Rolling Hills Homes with Call for Rules Association amenities

Welcome to Rolling Hills, California—a hidden gem nestled in the heart of Los Angeles County. This picturesque city is renowned for its breathtaking landscapes, serene atmosphere, and exclusive living spaces. With its rolling hills and lush greenery, Rolling Hills offers residents a tranquil escape from the hustle and bustle of city life, while still being conveniently close to the vibrant culture and amenities of Los Angeles.

Rolling Hills is a unique community characterized by its stunning equestrian properties, luxurious estates, and an abundance of outdoor recreational opportunities. The city is designed with an emphasis on privacy and natural beauty, featuring winding roads and expansive lots that allow for a true sense of seclusion. Here, you can enjoy leisurely strolls, horseback riding, and breathtaking views of the surrounding hills and valleys.

For those seeking a lifestyle that combines comfort with community, the Homes with Call for Rules Association amenities in Rolling Hills are a perfect choice. This association not only ensures well-maintained properties but also fosters a sense of camaraderie among residents. Enjoy exclusive access to community events, recreational facilities, and beautifully landscaped parks. Whether you’re hosting a gathering or simply unwinding with family, these amenities elevate your living experience.

Living in Rolling Hills means embracing a lifestyle of luxury and tranquility, where every day feels like a retreat. Discover the beauty of this exceptional city and find your dream home in a community that truly feels like a sanctuary. Welcome to Rolling Hills—where your ideal lifestyle awaits!

Newest Rolling Hills Homes with Call for Rules Association amenities

$7,995,000

5 Beds ⋅ 6 Baths ⋅ SB26206322 MLS ⋅ Active Status

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.

28 Caballeros Road, Rolling Hills

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