Rolling Hills (166) Homes with Trail(s) Association amenities

Welcome to Rolling Hills, California, a hidden gem nestled within the picturesque landscapes of Los Angeles County. This exclusive community, known for its serene ambiance and stunning vistas, offers a unique blend of luxury living and natural beauty. With its rolling hills and expansive views of the Pacific Ocean, residents enjoy a tranquil lifestyle that feels worlds away from the hustle and bustle of city life.

Rolling Hills is a haven for nature enthusiasts, featuring an extensive network of trails that wind through the region’s breathtaking terrain. The Homes with Trail(s) Association is a highlight of this community, providing residents with direct access to these scenic pathways. Whether you’re an avid hiker, a casual walker, or simply looking to enjoy the great outdoors, these trails offer a perfect escape for all ages.

In addition to its natural beauty, Rolling Hills boasts an array of amenities designed to enhance the quality of life for its residents. The community is characterized by its spacious homes, each uniquely designed to harmonize with the surrounding landscape. Many properties feature luxurious outdoor spaces, perfect for entertaining or simply soaking in the stunning sunsets.

Residents also enjoy exclusive access to community events and gatherings, fostering a strong sense of camaraderie among neighbors. With its peaceful atmosphere, beautiful scenery, and a commitment to preserving the natural environment, Rolling Hills is not just a place to live; it’s a lifestyle. Discover the charm and elegance of Rolling Hills today, where your dream home awaits amidst nature’s splendor.

Newest Rolling Hills (166) Homes with Trail(s) Association amenities

$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

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

$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

$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

$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

$19,800,000

5 Beds ⋅ 11 Baths ⋅ PV26046180 MLS ⋅ Active Status

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.

38 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

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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.