Seller's Agent in 2024
Madison Hildebrand
Compass
(310) 818-5788
53 Total Sales
27366 Winding Way Malibu, CA 90265
Estimated Value: $5,152,000 - $8,892,136
6
Beds
7.5
Baths
7,173
Sq Ft
$981/Sq Ft
Est. Value
Highlights
- Ocean View
- Detached Guest House
- Tennis Courts
- Webster Elementary School Rated A
- Horse Property Unimproved
- Wine Cellar
About This Home
As of June 2024Welcome to a world of coastal luxury and endless possibilities, nestled on over 2.5 acres in the prestigious Winding Way neighborhood. This remarkable compound boasts awe-inspiring ocean vistas, overlooking picturesque estates and equestrian properties. While its address is Winding Way, the residence is discreetly tucked down a private access road just a stone's throw from the Paradise Cove Bluffs. Once at the property, a gated driveway lined by olive trees and roses brings you to the three separate structures - the main home with 3-car garage, indoor racquetball court and detached guest house complete with its own full kitchen, living room, full bathroom and 2-car garage. The grounds also feature vineyards, a pool, spa, batting cage, outdoor cooking area with BBQ and pizza oven, fire pit, pathways, and gardens - plus, plans are pending city approval for a tennis court and extensive remodel! The main home consists of 5 bedrooms, 6.5 baths, two living areas, a chef's kitchen, a home theater, a bank vault and refrigerated wine cellar. Only half a mile from the beach and near popular hiking trails, this rare find has all the Malibu life has to offer and more!
Home Details
Home Type
- Single Family
Year Built
- Built in 2001
Lot Details
- 2.57 Acre Lot
- South Facing Home
- Gated Home
- Sprinkler System
- Property is zoned LCR101
Parking
- 10 Open Parking Spaces
- 5 Car Garage
- Driveway
Interior Spaces
- 7,173 Sq Ft Home
- 3-Story Property
- Built-In Features
- High Ceiling
- Ceiling Fan
- Recessed Lighting
- Wine Cellar
- Family Room with Fireplace
- 3 Fireplaces
- Living Room with Fireplace
- Dining Area
- Home Theater
- Bonus Room
- Home Gym
- Ocean Views
Kitchen
- Breakfast Area or Nook
- Breakfast Bar
- Walk-In Pantry
- Oven
- Gas Cooktop
- Microwave
- Dishwasher
- Kitchen Island
- Trash Compactor
Flooring
- Wood
- Carpet
- Concrete
- Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Fireplace in Primary Bedroom
- Primary Bedroom Suite
- Walk-In Closet
- Maid or Guest Quarters
- Double Vanity
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- In Ground Pool
- In Ground Spa
Outdoor Features
- Tennis Courts
- Sport Court
- Balcony
- Covered Patio or Porch
- Fire Pit
Additional Homes
- Detached Guest House
Horse Facilities and Amenities
- Horse Property Unimproved
- Horses Allowed On Property
Utilities
- Central Heating and Cooling System
- Septic Tank
Community Details
- No Home Owners Association
- Service Entrance
Listing and Financial Details
- Assessor Parcel Number 4460-004-010
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 8, 2023
Closed on
Apr 29, 2024
Sold by
Bought by
Seller's Agent
Madison Hildebrand
Compass
Buyer's Agent
Madison Hildebrand
Compass
List Price
$7,988,000
Sold Price
$6,935,000
Premium/Discount to List
-$1,053,000
-13.18%
Views
422
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$100,284
Avg. Annual Appreciation
0.71%
Purchase Details
Listed on
May 4, 2017
Closed on
Nov 14, 2017
Sold by
Bought by
Seller's Agent
Damon Skelton
Compass
Buyer's Agent
Vincent Serhan
List Price
$6,950,000
Sold Price
$6,725,000
Premium/Discount to List
-$225,000
-3.24%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
0.48%
Original Mortgage
$3,698,750
Interest Rate
5.7%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Listed on
Apr 7, 2014
Closed on
Aug 20, 2014
Sold by
Bought by
Seller's Agent
Robert Radcliffe
Sotheby's International Realty
Buyer's Agent
Scotty Brown
Ashby & Graff
List Price
$6,695,000
Sold Price
$6,050,000
Premium/Discount to List
-$645,000
-9.63%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.32%
Original Mortgage
$3,630,000
Interest Rate
3.7%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Closed on
Mar 31, 2006
Sold by
Bought by
Purchase Details
Closed on
Feb 1, 2006
Sold by
Bought by
Purchase Details
Closed on
Apr 8, 2004
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$2,940,000
Interest Rate
3.63%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Feb 14, 2002
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,000,100
Interest Rate
6%
Purchase Details
Closed on
Jun 18, 1999
Sold by
Bought by
Purchase Details
Closed on
Nov 9, 1997
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$595,000
Interest Rate
7.3%
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Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $6,935,000 | Lawyers Title | ||
| $6,725,000 | First American Title Company | ||
| -- | None Available | ||
| -- | Security Union Title Ins Co | ||
| -- | None Available | ||
| -- | Ctc | ||
| -- | Gateway Title Company | ||
| -- | Gateway Title Company | ||
| $595,000 | Equity Title Company |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $3,698,750 | ||
| Previous Owner | $3,630,000 | ||
| Previous Owner | $2,940,000 | ||
| Previous Owner | $1,000,100 | ||
| Previous Owner | $595,000 | ||
| Closed | $500,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/07/2024 06/07/24 | Sold | $6,935,000 | -9.8% | $967 / Sq Ft | |
| 04/22/2024 04/22/24 | Pending | -- | -- | -- | |
| 04/10/2024 04/10/24 | Price Changed | $7,688,000 | -3.8% | $1,072 / Sq Ft | |
| 04/08/2024 04/08/24 | For Sale | $7,988,000 | +15.2% | $1,114 / Sq Ft | |
| 04/05/2024 04/05/24 | Off Market | $6,935,000 | -- | -- | |
| 11/08/2023 11/08/23 | For Sale | $7,988,000 | +18.8% | $1,114 / Sq Ft | |
| 12/29/2017 12/29/17 | Sold | $6,725,000 | -3.2% | $834 / Sq Ft | View Prior Sale |
| 05/04/2017 05/04/17 | For Sale | $6,950,000 | +14.9% | $862 / Sq Ft | |
| 10/03/2014 10/03/14 | Sold | $6,050,000 | -3.9% | $864 / Sq Ft | View Prior Sale |
| 08/18/2014 08/18/14 | Pending | -- | -- | -- | |
| 07/01/2014 07/01/14 | Price Changed | $6,295,000 | -3.1% | $899 / Sq Ft | |
| 06/05/2014 06/05/14 | Price Changed | $6,495,000 | -3.0% | $928 / Sq Ft | |
| 04/07/2014 04/07/14 | For Sale | $6,695,000 | -- | $956 / Sq Ft |
Source: The MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $87,683 | $7,073,700 | $4,039,200 | $3,034,500 |
| 2024 | $87,680 | $7,501,860 | $3,812,730 | $3,689,130 |
| 2023 | $86,078 | $7,354,766 | $3,737,971 | $3,616,795 |
| 2022 | $85,057 | $7,210,556 | $3,664,678 | $3,545,878 |
| 2021 | $83,086 | $7,069,173 | $3,592,822 | $3,476,351 |
| 2020 | $82,621 | $6,996,689 | $3,555,983 | $3,440,706 |
| 2019 | $81,484 | $6,859,500 | $3,486,258 | $3,373,242 |
| 2018 | $76,907 | $6,725,000 | $3,417,900 | $3,307,100 |
| 2016 | $70,491 | $6,142,262 | $2,020,855 | $4,121,407 |
| 2015 | $69,547 | $6,050,000 | $1,990,500 | $4,059,500 |
| 2014 | $40,841 | $3,500,000 | $2,500,000 | $1,000,000 |
Source: Public Records
Agents Affiliated with this Home
-
Madison Hildebrand
-
Jennifer Chrisman
Seller Co-Listing Agent in 2024
Jennifer Chrisman
Compass
(310) 818-5788
44 Total Sales
-
Damon Skelton
Seller's Agent in 2017
Damon Skelton
Compass
(310) 567-0024
15 Total Sales
-
Britt Elizondo
Seller Co-Listing Agent in 2017
Britt Elizondo
The ONE Luxury Properties
(310) 990-5510
11 Total Sales
-
V
Buyer's Agent in 2017
Vincent Serhan
-
Robert Radcliffe
Seller's Agent in 2014
Robert Radcliffe
Sotheby's International Realty
(310) 317-9900
21 Total Sales
Map
Source: The MLS
MLS Number: 23-329423
APN: 4460-004-010
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
© 2026 The MLS™ - Combined L.A. Westside MLS (CLAW). All rights reserved. Based on information from The MLS™ - Combined L.A. Westside MLS (CLAW). All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
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