27445 Winding Way, Malibu, CA 90265 (MLS # 26865021)
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With sweeping views from nearly every room, soaring ceilings, walls of glass, and exquisite architectural detailing throughout, this exceptionally private contemporary estate offers the ideal setting for both grand-scale entertaining and peaceful retreat. Set behind gates on more than two acres at the end of a cul-de-sac, the property is surrounded by beautifully terraced and landscaped grounds featuring expansive lawns, flagstone pathways, pomegranate, guava, grapefruit, and orange trees, as well as scenic vista points.The home's refined contemporary interior preserves timeless architectural details, including graceful arched openings and a dramatic double-height foyer anchored by an elegant curved staircase with scrolled railings leading to a columned mezzanine on the upper level. The living and dining room is framed by expansive windows showcasing panoramic views of verdant hillsides, Little Dume, the coastline, the Pacific Ocean, and Catalina Island, while glass doors open to a spacious view terrace ideal for al fresco dining and entertaining. The updated chef's kitchen features a tray ceiling, granite-topped center island, walk-in pantry, breakfast area with wraparound views, and a breakfast bar overlooking the inviting sunroom and family room with a fireplace and automated window coverings. A media room and two guest bedrooms complete the main level. Upstairs, four en suite bedrooms each enjoy private balconies, including the exceptional primary suite with a sitting room, meditation room or office, fireplace, private balcony, dual walk-in closets, dual spa-inspired bathrooms, and breathtaking ocean views. Additional highlights include three fireplaces, a newly resurfaced ocean-view pool and spa, expansive lawns, multiple outdoor patios, a four-car garage, parking for approximately ten additional vehicles in the motor court, and numerous smart home features.
| DAYS ON MARKET | 59 | LAST UPDATED | 7/27/2026 |
|---|---|---|---|
| YEAR BUILT | 2002 | COMMUNITY | C33 - Malibu |
| GARAGE SPACES | 2.0 | COUNTY | Los Angeles |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Disposal, Dryer, Microwave, Oven, Range, Range Hood, Refrigerator, Washer |
| AREA | C33 - Malibu |
| EXTERIOR | Balcony, Barbecue |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Central |
| INTERIOR | Breakfast Bar, Coffered Ceiling(s), Eat-in Kitchen, High Ceilings, Recessed Lighting, See Remarks, Walk-In Closet(s) |
| LOT | 2.0317 acre(s) |
| LOT DESCRIPTION | Back Yard, Landscaped |
| LOT DIMENSIONS | 88499 |
| PARKING | Covered, Driveway, Garage, Garage Door Opener, Guest, Private |
| POOL | Yes |
| POOL DESCRIPTION | Private, In Ground, Pool Cover |
| SEWER | Septic Tank |
| STORIES | 2 |
| VIEW | Yes |
| VIEW DESCRIPTION | City Lights, Mountain(s), Ocean, Panoramic, Pool |
| WATER | Public |
TOTAL MONTHLY PAYMENT
| SATELLITE VIEW |
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