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Malibu Winding Way

Malibu, CA 90265, USA

CHECK AVAILABILITY (30 NIGHT MINIMUM)

All Inclusive Price

Opening Snapshot

Winding Way presents the best kind of Malibu problem: why leave? The beach and Malibu Country Mart are nearby, but the gated hillside compound has ocean views, a pool, tennis, theater, gym, outdoor kitchen and fruit orchards. The orchard may be our favorite part because it softens everything else. Without it, this could easily feel like another giant private resort. Add fruit trees and suddenly there’s something personal and distinctly California about wandering outside in the morning and picking something growing on the property. The Pacific is still out there reminding you where you are, but Winding Way doesn’t rely on the ocean to entertain you. It gives Malibu some competition.

GUESTS

BEDROOMS

BATHROOMS

PETS ALLOWED

POOL

HOT TUB

FIRE FEATURE

DEDICATED WORKING SPACE

WINERY ESTATE

EV CHARGING

HOME FOR SALE

Virtual Tour

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What we love

The combination of tennis, pool and ocean views gives the property true resort scale, but the orchard keeps the experience grounded. That juxtaposition is what makes it memorable. There’s also a theater, gym and office, which means the house can absorb a full month without every day revolving around the pool. Someone can maintain a fitness routine, someone else can work, and the group can end the evening with a movie. The outdoor kitchen makes staying home for dinner particularly appealing. Malibu evenings have a way of making restaurant reservations feel less urgent.

Keep in mind

This is hillside Malibu, not beachfront Malibu. You’ll drive to the sand, restaurants and Malibu Country Mart even though they’re relatively close. The estate’s size also means this is best suited to a group that will actually use the extensive amenities.

Work Mode

A dedicated office makes productive days possible, although ocean views and a tennis court are unusually aggressive forms of workplace distraction.

The brag

Joe B. lens:
The orchard wins me over. Tennis and a giant pool are great, but walking outside and picking fruit from your own trees makes the place feel like somebody’s California dream instead of just another resort.
Joe R. lens:
Tennis, gym, pool and theater. I could basically run my entire weekend without leaving the property—and then watch a movie when I’m finally tired enough to stop.
Together we agree:
Winding Way makes going into Malibu feel almost optional.

Getting around

You’re above Pacific Coast Highway, with Malibu Country Mart, Malibu Pier, beaches and the broader PCH coastline close by car. This isn’t a walkable Malibu stay; the advantage is having a private resort above the coast and dropping down whenever the ocean wins.

Joe-Tested,
Joe-Approved

Tennis before lunch. Pool after. Pick something from the orchard. Maybe the beach tomorrow.

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Additional Property Details

City & State:

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From the Owner:

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Amenities

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House Rules

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