27311 Winding Way

6,445 Sq. Ft.
$1,234 / Sq. Ft.
6,445
Sq. Ft.
$1,234
per Sq. Ft.

Description

This luxurious coastal estate is a masterpiece of design, offering breathtaking ocean views from the moment you approach its expansive driveway. The grand entrance features a walkway lined with stately columns and stone tile floors, leading to a beautifully landscaped front yard. The front yard includes a spacious patio with a tranquil fountain, manicured lawns, and inviting benches, creating a serene atmosphere that sets the tone for the home.Upon entering through the covered front door, you are...This luxurious coastal estate is a masterpiece of design, offering breathtaking ocean views from the moment you approach its expansive driveway. The grand entrance features a walkway lined with stately columns and stone tile floors, leading to a beautifully landscaped front yard. The front yard includes a spacious patio with a tranquil fountain, manicured lawns, and inviting benches, creating a serene atmosphere that sets the tone for the home.Upon entering through the covered front door, you are welcomed into an elegant foyer with intricate tile work and columns, guiding you toward the heart of the home. The living room, a large rectangular space, boasts stone tile floors, high wood-beamed ceilings, and a magnificent fireplace with a detailed mantle. Arched French doors open to the backyard, where sweeping ocean views enhance the seamless indoor-outdoor living experience. Adjacent to the living room, the dining area shares the same luxurious finishes and offers direct access to the backyard through French doors, making it perfect for both formal dinners and casual gatherings.The gourmet kitchen is a chef's dream, featuring top-of-the-line Thermador appliances, stone countertops, a large island with additional sink and storage, and two waterfall counter peninsulas for ample bar seating. The kitchen also includes a walk-in pantry and leads to a more formal dining room with a gas fireplace and French doors opening to the backyard and side yard. The estate features multiple bedrooms, each with wood floors, en-suite bathrooms, and either ocean or garden views. The master suite is a true retreat, offering expansive ocean views, high ceilings, a fireplace, and French doors leading to a covered deck. The master bath is equally luxurious, with stone tile floors, a large walk-in closet, a jetted tub, double sinks, and a steam shower.The outdoor spaces are designed for relaxation and entertainment, featuring a covered deck area, large grassy lawns with room for a pool, and a state-of-the-art sprinkler and security system. With two gated entrances and meticulously maintained landscaping, this property offers both luxury and privacy, making it a stunning sanctuary in a prime coastal setting.

Listing Agent

  1. Chris Cortazzo

    Chris Cortazzo

    Listing Agent

    Compass

    DRE #01190363

Property Details for 27311 Winding Way

Water Front
None
Zoning
LCA101
Style
Mediterranean
Accessibility Features
None
Parcel Number
4460002010
Living Area
6445
Source Living Area
Vendor Enhanced
Area
Malibu (C33)
LISTING UPDATED: 05/27/2025 01:01 PM

Property Details for 27311 Winding Way

StatusSold
MLS #24-435471
Days on Market265
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2008
Lot Size5.48 AC / 238,777 SF
CountyLos Angeles County

Location

Listing Courtesy of Compass, Chris Cortazzo, DRE #01190363

Sold By Compass, Wilke Itzin, DRE #02119451; Compass, Jordan Wright, DRE #01952694

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Building Information for 27311 Winding Way

Stories1Year Built2008Building Size-Lot Size5.48 AC / 238,777 SF

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OriginPoint Mortgage or Rocket Mortgage1

$43,377 per month

30 year fixed, 6.15% Interest

Principal and Interest

$38,747

Property Taxes

$4,630

HOA Dues

$0

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Property Information for 27311 Winding Way

Community / Development
Community / Development
  • HOA: No
  • Senior Community: No
Structure Info
Structure Info
  • Building Type: Detached
  • Year Built Source: Vendor Enhanced
  • Number Of Stories: 1
  • View: Yes
  • View Description: Water, Ocean, Mountains, Coastline, City Lights
  • View: Water, Ocean, Mountain(s), Coastline, City Lights
  • Security Features: Automatic Gate, Prewired for alarm system, Gated
  • Maids Room: true
  • Water: District
Contract Info
Contract Info
  • Financing: Cash, Cash To New Loan
  • Disclosures: As Is, Coastal Commission Restrictions
  • Listing Type: Exclusive Right To Sell
  • Service Level: Full Service
Land / Lot Info
Land / Lot Info
  • Special Zoning: Coastal Commission
  • Lot Acreage: 5.4816
  • Lot Size Square Feet: 238777
  • Lot Features: Front Yard, Lawn, Landscaped, Yard
  • Lot Description: Fenced Yard, Fenced, Front Yard, Automatic Gate, Lawn, Landscaped, Street Paved, Yard
Parking Details
Parking Details
  • Parking Garage: Driveway, Door Opener, Covered Parking, Parking for Guests - Onsite, Parking for Guests, Garage - 3 Car, Gated, Private, Unassigned, Uncovered
  • Total Parking: 6
  • Covered Parking: 3
  • Open Other Spaces Total: 3
  • Garage Spaces Total: 3
  • Parking Features: Driveway, Garage Door Opener, Covered, Guest, Garage - Three Door, Gated, Private, Unassigned, Uncovered
Interior Features
Interior Features
  • Room Type: Living Room, Great Room, Family Room, Walk-In Closet, Walk-In Pantry
  • Rooms: Breakfast Area, Breakfast Bar, Dining Area, Patio Covered, Pantry, Primary Bedroom, Living Room, Great Room, Family Room, Patio Open, Powder, Walk-In Closet, Walk-In Pantry
  • Levels: One
  • Fireplace: Yes
  • Fireplaces: 3
  • Fireplace Features: Gas, Living Room, Dining Room
  • Fireplace Rooms: Primary Bedroom, Gas, Living Room, Dining
  • Den: No
  • Family Room: 1
  • Dining Room: 0
  • Furnished: Unfurnished
  • Cooling: Central
  • Cooling Type: Central
  • Heating: Central
  • Heating Type: Central
  • Flooring: Stone Tile, Wood
  • Equipment: Alarm System, Dishwasher, Freezer, Garbage Disposal, Built-Ins, Range/Oven, Refrigerator
  • Interior Features: Built-Ins, Detached/No Common Walls, Bidet, Beamed Ceiling(s), Recessed Lighting, High Ceilings (9 Feet+), Open Floor Plan, Turnkey
  • Room Kitchen Features: Kitchen Island, Stone Counters, Kitchen Open to Family Room, Walk-In Pantry
  • Kitchen Features: Island, Stone Counters, Open to Family Room, Pantry, Gourmet Kitchen
  • Room Bathroom Features: Bidet, Vanity area, Shower in Tub, Shower, Tile Counters, Jetted Tub
  • Bathroom Features: Bidet, Double Shower, Double Vanity(s), Powder Room, Shower and Tub, Shower Stall, Tile, Shower Over Tub, Tub With Jets, Steam Shower
  • Bedroom Features: Primary Bedroom, WalkInCloset, Main Floor Primary Bedroom, Primary Suite
  • Common Walls: Detached/No Common Walls
  • Cooking Appliances: Built-Ins, Gas, Double Oven, Range, Self Cleaning Oven, Convection Oven
  • Laundry: Inside, Room
  • Disability Access: None
  • Eating Areas: Breakfast Counter / Bar, Dining Area, In Kitchen, Kitchen Island, Living Room, Family Room
  • Eating Area: Breakfast Counter / Bar, Dining Room, In Kitchen, In Living Room, In Family Room
Exterior Features
Exterior Features
  • Pool: No
  • Pool Description: Room For
  • Spa: No
  • Spa: None
  • Tennis: No
  • Tennis Court: None
  • Door Features: French Doors
  • Patio Features: Patio Open, Covered
  • Entry Location: Foyer
  • New Construction: No
  • Other Structural Features: High Ceilings (9 Feet+), French Doors, Sprinkler System
  • Other Structures: None
Lease Terms
Lease Terms
  • Entry Date: 09-04-2024
  • Listing Terms: Cash, Cash To New Loan

Property History for 27311 Winding Way

DateEvent & SourcePriceAppreciation
May 27, 2025

Sold

CRMLS #24435471

$7,950,000—
May 27, 2025

Sold

CLAW #24-435471

$7,950,000—
Apr 8, 2025

Sold (Public Record)

Public Record #1558317981

$7,950,000—
Nov 29, 2024

Pending

CLAW #24-435471

—
Nov 29, 2024

Accepting Backup Offers

CLAW #24-435471

—
Nov 29, 2024

Accepting Backup Offers

CRMLS #24435471

—
Sep 4, 2024

Listed (Active)

CLAW #24-435471

$8,750,000—
Sep 4, 2024

Listed (Active)

CRMLS #24435471

$8,750,000—
Jul 14, 2015

Expired

CRMLS #05058957

$3,400,000—
Oct 20, 2014

Expired

CRMLS #03026077

$3,200,000—
Oct 20, 2014

Expired

CRMLS #03024201

$1,750,000—
Sep 24, 2011

Expired

CRMLS #11515861

$5,450,000—
Sep 23, 2011

Expired

CLAW #11-515861

$5,450,000—
Mar 24, 2011

Listed (Active)

CLAW #11-515861

$5,450,000—
Mar 24, 2011

Listed (Active)

CRMLS #11515861

$5,450,000—
Apr 30, 2006

Expired

CLAW #05-058957

$3,400,000—
Apr 30, 2006

Expired

SDMLS #05058957

—
Apr 11, 2006

Listed (Active)

CLAW #05-058957

$2,900,000—
Oct 5, 2005

Listed (Active)

SDMLS #05058957

$3,400,000—
Oct 5, 2005

Listed (Active)

CRMLS #05058957

$3,400,000—
Apr 30, 2004

Expired

CLAW #03-224517

$1,750,000—
Nov 5, 2003

Listed (Active)

CLAW #03-224517

$1,750,000—
Oct 28, 2003

Expired

CLAW #03-026077

$3,200,000—
Oct 23, 2003

Expired

CLAW #03-024201

$1,750,000—
May 7, 2003

Listed (Active)

CRMLS #03026077

$3,200,000—
May 7, 2003

Listed (Active)

CLAW #03-026077

$3,200,000—
Apr 28, 2003

Listed (Active)

CLAW #03-024201

$1,750,000—
Apr 28, 2003

Listed (Active)

CRMLS #03024201

$1,750,000—
DateEvent & SourcePrice
05/27/2025

Sold

CRMLS #24435471

$7,950,000
05/27/2025

Sold

CLAW #24-435471

$7,950,000
04/08/2025

Sold (Public Record)

Public Record #1558317981

$7,950,000
11/29/2024

Pending

CLAW #24-435471

—
11/29/2024

Accepting Backup Offers

CLAW #24-435471

—
11/29/2024

Accepting Backup Offers

CRMLS #24435471

—
09/04/2024

Listed (Active)

CLAW #24-435471

$8,750,000
09/04/2024

Listed (Active)

CRMLS #24435471

$8,750,000
07/14/2015

Expired

CRMLS #05058957

$3,400,000
10/20/2014

Expired

CRMLS #03026077

$3,200,000
10/20/2014

Expired

CRMLS #03024201

$1,750,000
09/24/2011

Expired

CRMLS #11515861

$5,450,000
09/23/2011

Expired

CLAW #11-515861

$5,450,000
03/24/2011

Listed (Active)

CLAW #11-515861

$5,450,000
03/24/2011

Listed (Active)

CRMLS #11515861

$5,450,000
04/30/2006

Expired

CLAW #05-058957

$3,400,000
04/30/2006

Expired

SDMLS #05058957

—
04/11/2006

Listed (Active)

CLAW #05-058957

$2,900,000
10/05/2005

Listed (Active)

SDMLS #05058957

$3,400,000
10/05/2005

Listed (Active)

CRMLS #05058957

$3,400,000
04/30/2004

Expired

CLAW #03-224517

$1,750,000
11/05/2003

Listed (Active)

CLAW #03-224517

$1,750,000
10/28/2003

Expired

CLAW #03-026077

$3,200,000
10/23/2003

Expired

CLAW #03-024201

$1,750,000
05/07/2003

Listed (Active)

CRMLS #03026077

$3,200,000
05/07/2003

Listed (Active)

CLAW #03-026077

$3,200,000
04/28/2003

Listed (Active)

CLAW #03-024201

$1,750,000
04/28/2003

Listed (Active)

CRMLS #03024201

$1,750,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 27311 Winding Way

Taxable ValueLand$1,741,692Additions$2,648,050Total$4,389,742
Tax Record2025$55,557 ($4,630 / month)
Home Facts
Beds7Total Finished SqFt6,445 SqFtAbove Grade Finished SqFt6,445 SqFtLot Size238,659 SqFtStyleSingle Family ResidenceYear Built2008ZoningLCA101CountyLOS ANGELESAPN4460-002-010

Schools near 27311 Winding Way

This home is within Santa Monica-Malibu Unified School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 8
Rating
School
Distance
Webster Elementary School
PublicK to 5

Malibu Middle
Public6 to 8

Malibu High School
Public9 to 12

Santa Monica Alternative (K-8) School
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Compass, Chris Cortazzo, DRE #01190363

Based on information from one of the following Multiple Listing Services: CRMLS, CLAW, I-Tech, ROWMLS, GPSMLS, SDMLS, VCRDS/PFAR, Idyllwild Association of Realtors, Ojai Valley Board of REALTORS and/or AVMLS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by CRMLS, CLAW, I-Tech, ROWMLS, GPSMLS, SDMLS, VCRDS/PFAR, Idyllwild Association of Realtors, Ojai Valley Board of REALTORS and/or AVMLS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.