsBlinds

Lot Description

Back Yard, Lawn, Landscaped, Yard

School Information

  • DistrictSanta Monica-Malibu Unified

Additional Information

  • Date ListedJuly 27th, 2026
  • Days on Market8
  • ZoningLCR101

Listing Details

  • AgentChristopher Cortazzo
  • OfficeCompass
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Christopher Cortazzo, Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of August 4th, 2026 at 8:30pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.