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27445 Winding Way
Malibu CA 90265 US

$11,450,000

Active Listing ID 26865021
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6 bed
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8.00 Bath (7 Full , 1 Half)
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Lot: 2.03 Acres
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Single Family Residence

$11,450,000

Active Listing ID 26865021
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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.

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Property Features

  • Facts
  • Lot Size: 2.03 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 7
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Floor Covering: Tile - Stone, Wood
  • Heating Fuels: Central
  • Additional Features
  • Fireplace
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 11450000
  • unparsedaddress: 27445 Winding Way
  • postalcity: Malibu
  • stateorprovince: CA
  • country: US
  • postalcode: 90265
  • bathroomsfull: 7
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.0317
  • lotsizeunits: Acres
  • lotsizearea: 2.0317
  • livingarea: 6837
  • livingareaunits: Square Feet
  • latitude: 34.031769
  • longitude: -118.777582
  • listagentfullname: Christopher Cortazzo
  • listagentemail: chris@chriscortazzo.com
  • listagentkey: 3yd-CLAWCA-X10490
  • listagentmlsid: X10490
  • listagentpreferredphone: 3105795887
  • listagentofficephone: 3102305744
  • listofficekey: 3yd-CLAWCA-X8146101
  • listagentstatelicense: 01190363
  • listofficemlsid: X8146101
  • disclaimer: Copyright © 2026 The MLS/CLAW. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CLAWCA
  • yearbuilt: 2002
  • listingcontractdate: 2026-07-27
  • listagenturl: http://www.chriscortazzo.com
  • countyorparish: Los Angeles
  • parcelnumber: 4460-005-001
  • elementaryschooldistrict: Santa Monica-Malibu Unified School District
  • middleorjuniorschooldistrict: Santa Monica-Malibu Unified School District
  • highschooldistrict: Santa Monica-Malibu Unified School District
  • appliances: Built-Ins, Microwave, Range Hood, Range, Oven
  • cooling: Central Air
  • flooring: Tile - Stone, Wood
  • heating: Central
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 12
  • parkingfeatures: Garage, Covered, Driveway, Open, Guest
  • view: Mountains, City, Bluff, Ocean, Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: High Ceilings (9 Feet+), Built-Ins, Detached/No Common Walls, Turnkey, Two Story Ceilings, Coffered Ceiling(s), Living Room Balcony, Recessed Lighting
  • windowfeatures: Blinds
  • architecturalstyle: Contemporary
  • rooms: Game Room, Dining Room, Bathroom 6, Bedroom 5, Bathroom 2, Bathroom 7, Bedroom 3, Bedroom 6, Bathroom 4, Bathroom 3, Bedroom 2, Bathroom 8, Laundry Room, Bedroom 1, Bathroom 5, Bathroom 1, Bedroom 4
  • otherstructures: Cabana
  • patioandporchfeatures: Patio
  • speciallistingconditions: Standard
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -118.77758, 34.03177
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"chris@chriscortazzo.com", "ListBrokerageCity":"Los Angeles", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Compass", "ListBrokeragePhone":null, "ListBrokeragePostalCode":"90212", "ListBrokerageStateOrProvince":"CA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"9454 Wilshire Blvd. #400", "ListBrokerageWebsiteUrl":"https://www.compass.com/", "ListOfficeAddress1":"24903 Pacific Coast Hwy #200", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"X8146101", "ListOfficeCity":"Malibu", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"90265", "ListOfficeStateOrProvince":"CA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Malibu, CA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/27445-Winding-Way_Malibu_CA_90265_M24870-04046?f=listhub&s=CLAWCA&m=26865021&c=rexren", "MLSModificationTimestamp":"2026-07-30 21:15:11", "Neighborhoods":[{"Description":null, "Name":"Malibu"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/1/2020 12:00:00 AM GMT
Source Updated Date: 8/5/2026 12:36:28 PM GMT

Courtesy of: Christopher Cortazzo, Compass, chris@chriscortazzo.com

Copyright © 2026 The MLS/CLAW. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.