• Primary Photo - 27437 Winding Way
  • Building Photo - 27437 Winding Way
    Building Photo - 27437 Winding Way
  • Building Photo - 27437 Winding Way
    Building Photo - 27437 Winding Way
$18,000 / Month

27437 Winding Way

,

Malibu, CA 90265

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310-383-8053

  • Bedrooms

    5

  • Bathrooms

    5

  • Square Feet

    6,257 sq ft

  • Available

    Available Now

Highlights

  • Ocean View
  • Heated In Ground Pool
  • Heated Spa
  • Maid or Guest Quarters
  • Fireplace in Primary Bedroom
  • Wood Flooring
27437 Winding Way
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About This Home

$18,000 deposit, Available Now

This beautiful home has been lovingly cared for over the years. Recently refreshed, the home offers spectacular grounds of approximately 2.3 acres with a large amount of parking and grassy areas. The grand entry leads you to the office/library on one side and a large great room with expansive ocean views, bar and inviting fireplace on the other. A formal dining room and huge kitchen with island and breakfast area overlooking the grounds lend to the indoor/outdoor lifestyle. French doors spill out to the yard with pool and spa. Travel up the sweeping staircase to find the expansive and romantic master suite, three additional bedrooms and an upstairs family room/den. Close proximity to hiking trails and nature. MLS ID 26834515

27437 Winding Way is a house located in Los Angeles County and the 90265 ZIP Code. This area is served by the Santa Monica-Malibu Unified School District attendance zone.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 1990

Bedrooms and Bathrooms

Maid or Guest Quarters Fireplace in Primary Bedroom Walk-In Closet 4.5 Bathrooms Powder Room 5 Bedrooms

Flooring

Wood Tile Carpet

Home Design

Tudor Architecture Entry on the 1st floor

Interior Spaces

Living Room with Fireplace Den Formal Dining Room Built-In Features Library Family Room Entryway 6,257 Sq Ft Home 2-Story Property

Kitchen

Breakfast Area or Nook Oven or Range Dishwasher Disposal

Laundry

Laundry Room

Listing and Financial Details

Security Deposit $18,000 12 Month Lease Term Assessor Parcel Number 4460-005-030 Tenant pays for cable TV, electricity, gas, trash collection, water

Lot Details

2.29 Acre Lot No Common Walls Sprinkler System

Parking

2 Car Attached Garage Auto Driveway Gate

Pool

Heated In Ground Pool Heated Spa In Ground Spa

Utilities

Air Conditioning Central Heating Cable TV Available Septic Tank

Views

Ocean Views

Community Details

Pet Policy

Call for details about the types of pets allowed

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $18,000

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Jennifer Chrisman | Compass
  • Phone Number
  • Contact
  • Source
    MLS(TM)/CLAW
Copyright 2026 TheMLS/CLAW. All rights reserved. Information is deemed reliable but not guaranteed.
Location Get Directions
| Edit
Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
Neighborhood

Central Malibu encompasses both the stunning beaches along the Pacific and the more serene landscape further from the water. Known for its popular surfing beaches and incredible homes, Central Malibu embodies the character of this iconic Californian city. Stunning apartments near the water and hillside single-family homes for rent with amazing views showcase the best that Central Malibu has to offer. The Pacific Coast Highway is the area’s main throughfare. There you’ll find seafood restaurants and open-air bars that provide incredible views of the water. The canyon parks to the north provide plenty of hiking opportunities for the active community of Malibu. Santa Monica is 19 miles to the east, and Los Angeles another 15.

Learn more about living in Central Malibu 
Amenities
  • Washer/Dryer Hookup
  • Air Conditioning
  • Cable Ready
  • Dishwasher
  • Disposal
  • Refrigerator
  • Carpet
  • Tile Floors
  • Dining Room
  • Family Room
  • Den
  • Views
  • Spa
Education
Colleges & Universities Distance
Colleges & Universities Distance
Pepperdine University
Drive: 11 min 5.5 mi
Santa Monica Coll., Emeritus
Drive: 32 min 17.9 mi
Pierce College
Drive: 38 min 23.9 mi
California Lutheran University
Drive: 41 min 26.3 mi
27437 Winding Way is within 11 minutes or 5.5 miles from Pepperdine University. It is also near Santa Monica Coll., Emeritus and California Lutheran University.
Schools
California Virtual Academy @ Kings School
Public Elementary, Middle & High School
Grades PK-12
764 Students
Nearby
Webster Elementary School
Public Elementary School
Grades K-5
178 Students
Attendance Zone
Malibu Middle
Public Middle School
Grades 6-8
256 Students
Nearby
Malibu High School
Public High School
Grades 9-12
387 Students
Attendance Zone
Our Lady Of Malibu
Private Elementary & Middle School
Grades PK-8
111 Students
Nearby
St. Aidan's School
Private Elementary School
Grades K-5
Nearby
Malibu Leadership Academy
Private Middle School
Grades 6-8
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

27437 Winding Way is near Los Angeles International, located 26.9 miles or 48 minutes away, and Bob Hope, located 38.3 miles or 56 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Chatsworth
Drive: 46 min 27.1 mi
Northridge
Drive: 45 min 28.2 mi
Northridge
Drive: 46 min 28.2 mi
Moorpark
Drive: 44 min 30.3 mi
Simi Valley
Drive: 53 min 35.3 mi
Airports Distance
Airports Distance
Los Angeles International
 Drive: 48 min 26.9 mi
Bob Hope
 Drive: 56 min 38.3 mi
Getting Around
Not Walkable
Walkability
10 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
90 / 100
Moderately Bikeable
Bikeability
70 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 27437 Winding Way.

Shopping Centers Distance
Shopping Centers Distance
Point Dume Village
Drive: 6 min 2.7 mi
Trancas Country Market
Drive: 9 min 4.9 mi
Malibu Colony Plaza Shopping Center
Drive: 11 min 5.9 mi
27437 Winding Way has 3 shopping centers within 5.9 miles, which is about a 11-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Point Dume State Beach
 Drive: 8 min 3.2 mi
Malibu Equestrian Park
 Drive: 9 min 4.3 mi
Malibu Bluffs Park
 Drive: 9 min 5.1 mi
Malibu Lagoon State Beach
 Drive: 12 min 6.5 mi
Malibu Creek State Park
 Drive: 22 min 13.2 mi
27437 Winding Way has 5 parks within 13.2 miles, including Point Dume State Beach, Malibu Equestrian Park, and Malibu Bluffs Park.
Military Bases Distance
Military Bases Distance
Point Mugu Naval Air Station
Drive: 37 min 23.1 mi
US Coast Guard Station
Drive: 47 min 32.1 mi
Los Angeles Air Force Base
Drive: 49 min 32.2 mi
27437 Winding Way has 3 military bases within 32.2 miles, the nearest is Point Mugu Naval Air Station which is 23.1 miles away and a 37 minute drive.

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