Property Description
Positioned on over an acre in one of Malibu's most sought-after enclaves, 27950 Winding Way offers a rare opportunity to restore a classic Mediterranean estate or build a new vision from the ground up. Set behind mature landscaping and surrounded by panoramic ocean and mountain views, the property captures the essence of coastal California living.The existing residence is rich with architectural characterterra cotta rooflines, arched openings, wrought-iron balconies, and grand columnsoffering a timeless foundation for restoration. Expansive grounds feature mature trees, a central fountain, and multiple outdoor areas with space to expand, reimagine, or completely redesign.Located moments from sandy beaches, scenic trails, and the best of Malibu's dining and amenities, this exceptional parcel invites endless possibilities in a location that defines luxury and legacy.
Get a detailed valuation report, schedule a tour or make an offer!
“I specialize in helping clients find their dream home or next investment in California, focusing on residential and multi-family properties. My client-first approach, clear communication, and attention to detail ensure that everyone I work with receives exceptional service.”
TurboHome Fair Market Estimate
TurboHome Savings
$174,105
TurboHome Estimated Value
$7,801,000
$2,954 sqft
High Valuation
$8,191,050
$3101/sqft
Normal Valuation
$7,801,000
$2954/sqft
Low Valuation
$7,410,950
$2806/sqft
3rd Party Estimates
Source | $/sqft | Valuation |
---|---|---|
HouseCanary | $2954/sqft | $7,801,000 |
Get a detailed valuation report, schedule a tour or make an offer!
“I specialize in helping clients find their dream home or next investment in California, focusing on residential and multi-family properties. My client-first approach, clear communication, and attention to detail ensure that everyone I work with receives exceptional service.”
Neighborhood
Loading map...
Comparative Value
$4.00M
$6.65M
$9.00M
27950 Winding Way, Malibu, CA 90265
List Price: $3,995,000
Subject Property
6300 Gayton Pl, Malibu, CA 90265
Sale Price: $6,650,000
Selected Comparable
26940 Malibu Cove Colony Dr, Malibu, CA 90265
Sale Price: $9,000,000
Selected Comparable
Neighborhood Comps
Subject Property
SUBJECT27950 Winding Way, Malibu, CA 90265
List: $3,995,000
Listed: 8/7/2025
Area:2,641 sqft
Price/sqft:$1,513
Beds:3
Baths:3
Year Built:—
Lot Size:86,964
Comparable Properties
COMPARABLEChoose comps
6300 Gayton Pl, Malibu, CA 90265
Sale: $6,650,000
3/27/2025 • 1.28 mi
Area:3,400 sqft
Price/sqft:$1,956
Beds:4
Baths:3
Year Built:—
Weight:51.2%
26940 Malibu Cove Colony Dr, Malibu, CA 90265
Sale: $9,000,000
3/12/2025 • 1.37 mi
Area:3,502 sqft
Price/sqft:$2,570
Beds:4
Baths:3
Year Built:—
Weight:48.8%
Subject Property
SUBJECTImage | Address | List Price | sqft | Price/sqft | Lot Size | Distance | List Date | Beds | Baths | Year Built | Weight |
---|---|---|---|---|---|---|---|---|---|---|---|
27950 Winding Way, Malibu, CA 90265 | $3,995,000 | 2,641 | $1,513 | 86,964 | — | 8/7/2025 | 3 | 3 | — | — |
Comparable Properties
COMPARABLEChoose comps
Image | Address | Sale Price | sqft | Price/sqft | Lot Size | Distance | Sale Date | Beds | Baths | Year Built | Weight |
---|---|---|---|---|---|---|---|---|---|---|---|
6300 Gayton Pl, Malibu, CA 90265 | $6,650,000 | 3,400 | $1,956 | 87,552 | 1.28 mi | 3/27/2025 | 4 | 3 | — | 51.2% | |
26940 Malibu Cove Colony Dr, Malibu, CA 90265 | $9,000,000 | 3,502 | $2,570 | 6,706 | 1.37 mi | 3/12/2025 | 4 | 3 | — | 48.8% |
Nearby Listings
13 similar properties within 5 miles

List Price: $3,895,000
6158 Ramirez Canyon Rd, Malibu, CA 90265
3 bd 3 ba 3,040 sqft
TurboHome Est. Value:
$3,836,000

List Price: $3,900,000
5782 Calpine Dr, Malibu, CA 90265
3 bd 2 ba 1,920 sqft
TurboHome Est. Value:
$3,846,800

List Price: $3,499,000
5761 Calpine Dr, Malibu, CA 90265
3 bd 2 ba 2,502 sqft
TurboHome Est. Value:
$3,670,100
How it Works
1
Meet your local TurboHome agent
We match you with an in-house licensed real estate agent who knows your market
2
We support your home-buying journey
Everything you'd expect your agent to do: touring, analysis, coaching, offers, negotiations, and closing
3
You get big savings
You split the commission with your agent 50/50, saving you thousands compared to a traditional agent
