Rolling Hills Homes with Gated with Attendant Security Features

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. Known for its stunning landscapes and serene atmosphere, this exclusive community offers a unique blend of luxury living and natural beauty. Rolling Hills is characterized by its sprawling estates, picturesque views, and a commitment to preserving the tranquil environment that residents cherish.

One of the standout features of homes in Rolling Hills is the gated communities equipped with attendant security. This added layer of safety provides peace of mind, allowing residents to fully enjoy the beauty and serenity of their surroundings. Picture yourself driving through tree-lined streets, where each home is a testament to elegance and sophistication, all while being safeguarded by professional security personnel.

The homes here are not just residences; they are sanctuaries. With spacious layouts, expansive outdoor areas, and luxurious amenities, each property is designed to cater to a lifestyle of comfort and leisure. Imagine hosting gatherings in your backyard, surrounded by lush gardens and breathtaking views of the rolling hills that give this community its name.

Beyond the gates, Rolling Hills offers a variety of recreational opportunities, including hiking trails, equestrian facilities, and parks that invite residents to explore the great outdoors. With its close proximity to the vibrant culture of Los Angeles, residents can easily enjoy city life while retreating to their peaceful haven at the end of the day.

Discover the charm and security of Rolling Hills—a place where luxury meets tranquility, and every day feels like a getaway.

Newest Rolling Hills Homes with Gated with Attendant Security Features

$3,499,000

4 Beds ⋅ 4 Baths ⋅ PV26201764 MLS ⋅ Active Status

Welcome to 1 Meadowlark Lane, a private and inviting single-level ranch home set on just over an acre in one of Rolling Hills’ most sought-after locations within this tranquil, 24-hour guard-gated community. Ideally positioned near the Main Gate and within walking distance of the community’s pickleball and tennis courts, this special property offers an exceptional combination of privacy, convenience and indoor-outdoor living. From the moment you enter the grounds, the lush, manicured landscaping feels like walking through an English garden. Mature fruit trees, flowering gardens and verdant hedges surround the property, creating a beautiful sense of privacy and seclusion. Inside, the expansive Great Room features vaulted ceilings and impressive bi-fold glass doors that open to the gardens and outdoor entertaining areas, seamlessly connecting the interior with the surrounding landscape. The spacious primary suite is a private retreat of its own, complete with a sitting area, huge walk-in closet and remodeled bath featuring a steam shower. Two additional bedrooms and flexible living spaces provide plenty of room for family, guests or a home office. Designed for quintessential Southern California living, the backyard is centered around a sparkling pool and spa, outdoor BBQ area and expansive brick patios with patio heaters, all enveloped by lush landscaping and mature hedges. Whether entertaining friends for a summer dinner, relaxing poolside or enjoying a quiet afternoon in the garden, the setting is equally suited to entertaining and everyday living. Adding to the versatility of the property is a spacious detached guest house with vaulted ceilings, privately situated away from the main residence, as well as a separate building currently used as a weight room that could also serve as a fitness studio, office or creative space. A large three-car garage, abundant guest parking and additional space for boat or RV storage complete the property. Private, lush and exceptionally well located, 1 Meadowlark Lane offers a rare opportunity to enjoy the best of the Rolling Hills lifestyle, just moments from the Main Gate, community pickleball and tennis courts, and miles of scenic trails. Paid for solar.

1 Meadowlark, Rolling Hills

$4,200,000

4 Beds ⋅ 4 Baths ⋅ PV26199644 MLS ⋅ Active Status

A beautifully appointed ranch-styled home nestled amid a lush, landscaped setting in the heart of Rolling Hills. Surrounded by manicured grounds, mature trees and winding pathways through the vineyard you get a great sense of tranquility and rustic charm. The elegantly designed home creates a great sense of comfort and features beautiful pastoral and ocean views. The floor plan design provides a living room centered around an open hearth stone fireplace, a large family room with a wet bar accented with high soaring ceilings, a lower level area that is ideal for a media room, game room and entertainment. The updated kitchen is designed for the creative chef with a wolf range and stainless steel appliances. The 4 bedrooms and office are highlighted with a luxurious primary suite with a resort styled bathroom and walk-in closet. The balance of the bedrooms have a jack and jill set up and an ensuite guest bedroom. The exterior grounds create a special outdoor environment with a PV stone patio with pool and spa overlooking the views and a built in outdoor kitchen and parklike yard area. The original barn structure could be a workshop, gardening shed or studio. Located within a private gated community, the home offers a serene setting with coastal breezes and quiet outdoor spaces.

6 Caballeros, Rolling Hills

$4,800,000

5 Beds ⋅ 4 Baths ⋅ PV26174009 MLS ⋅ Active Status

Nestled on a tranquil cul-de-sac in the exclusive 24/7 guard-gated enclave of Rolling Hills, this contemporary ranch-style masterpiece boasts unprecedented levels of luxury, space, and views of the ocean, Queen’s Necklace, Malibu coastline, nearby canyon, inspiring mountains, and sparkling city lights, including downtown Los Angeles, SoFi Stadium, and the iconic Hollywood sign. This single level residence surrounded by lush, manicured landscape was originally built in 1964 but taken down to the studs and rebuilt in 2020. The reimagined home boasts towering cathedral ceilings lined with skylights and high quality custom cabinetry, millwork, tile, and hardwood flooring throughout. It is also fitted with new plumbing, dual zone HVAC, energy efficient dual pane windows & sliding doors, electrical systems and roof. Step inside to discover a home lovingly designed to maximize beauty, ambiance, and light. The great room, which includes living, dining, and a towering library wall with rolling ladder, boasts a stunning wall of glass showcasing the breathtaking views. The open-concept kitchen sets the stage for your most daring culinary and entertainment adventures, featuring vaulted ceilings, quartz counters, chef-grade appliances, a huge central island, custom cabinetry as well as a walk-in pantry & wine fridge/bar counter nearby. The spacious primary suite showcases the best view and offers double walk-in closets and a beautiful spa-like bathroom. Meanwhile, there is one bedroom en-suite and one bedroom with direct access to the adjacent hallway bathroom. Two additional bedrooms share another hallway bathroom that exudes luxury and comfort. Outside, the entertainment space is surrounded by rose gardens, with multiple tiers of dining, sunning, and seating patios cascading down the backyard. The highlight is the 30' infinity-edge pool and spa finished with white marble, blue glass pebble bottom tiles & 4 waterfalls. It is complemented by an adjacent lounging area and a seating area with fireplace, perfect for relaxation and entertainment while overlooking the stunning views. This house has a 3-car garage with lots of space for storage, while a circular, paver driveway presents a grand entrance and plenty of guest parking. With direct access to hundreds of acres of horse trails and equestrian zoning, the property offers a lifetime of luxury living. This is a rare opportunity to make this dream home yours.

2 El Concho Lane, 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

$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

$5,575,000

4 Beds ⋅ 5 Baths ⋅ PV25272474 MLS ⋅ Active Status

Stunning 5200+ square foot estate in an exclusive, private, guard gated city offering stunning panoramic city, Mountain, and ocean views. This extraordinary architectural compelling home boasts high ceilings throughout, creating an airy, open atmosphere. Featuring for spacious bedrooms, multiple living areas, a chefs kitchen, three separate offices, every detail has been designed for both comfort and elegance. The property sits on two usable acres with a resort style backyard including a sparkling pool and spa, large lawn area perfect for that indoor outdoor California lifestyle. Separate guest house adds privacy and versatility for visitors additional living space. The circular driveway with motor court also has and an impressive five car garage. This home is a rare find, combining modern amenities with breathtaking natural beauty. Don't miss this exceptional opportunity. Private and gated city of rolling Hills office miles of hiking trails, community equestrian facilities including three riding rings, lighted tennis courts, and even Pickleball with the utmost in security and privacy.

57 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.