# 27445 Winding Way, Malibu, CA 90265

> **TL;DR:** 6bd/8ba single family, $11,450,000 ($1675/sqft), built 2002, 6,837 sqft.
> Pool, Spa, Fireplace, View. Est. $61,237/mo. Listed 50 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $11,450,000 |
| Price/sqft | $1675 |
| Bedrooms | 6 |
| Bathrooms | 7 full, 1 half |
| Square Feet | 6,837 |
| Year Built | 2002 |
| Lot Size | 88,501 sqft (2.03 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 50 |

## Why This Home Stands Out

- **Pool** - Patio
- **Views** - Water, Bluff, City, Mountains, Ocean

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $57,897 |
| Estimated Insurance | $3,340 |
| **Total** | **$61,237** |

## Key Amenities

- Pool
- Spa
- Fireplace
- View
- A/C

## Property Highlights

- Built in 2002
- 2.03 acre lot
- 2 stories
- 12 parking spaces
- Private pool
- Fireplace

## Description

### Agent Description
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.

## Location

- **Address:** 27445 Winding Way, Malibu, CA 90265
- **County:** Los Angeles
- **Coordinates:** 34.031769, -118.777582
- **Google Maps:** https://www.google.com/maps?q=34.031769,-118.777582

## Listing Agent

- **Name:** Christopher Cortazzo · **License:** 01190363
- **Brokerage:** Compass
- **Phone:** 3105795887
- **Broker Phone:** 3102305744
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/27445-Winding-Way_Malibu_CA_90265_M24870-04046?f=listhub&s=CLAWCA&m=26865021&c=propsimple)

## Photos

![27445 Winding Way - Photo 1](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2235930808r.jpg)

![27445 Winding Way - Photo 2](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f761420251r.jpg)

![27445 Winding Way - Photo 3](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f456782039r.jpg)

![27445 Winding Way - Photo 4](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2944738609r.jpg)

![27445 Winding Way - Photo 5](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2009990977r.jpg)

![27445 Winding Way - Photo 6](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1943367209r.jpg)

![27445 Winding Way - Photo 7](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3772102933r.jpg)

![27445 Winding Way - Photo 8](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1746327608r.jpg)

![27445 Winding Way - Photo 9](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f411576806r.jpg)

![27445 Winding Way - Photo 10](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3316530828r.jpg)

![27445 Winding Way - Photo 11](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f798965467r.jpg)

![27445 Winding Way - Photo 12](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f4259784006r.jpg)

![27445 Winding Way - Photo 13](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3421858785r.jpg)

![27445 Winding Way - Photo 14](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3835959979r.jpg)

![27445 Winding Way - Photo 15](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3038852850r.jpg)

![27445 Winding Way - Photo 16](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3722887027r.jpg)

![27445 Winding Way - Photo 17](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1376527234r.jpg)

![27445 Winding Way - Photo 18](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f452654142r.jpg)

![27445 Winding Way - Photo 19](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1356372684r.jpg)

![27445 Winding Way - Photo 20](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1449567209r.jpg)

![27445 Winding Way - Photo 21](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1849962351r.jpg)

![27445 Winding Way - Photo 22](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f357628540r.jpg)

![27445 Winding Way - Photo 23](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1507668601r.jpg)

![27445 Winding Way - Photo 24](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f121340378r.jpg)

![27445 Winding Way - Photo 25](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3685087223r.jpg)

![27445 Winding Way - Photo 26](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3503071598r.jpg)

![27445 Winding Way - Photo 27](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2448615416r.jpg)

![27445 Winding Way - Photo 28](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2674034627r.jpg)

![27445 Winding Way - Photo 29](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f586013323r.jpg)

![27445 Winding Way - Photo 30](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2543880446r.jpg)

![27445 Winding Way - Photo 31](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2771414311r.jpg)

![27445 Winding Way - Photo 32](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f3265773279r.jpg)

![27445 Winding Way - Photo 33](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f731373709r.jpg)

![27445 Winding Way - Photo 34](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f2254654957r.jpg)

![27445 Winding Way - Photo 35](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f878714497r.jpg)

![27445 Winding Way - Photo 36](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f868563557r.jpg)

![27445 Winding Way - Photo 37](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f1714275300r.jpg)

![27445 Winding Way - Photo 38](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f657195027r.jpg)

![27445 Winding Way - Photo 39](http://lh.rdcpix.com/1a79442f339791265ea010903dd60bfel-f4057229995r.jpg)

---

**MLS#:** 26865021 | **Updated:** 2026-09-14
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.ai/listing/27445-winding-way-malibu-ca-90265-26865021)

---

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    "seller": {
      "@id": "https://www.propertysimple.ai/listing/27445-winding-way-malibu-ca-90265-26865021#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://www.propertysimple.ai/listing/27445-winding-way-malibu-ca-90265-26865021#agent",
    "name": "Christopher Cortazzo",
    "telephone": "3105795887",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://www.propertysimple.ai/listing/27445-winding-way-malibu-ca-90265-26865021#brokerage",
      "name": "Compass",
      "telephone": "3102305744"
    }
  }
}
```