Rolling Hills (166) Homes with 24 Hour Security Security Features

Welcome to Rolling Hills, California, a hidden gem nestled in the heart of Los Angeles County. Known for its breathtaking landscapes, this exclusive community offers an idyllic blend of luxury living and natural beauty. Rolling Hills is characterized by its rolling terrain, lush greenery, and panoramic views of the surrounding hills and valleys. With a population of just over 1,800 residents, this serene enclave provides a peaceful retreat from the hustle and bustle of city life, while still being just a short drive away from the vibrant culture and amenities of Los Angeles.

One of the standout features of homes in Rolling Hills is the unparalleled security that residents enjoy. The community is gated and patrolled 24 hours a day, ensuring a safe and tranquil environment for families and individuals alike. This added layer of security allows residents to relax and enjoy their surroundings without worry. The homes themselves are stunning, often featuring expansive lots, custom architecture, and luxurious amenities that cater to a sophisticated lifestyle.

In Rolling Hills, outdoor enthusiasts will find plenty to love, with miles of equestrian trails, hiking paths, and scenic parks to explore. The community is also home to a tight-knit group of neighbors who take pride in their surroundings, fostering a sense of camaraderie and belonging. Whether you’re drawn to the natural beauty, the luxurious homes, or the secure living environment, Rolling Hills offers a unique opportunity to experience the best of Southern California living. Come discover why this enchanting community is the perfect place to call home!

Newest Rolling Hills (166) Homes with 24 Hour Security Security Features

$6,795,000

5 Beds ⋅ 5 Baths ⋅ PV26127741 MLS ⋅ Active Status

A Legendary Cliff May Estate with Iconic Views and Endless Possibilities. Perched atop one of the most coveted streets in the exclusive guard-gated community of Rolling Hills, this extraordinary Cliff May-designed estate offers a rare opportunity to own one of the Peninsula's most remarkable properties. Set on approximately two usable acres, the residence captures breathtaking panoramic views stretching from the Queen’s Necklace and the Los Angeles skyline to dazzling city lights below. Originally selected by the former president of Southern California Edison as the premier homesite on Buggy Whip Drive, this exceptional property was chosen for its commanding 180-degree vistas, expansive flat grounds, and unparalleled privacy. Decades later, it remains one of Rolling Hills’ most treasured settings. The timeless California ranch architecture envisioned by renowned architect Cliff May seamlessly blends indoor and outdoor living. Nearly every room enjoys spectacular views, with walls of glass framing the skyline and filling the home with natural light. Vaulted ceilings, marble flooring, and elegant entertaining spaces create a refined yet comfortable environment. The thoughtfully designed floor plan features five bedrooms and five-and-one-half bathrooms, including formal living and dining rooms, a gourmet kitchen, and an adjoining family room that opens effortlessly to the outdoor entertaining areas. Outside, resort-style amenities await. A sparkling pool, expansive patios, and built-in barbecue create the ultimate setting for sunset entertaining. With approximately two flat acres, there is ample space for a pickleball court, tennis court, vineyard, orchard, or expanded equestrian facilities. Equestrian enthusiasts will appreciate the existing barn and corral with potential for future enhancement or possible conversion into an ADU or guest residence (buyer to verify with the City). A detached guest apartment with kitchenette provides comfortable accommodations for visitors, extended family, or live-in staff. Beyond the gates, Rolling Hills offers one of Southern California’s most coveted lifestyles with private riding and hiking trails, community tennis courts, three guarded entrances, and a serene rural atmosphere just minutes from beaches, shopping, dining, and award-winning schools.

13 Buggy Whip Drive, Rolling Hills

$3,650,000

4 Beds ⋅ 4 Baths ⋅ PV26107296 MLS ⋅ Active Status

Perched at the heart of the prestigious 24-hour guard-gated city of Rolling Hills, this stunning single-level residence offers a rare sanctuary where breathtaking views, serene natural beauty, and refined luxury converge. The iconic Queen's Necklace coastline, shimmering city lights, and a tranquil tree-lined canyon unfold before you, creating a living backdrop that is nothing short of extraordinary. A landscaped walkway leads to a secluded double-door entry, where open-beam cathedral ceilings, polished travertine tile floors, and abundant natural light set an immediate tone of quiet sophistication. Expansive picture windows and sliding glass doors wrap the entire home, dissolving the boundary between indoors and out, and drawing the serene gardens, patios, and sweeping vistas seamlessly into every room. The open living area flows gracefully from a formal living room and dining space to a casual dining area. Additionally, a large family room is nearby with its own fireplace for everyday enjoyment. A double-sided fireplace connects the living room to a versatile bonus room, ideal as an office, gym or tearoom. The chef's kitchen is appointed with granite countertops, a breakfast bar, custom cabinetry, premium appliances, and a wine fridge. Every detail speaks to both culinary function and gracious entertaining. The private bedroom wing is a world apart. The primary suite is a true sanctuary, featuring a generous sitting area, a spacious walk-in closet and two additional closets. Meanwhile, the primary bathroom has a dual sink vanity, soaking tub, and shower. Two additional bedrooms are of good size, both with a walk-in closet and share a Jack-and-Jill bathroom. A privately located 4th bedroom en-suite offers flexibility as a guest/in-law retreat, while a powder room and laundry room complete the thoughtful floor plan. Outside, the grounds unfold into a lush, multi-tiered outdoor retreat. 4 gentle water fountains in separate garden courtyards fill the air with a soothing calm. A sparkling pool and spa face the open horizon with a sitting and lounging area, while a private wood deck offers the perfect perch for quiet reflection or meditation as the sun rises or the city lights begin to twinkle. A barn with two stables adds rare future potential to this already remarkable estate. To live in Rolling Hills is to live apart from the ordinary. Ensconced in privacy, surrounded by nature, and elevated above it all. This is a rare offer that defines a life well-lived.

14 Georgeff, Rolling Hills

$4,750,000

4 Beds ⋅ 4 Baths ⋅ PV26001465 MLS ⋅ Active Status

Live the lifestyle you’ve been dreaming of in this stunningly remodeled 4-bedroom, 4-bath luxury residence, located behind the gates in the private city of Rolling Hills, with unobstructed, panoramic views from Queen's necklace to Long Beach Harbor and everything in between. Designed for both elevated entertaining and comfortable daily life, this move-in-ready home offers seamless indoor-outdoor flow and an effortless sense of style. At the heart of the home is a gourmet chef’s kitchen featuring a huge center island, commercial range, Sub Zero refrigerator/freezer, two stainless dishwashers, and a walk-in pantry, perfect for gathering with family and friends, or hosting celebrations. Wide-plank hardwood floors and sun-filled spaces enhanced by skylights create a warm, inviting atmosphere throughout. Multiple living areas open to the outdoors showing off the custom sparkling pool and spa where a large grassy yard invites al fresco dining, play, pets, and peaceful relaxation—an ideal setting for creating lasting memories. Whether hosting intimate dinners or lively gatherings, this home effortlessly accommodates every occasion. A rare blend of luxury, comfort, and lifestyle, this exceptional property offers the perfect setting to enjoy views, privacy, and modern living at its finest. Rolling Hills is a private and gated city that offers its residents miles of hiking/horse trails, lighted tennis and pickle ball courts and community riding rings. As unique as it is special!

67 Eastfield, Rolling Hills

$5,895,000

4 Beds ⋅ 5 Baths ⋅ PV25272474 MLS ⋅ Active Status

Stunning 5100+ square foot estate in an exclusive, private, guard gated city offering stunning panoramic city, Mountain, and ocean views. This extraordinary architectural compelling home boasts high ceilings throughout, creating an airy, open atmosphere. Featuring for spacious bedrooms, multiple living areas, a chefs kitchen, three separate offices, every detail has been designed for both comfort and elegance. The property sits on two usable acres with a resort style backyard including a sparkling pool and spa, large lawn area perfect for that indoor outdoor California lifestyle. Separate guest house adds privacy and versatility for visitors additional living space. The circular driveway with motor court also has and an impressive five car garage. This home is a rare find, combining modern amenities with breathtaking natural beauty. Don't miss this exceptional opportunity. Private and gated city of rolling Hills office miles of hiking trails, community equestrian facilities including three riding rings, lighted tennis courts, and even Pickleball with the utmost in security and privacy.

57 Saddleback, Rolling Hills

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.