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Listed by: Robin Smith (213) 447-2668 DRE #01989112 | Compass (310) 241-3038
$7,995,000
Monthly Est:$39,794
5 Beds
- 6 Baths
6 full baths
5,874sqft
28 Caballeros Rd, Rolling Hills, CA 90274
$7,995,000
$39,794/moEst:
Get Pre-Approved
Single Family Residence
Built in 1981
$1,399.08/mo HOA
1.39 acres lot
$1,361/sq.ft
Description
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.
- Houzeo last checked: 14 minutes ago
- Listing updated: September 29, 2026 at 8:12 pm
- Source: California Regional MLS-CA | MLS#: SB26206322

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1981
HOA Fees
$1399.08/mo
Finished Area
5,874 sqft
Lot Size
1.39 acres lot
Basement Area
- sqft
MLS Name
California Regional MLS
MLS Number
SB26206322
MLS Status
Active
Days on Market
12
Cumulative Days on Market
3

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Location
HOA Management
RHCA
HOA Fees
$16,789/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Bike Trails
Security Guard
Tennis
CallForRules
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 6
Interior
Heating
Central
Sewer
Unknown
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 Closets
Cooling
Central Air
Appliances
Six Burner Stove, Barbecue, Double Oven, Dishwasher, Ice Maker, Microwave, Refrigerator, Range Hood, Tankless Water Heater, Water To Refrigerator, Water Heater, Dryer, Washer
Flooring
Wood
Window Features
Custom Coverings
Construction
Year Built
Year Built: 1981
Home type
Single Family Residence
Construction Materials
Stucco
Foundation Details
Combination
Property Condition
Turnkey
Architectural Style
Ranch, Spanish
Roof
Tile
Utilities & Energy
Pool Features
In Ground, Private
Fireplace Features
Family Room, Living Room, Primary Bedroom
Association Amenities
Call For Rules, Horse Trails, Guard, Security, Tennis Courts, Trails
Electric
Standard
Water Source
Public
Laundry Features
In Garage, Laundry Room
Security Features
Gated With Guard, Gated Community, Smoke Detectors
Parking Features
Door Multi, Direct Access, Driveway, Garage
Basement
Finished
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected
Other Features
Lot Features
Zero To One Unit Acre, Back Yard, Cul De Sac, Sloped Down, Horse Property, Lot Over40000sqft, Landscaped
Disclosures
Covenants Restrictions Disclosure, Hoa Disclosure
Community Features
Hiking, Horse Trails, Stables, Gated
Patio And Porch Features
Covered, Enclosed, Stone
Price History
| Date | Event | Price |
|---|---|---|
09/26/2026 Source: | Listed for Sale | $7,995,000 $1,361/sqft |
09/24/2026 Source: | Coming Soon | $7,995,000 +33.36% $1,361/sqft |
08/28/2024 Source: | Price Increased | $5,995,000 +53.72% $1,021/sqft |
09/12/2023 Source: | Sold | $3,900,000 $664/sqft |
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Based on information from California Regional Multiple Listing Service, Inc. as of Oct 09, 2026, 12:45AM and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.
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