27860 Winding Way, Malibu, California 90265, Malibu, 90265 - 4 bed, 5 bath

27860 Winding Way, Malibu, California 90265 home-pic-0

27860 Winding Way

Malibu, California 90265

ACTIVE
CONDITION: EXCELLENT
4Beds
5Baths
4,733Sq Ft
46,167Lot Size

Property Price

LIST PRICE$8,250,000
EST. MARKET VALUE
$9,349,685
11% BelowMARKET VALUE

SUMMARY

Analysis of 27860 Winding Way, Malibu, California 90265 reveals a Prime Investment Opportunity with a current list price of $8,250,000—significantly undercutting the $9,349,685 Fair Market Value by 11%. This valuation gap indicates a +$1,099,685 Instant Equity potential for buyers. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Malibu Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.

Estimated Market Value

$9,349,685 +$1,099,685 Equity Potential
Based on Realkey algorithm analyzing recent comparable sales in Malibu.

Comparable Sales Map

Comparables within 1 miles sold in recently

Address Sold Price BedsBathsSq Ft$/SqftDistance
27860 Winding Way
Subject
$8,250,000*
List Price
454,733$1,975-
A
6530 Zuma View Place
Sold
$10,712,000454,850$2,2090.8 mi
B
28036 Sea Lane Drive
Sold
$8,250,000565,085$1,6220.3 mi

* Subject property listed price vs sold prices of comps.

Condition Analysis

OVERALL CONDITION SCORE

Excellent
TeardownExcellent

Property is new construction or fully renovated.

Although originally built in 1976, the property has been completely reimagined and extensively renovated with high-end designer finishes. It features wide-plank oak flooring, a gourmet kitchen with a massive stone island and custom cabinetry, disappearing walls of glass, and a fully finished guest house with polished concrete floors. All components, including the industrial light fixtures and hand-finished plaster walls, reflect current luxury standards with no deferred maintenance.

PROSSTRENGTHS & OPPORTUNITIES

  • High Available Lot Utilization

    The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 46167, living area = 4733.

  • Architectural Fusion

    The estate masterfully blends California modernism with rustic refinement, featuring high-end finishes like wide-plank oak floors, beamed ceilings, and disappearing walls of glass that create a sophisticated yet soulful atmosphere.

  • Exceptional Outdoor Lifestyle

    Set on over an acre, the grounds offer a premier lifestyle experience with a sleek lap pool, tiered gardens, a dining terrace, and a fully realized edible garden with raised beds and fruiting trees.

CONSRISKS & DEFICIENCIES

  • MLS Listing Discrepancy

    Living area discrepancy between mls listing and other public or private record. mls listing living area = 4733, other record living area = 3410. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 4, other record bedroom count = 5.

  • Inland Location

    While offering privacy and panoramic views, the property is located on the landward side of PCH, requiring a short drive to access Malibu's beaches and coastal boutiques.

  • Original Build Date

    Despite the extensive reimagining, the core structure dates back to 1976, which may lead to higher long-term maintenance requirements compared to a ground-up new construction.

About 27860 Winding Way

Tucked behind mature hedging on one of Malibu's most desirable streets, this exquisite estate presents a striking blend of California modernism and rustic refinement. Completely reimagined with an emphasis on natural light, flow, and function, the property exudes a sense of serenity from the moment you arrive. Anchored by clean lines and framed by mature trees, the residence features a contemporary stucco exterior with sharp geometric rooflines and walls of glass that open to expansive grounds. Inside, the interiors unfold with organic warmth where wide-plank oak floors, beamed ceilings, vintage fixtures, and antique doors create a soulful counterbalance to the home's modern architecture. The heart of the home is a sunlit great room with soaring ceilings and disappearing walls of glass that open onto a lush green lawn and shimmering pool. Thoughtfully layered seating areas surround a central fireplace, while oversized iron chandeliers cast a warm glow overhead. The adjacent dining room framed by oversized sliders and a pair of reclaimed wood barn doors effortlessly connects to the gourmet kitchen. Designed for both utility and aesthetic impact, the kitchen features a massive center island with stone countertops, custom wood cabinetry, and open shelving, all illuminated by industrial pendant lighting. The primary suite is a haven of texture and tranquility, with a romantic canopy bed, hand-finished plaster walls, and direct access to the pool deck. A curated mix of woven textures, soft linens, and patinated wood imbue the space with an effortless global elegance. Beyond the main residence, the grounds unfold into a spectacular lifestyle setting. A sleek lap pool with integrated spa is flanked by sun loungers and bordered by lush privacy hedges. Tiered gardens bloom with vibrant plantings, and a thoughtfully designed dining terrace invites open-air meals beneath the trees. A fully realized edible garden, complete with raised beds and fruiting trees, enhances the property's sense of abundance and connection to nature. Nestled just beyond the garden, a beautifully finished guest house offers a peaceful retreat for visitors or an inspiring studio space. Featuring polished concrete floors, steel-framed glass doors, and warm natural textures throughout, the guest house evokes quiet luxury and lives like a private sanctuary perfect for work, creativity, or extended stays. Modern yet soulful, expansive yet intimate, this Winding Way estate offers a rare balance of architecture, landscape, and lifestyle just minutes from the beaches and boutiques of Malibu's eastern coastline.

Property Details

Public Facts

Property Type
Single Family Residence
Year Built
1976
Lot Size
46,167 Sq. Ft.

Interior

Total Bedrooms
4
Total Bathrooms
5 (5 Full, 0 Half)

Exterior & Parking

No exterior & parking available.

Utilities & Misc

HOA Fee
$0 / Month

Neighborhood Insights

Sensitive Facilities

No sensitive facilities data found.

Neighborhood Comparison

FeatureSubjectAverage HomeNeighborhood Ranking (50 Listings)
Beds4.04.0
50%
Baths5.04.0
67%
Square foot4,7332,981
81%
Lot Size46,16718,369
75%
Price$8.25M$4.00M
76%
Price per sq ft$1.7K$1.3K
66%
Built year19761976
50%
HOA$0$0
50%
Days on market7220
1%

Pricing History

Listed for Sale

Feb 27, 2026

$8,250,000

Initial Listing

Sold

Jun 3, 2002

$2,165,000

Public Record

Sold

Sep 29, 1999

$1,596,000

Public Record

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