Rolling Hills (166) Homes with Two Levels Stories

Rolling Hills (166) Homes with Two Levels Stories

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. This exclusive community is renowned for its breathtaking landscapes, expansive equestrian trails, and a tranquil atmosphere that feels worlds away from the bustling city. Rolling Hills offers a unique blend of natural beauty and luxurious living, making it an ideal location for those seeking a serene lifestyle without sacrificing convenience.

The homes in Rolling Hills are a testament to architectural elegance, with many featuring stunning two-level stories that provide ample space and versatility for families of all sizes. These multi-level residences often boast spacious living areas, gourmet kitchens, and expansive outdoor spaces perfect for entertaining or simply soaking in the picturesque views of the surrounding hills. Imagine waking up to the sound of birds chirping and the sight of lush greenery right outside your window!

In addition to the stunning homes, Rolling Hills is known for its strong sense of community. Residents enjoy a variety of amenities, including private parks, riding trails, and a community association that fosters neighborhood engagement. The area's commitment to preserving its natural beauty ensures that Rolling Hills remains a pristine environment for generations to come.

Whether you're looking for a peaceful retreat or a vibrant community to call home, Rolling Hills offers the perfect blend of luxury and tranquility. Discover the charm of this remarkable area and explore the beautiful two-level homes that await you in this picturesque enclave of Los Angeles County. Your dream home in Rolling Hills is just a visit away!

Newest Rolling Hills (166) Homes with Two Levels Stories

2 Spur Lane, Rolling Hills
$6,995,000
5 Beds ⋅ 5 Baths ⋅ PV26234685 MLS ⋅ Active Status
SPECTACULAR PANORAMIC OCEAN, COASTLINE & CATALINA ISLAND VIEWS! Above the clouds and beyond expectations. Experience sophisticated coastal living in this stunning, newer 5,000+ square-foot estate, ideally situated in the prestigious gated city of Rolling Hills. Designed to capture breathtaking panoramic views, this exceptional residence seamlessly blends timeless elegance with modern luxury. Featuring five bedrooms, beautiful white oak floors, soaring vaulted ceilings, state-of-the-art smart home technology, and disappearing Nano wall doors that create the ultimate indoor-outdoor living experience. The gourmet kitchen boasts quartzite countertops and an expansive center island, perfect for entertaining. A private movie theater and separate entrance guest quarters provide additional comfort and versatility. Outside, discover a resort-inspired retreat featuring a sparkling pool and spa, lush terraced gardens, inviting fire pits, orchard and spectacular ocean vistas. A 16MW owned solar system with Tesla batteries and spacious three-car garage completes this extraordinary property. An exceptional opportunity to enjoy luxury, privacy, and the very best of the Rolling Hills lifestyle.

2 Spur Lane, Rolling Hills
3 Buckboard, Rolling Hills
$4,188,000
4 Beds ⋅ 4 Baths ⋅ SB26211630 MLS ⋅ Active Status
Behind the gates of Rolling Hills, tucked away on an intimate cul-de-sac shared by only four homes, this beautifully remodeled residence offers exceptional privacy, sweeping views and the relaxed elegance that makes this community so special. From the moment you turn onto the cul-de-sac, the views begin to unfold, creating a wonderful sense of arrival before you even reach the property.Thougtfully designed the home features a wonderful floor plan that feels open, inviting and comfortable from the moment you enter. Beautifully updated interiors and generous living spaces flow effortlessly from room to room, making the home equally suited for everyday living and entertaining. Large windows bring in abundant natural light while capturing the beautiful city lights and surrounding views.The remodeling has been completed with both style and functionality in mind,allowing the next owner to simply move in and enjoy. Outside, privacy and the setting take center stage. The peaceful surroundings and expansive views create a feeling of being completely removed from the city, while everything the South Bay has to offer is just beyond the gates.Rolling Hills is known for its open space, equestrian character and unique rural atmosphere—a lifestyle increasingly difficult to find in Los Angeles. Schedule your private showing and experience the beauty, privacy and very special setting of life behind the gates of Rolling Hills.

3 Buckboard, Rolling Hills
14 Johns Canyon Road, Rolling Hills
$3,000,000
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
49 Saddleback, 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
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.

How much is your home worth?

Get instant property value now!