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27445 Winding Way Malibu, CA 90265
27445 Winding Way Malibu, CA 90265 | MLS 26865021 Photo 1
27445 Winding Way Malibu, CA 90265 | MLS 26865021 Photo 2
27445 Winding Way Malibu, CA 90265 | MLS 26865021 Photo 3
27445 Winding Way Malibu, CA 90265 | MLS 26865021 Photo 4
27445 Winding Way Malibu, CA 90265 | MLS 26865021 Photo 5
Listing agent / office Christopher Cortazzo, Compass (310-230-5744).
For more information on this listing, contact us at: (310) 736-8484
Active
$11,450,000

27445 Winding Way Malibu, CA 90265

Single Family Residence Property Type
6 Beds
7 Full 1 Half Baths
6,837 Sq. Ft.
2002 Year Built
Los Angeles County
View All Property Details
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.
MLS # 26865021
Monthly HOA N/A
On Market 100 Days
Last Updated 8/4/2026

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Eva Jacobs

Eva Jacobs

(310) 736-8484
DRE: 01904512

Property Details

Community Information

Address 27445 Winding Way, Malibu, CA 90265
Area Malibu
County Los Angeles
City Malibu
Zip Code 90265

Architecture

Bedrooms 6
Bathrooms 7 Full / 1 Half
Year Built 2002
Stories 2
Building Area 6837.0
Stories Total 2
Garage Spaces 2.0

Features / Amenities

Interior Features Breakfast Bar, Balcony, Coffered Ceilings, Separate/Formal Dining Room, Eat-in Kitchen, High Ceilings, Recessed Lighting, Two Story Ceilings, Utility Room, Walk-In Closet(s)
Appliances Barbecue, BuiltIn, Dishwasher, Disposal, Microwave, Oven, Range, Refrigerator, Range Hood, Dryer, Washer
Fireplace Features Family Room, Living Room
Flooring Wood
Furnished Furnished
Laundry Inside, Laundry Room
Room Type EntryFoyer, GuestQuarters, LivingRoom, MediaRoom, Office, Sunroom, UtilityRoom, DiningRoom
Home Theatre Yes
Patio And Porch Open, Patio, Stone
Pool In Ground, Pool Cover, Private
Spa Heated, In Ground, Private
Door Features French Doors, Sliding Doors
Entry Location Foyer
Security Features Security Gate, Gated Community
Window Blinds
Private Pool Yes
Private Spa Yes
Common Walls No Common Walls
Parking Features Covered, Door-Multi, Driveway, Garage, Garage Door Opener, Guest, Private, Uncovered
Open Parking Spaces 10.0
Parking Total 12.0
Cooling Central Air
Heating Central

Property Features

Lot Size 88,499 Sq. Ft. / 2.03 Acres
Lot Features Back Yard, Lawn, Landscaped, Yard
View Bluff, Catalina, City Lights, Coastline, Mountain(s), Ocean, Panoramic, Pool, Rocks
Sewer SepticTypeUnknown
Water Public
Zoning LCR101
Directions Pacific Coast Highway to East Winding Way. The destination is on your left.

Tax and Financial Info

Buyer Financing Cash
Terms Cash
Disclosures Coastal Commission Restrictions

Rooms

Features
Entry/Foyer
BathroomJetted Tub, Separate Shower, Tub Shower, Vanity
KitchenGranite Counters, Kitchen Island, Walk-In Pantry
Dining Room
Sunroom
OtherWalk-In Closet(s)
Utility Room
Guest Quarters
Office
Living Room
Media Room

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27445 Winding Way Malibu, CA 90265 | MLS 26865021
ASAP
Thu 5 Nov
Fri 6 Nov
Sat 7 Nov
Sun 8 Nov
Mon 9 Nov
Tue 10 Nov
Wed 11 Nov
Scheduling is free, and you can cancel anytime.
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Based on information from California Regional Multiple Listing Service, Inc. as of November 4, 2026. 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. IDX provided by Sierra Interactive.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
Based on information from California Regional Multiple Listing Service, Inc. as of November 4, 2026. 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. IDX provided by Sierra Interactive.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
27445 Winding Way Malibu, CA 90265
  • $11,450,000
  • 6 beds
  • 7 full  1 half baths
  • 6,837 Sq. Ft.