Rolling Hills Homes with Two Levels Stories

Rolling Hills Homes with Two Levels Stories

Welcome to Rolling Hills, a hidden gem nestled in the breathtaking hills of Los Angeles County, California. Known for its stunning natural beauty and serene atmosphere, Rolling Hills offers a unique blend of luxurious living and a close-knit community feel. With sweeping views of the Pacific Ocean and the Los Angeles skyline, this picturesque city is a haven for those seeking tranquility without sacrificing access to urban amenities.

Rolling Hills is renowned for its exclusive, gated communities that provide residents with privacy and security. The area boasts a variety of architectural styles, but one of the standout features of many homes here is the charming two-level stories. These spacious residences are designed to maximize both comfort and functionality, making them perfect for families or individuals who appreciate open, airy living spaces. With ample room for entertaining, relaxing, and enjoying the stunning views, two-story homes in Rolling Hills are a true delight.

The city is also home to lush landscapes, equestrian trails, and an abundance of outdoor recreational opportunities. Residents can enjoy hiking, horseback riding, and leisurely strolls through the scenic surroundings. The community is committed to preserving its natural beauty, ensuring that Rolling Hills remains a tranquil escape from the hustle and bustle of nearby Los Angeles.

Whether you’re looking for a serene retreat or an active lifestyle, Rolling Hills offers an ideal backdrop for your dream home. Explore the enchanting two-level homes that await you in this beautiful city, and discover why Rolling Hills is the perfect place to call home.

Newest Rolling Hills Homes with Two Levels Stories

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
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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.

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