Properties

Malibu, CA 90265 27860 Winding Way

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Presented By: Christopher Cortazzo with Compass;
  • MLS# 26657743
  • 02/27/2026
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  • Beds • 4
  • Full/Half Baths • 4 / 1
  • SQFT • 4,733
  • Garage • 1

Home Details

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.
Presented By: Christopher Cortazzo with Compass;

Interior Features for 27860 Winding Way

Bedrooms

Total Bedrooms4

Bathrooms

1/4 Baths0
3/4 Baths0
Half Baths1
Total Baths5

Other Interior Features

LivingAreaSourceOther
Common WallsNo Common Walls
Fireplace FeaturesGas
Fireplace Y/NYes
FlooringWood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBeamed Ceilings, Breakfast Bar, Eat-in Kitchen, High Ceilings, Living Room Deck Attached, Open Floorplan, Recessed Lighting, Walk-In Closet(s)
Laundry FeaturesInside
Total Stories2

General for 27860 Winding Way

AccessibilityNone
AppliancesBarbecue, Built-In, Double Oven, Dishwasher, Disposal, Range, Refrigerator, Range Hood
Architectural StyleContemporary
Buyer FinancingCash
CityMalibu
Community FeaturesGated
CountyLos Angeles
DirectionsPCH to Winding Way to destination.
DisclosuresCoastal Commission Restrictions
Entry LocationFoyer
Full Baths4
Garage Y/NYes
HOANo
HeatingCentral
High School DistrictSanta Monica-Malibu Unified
LevelsTwo
Living Area4733
Lot Size Square Feet46167
Lot Size UnitsSquare Feet
MLS AreaC33 - Malibu
New ConstructionNo
Other StructuresGuest House
Patio/Porch FeaturesCovered, Open, Patio
Pool FeaturesIn Ground, Private
PossessionClose Of Escrow
PostalCityMALIBU
Property Attached Y/NNo
Property Sub Type AdditionalSingle Family Residence
Property SubtypeSingle Family Residence
Property TypeResidential
Security FeaturesSecurity Gate, Gated Community, 24 Hour Security
Senior Community Y/NNo
Spa FeaturesIn Ground, Private
Special Listing ConditionsStandard
Standard StatusActive
StatusActive
Stories Count2
ViewMountain(s), Ocean, Panoramic, Pool, Water
Year Built1976
ZoningLCR11*

Exterior for 27860 Winding Way

Building Area Total4733
Door FeaturesSliding Doors
Exterior AmenitiesFire Pit
Lot FeaturesBack Yard, Front Yard, Lawn, Landscaped, Secluded, Yard
Lot Size Acres1.0598
Lot Size Area46167
Parking FeaturesDriveway, Garage, Guest, Gated, Private, One Space, Unassigned, Uncovered
Private PoolYes
SpaYes
Total Parking6
Water SourcePublic

Additional Details

Price History

Schools

Middle School N/A
Elementary School Big Hollow Elementary School

Connect Realty

Price $8,250,000
MLS#26657743
List Date 02/27/2026
Property Type Single Family
Phone 888.795.6274
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Request Tour
Request Info
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