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28 Caballeros Road Rolling Hills, CA 90274
$7,995,000 5 beds, 6 baths
5, 874 sqft
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Photo of Jesse Hlubik

Jesse Hlubik REALTOR® - Sales Associate 310-890-6928 m
310-890-6928 o
Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com
Text Me
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Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com
Sherman Oaks Office
14141 Ventura Blvd., Ste. 8
Sherman Oaks, CA 91423
Phone: 818-528-3200
Fax: 818-386-9007
Sherman Oaks 14141 Ventura Blvd., Ste. 8
Sherman Oaks, CA 91423
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Welcome to 28 Caballeros Rd — a rare offering in the gated hillside enclave of Rolling Hills, where sprawling parcels, hiking and horse trails, and lush greenery set the stage for true resort-style living above the clouds. This exceptional 5,874 sq ft estate (4,727 sq ft main house plus a ~1,147 sq ft guest house) offers 5 bedrooms and 5.75 baths, fully reimagined by Kim Lapin Interiors and Canyon Homes in a modern Montecito Ranch aesthetic. Enter through a private courtyard with a running fountain into a home defined by vaulted ceilings and thoughtful flow throughout. Curated natural, vintage, and hand-crafted finishes are found at every turn — Calacatta Viola marble, solid white oak and walnut cabinetry with unlacquered brass and polished nickel hardware, zellige and sand-cast brick, warm hardwood floors, and four fireplaces. A formal living room opens directly to the stunning backyard, with views of the Queen's Necklace and twinkling city lights setting the tone for indoor-outdoor living. The North side of the home holds the kitchen, dining, and family living room — a warm, easy space built for lazy days together. The chef's kitchen features double ovens and a sunny breakfast nook, opening naturally into the family room beyond. The South side offers four bedrooms, each with its own ensuite bath for maximum privacy. The primary suite is a true sanctuary, with soaring vaulted ceilings and natural light pouring in, its own fireplace, a walk-in closet, and a spa-like primary bath designed for a quiet retreat. Downstairs, a bonus den awaits with a projector screen, bar area, and direct access outside, along with a laundry room and additional office space. The existing ADU — which includes the 5th bedroom, bath, and kitchenette with sweeping views — was expanded by 500 sq ft. The result is a fully built-out gym with white oak floors, mirrored walls, and minimal-frame Titoni sliding doors opening to views of the horse corral. Outside, enjoy a fenced yard with pool, spa, fire pit, and BBQ area, plus full horse facilities and direct access to the Purple Canyon trail — a true equestrian and entertainer's dream in one of the South Bay's most coveted communities.

Listing Details

Property type: Single Family Residence (Single Family)
Status: Active
MLS# SB26206322
List price is $7,995,000
HOA Fee is $16789.00
Beds: 5
Baths: 6 (6 full)
Family Room,Living Room,Primary Bedroom fireplaces
Built in 1981
5,874 sqft
1 story
1.39 acres
Lot size: 1.3937
County: Los Angeles
Property style: Ranch,Spanish
Zoning: RHRAS1*
Construction: Stucco
Interior features: Built-in Features,Breakfast Area,Separate/Formal Dining Room,High Ceilings,Pantry,Sunken Living Room,Main Level Primary,Primary Suite,Walk-In Pantry,Walk-In Closet(s)
Appliances: SixBurnerStove,Barbecue,Double Oven,Dishwasher,Ice Maker,Microwave,Refrigerator,Range Hood,Tankless Water Heater,Water To Refrigerator,Water Heater,Dryer,Washer
Parking description: Door-Multi,Direct Access,Driveway,Garage
Lot description: ZeroToOneUnitAcre,Back Yard,Cul-De-Sac,Sloped Down,Horse Property,Lot Over 40000 Sqft,Landscaped
Heating/cooling: Central Air
Heating description: Central
MLS area: 166 - Rolling Hills

Last Updated: 9/29/2026

 Find more Rolling Hills homes and real estate

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This listing belongs to the 166 - Rolling Hills MLS area

The style of this listing is Ranch,Spanish.
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Lat/Long: 33.756553, -118.343181.
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Listing Agent: Robin Smith
Lic#: 01801928
Office Name: Sherman Oaks

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Out of households, are families.

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Photo of Jesse Hlubik

Jesse Hlubik REALTOR® - Sales Associate 310-890-6928 m
310-890-6928 o
Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com
Text Me
Call My Cell
Call My Office
Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com

Sherman Oaks Office
14141 Ventura Blvd., Ste. 8
Sherman Oaks, CA 91423
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