27454 Winding Way

$55,000
Price
6
Beds
10,519 Sq. Ft.
$5 / Sq. Ft.
10,519
Sq. Ft.
$5
per Sq. Ft.

Description

Welcome to your private Malibu paradise a stunning 6-bedroom, 10-bath estate set on 2.5 acres of lush, landscaped grounds. This gated compound offers the ultimate blend of luxury, privacy, and resort-style amenities, complete with parking for 10+ cars. Surrounded by tropical landscaping and expansive stretches of green grass, this home feels like an exclusive retreat. The backyard is an entertainer's dream, featuring a sparkling pool with a slide, relaxing spa, and a full-size tennis court. Enjoy...Welcome to your private Malibu paradise a stunning 6-bedroom, 10-bath estate set on 2.5 acres of lush, landscaped grounds. This gated compound offers the ultimate blend of luxury, privacy, and resort-style amenities, complete with parking for 10+ cars. Surrounded by tropical landscaping and expansive stretches of green grass, this home feels like an exclusive retreat. The backyard is an entertainer's dream, featuring a sparkling pool with a slide, relaxing spa, and a full-size tennis court. Enjoy breathtaking views from every angle and unwind in multiple outdoor lounge areas framed by mature trees, vibrant gardens, and manicured lawns throughout the estate. Inside, you'll find grand living spaces, a state-of-the-art home theater, a private gym, and abundant storage throughout. Each bedroom is generously sized, with the primary suite offering its own private quarters and serene views. Eco-conscious living meets elegance with fully installed solar panels, ensuring efficiency without compromise. Whether you're enjoying family time or simply taking in the Malibu sunsets, this 2.5-acre estate offers everything you could ever dream of and more.
  1. Listed by Nina Hunt • DRE #02014777 • Brokerage DRE #00980111 • Simco Enterprises Inc

Property Details for 27454 Winding Way

Zoning
LCR101
Style
Modern
Parcel Number
4460004008
Living Area
10519
Source Living Area
Vendor Enhanced
Area
Malibu (C33)
Single Family Or Apt
Single Family
Lot Size Area
109049
LISTING UPDATED: 12/11/2025 02:32 PM

Property Details for 27454 Winding Way

StatusActive
MLS #25600401
Days on Market72
Rental Incentives-
Available Date10/06/2025
Lease Term1+Year,1-Year,12 Months,6 Months,Month-to-Month,Season,Short Term Lease,Weekly,24 Months,Renewal Options
FurnishedFully Furnished
Compass TypeRental
MLS TypeResidential Lease
Year Built2006
Lot Size2.50 AC / 109,049 SF
CountyLos Angeles County

Location

Listing Courtesy of Simco Enterprises Inc, Nina Hunt, DRE #02014777
Add your commute

Building Information for 27454 Winding Way

Building/Complex27454 Winding WayFloor-Stories2Pet Policy-Pet Policy Details-Year Built2006Building Size-Lot Size2.50 AC / 109,049 SF

Property Information for 27454 Winding Way

Community / Development
Community / Development
  • Pets Allowed: Call For Rules
  • Amenities: None
  • Senior Community: No
Structure Info
Structure Info
  • Building Type: Single Family
  • Year Built Source: Vendor Enhanced
  • Number Of Stories: 2
  • View: Yes
  • View Description: Coastline, Pool, White Water, Water, Trees/Woods, Tree Top, Mountains, Ocean, Panoramic
  • View: Coastline, Pool, White Water, Water, Trees/Woods, Mountain(s), Ocean, Panoramic
  • Guest House: None
  • Maids Room: true
Contract Info
Contract Info
  • ForSale: 1.0
  • Lease Option: false
  • Disclosures: As Is
  • Listing Type: Exclusive Right To Lease
  • Service Level: Full Service
Land / Lot Info
Land / Lot Info
  • Lot Acreage: 2.5034
  • Lot Size Square Feet: 109049
Parking Details
Parking Details
  • Parking Garage: Garage - 3 Car, Driveway - Concrete, Parking Space, Parking for Guests - Onsite, Parking for Guests, Oversized, Golf Cart, Gated, Garage Is Attached, Private, Private Garage
  • Total Parking: 12
  • Covered Parking: 3
  • Open Other Spaces Total: 10
  • Garage Spaces Total: 3
  • Parking Features: Garage - Three Door, Concrete, Parking Space, Guest, Oversized, Golf Cart Garage, Gated, Private
  • Attached Garage: Yes
Interior Features
Interior Features
  • Room Type: Office, Media Room, Living Room, Library, Home Theatre, Guest/Maid's Quarters, Great Room, Family Room, Entry
  • Rooms: Breakfast, Breakfast Area, Dining Room, Dining Area, Patio Open, Pantry, Office, Media Room, Living Room, Library, Home Theatre, Gym, Guest-Maids Quarters, Great Room, Family Room, Entry, Powder, Primary Bedroom, Study/Office
  • Levels: Two
  • Fireplace Features: Dining Room, Family Room, Living Room, Great Room, Fire Pit
  • Fireplace Rooms: Dining, Family Room, Living Room, Great Room, Fire Pit, Primary Bedroom
  • Den: No
  • Family Room: 1
  • Dining Room: 1
  • Furnished: Furnished
  • Cooling: Air Conditioning, Central
  • Cooling Type: Air Conditioning, Central
  • Heating: Central
  • Heating Type: Central
  • Flooring: Marble, Tile
  • Equipment: Alarm System, Barbeque, Built-Ins, Cable, Bar Ice Maker, Dryer, Dishwasher, Ceiling Fan, Freezer, Garbage Disposal, Microwave, Ice Maker, Phone System, Network Wire, Intercom, Refrigerator, Range/Oven, Washer, Solar Panels
  • Interior Features: Ceiling Fan(s)
  • Laundry: In Unit, Inside, Laundry Area
Exterior Features
Exterior Features
  • Pool: Yes
  • Pool Description: Negative Edge/Infinity Pool
  • Pool Features: Infinity
  • New Construction: No
Lease Terms
Lease Terms
  • Security Deposit: $55,000.00
  • Entry Date: 10-06-2025
  • Credit Report Required: Yes
  • Credit Report Paid By: Tenant
  • Tenant Pays: Cable TV, Electricity, Gas, Water, Trash Collection

Property History for 27454 Winding Way

DateEvent & SourcePriceAppreciation
Oct 3, 2025

Listed (Active)

CRMLS #25600401

$55,000—
Oct 3, 2025

Listed (Active)

CLAW #25600401

$55,000—
Sep 12, 2025

Withdrawn / Cancelled

CRMLS #25506273

—
Sep 12, 2025

Withdrawn / Cancelled

CLAW #25506273

—
Aug 1, 2025

Price Change

CRMLS #25506273

$60,000—
Aug 1, 2025

Price Change

CLAW #25506273

$60,000—
Mar 4, 2025

Listed (Active)

CRMLS #25506273

$66,000—
Mar 4, 2025

Listed (Active)

CLAW #25506273

$66,000—
Jan 23, 2025

Withdrawn / Cancelled

CRMLS #24415781

—
Jan 23, 2025

Withdrawn / Cancelled

CLAW #24-415781

—
Jul 16, 2024

Listed (Active)

CRMLS #24415781

$60,000—
Jul 16, 2024

Listed (Active)

CLAW #24-415781

$60,000—
Jul 8, 2024

Withdrawn / Cancelled

CLAW #23-337557

—
Jul 8, 2024

Withdrawn / Cancelled

CRMLS #23337557

—
Dec 8, 2023

Listed (Active)

CLAW #23-337557

$79,000—
Dec 8, 2023

Listed (Active)

CRMLS #23337557

$79,000—
Oct 31, 2023

Expired

CRMLS #23266893

$79,000—
Oct 31, 2023

Expired

CLAW #23-266893

$79,000—
Oct 4, 2023

Price Change

CRMLS #23266893

$79,000—
May 3, 2023

Listed (Active)

CRMLS #23266893

$81,250—
May 3, 2023

Listed (Active)

CLAW #23-266893

$81,250—
Feb 26, 2023

Expired

CRMLS #22218401

$60,000—
Feb 25, 2023

Expired

CLAW #22-218401

$60,000—
Nov 26, 2022

Expired

CRMLS #22172275

$65,000—
Nov 25, 2022

Expired

CLAW #22-172275

$65,000—
Nov 22, 2022

Listed (Active)

CRMLS #22218401

$60,000—
Nov 22, 2022

Listed (Active)

CLAW #22-218401

$60,000—
Nov 21, 2022

Withdrawn / Cancelled

CRMLS #22172275

—
Nov 21, 2022

Withdrawn / Cancelled

CLAW #22-172275

$65,000—
Oct 25, 2022

Listed (Active)

CLAW #22-172275

$65,000—
Oct 3, 2022

Pending / Back Up Offer

CRMLS #22172275

—
Oct 3, 2022

Pending / Back Up Offer

CLAW #22-172275

—
Jun 27, 2022

Withdrawn / Cancelled

CRMLS #22154941

—
Jun 27, 2022

Listed (Active)

CRMLS #22172275

$65,000—
Jun 27, 2022

Withdrawn / Cancelled

CLAW #22-154941

—
Jun 27, 2022

Listed (Active)

CLAW #22-172275

$65,000—
May 10, 2022

Listed (Active)

CRMLS #22154941

$75,000—
May 10, 2022

Listed (Active)

CLAW #22-154941

$75,000—
DateEvent & SourcePrice
10/03/2025

Listed (Active)

CRMLS #25600401

$55,000
10/03/2025

Listed (Active)

CLAW #25600401

$55,000
09/12/2025

Withdrawn / Cancelled

CRMLS #25506273

—
09/12/2025

Withdrawn / Cancelled

CLAW #25506273

—
08/01/2025

Price Change

CRMLS #25506273

$60,000
08/01/2025

Price Change

CLAW #25506273

$60,000
03/04/2025

Listed (Active)

CRMLS #25506273

$66,000
03/04/2025

Listed (Active)

CLAW #25506273

$66,000
01/23/2025

Withdrawn / Cancelled

CRMLS #24415781

—
01/23/2025

Withdrawn / Cancelled

CLAW #24-415781

—
07/16/2024

Listed (Active)

CRMLS #24415781

$60,000
07/16/2024

Listed (Active)

CLAW #24-415781

$60,000
07/08/2024

Withdrawn / Cancelled

CLAW #23-337557

—
07/08/2024

Withdrawn / Cancelled

CRMLS #23337557

—
12/08/2023

Listed (Active)

CLAW #23-337557

$79,000
12/08/2023

Listed (Active)

CRMLS #23337557

$79,000
10/31/2023

Expired

CRMLS #23266893

$79,000
10/31/2023

Expired

CLAW #23-266893

$79,000
10/04/2023

Price Change

CRMLS #23266893

$79,000
05/03/2023

Listed (Active)

CRMLS #23266893

$81,250
05/03/2023

Listed (Active)

CLAW #23-266893

$81,250
02/26/2023

Expired

CRMLS #22218401

$60,000
02/25/2023

Expired

CLAW #22-218401

$60,000
11/26/2022

Expired

CRMLS #22172275

$65,000
11/25/2022

Expired

CLAW #22-172275

$65,000
11/22/2022

Listed (Active)

CRMLS #22218401

$60,000
11/22/2022

Listed (Active)

CLAW #22-218401

$60,000
11/21/2022

Withdrawn / Cancelled

CRMLS #22172275

—
11/21/2022

Withdrawn / Cancelled

CLAW #22-172275

$65,000
10/25/2022

Listed (Active)

CLAW #22-172275

$65,000
10/03/2022

Pending / Back Up Offer

CRMLS #22172275

—
10/03/2022

Pending / Back Up Offer

CLAW #22-172275

—
06/27/2022

Withdrawn / Cancelled

CRMLS #22154941

—
06/27/2022

Listed (Active)

CRMLS #22172275

$65,000
06/27/2022

Withdrawn / Cancelled

CLAW #22-154941

—
06/27/2022

Listed (Active)

CLAW #22-172275

$65,000
05/10/2022

Listed (Active)

CRMLS #22154941

$75,000
05/10/2022

Listed (Active)

CLAW #22-154941

$75,000

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

Schools near 27454 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.

27454 Winding Way is available for rent in Malibu, CA 90265. This property was listed on October 3, 2025 by Simco Enterprises Inc, it's currently listed at $55,000. This listing's school district is Santa Monica-Malibu Unified School District. Nearby schools include Webster Elementary School, Malibu Middle and Malibu High School. 27454 Winding Way is a 6-bed, 10-bath, 10,519 sqft a property built in 2006.

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 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 owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Simco Enterprises Inc, Nina Hunt, DRE #02014777

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.