Rolling Hills Homes with Pickleball Association amenities

Rolling Hills Homes with Pickleball Association amenities

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. This picturesque city is renowned for its stunning landscapes, serene atmosphere, and luxurious living. With its rolling hills and lush greenery, it offers an idyllic retreat from the hustle and bustle of city life, while still being conveniently close to the vibrant culture and entertainment of Los Angeles.

Rolling Hills is not just a beautiful place to live; it’s a community that fosters an active lifestyle. One of the standout features of this charming city is its exclusive Pickleball Association amenities. Residents can enjoy access to well-maintained courts that cater to both beginners and seasoned players alike. Whether you’re looking to engage in friendly matches with neighbors or participate in organized tournaments, the pickleball community here is welcoming and vibrant, making it easy to forge new friendships while staying active.

The homes in Rolling Hills are as enchanting as the surroundings, featuring a variety of architectural styles that blend seamlessly with the natural landscape. From sprawling estates with breathtaking views to cozy retreats, there’s something for everyone. Each property boasts spacious layouts and luxurious finishes, ensuring comfort and elegance.

In Rolling Hills, you’ll find not just a home, but a lifestyle that prioritizes wellness, community, and leisure. With its beautiful scenery, top-notch amenities, and a friendly neighborhood atmosphere, Rolling Hills is the perfect place to call home. Come discover the charm and joy of living in this remarkable city!

Newest Rolling Hills Homes with Pickleball Association amenities

12 Georgeff Road, Rolling Hills
$5,495,000
4 Beds ⋅ 6 Baths ⋅ PV26214208 MLS ⋅ Coming Soon Status
Situated above Georgeff Trail in the private, gated community of Rolling Hills, this four-bedroom home combines thoughtful design, natural materials, and a strong connection to its surroundings. The setting has an almost treehouse-like quality, with rooms overlooking treetops, the canyon, and views toward the ocean and city lights. The result is a rare sense of privacy and escape. This is a distinctive home by Kim Lapin Interiors, created in collaboration with Canyon Homes. Their work is known for thoughtful architecture, layered materials, and interiors that feel personal and enduring. Inside, the house is warm and understated. French stone, cobblestone, French oak, unlacquered metals, vintage and handmade lighting, and custom fireplaces bring texture and character to the rooms. The materials were selected to age naturally and develop patina over time. The floor plan includes a sunken living room, formal dining room, kitchen, and family room. Four bedrooms have en suite baths, along with a generous laundry and mudroom, powder room, and separate cabana with a wet bar. The cabana can serve as an office, lounge, guest space, or potential fifth bedroom. Outside, the main grounds include a large pool, terraces, and space for alfresco dining, all surrounded by lush landscaping and canyon views. An expansive flat pad below offers room for a tennis or pickleball court, equestrian use, gardens, or additional recreation. Comfortable, refined, and designed for everyday living, the home offers a rare opportunity to own a residence by Kim Lapin Interiors and Canyon Homes in one of Rolling Hills’ most private settings.

12 Georgeff Road, Rolling Hills
6 Caballeros, Rolling Hills
$4,200,000
4 Beds ⋅ 4 Baths ⋅ PV26199644 MLS ⋅ Active Under Contract 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
21 Eastfield, Rolling Hills
$4,850,000
4 Beds ⋅ 7 Baths ⋅ PV26190866 MLS ⋅ Active Under Contract Status
Nestled within the prestigious gated sanctuary of Rolling Hills, this exceptional Sedona style estate combines equestrian elegance with modern sophistication on an expansive, 1.3-acre all-usable lot. Spanning 5,022 square feet of thoughtfully designed living space, the four-bedroom, seven-bathroom residence is anchored by imported antique French Oak floors and soaring open ceilings throughout the main living areas that evoke a grand, airy feel. At the heart of the home, a large open kitchen invites effortless entertaining, seamlessly connecting guests to a spacious layout featuring a dramatic double-sided fireplace shared between the formal living and family room. An integrated Alexa/Lutron system offers smart control over lighting and audio with easy potential for expansion. The primary suite serves as a private sanctuary, boasting a recently remodeled, spa-inspired bathroom and two generous walk-in closets. Outside, resort-style grounds highlight a sparkling pool and spa alongside a fully equipped outdoor kitchen with a built-in BBQ and sink. Exceptional equestrian facilities include a three-stall barn with a tack room and an expansive riding arena, complemented by a cozy detached living quarters complete with its own fireplace—perfect for guests, staff, or dual-living. Uniquely versatile, the equestrian grounds offer endless potential to easily transform into a sprawling play area or creative space to suit any lifestyle.

21 Eastfield, Rolling Hills
2 El Concho Lane, 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
4 Spur Lane, Rolling Hills
$3,300,000
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
18 E Crest Road, 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
14 Georgeff, 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
14 Johns Canyon Road, 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
60 Crest Road 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
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
38 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
57 Saddleback, 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.