Rolling Hills Real Estate

Welcome to Rolling Hills, a hidden gem nestled in the picturesque hills of Los Angeles County, California. This enchanting city is renowned for its stunning landscapes, luxurious estates, and a lifestyle that perfectly balances tranquility with convenience. With a population of just over 1,800 residents, Rolling Hills offers an intimate community atmosphere where neighbors become friends and every corner exudes charm.

The city is characterized by its rolling terrain, lush greenery, and breathtaking views of the Pacific Ocean and the surrounding mountains. Outdoor enthusiasts will revel in the city’s vast open spaces, including the beautiful Rolling Hills Community Association trails, perfect for hiking, horseback riding, and nature walks. The community is designed with a commitment to preserving its natural beauty, ensuring that residents can enjoy a serene, park-like environment.

Rolling Hills is also conveniently located near major transport routes, making it easy to access the bustling city life of Los Angeles, while still enjoying the peaceful retreat that this unique enclave offers. Families will appreciate the top-rated Palos Verdes Peninsula Unified School District, which provides excellent educational opportunities for children.

In addition to its natural beauty and community spirit, Rolling Hills boasts a strong sense of security, with a dedicated police force and a neighborhood watch program. This makes it an ideal place for families, retirees, and anyone seeking a safe and serene environment.

Discover the allure of Rolling Hills, where luxury meets nature, and every day feels like a vacation. Your dream home awaits in this idyllic Southern California paradise!

Newest Listings in Rolling Hills

$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

$6,999,000

4 Beds ⋅ 6 Baths ⋅ PV26145890 MLS ⋅ Active Under Contract Status

Conveniently located near the Rolling Hills main gate, this stunning estate blends rustic character with refined modern style. A winding walkway leads to a warm and inviting interior featuring a game room, formal living room, formal dining room, and an exceptional chef’s kitchen with custom cabinetry, Quartz, Neolith and natural stone counters, and stainless steel sinks. Just off the kitchen, the spectacular family room creates the Great Room everyone wants, while the adjacent office offers a quiet place to work. The bedroom wing includes three bedrooms, highlighted by a luxurious primary suite with a vintage brick fireplace set in a herringbone pattern. The primary bath features Neolith counters, custom cabinetry, heated floors, a beautiful soaking tub, and a basalt stone shower. Two walk-in closets add a true sense of luxury. Outside, lush natural landscaping surrounds the pool, spa, BBQ area, and rock pool slide, creating an ideal setting for entertaining and everyday enjoyment. Guests may never want to leave once they discover the 650 square foot guest house with one bedroom and one bath. Additional features include vintage chestnut flooring, custom porcelain tile, skylights with integrated blinds and remote controls, newer outdoor lighting, air-conditioning, security system, Sonos sound system, and solar panels. There's even a separate barn and area for horses. Come see for yourself why this exceptional Rolling Hills estate feels even more special in person.

7 Acacia Road, 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 Under Contract 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

$4,250,000

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

$8,999,000

3 Beds ⋅ 3 Baths ⋅ PV26094306 MLS ⋅ Active Under Contract Status

Originally conceived as a private retreat, this intimate single-level residence was built with a clear intent: quality and craftsmanship. At a little over 3,100 square feet, it prioritizes quality over scale. Every detail was thoughtfully considered, every finish executed to an uncompromising standard. Uninterrupted ocean views extend from nearly every room, opening to the horizon as the doors disappear, creating a seamless transition to the outdoor living spaces. Steel doors and windows, clean architectural lines, and a timeless slate roof establish a refined palette of materials, balancing strength and simplicity. The interiors are warm yet restrained, allowing the setting to take center stage. An infinity-edge pool extends toward the ocean, with thoughtfully designed spaces for dining, relaxing, and gathering, all oriented to capture the view from morning light through sunset. Located within one of Southern California’s most sought-after gated communities, 71 Crest Road East is a compelling example of quality over quantity, where thoughtful design and execution take precedence.

71 Crest Road E, 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

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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.