$8,750,000 - 27860 Winding Way, Malibu

  • 4Beds
  • 5Baths
  • 3,410SQ. Feet
  • 1.06Acres

Malibu Home For Sale

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.

Sales Agent

Sam Smith
  • Sam Smith
  • San Clemente Realtor ®
  • Phone: 949-204-5110
  • Cell: 949-204-5110
  • Contact Agent Now

Amenities

  • Parking Spaces6
  • ParkingDriveway, Garage, Guest, Gated, Private, One Space, Unassigned, Uncovered
  • GaragesDriveway, Garage, Guest, Gated, Private, One Space, Unassigned, Uncovered
  • ViewMountain(s), Ocean, Panoramic, Pool, Water
  • Has PoolYes
  • PoolIn Ground, Private
  • SecuritySecurity Gate, Gated Community, 24 Hour Security

School Information

  • DistrictSanta Monica-Malibu Unified

Essential Information

  • MLS® #25574159
  • Price$8,750,000
  • Bedrooms4
  • Bathrooms5.00
  • Full Baths4
  • Half Baths1
  • Square Footage3,410
  • Acres1.06
  • Year Built1976
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleContemporary
  • StatusActive
  • Listing AgentChristopher Cortazzo
  • Listing OfficeCompass

Exterior

  • Exterior FeaturesFire Pit
  • Lot DescriptionBack Yard, Front Yard, Lawn, Landscaped, Secluded, Yard

Additional Information

  • Date ListedAugust 4th, 2025
  • Days on Market159
  • ZoningLCR11*
  • Short SaleN
  • RE / Bank OwnedN

Community Information

  • Address27860 Winding Way
  • AreaC33 - Malibu
  • CityMalibu
  • CountyLos Angeles
  • Zip Code90265

Interior

  • InteriorWood
  • Interior FeaturesBeamed Ceilings, Breakfast Bar, Eat-in Kitchen, High Ceilings, Living Room Deck Attached, Open Floorplan, Recessed Lighting, Walk-In Closet(s)
  • AppliancesBarbecue, Built-In, Double Oven, Dishwasher, Disposal, Range, Refrigerator, Range Hood
  • HeatingCentral
  • FireplaceYes
  • FireplacesGas
  • # of Stories2
  • StoriesTwo

Price Change History for 27860 Winding Way, Malibu, (MLS® #25574159)

Date Details Price Change
Price Reduced $8,750,000 $700,000 (7.41%)
Price Reduced (from $9,500,000) $9,450,000 $50,000 (0.53%)

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  • City:
    Malibu
  • Price Range:
    $674,000 - $110,000,000
  • Current Listings:
    261
  • HOA Dues:
    $658
  • Average Price per Square Foot:
    $2,316

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Based on information from California Regional Multiple Listing Service, Inc. as of January 9th, 2026 at 9:02pm PST. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.