Rolling Hills Homes with Gated with Guard Security Features

Rolling Hills Homes with Gated with Guard Security Features

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. This picturesque city is renowned for its breathtaking landscapes, serene ambiance, and exclusive lifestyle. With its rolling hills and lush greenery, Rolling Hills offers a unique blend of suburban tranquility and proximity to the vibrant energy of Los Angeles.

One of the standout features of this enchanting community is its commitment to security and privacy. Many homes in Rolling Hills boast gated entrances with guard security features, providing residents with peace of mind and a sense of safety. These exclusive properties are designed for those who value both luxury and security, allowing homeowners to enjoy their private oasis without worries.

The architecture in Rolling Hills is as varied as its residents, with stunning estates that reflect a range of styles, from modern masterpieces to charming ranch-style homes. Each property is nestled among meticulously landscaped grounds, offering stunning views of the surrounding hills and valleys. Whether you’re enjoying a sunset from your patio or taking a leisurely stroll through the neighborhood, you’ll find beauty at every turn.

In addition to its luxurious homes, Rolling Hills is home to a tight-knit community that values an active lifestyle. Residents can take advantage of the numerous hiking trails, equestrian paths, and parks that dot the landscape, making it easy to connect with nature and enjoy the great outdoors.

If you’re looking for a serene retreat that prioritizes security and luxury, Rolling Hills is the perfect place to call home. Discover the unparalleled lifestyle that awaits you in this idyllic California city.

Newest Rolling Hills Homes with Gated with Guard Security Features

$7,995,000
5 Beds ⋅ 6 Baths ⋅ SB26206322 MLS ⋅ Coming Soon 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
$3,499,000
4 Beds ⋅ 4 Baths ⋅ PV26201764 MLS ⋅ Active Under Contract Status
Welcome to 1 Meadowlark Lane, a private and inviting single-level ranch home set on just over an acre in one of Rolling Hills’ most sought-after locations within this tranquil, 24-hour guard-gated community. Ideally positioned near the Main Gate and within walking distance of the community’s pickleball and tennis courts, this special property offers an exceptional combination of privacy, convenience and indoor-outdoor living. From the moment you enter the grounds, the lush, manicured landscaping feels like walking through an English garden. Mature fruit trees, flowering gardens and verdant hedges surround the property, creating a beautiful sense of privacy and seclusion. Inside, the expansive Great Room features vaulted ceilings and impressive bi-fold glass doors that open to the gardens and outdoor entertaining areas, seamlessly connecting the interior with the surrounding landscape. The spacious primary suite is a private retreat of its own, complete with a sitting area, huge walk-in closet and remodeled bath featuring a steam shower. Two additional bedrooms and flexible living spaces provide plenty of room for family, guests or a home office. Designed for quintessential Southern California living, the backyard is centered around a sparkling pool and spa, outdoor BBQ area and expansive brick patios with patio heaters, all enveloped by lush landscaping and mature hedges. Whether entertaining friends for a summer dinner, relaxing poolside or enjoying a quiet afternoon in the garden, the setting is equally suited to entertaining and everyday living. Adding to the versatility of the property is a spacious detached guest house with vaulted ceilings, privately situated away from the main residence, as well as a separate building currently used as a weight room that could also serve as a fitness studio, office or creative space. A large three-car garage, abundant guest parking and additional space for boat or RV storage complete the property. Private, lush and exceptionally well located, 1 Meadowlark Lane offers a rare opportunity to enjoy the best of the Rolling Hills lifestyle, just moments from the Main Gate, community pickleball and tennis courts, and miles of scenic trails. Paid for solar.

1 Meadowlark, 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 Under Contract 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
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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.