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.
This landmark Crest Road estate is set on approximately 5.5 usable acres, and is one of the very few properties in Rolling Hills offering views in three directions; city lights and coastline to the north, harbor to the east, and ocean and Catalina to the south. Perched above the street with a commanding presence, the home enjoys tremendous curb appeal. A sweeping driveway leads to the elegant porte-cochère, spacious motor court, and a five-car garage. The huge, park-like backyard is truly impressive, showcasing a large pool and spa, expansive lawn, a double bocce ball court, and a barn with riding ring below. Inside, the home exudes a sense of elegance and grandeur, with generous living spaces designed to capture the views. The living room overlooks the rolling front lawn with sweeping vistas of the ocean and Catalina, while the spacious family room opens to the backyard with its dazzling city lights and coastline views beyond. The bedroom wing includes five bedrooms, each with its own full bathroom. The oversized primary suite offers a luxurious sense of space and privacy. The separate guest casita enjoys a bedroom, kitchenette and cozy living space. Additional highlights include a screening room, a gym, sauna and a temperature-controlled wine cellar. With its exceptional setting, rare multi-view orientation, and expansive grounds, this property presents a remarkable opportunity to own one of Rolling Hills’ signature estates, ready to enjoy as is or to tailor to your vision. This is the one you’ve been waiting for…
This beautiful single family residence is situated in a highly secured 24 hour guard gated city. This Contemporary classic ranch style with gorgeous views and large windows throughout. This Single story 5 bedrooms/6 bath estate sits on approx 3 acres of impeccable landscaping all behind a long and private gated driveway. The backyard features a cascading waterfall from the house to the negative edge pool and in-ground spa sits next to a large high vaulted ceilings and gourmet chef's kitchen with separate formal dining area. The master suite features its own fireplace with a large walk-in closet, private mahogany wood adorned study w/fireplace, and a spa-quality master bath.
38 Saddleback in Rolling Hills is an architectural triumph, a 9,400-square-foot Contemporary Ranch nestled on a sprawling 54,732-square-foot lot. Designed by Criss Gunderson with inspiration from Cliff May, the estate’s positioning was guided by two Feng Shui masters to ensure a perfect harmony with its environment. This intentionality is matched by an uncompromising commitment to natural materials, featuring Italian Limestone floors, handmade oak and walnut doors with Rocky Mountain hardware, and the same Hope steel doors found at the Getty Museum. The home offers a dual-kitchen experience designed by Cooper Pacific of Beverly Hills: a sleek contemporary kitchen equipped with Gaggenau and Miele appliances and a "Entertainment Kitchen" featuring a handmade La Cornue stove, a Wood Stone pizza oven, and 150-year-old reclaimed barn beams. For the entertainer, the dining room is anchored by a Lindsey Adelman chandelier, while the lower level reveals a Cinema de Cuore theater with custom Fortress seating and a wine cellar constructed from recycled French castle stones and wine-barrel wood. The residence functions as a private sanctuary, offering five bedrooms and nine bathrooms outfitted with elite fixtures from Gessi, Graff, and Axor. The primary suite is a masterclass in luxury, boasting pure white marble walls and Calacata floors. Wellness is central to the design, with a comprehensive spa including an all-cedar dry sauna, steam room with rain shower, massage room, and a soaking tub that transitions to an outdoor shower. Modern convenience is integrated through a laundry chute, a dumbwaiter, and a dedicated library/office located in a separate barn to preserve the sanctity of family life. Outside, the property captures 270-degree panoramic views stretching from Malibu through Los Angeles all the way to Long Beach Harbor, creating an organic flow between the high-design interiors and the breathtaking landscape. This is a home built with conviction, prioritizing craftsmanship, history, and the simple joy of a life well-lived.
This 6355 square foot single story home has 6 bedrooms and 7.0 bathrooms. The sf includes the 1100sf guest house w/ bedroom, kitchen, bathroom, game room & loft. This home is located in the gated city of Rolling Hills at 17 Eastfield Dr. Cooling & Heating, Central Air (4 units). Generac generator for full back up natural gas powered. Tennis court, pool, jacuzzi, outdoor covered bar/bbq, 600ft storage barn (permit pending). Lot size 1.41 acres flat w partial 5ft upgrade in backyard. Slate roof, year built 1956, remodeled 2008-2024. HOA est. $600/mo. Property surrounded by variety of multiple trees for privacy.
Modern Ranch Home Built in 1999 by the current owners from the ground up. This home has all of the space and amenities anyone could want! With privacy and views of the Harbor Breakwater and Ocean, Long Beach City Lights and Coastline to the south, one will see glorious sunrises. With 1.7 acres of usable land, this home features a private guest house (fully equipped with a cozy fireplace, separate bedroom, bathroom and laundry), bocce ball court, swimming pool with spa, gardens and paths, orchard and grassy yard and the potential to build a barn. With over 6000 sgft of outside patios and porches that overlook the views and grounds, visitors are drawn outside through large glass walls of windows, to enjoy the serenity of mature trees and landscaping. Enter into the home through a covered veranda and you are greeted with warm wood flooring and wood ceilings with a neutral color palette that were inspired by a love of Big Sur. Inside you will find gracious open entertaining spaces with large stone fireplaces. The kitchen is in the heart of the home and accesses both the Living, Dining and Family rooms (with a wet bar and pool table). There is a large library with walls of woodwork shelves and a fireplace to relax in front of and read. The primary bedroom overlooks the views and is ensuite to a large bathroom featuring his and hers closets, dual vanities, soaking tub and skylights. Down a hand crafted spiral staircase, there is a finished basement ready to customize a wine room and media room. Enjoy the existing mirrored dance or exercise room which is ready to go. There is also a large bathroom that leads out to the spa and pool. There is a workshop next to the oversized three car garages. Community schools are excellent and within the Equestrian inspired City of Rolling Hills are 26 miles of trails, two riding rings and tennis and pickleball courts. With 3 separate 24/7 attended gates, Rolling Hills offers less traffic while enjoying incredible views and a rural lifestyle. Easy access to all other Southbay and Los Angeles cities for dining and beaches. The Palos Verdes Peninsula also offers local shopping and dining options and incredible parks and vistas from them all!
Rolling Hills is located in California. Rolling Hills, California has a population of 1,436. Rolling Hills is less family-centric than the surrounding county with 21.15% of the households containing married families with children. The county average for households married with children is 30.99%.
The median household income in Rolling Hills, California is $250,001. The median household income for the surrounding county is $76,367 compared to the national median of $69,021. The median age of people living in Rolling Hills is 55.1 years.
The average high temperature in July is 76 degrees, with an average low temperature in January of 48.6 degrees. The average rainfall is approximately 15.2 inches per year, with 0 inches of snow per year.
