Subscribe below to keep up with our latest updates

    Main Content

    One of the most exclusive neighborhoods on the Palos Verdes Peninsula is the City of Rolling Hills. ‘Behind the gates,’ as local vernacular would have it, this private and secluded area is patrolled by three 24-Hour guarded gates for the strictly residential-only properties. Furthermore, for an added level of comfort and security, one may only access the city by permit and guests must be authorized by a resident for entrance.

    Located on top of the lovely hills of the Palos Verdes Peninsula, Rolling Hills residents enjoy fantastic views facing north, east, and south with gorgeous city lights and often Pacific Ocean vistas from this highest point of the peninsula. Rolling Hills properties are all situated on at least one acre, but some estates can be much larger, even up to seven-plus acres. Also, each property is an equestrian property, and therefore requires a devoted area for a barn. The city also includes 23 miles of private riding trails which are maintained through the Rolling Hills Community Association which also provides private guards, road maintenance, two riding rings and three tennis courts, as well as an LA County Fire Station on Crest Road. All of these comforts and services do come with a price, typically twenty cents per $100 of the sale price of the property.

    Architecturally, homes here are required to be in the ranch style, painted white, and one level. Inhabitants achieve multi-level living via going underground. When working with the slope of the hills this can be achieved without feeling ‘underground’ or as if one is living in a basement. Meanwhile, there are some original 1930’s homes built in the colonial style along Williamsburg Lane.

    Bordering each property is the required white three-rail fences, and like other areas of the Peninsula, there are no streetlights or sidewalks along the private roads. Homes range in price from about $1,500,000 to about $8,500,000. There are some exceptional properties in the marketplace with one asking for up to $40,000,000 (although it has never sold). All in all, Rolling Hills is an upscale equestrian neighborhood with exquisite homes and meticulously cared for grounds, roads and horse trails.

    While there are no commercial properties for entertainment within the gates, the locals with membership are in close proximity to the Rolling Hills Country Club that includes a golf course, tennis facilities, and both formal and casual dining options.

    Children here attend nearby Rancho Vista Elementary, Dapplegray Elementary, Miraleste Intermediate, Palos Verdes High School or Palos Verdes Peninsula High School for the exceptional public schools. For private schools, nearby Chadwick serving K-12 students, Rolling Hills Country Day School for K-8, or Rolling Hills Prep for 6-12 in San Pedro is close at hand. With the privacy and security Rolling Hills has to offer potential buyers, this beautiful upscale neighborhood is unique to itself on the Palos Verdes Hill.

    Sort Option
    • Add date
    • Listing ID
    • Built up Area
    • Price
    • Pictures
    • Featured

    Residential For Sale

    71 Crest Road, Rolling Hills, California 90274

    A vision of sophistication designed by Angela Luchini of Luchini Designs and renowned architect, Criss Gunderson, this spectacular single-level home captivates the senses. From dawn to dusk, the shimmering ocean is your backdrop. Masterfully rebuilt from the ground up by Thomas Montague of Tomel Development, each detail was curated with the utmost precision.

    Residential For Sale

    2950 Palos Verdes Drive, Rolling Hills, California 90274

    PROPERTY IS RED TAGGED. Please do not walk on property. Development opportunity in well sought after Rolling Hills. Expansive lot totaling over an acre, leaving plenty of room to get creative. Situated up a semi-private road above Palos Verdes Drive North, this property exudes space and privacy.

    Residential For Sale

    5 Quail Ridge, Rolling Hills, California 90274

    Very hard to come by hilltop estate in the prestigious Rolling Hills gated community offers the ultimate in privacy and exclusivity. Set on an extraordinary 5+ acres of land extending from canyon to canyon, this single story 6 bedroom, 4.5 bathroom rare gem enjoys sprawling views of the city westward to Queen’s necklace, the Pacific Ocean and Malibu.

    Residential For Sale

    17 Chuckwagon Road, Rolling Hills, California 90274

    Enjoy the AMAZING views from this 2.4 acre property with 4 bedrooms and 4 baths. Walk down the meandering PV stone path past the large pond to the front door of this fantastic home. Large flat lawn area, horse stall and small corral and plenty of space to use your imagination. Needs a little TLC, but great entry level home to be in one of the most prestigious gated communities in the area.

    Residential For Sale

    1 Southfield, Rolling Hills, California 90274

    Nestled within the prestigious city of Rolling Hills, this rare single-level classic ranch home offers an unparalleled living experience. Perched atop one of the highest points in the area, the property boasts Spectacular Breathtaking Panoramic Ocean Views, stretching from Catalina Island to the Trump Club. Situated on a 2.5-acre lot, this home is a sanctuary of elegance and tranquility.

    Residential For Sale

    2 Pine Tree Lane, Rolling Hills, California 90274

    Rare, unique, once-in-a-decade opportunity to purchase a prime residence the gated community of Rolling Hills Estates and either finish the remodeling that was started, with over $1,000,000 in paid-for-and-purchased finishes, fixtures, cabinets, appliances, doors, and miscellaneous inventory OR use some of what's already here and customize to suit specific wants and needs.

    Residential Sold

    25 Caballeros Road, Rolling Hills, California 90274

    Entered for comparable purposes. This exquisite 1-acre estate is situated down a long private driveway, overlooking incredible, breathtaking panoramic views of the entire Los Angeles Basin, including queens necklace and the Harbor! No expense was spared in this recently remodeled one-level ranch home featuring 4 bedrooms (one bedroom being used as an office), 3.5 bathrooms, approx. 3,830 sq. ft.

    Residential For Sale

    30 Portuguese Bend Road, Rolling Hills, California 90274

    Situated on 5 sprawling acres in the heart of Rolling Hills, this expansive, private estate was built for renowned developer, Ernest Hahn as his personal residence. Featuring spectacular coastline and city lights views, the current owners planted approximately 2,500 Chardonnay and Pinot Noir vines, 85 olive trees as well as a formal herb garden and citrus orchard on the property.

    Residential For Sale

    2 Buggy Whip Drive, Rolling Hills, California 90274

    View! View!! View!!! Nestled in the exclusive Rolling Hills community, this custom-built tennis estate exemplifies the pinnacle of opulent living with mesmerizing Queen's necklace, coastline, and the sparkling city views and fine appointments throughout the house.

    Residential For Sale

    4 Buckboard Lane, Rolling Hills, California 90274

    Step inside this captivating 5 bedroom 6 bathroom retreat, nestled in the exclusive guard-gated community of Rolling Hills, California. This stunning property offers a perfect blend of luxurious living and natural beauty spanning 2+ acres.

    For Sale

    2860 Palos Verdes Drive, Rolling Hills, California 90274

    Atop a classic Palos Verdes hill you will find this, nearly 3-acre Los Angeles Oasis. Greeted by a grand, circular driveway, you will begin your journey. Behind the charming ranch style exterior, enter through double doors to find a welcoming, modern interior which boasts an impressive 6 bedrooms and 6 bathrooms in the 4,945 sq ft main living quarters.

    For Sale

    8 Williamsburg Lane, Rolling Hills, California 90274

    Williamsburg colonial nestled in an English garden in the 24-hour guard gated City of Rolling Hills. First time on the market in 43 years, the current house was designed for gracious living and entertainment.
    240 Results returned.Per Page
    Skip to content