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

27860 Winding Way
Malibu, California 90265
Property Price
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
Comparable Sales Map
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 27860 Winding Way Subject | $8,250,000* List Price | 4 | 5 | 4,733 | $1,975 | - |
A 6530 Zuma View Place Sold | $10,712,000 | 4 | 5 | 4,850 | $2,209 | 0.8 mi |
B 28036 Sea Lane Drive Sold | $8,250,000 | 5 | 6 | 5,085 | $1,622 | 0.3 mi |
* Subject property listed price vs sold prices of comps.
Condition Analysis
OVERALL CONDITION SCORE
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
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 4.0 | 50% |
| Baths | 5.0 | 4.0 | 67% |
| Square foot | 4,733 | 2,981 | 81% |
| Lot Size | 46,167 | 18,369 | 75% |
| Price | $8.25M | $4.00M | 76% |
| Price per sq ft | $1.7K | $1.3K | 66% |
| Built year | 1976 | 1976 | 50% |
| HOA | $0 | $0 | 50% |
| Days on market | 7 | 220 | 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





















































