Rolling Hills (166) Homes with Trees/Woods View

Welcome to Rolling Hills, a hidden gem nestled in the picturesque landscape of Los Angeles County, California. This exclusive community is renowned for its breathtaking vistas, sprawling estates, and a serene ambiance that feels worlds away from the hustle and bustle of city life. With its rolling hills and lush greenery, Rolling Hills offers a unique blend of natural beauty and luxurious living.

One of the standout features of this charming region is its stunning homes that often come with magnificent views of trees and woods. Imagine waking up to the gentle rustle of leaves and the soft chirping of birds, all while enjoying panoramic views of the surrounding hills. These homes are designed to harmonize with nature, featuring expansive windows that invite the outdoors in and private outdoor spaces perfect for entertaining or simply unwinding after a long day.

The community is not just about beautiful homes; it offers a lifestyle that embraces tranquility and outdoor adventure. Residents can explore miles of scenic trails, perfect for hiking, horseback riding, or leisurely walks with family and friends. The rich flora and fauna of the area provide a perfect backdrop for those who appreciate nature’s beauty.

Rolling Hills is more than just a place to live; it’s a sanctuary where luxury meets nature. Whether you are looking for a sprawling estate or a cozy retreat, this enchanting region has something for everyone. Dive into the serene lifestyle of Rolling Hills, where every day feels like a getaway in your own backyard. Come and discover the magic of living among the trees!

Newest Rolling Hills (166) Homes with Trees/Woods View

$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

$3,650,000

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

Start Your Search

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.