Rolling Hills (166) Homes with Gated Community Security Features

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. This picturesque community is renowned for its breathtaking landscapes, sprawling equestrian estates, and a lifestyle that seamlessly blends luxury with tranquility. With its rolling hills and lush greenery, the area offers a serene escape from the hustle and bustle of city life, making it a coveted destination for those seeking peace and privacy.

One of the standout features of Rolling Hills is its commitment to security and exclusivity. The community is gated, providing residents with peace of mind and a sense of belonging. The security features are designed to protect your investment and ensure a safe environment for you and your family. Imagine enjoying your morning coffee on a sun-drenched patio, surrounded by nature, knowing that your home is in a secure, gated community.

Homes in Rolling Hills are architectural masterpieces, often featuring expansive floor plans, luxurious finishes, and stunning views that capture the essence of Southern California living. Whether you’re looking for a sprawling estate with equestrian facilities or a contemporary retreat with modern amenities, Rolling Hills has something to offer everyone.

Beyond the beautiful homes, residents enjoy access to a variety of recreational activities, including hiking trails, horseback riding, and community events that foster a strong sense of camaraderie among neighbors. Rolling Hills is not just a place to live; it’s a lifestyle choice that promises comfort, security, and an unparalleled quality of life. Discover the charm of Rolling Hills, where your dream home awaits!

Newest Rolling Hills (166) Homes with Gated Community Security Features

$4,200,000

4 Beds ⋅ 4 Baths ⋅ PV26199644 MLS ⋅ Active Status

A beautifully appointed ranch-styled home nestled amid a lush, landscaped setting in the heart of Rolling Hills. Surrounded by manicured grounds, mature trees and winding pathways through the vineyard you get a great sense of tranquility and rustic charm. The elegantly designed home creates a great sense of comfort and features beautiful pastoral and ocean views. The floor plan design provides a living room centered around an open hearth stone fireplace, a large family room with a wet bar accented with high soaring ceilings, a lower level area that is ideal for a media room, game room and entertainment. The updated kitchen is designed for the creative chef with a wolf range and stainless steel appliances. The 4 bedrooms and office are highlighted with a luxurious primary suite with a resort styled bathroom and walk-in closet. The balance of the bedrooms have a jack and jill set up and an ensuite guest bedroom. The exterior grounds create a special outdoor environment with a PV stone patio with pool and spa overlooking the views and a built in outdoor kitchen and parklike yard area. The original barn structure could be a workshop, gardening shed or studio. Located within a private gated community, the home offers a serene setting with coastal breezes and quiet outdoor spaces.

6 Caballeros, Rolling Hills

$4,800,000

5 Beds ⋅ 4 Baths ⋅ PV26174009 MLS ⋅ Active Status

Nestled on a tranquil cul-de-sac in the exclusive 24/7 guard-gated enclave of Rolling Hills, this contemporary ranch-style masterpiece boasts unprecedented levels of luxury, space, and views of the ocean, Queen’s Necklace, Malibu coastline, nearby canyon, inspiring mountains, and sparkling city lights, including downtown Los Angeles, SoFi Stadium, and the iconic Hollywood sign. This single level residence surrounded by lush, manicured landscape was originally built in 1964 but taken down to the studs and rebuilt in 2020. The reimagined home boasts towering cathedral ceilings lined with skylights and high quality custom cabinetry, millwork, tile, and hardwood flooring throughout. It is also fitted with new plumbing, dual zone HVAC, energy efficient dual pane windows & sliding doors, electrical systems and roof. Step inside to discover a home lovingly designed to maximize beauty, ambiance, and light. The great room, which includes living, dining, and a towering library wall with rolling ladder, boasts a stunning wall of glass showcasing the breathtaking views. The open-concept kitchen sets the stage for your most daring culinary and entertainment adventures, featuring vaulted ceilings, quartz counters, chef-grade appliances, a huge central island, custom cabinetry as well as a walk-in pantry & wine fridge/bar counter nearby. The spacious primary suite showcases the best view and offers double walk-in closets and a beautiful spa-like bathroom. Meanwhile, there is one bedroom en-suite and one bedroom with direct access to the adjacent hallway bathroom. Two additional bedrooms share another hallway bathroom that exudes luxury and comfort. Outside, the entertainment space is surrounded by rose gardens, with multiple tiers of dining, sunning, and seating patios cascading down the backyard. The highlight is the 30' infinity-edge pool and spa finished with white marble, blue glass pebble bottom tiles & 4 waterfalls. It is complemented by an adjacent lounging area and a seating area with fireplace, perfect for relaxation and entertainment while overlooking the stunning views. This house has a 3-car garage with lots of space for storage, while a circular, paver driveway presents a grand entrance and plenty of guest parking. With direct access to hundreds of acres of horse trails and equestrian zoning, the property offers a lifetime of luxury living. This is a rare opportunity to make this dream home yours.

2 El Concho Lane, 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

$3,200,000

5 Beds ⋅ 5 Baths ⋅ SB26088047 MLS ⋅ Active Status

Set within the private, guard-gated equestrian city of Rolling Hills, an extraordinary offering unfolds across two adjoining properties on a private cul-de-sac—14 and 16 Johns Canyon Road—now available simultaneously for a once-in-a-lifetime chance to create a combined estate of exceptional scale and potential. 14 Johns Canyon Road presents a legacy property rooted in the historic Rancho Elastico. Originally constructed in 1926 as a ranch bunkhouse and thoughtfully expanded over time, the residence has evolved into a substantial multi-wing home centered around an open courtyard, blending original character with later additions, for a highly flexible floorplan. The formal entry with powder room opens to a spacious living room with soaring wood-beam ceilings, a Palos Verdes stone fireplace, and French doors to a patio. The formal dining room is well connected to the kitchen, featuring a center island, pantry, and breakfast nook with access to the courtyard for indoor-outdoor living. An open hall with an adjoining study leads to the original portion of the home, where a library, additional living area, second kitchen, bedroom, full bathroom, and office nook provide space for a variety of uses. The home continues with a wing including two bedrooms, a shared bath, and nearby laundry room. A spacious primary suite features a five-piece bath and cedar-lined closets. A large basement with interior and exterior access is well-suited for a gym, studio, or workshop. The grounds reflect a rich equestrian and lifestyle heritage, with multiple horse stalls and runs, expansive lawns, mature shade trees, and a variety of gardens and open spaces. Outdoor features include multiple gathering areas, BBQ patios, an enclosed yard with playhouse, freestanding writing retreat, and areas previously used for animal care and rehabilitation, contributing to the property’s unique and meaningful history. The showstopper is a converted concrete barn, reimagined as a two-level saloon and entertainment venue. Complete with a stage, lighting and sound systems, bar, balcony, and restroom, it offers a truly one-of-a-kind setting for private events, performances, or creative pursuits. The driveway continues to the adjacent parcel at 16 Johns Canyon Road, also available. Together, these two properties create a rare opportunity to establish a private compound or legacy estate—where history, space, privacy, and vision converge in one of the South Bay’s most exclusive and distinctive communities.

14 Johns Canyon Road, Rolling Hills

$5,950,000

6 Beds ⋅ 7 Baths ⋅ PV26057607 MLS ⋅ Active Status

Set within the prestigious, guard-gated city of Rolling Hills, this extraordinary 5,500-square-foot residence offers sweeping City and Queen’s Necklace views from its bedrooms, decks and patios. French doors seamlessly blend indoor and outdoor living throughout this mostly single-story gem. Upon entry, the foyer welcomes with soaring ceilings and reveals an expansive, light-filled living room. A semi-open concept kitchen with Thermador appliances, granite countertops, and light wooden cabinetry serves as the perfect setting for both everyday living and the special moments in between. Vaulted ceilings, recessed lighting, curated alabaster light fixtures, hardwood floors, wide hallways, and generously sized bathrooms create an airy environment that feels both elegant and inviting. The oversized basement features a fitness room, storage room, full bathroom and wet bar, French doors openi to a Large Mediterranean style patio complete with an outdoor fireplace—offering additional space to retreat- or entertain! The home is comprised of 6 bedrooms and 7 bathrooms, including a fully self-contained guest house. Outdoors, a sparkling pool, putting green, barn, lush landscaping, and panoramic views provide an exceptional setting for both relaxed living and unforgettable entertaining. Welcome Home!

49 Saddleback, 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

$5,575,000

4 Beds ⋅ 5 Baths ⋅ PV25272474 MLS ⋅ Active Status

Stunning 5200+ 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

Start Your Search

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.