Rolling Hills Estates Homes with Pool

Rolling Hills Estates Homes with Pool

Welcome to Rolling Hills Estates, a hidden gem nestled in the heart of Los Angeles County, California. This picturesque city is renowned for its serene ambiance, sprawling landscapes, and a close-knit community that makes it a perfect place to call home. With its rolling hills and lush greenery, residents enjoy a tranquil lifestyle that feels worlds away from the bustling city life of Los Angeles, yet remains conveniently close to all its vibrant offerings.

One of the standout features of Rolling Hills Estates is its stunning array of homes, many of which come complete with private pools, providing the ideal setting for relaxation and entertainment. Imagine hosting summer barbecues by your sparkling pool or enjoying a peaceful evening swim under the stars. These homes not only offer luxurious amenities but also boast breathtaking views of the surrounding hills, enhancing the overall living experience.

The city is also known for its excellent schools, beautiful parks, and equestrian trails, making it a family-friendly destination. Whether you're looking for a spacious estate or a cozy retreat, homes with pools in Rolling Hills Estates provide a unique opportunity to enjoy the California sunshine while surrounded by nature's beauty.

Experience the charm of Rolling Hills Estates, where your dream home awaits. Dive into a lifestyle of comfort and leisure, and discover why this enchanting city is the perfect place to create lasting memories. Come explore the homes with pools and find your oasis in this idyllic community!

Newest Rolling Hills Estates Homes with Pool

5030 Rolling Meadows Road, Rolling Hills Estates
$2,749,000
5 Beds ⋅ 4 Baths ⋅ SB26205719 MLS ⋅ Active Status
Set on a 14,041-square-foot lot on a quiet cul-de-sac, 5030 Rolling Meadows offers a rare combination of space, privacy, and comfort. Spanning 3,117 square feet, this five-bedroom, four-bathroom residence features a versatile floor plan designed to accommodate a variety of lifestyles, whether you're seeking room for a growing family, a dedicated work-from-home space, or both. The large lot and long private driveway create a sense of seclusion rarely found at this price point. The home's interior has been thoughtfully updated and features an expansive second-floor primary suite complete with vaulted ceilings, dual walk-in closets and a spacious, well-appointed primary bathroom. Outdoor amenities include a pool, covered patio with a built-in barbecue, and a separate dining area, creating an ideal setting for entertaining family and friends. Elevated above neighboring properties, the home enjoys a peaceful setting, commanding presence, and city-light views from multiple vantage points. Ideally located in the heart of the Palos Verdes Peninsula, residents enjoy convenient access to the Peninsula Center, highly regarded schools, golf courses, hiking trails, and the dining, shopping, and entertainment of nearby beach cities. Combining generous living space, outdoor amenities, and a remodeled interior, 5030 Rolling Meadows presents an exceptional opportunity to own a turn key home that provides the Southern California lifestyle, flexibility and long term appeal.

5030 Rolling Meadows Road, Rolling Hills Estates
30 Santa Bella Rd, Rolling Hills Estates
$2,799,888
5 Beds ⋅ 3 Baths ⋅ RS26194187 MLS ⋅ Active Status
LUXURY MEETS ELEVATED LIVING - 30 Santa Bella Rd is tucked away in the heart of Rolling Hills Estates, a stunning private oasis on a cul-de-sac street with views of the canyons and zoned as an equestrian (horse) ranch-style property. This beautifully designed single-level estate features 5 bedrooms, 3 full bathrooms that have been fully upgraded with modern mid-century touches on an expansive 26,572 sq ft lot, perfectly blending elegance, comfort, and extraordinary indoor-outdoor living. Designed for both relaxation and entertaining, this unique high-end home showcases an ideal open floor plan with a spacious living room that flows effortlessly into the fully custom, chef-inspired kitchen with a beautiful oversized island, wood shaker soft-close cabinetry, premium quartz countertops, and all-new Thermador stainless steel appliances. This home is highlighted by beautiful premium laminate wood floors, all-new windows, fresh interior/exterior paint, and recessed lighting throughout the entire home. Step down into a spacious family room with a beautiful modern fireplace and dining area, which showcases the large bi-fold glass door that opens up the entire wall leading to the resort-style backyard. Step outside to your own retreat featuring a fully remodeled concrete pool and a massive custom wood deck, perfect for hosting gatherings or enjoying peaceful afternoons surrounded by lush greenery and views of the canyon. Fresh landscaping design with new grass and pavers, with multiple outdoor sitting areas, you can create a serene ambiance rarely found in Rolling Hills Estates. Additional highlights include a custom wood front door, a 240V outlet inside the garage to charge your electric vehicle, an upgraded electrical panel, a smart thermostat, a new metal gate, and a stunning black aluminum full-view garage door with black tinted glass for maximum curb appeal. Located in a highly desirable and tranquil neighborhood, this property offers rare privacy with direct adjacency to the open green space of Chandler Park, and proximity to scenic horse trails and walking paths that make Palos Verdes Peninsula real estate so sought-after. This is a rare chance to own a luxury home in Rolling Hills Estates that combines space, privacy, and an incredible indoor-outdoor lifestyle, perfect for those seeking the finest in Southern California living!

30 Santa Bella Rd, Rolling Hills Estates
28 Montecillo Drive, Rolling Hills Estates
$2,735,000
4 Beds ⋅ 3 Baths ⋅ SB26185551 MLS ⋅ Active Status
Spacious and inviting, this expansive two-story residence is ideally situated on a quiet cul-de-sac in the highly desirable Montecillo neighborhood of Rolling Hills Estates. Boasting spectacular, unobstructed panoramic views spanning the South Bay, downtown Los Angeles, Long Beach, and the surrounding mountains, this home offers an exceptional combination of privacy, space, and convenience. The approximately 3,400+ sq. ft. floor plan features four bedrooms and three bathrooms, including three bedrooms on the main level. One main-level bedroom is a primary suite with its own separate enclosed patio. Upstairs, a second spacious primary suite provides a peaceful retreat with a walk-in closet, dual-sink bathroom vanity, and private access to an outdoor deck where you can enjoy breathtaking views. The main level features hardwood and bamboo flooring throughout. Multiple skylights fill the home with abundant natural light, while strategically placed windows along the east side showcase the panoramic scenery from many of the home's common living areas. Two air-conditioning units with dual control provides independent climate control for each level. The formal living room flows into the formal dining room, complete with a bar area, while the adjacent family room features a cozy fireplace. The generous living spaces are designed to take full advantage of the home's spectacular setting. Outdoor living is equally impressive. A large deck overlooks the view and includes planter boxes, a partially covered patio, a jacuzzi, and a lap-sized pool—creating an ideal setting for entertaining, relaxing, or enjoying Southern California's year-round outdoor lifestyle. Mature kumquat, lime, and lemon trees add to the property's charm. Additional features include a spacious two-car garage with washer and dryer hookups and built-in storage cabinets. A long, decorative brick-paved driveway provides additional off-street parking. Conveniently located within approximately 10 minutes of major freeway access, this remarkable residence offers generous living space, sweeping views, and an exceptional Rolling Hills Estates location.

28 Montecillo Drive, Rolling Hills Estates
28701 Highridge Road, Rolling Hills Estates
$2,795,000
4 Beds ⋅ 5 Baths ⋅ OC26154321 MLS ⋅ Active Status
Offered for the first time in its history, this single level, custom built residence in Rolling Hills Estates was designed by its original owner and has been carefully maintained ever since. Set behind a private, fully usable driveway with no HOA, the property unfolds across nearly 17,000 square feet of grounds shaded by mature trees and anchored by an orchard of over 50 fruit trees, a rare feature that lends the entire property a true sense of privacy and abundance. Inside, the home spans over 3,000 square feet with 4 bedrooms and 5 bathrooms, offering space to spread out and room to grow. Natural light pours through the interior throughout the day, highlighting the travertine and wood flooring that runs through the main living spaces. The kitchen has been updated with dual refrigerators and dual dishwashers, ready for its next owner to make it their own. Step outside and the feeling shifts entirely. A sparkling pool anchors the backyard, surrounded by lush, mature landscaping that turns the outdoor space into a private oasis, a rare retreat with a sense of seclusion rarely found, still in the heart of desirable Rolling Hills Estates, close to scenic walking trails that wind through the surrounding hills. This is a special opportunity. A custom built, single owner property, offered for the first time, in a setting that is genuinely difficult to replicate. For buyers looking for privacy, space, and a rare connection to nature within a sought after community, this property offers all three. The property's mature orchard includes the following fruit trees: quince, lemon, blackberry, nectarine, grapevines, wild guava, apple, navel orange, weeping mulberry, loquat, sour cherry, white mulberry, guava, fig, cherry, afghan mulberry, kumquat, sour orange, pomegranate, pear, red mulberry, walnut, lime, and medlar.

28701 Highridge Road, Rolling Hills Estates
24 Buckskin Lane, Rolling Hills Estates
$3,299,000
4 Beds ⋅ 4 Baths ⋅ SB26150268 MLS ⋅ Active Status
Welcome to 24 Buckskin Lane, a rare opportunity to own a beautifully reimagined custom home in the coveted Dapplegray Lanes of Rolling Hills Estates. Set on one of the neighborhood’s larger, nearly half-acre usable lots, this private retreat backs directly to scenic horse trails, offering the perfect blend of luxury, tranquility, and the unique equestrian lifestyle the Lanes are known for. Designed for effortless indoor-outdoor living, the home is an entertainer’s dream. Expansive accordion glass doors open from the chef’s kitchen to a spacious deck overlooking the sparkling stone pool, lush grounds, and peaceful trail views. The gourmet kitchen is a showpiece, featuring a stunning La Canche range, premium stainless steel appliances, an oversized island, and a beverage refrigerator and bar. Thoughtfully designed, the flexible floor plan includes a main-level bedroom with an ensuite bath, a spacious living area, a dedicated office space, a separate laundry room, and an inviting Moroccan-inspired den that serves as the perfect media room, lounge, or bonus living space. Upstairs, the luxurious primary suite offers a private balcony with tranquil views, a spa-inspired bathroom complete with a soaking tub and oversized double shower, and generous closet space. Two additional bedrooms share a beautifully remodeled bathroom. The expansive flat backyard is a true private oasis with a lush lawn, mature landscaping, a charming chicken coop, and a stunning stone pool, all with direct access to the community’s picturesque riding trails. A barn converted into a versatile bonus room has incredible potential as a future ADU and income producing potential. Other features include a brand new roof (2025), solar heated pool and tankless water heater. Located in the highly sought-after Dapplegray Lanes, residents enjoy a vibrant community with neighborhood events, a community riding ring, equestrian facilities, and community area. Just moments from Dapplegray Elementary School, local parks, shopping, dining, and all that the Palos Verdes has to offer, this exceptional property offers a lifestyle that is truly second to none.

24 Buckskin Lane, Rolling Hills Estates
2 Hitching Post, Rolling Hills Estates
$2,899,900
4 Beds ⋅ 3 Baths ⋅ SB26135030 MLS ⋅ Active Status
Reminiscent of a private boutique resort, this Rolling Hills Estates residence is thoughtfully designed for indoor and outdoor living, featuring an open concept floor plan, resort style pool and spa, outdoor kitchen, fire lounge, covered veranda, and beautifully landscaped grounds that create a true backyard escape. Offering 3 bedrooms, 3 bathrooms, and a dedicated office, the home balances comfort and flexibility. Dual Air Conditioning units allow for temperature control in each level of the home. A circular paved driveway introduces the property with impressive curb appeal, while mature trees and established landscaping create a peaceful sense of arrival. Inside, expansive windows and French doors invite natural light and frame views of the surrounding grounds. Connected living, dining, and kitchen spaces encourage effortless entertaining and a seamless flow between indoor and outdoor areas. The backyard is a destination unto itself. A covered veranda overlooks the pool and spa, providing a shaded setting for morning coffee, outdoor dining, or relaxing with friends. Multiple gathering areas offer both open spaces for entertaining and quiet corners to unwind. At the heart of the outdoor experience is a kitchen complete with a built in grill, generous storage, and ample preparation space for dining under the open sky. Nearby, a fireplace and fire feature create a warm atmosphere long after sunset. Winding pathways lead through colorful gardens, mature fruit producing trees such as sweet oranges, lemons, kumquats, grapefruits and avocados in addition to the terraced landscape features that add character across the nearly half acre lot. Open lawn areas provide space for recreation while enhancing privacy. Additional highlights include paid solar panels, extensive hardscape improvements, hillside views, multiple seating areas, and a versatile lower level patio. Every element has been arranged to maximize enjoyment of Southern California's year round climate. Situated in sought after Rolling Hills Estates, this property offers a unique blend of privacy, recreation, and convenience. Just moments from George F Canyon Nature Center, residents enjoy easy access to scenic trails, preserved open space, and the natural beauty of the Palos Verdes Peninsula. The home is located within the Palos Verdes Peninsula Unified School District and near Dapplegray Elementary School, while shopping, dining, and community amenities remain close at hand.

2 Hitching Post, Rolling Hills Estates
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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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