Rolling Hills Homes with Pool View

Welcome to Rolling Hills, a hidden gem nestled in the heart of Los Angeles County, California. This picturesque city is renowned for its breathtaking landscapes, luxurious estates, and a tranquil atmosphere that feels worlds away from the hustle and bustle of city life. With its rolling hills, lush greenery, and stunning views, Rolling Hills offers a unique blend of natural beauty and upscale living.

One of the standout features of homes in Rolling Hills is the abundance of properties with spectacular pool views. Imagine waking up to the sight of your sparkling pool framed by swaying palms and vibrant gardens, creating a serene oasis right in your backyard. These homes are designed for both relaxation and entertainment, making them perfect for hosting summer gatherings or enjoying quiet evenings under the stars.

The community is not just about beautiful homes; it also boasts an array of amenities that cater to an active lifestyle. Residents can enjoy hiking trails, equestrian facilities, and parks, all while being surrounded by the stunning natural beauty that defines the area. Rolling Hills is also conveniently located, providing easy access to nearby shopping, dining, and cultural attractions.

Whether you’re looking for a family home or a luxurious retreat, Rolling Hills offers a unique opportunity to embrace a lifestyle of elegance and tranquility. With homes featuring pool views that invite you to unwind and enjoy the California sunshine, this city is truly a paradise for those seeking the best of both worlds. Come explore Rolling Hills, where your dream home awaits!

Newest Rolling Hills Homes with Pool View

$19,500,000

6 Beds ⋅ 7 Baths ⋅ PV26145356 MLS

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

$6,795,000

5 Beds ⋅ 5 Baths ⋅ PV26127741 MLS

A Legendary Cliff May Estate with Iconic Views and Endless Possibilities. Perched atop one of the most coveted streets in the exclusive guard-gated community of Rolling Hills, this extraordinary Cliff May-designed estate offers a rare opportunity to own one of the Peninsula's most remarkable properties. Set on approximately two usable acres, the residence captures breathtaking panoramic views stretching from the Queen’s Necklace and the Los Angeles skyline to dazzling city lights below. Originally selected by the former president of Southern California Edison as the premier homesite on Buggy Whip Drive, this exceptional property was chosen for its commanding 180-degree vistas, expansive flat grounds, and unparalleled privacy. Decades later, it remains one of Rolling Hills’ most treasured settings. The timeless California ranch architecture envisioned by renowned architect Cliff May seamlessly blends indoor and outdoor living. Nearly every room enjoys spectacular views, with walls of glass framing the skyline and filling the home with natural light. Vaulted ceilings, marble flooring, and elegant entertaining spaces create a refined yet comfortable environment. The thoughtfully designed floor plan features five bedrooms and five-and-one-half bathrooms, including formal living and dining rooms, a gourmet kitchen, and an adjoining family room that opens effortlessly to the outdoor entertaining areas. Outside, resort-style amenities await. A sparkling pool, expansive patios, and built-in barbecue create the ultimate setting for sunset entertaining. With approximately two flat acres, there is ample space for a pickleball court, tennis court, vineyard, orchard, or expanded equestrian facilities. Equestrian enthusiasts will appreciate the existing barn and corral with potential for future enhancement or possible conversion into an ADU or guest residence (buyer to verify with the City). A detached guest apartment with kitchenette provides comfortable accommodations for visitors, extended family, or live-in staff. Beyond the gates, Rolling Hills offers one of Southern California’s most coveted lifestyles with private riding and hiking trails, community tennis courts, three guarded entrances, and a serene rural atmosphere just minutes from beaches, shopping, dining, and award-winning schools.

13 Buggy Whip Drive, Rolling Hills

$4,750,000

4 Beds ⋅ 4 Baths ⋅ PV26001465 MLS

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

Start Your Search

Based on information from CRISNet MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.