Rolling Hills (166) Real Estate

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. This enchanting community is renowned for its breathtaking landscapes, luxurious estates, and a lifestyle that seamlessly blends tranquility with sophistication. Situated on the picturesque Palos Verdes Peninsula, Rolling Hills boasts rolling hills, lush greenery, and stunning views of the Pacific Ocean, making it a haven for nature lovers and those seeking a peaceful retreat from the hustle and bustle of city life.

With a population of just over 1,800 residents, Rolling Hills offers an exclusive, tight-knit community atmosphere where neighbors become friends. The area is characterized by its spacious properties, many of which feature equestrian facilities, reflecting the town's rich equestrian heritage. Residents enjoy access to miles of scenic trails perfect for horseback riding, hiking, and biking, allowing for an active and outdoor-oriented lifestyle.

Rolling Hills is also home to top-rated schools, making it an ideal location for families seeking quality education for their children. The community prioritizes safety and privacy, with gated entrances and a strong sense of community involvement, ensuring a peaceful environment for all.

In addition to its natural beauty and community spirit, Rolling Hills is conveniently located near upscale shopping, dining, and cultural attractions in nearby cities like Palos Verdes Estates and Rancho Palos Verdes. Whether you’re looking for a serene escape or a place to call home, Rolling Hills offers a unique blend of luxury, nature, and community that is truly unparalleled. Experience the charm of Rolling Hills and discover why this enchanting enclave is the perfect place to live, grow, and thrive.

Newest Listings in Rolling Hills (166)

$3,800,000

4 Beds ⋅ 2 Baths ⋅ PV26152805 MLS ⋅ Active Status

An incredibly rare opportunity to acquire a ready-to-build 1.4-acre property with approved plans in place. Currently there is an existing 2,490 sq. ft. residence, though the true value lies in the land, plans and vision for the future estate. With nearly four years of meticulous planning, design, engineering, and governmental review already completed, this property offers a rare opportunity to bypass the most time-intensive stages of development. This exceptional offering allows the next owner to move directly into the next chapter and create a one-of-a-kind Rolling Hills luxury retreat. The approved plans call for a stunning mid-century modern ranch estate designed by renowned architect Luis de Moraes that captures gorgeous Palos Verdes coastline, ocean, and Catalina Island views. Envisioned at approximately 4,870 sq. ft. of living space, plus a 967 sq. ft. oversized 3-car garage, the future residence features 5 bedrooms, 5.5 bathrooms, a spacious great room, laundry room, wine cellar, and a thoughtfully designed primary suite with dual walk-in closets and a beautiful en-suite bathroom. The outdoor living experience is equally impressive, with plans for a true backyard oasis complete with an expansive pool deck, covered porch, outdoor kitchen, waterfall-edge pool and spa, and firepit designed for effortless entertaining against a breathtaking coastal backdrop with Catalina views. A rare chance to bypass years of planning and bring an extraordinary Rolling Hills estate vision to life. Set within one of Southern California’s most private and coveted gated cities Rolling Hills offers a lifestyle defined by space, privacy, equestrian tradition, and natural beauty. With just under 700 homes across approximately three square miles, all properties are set on at least one acre and surrounded by the community’s signature rural character. Residents enjoy three staffed gated entrances, nearly 30 miles of recognized bridle trails, resident riding rings, tennis facilities, and breathtaking views that span the coastline, ocean, city lights and pastoral canyons. Buyer to verify all plans and approvals. Approved plans and Geological reports are available upon‌‌‌‌‌‌‌‌‌‌‌‌‌ request.

4 Spur Lane, Rolling Hills

$19,500,000

6 Beds ⋅ 7 Baths ⋅ PV26145356 MLS ⋅ Active Status

Welcome to the Nike House, where unrivaled architecture, privacy, opportunity, and absolute serenity meet at the top of Palos Verdes in the private, gated city of Rolling Hills. As the only true Modern Ranch Estate on the entire Peninsula, this six-bedroom, seven-bathroom trophy property stands as an architectural gem. It was designed by award-winning and visionary architect Robert L. Thompson, the mastermind behind over 70 structures on the Nike Campus. The residence proudly displays dramatic lines, spectacular backlighting, soaring ceilings, and intentional design elements never before seen in this exclusive community.Thoughtfully curated to inspire both productivity and restoration, the estate seamlessly blends executive-caliber workspaces with world-class amenities—including a magnificent office suite overlooking a tranquil Asian garden, two additional private offices, a cozy screening room, a professional gym with a custom sauna, and an expansive outdoor kitchen overlooking the resort-style pool and spa—embodying the very best of Southern California indoor-outdoor living. A true rarity in Palos Verdes, this exquisite property spans nearly four acres of fully usable land, where panoramic Pacific Ocean and Catalina views meet the sparkling city lights of Los Angeles. The sprawling grounds also feature a stunning poolside guest residence complete with two bedrooms, a full bathroom, and a spacious living area. Acres of gardens begin with a picturesque olive tree alley, leading to an expansive orchard featuring a multitude of citrus, avocado, and exotic fruits, a colorful rose garden with a storybook playhouse, and well-manicured flower gardens and lush green lawns. Plenty of open, flat space remains for a barn, corrals, and/or a tennis court. This is a once-in-a-lifetime opportunity where extraordinary living can become your everyday experience.

18 E Crest Road, Rolling Hills

$2,425,000

3 Beds ⋅ 3 Baths ⋅ SB26132436 MLS ⋅ Active Status

Behind the private gates of prestigious Rolling Hills, this one-of-a-kind California ranch with modern architectural elements sits on more than an acre of land. Beautiful, enduring, and deeply intentional, the home feels like an environmental retreat, showing like a cinematic movie set with a quietly dramatic presence. Thoughtfully improved by exceptional stewards of the property, the residence blends timeless character with elevated modern design. Inspired by principles of biophilic design and feng shui, the home embraces a connection to nature through soaring custom wood cathedral ceilings, expansive windows, skylights, Venetian plaster, clay walls, and earth-inspired materials that create a rich, tactile interior filled with light, texture, comfort, and soul. The home offers three bedrooms, two-and-a-half bathrooms, an expansive family room, and seamless indoor-outdoor living. Subtle sustainable eco-conscious features, including hempcrete construction, timber by-product insulation, and passive house ventilation, add innovation without compromising everyday comfort or livability. Outside, more than 60 mature fruit trees, raised vegetable garden beds, a wraparound hacienda porch, and multiple patios create a private country retreat. Whether you're a gardener, artist, organic foodie, vegetarian, or simply someone who appreciates beauty in all forms, the property allows you to cultivate a lifestyle centered around wellness and creativity. From the hillside, enjoy sweeping views of the Los Angeles Basin, city lights, mountains, coastline, and spectacular sunsets. With room for horses, an ADU, guest cottage, art or music studio, pickleball court, pool, RV parking, multi-car garage, or future expansion, the property offers exceptional flexibility in one of Southern California's most coveted guard-gated cities. Located within the highly-regarded Palos Verdes Peninsula Unified School District and surrounded by scenic equestrian and hiking trails, this rare opportunity is where architecture, privacy, and possibility come together.

2 Chuckwagon, Rolling Hills

$3,950,000

4 Beds ⋅ 6 Baths ⋅ PV26128743 MLS ⋅ Active Status

Set on approximately 2.7 acres in the exclusive, gated community of Rolling Hills, this exceptional equestrian estate blends refined living with the serenity of the countryside. Beautifully renovated in 2023, the approximately 3,833 sq. ft. main residence offers 3 bedrooms and 3.5 bathrooms. The expansive great room showcases soaring wood-beamed ceilings, beautiful oak flooring, and a dramatic stacked-stone fireplace, opening seamlessly to the gourmet kitchen appointed with Viking and Sub-Zero appliances and an impressive 10-foot island. An oversized multipurpose room functions beautifully as a second family room or game room and offers flexibility as a potential additional bedroom. Outdoors, unwind by the resort-style pool with Baja shelf and spa, complemented by a convenient pool house with bathroom, shower, and dressing area. A secluded approximately 800 sq. ft. Guest House features one bedroom and bath, a living room with fireplace, kitchenette, and sweeping countryside views, which is ideal for guests, extended stays or the perfect home office. Equestrian amenities include a three-stall barn with tack room and hot walker, with easy access to miles of riding trails and the nearby riding ring. An oversized stamped-concrete driveway provides effortless access to the three-car garage. Additional highlights include air conditioning, backup generators, collapsible doors, four fireplaces, and the rare, tranquil feeling of country living just moments from everything the Peninsula has to offer.

3 Poppy Trail, Rolling Hills

$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

$2,000,000

SB26088969 MLS ⋅ Active Status

In a rare and extraordinary offering, 16 and 14 Johns Canyon Road are available simultaneously, presenting a once-in-a-lifetime opportunity to acquire two adjoining properties on a peaceful cul-de-sac within the guard-gated equestrian city of Rolling Hills. 16 Johns Canyon Road offers a truly remarkable expanse of land itself, defined by breadth, privacy, and natural beauty. Tucked among towering eucalyptus and mature shade trees, the property unfolds into serene, park-like grounds with an openness that is both inviting and inspiring. The approach reveals a gently elevated site with generous usable grounds spanning over 2 acres. At the heart of the property, the sweeping long lawn is anchored by a charming gazebo, long utilized as a setting for celebrations, special events, and clandestine gatherings. This central space provides both presence and flexibility, equally suited for tranquil enjoyment or larger-scale entertaining. Palos Verdes stone pathways, paired with well-established landscaping, create a sense of place that feels grounded, natural, and timeless. The grounds extend beyond the main lawn to additional open areas, including an established orchard and further stretches of land. Mature greenery, flowering elements, and layered plantings create a landscape rich in texture and character, providing an incredible foundation for future vision and expansion. The scale of the parcel allows for a variety of uses, including a custom residence, equestrian facilities, gardens, recreational spaces, or a thoughtfully designed estate compound. Positioned within one of the South Bay’s most exclusive communities, the property benefits from convenient access to the Crest Gate with a guard near Crenshaw Boulevard, while maintaining a strong sense of seclusion. Independently compelling, 16 Johns Canyon Road is further distinguished by its simultaneous availability with the adjacent 14 Johns Canyon Road—featuring a historic residence, equestrian improvements, and a one-of-a-kind entertainment structure—creating a once-in-a-lifetime chance to establish a larger estate. Opportunities to acquire side-by-side properties of this scale and character within Rolling Hills are exceptionally limited. Whether envisioning a private retreat, equestrian estate, or long-term legacy holding, 16 Johns Canyon Road offers a canvas where vision can take shape—defined by space, privacy, and enduring potential within one of the most coveted and protected settings in Los Angeles County.

16 Johns Canyon Road, Rolling Hills

$3,500,000

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

$12,500,000

6 Beds ⋅ 9 Baths ⋅ PV26086787 MLS ⋅ Active Status

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…

34 Crest E, Rolling Hills

$6,000,000

5 Beds ⋅ 6 Baths ⋅ WS26065821 MLS ⋅ Active Status

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.

60 Crest Road E, Rolling Hills

$6,250,000

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

$7,270,000

PV26056949 MLS ⋅ Active Under Contract Status

Situated within the prestigious guard-gated enclave of Rolling Hills, 80 Saddleback Road occupies the apex of a private peninsula, offering a rare 7-acre coastal sanctuary defined by absolute privacy. The property features a massive pad that commands an astonishing 180-degree "ocean to ocean" panoramic view, stretching unobstructed from the Malibu coastline across the Santa Monica Bay to the Long Beach Harbor. This isn't just a piece of land; it is a fully realized vision, sold with approved plans by renowned architect Joe Spierer for a one-of-a-kind masterpiece. The buyer of this landmark estate, will be the beneficiary of nearly four years of meticulous design, engineering, and governmental review. The plan's primary residence is a sprawling 12,000-square-foot single-level marvel featuring six en suite bedrooms, three powder rooms, and grand entertaining spaces that flow seamlessly to a private pool and spa. The utility of the expansive property is enhanced by a detached one-bedroom guest house-complete with its own pool and spa-and a world-class wellness structure housing a gym, dry sauna, steam room, and outdoor spa. Designed for the ultimate lifestyle, the plans also include a full-sized tennis court and an equestrian-ready barn featuring two stalls, a tack room, feed room and coral. This is a turnkey invitation to build one of the most significant and secluded estates in coastal Southern California, while retaining the ability to customize finishes and design. Approved plans and Geological report are available upon request.

80 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.