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
    Grid
    List

    Residential Sold

    57 Eastfield Drive, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    Absolutely fabulous opportunity to own your slice of heaven! This adorable home is all ready to go. Situated in a very private setting with fabulous Queen's necklace and city lights/mountain views, you can sit on your very private patio and watch the beautiful sunsets and the horses graze.
    $2,275,000

    Residential Sold

    3 Flying Mane Lane, Rolling Hills, California 90274

    1Picture(s)
    This incredible Rolling Hills home with unobstructed ocean views and horse facilities is ready for someone to make it their own! Admire the sweeping hills, shoreline parks and ocean coves with a panorama from Catalina Island to the exclusive Terranea Resort. These are all visible from almost every room in the house as well as the extensive and secluded front porch.
    $2,925,000

    Residential Sold

    2 Middleridge Lane, Rolling Hills, California 90274

    20.00Parking(s)
    1Picture(s)
    NEW CONSTRUCTION Behind the gates! It took over three years to complete this gorgeous home. The epitome of luxury living on over 2 usable acres with a brand new pool and spa, covered outdoor stone patio with fireplace and outdoor flat screen hookups, enormous driveway, plenty of room for horses to roam and to plant your dream orchard.
    $4,995,000

    Residential Sold

    6 Poppy Trail, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    Prime main gate location! The property has a main house with 3 bedrooms and 2.5 bathrooms and a guest house with 2 bedrooms and 1 bathroom. This home sits on 3.5 acres which provides privacy for the homeowner. The kitchen includes commercial grade Wolf range with griddle, granite counters and an island.
    $2,699,000

    Residential Sold

    20 Caballeros Road, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    This classic ranch style home behind the gates in Rolling Hills embraces the California lifestyle of indoor/outdoor living. The home features the iconic queen’s necklace coastal view along with city views to downtown Los Angeles. This breathtaking view can be enjoyed from all areas of this open floor plan including the living and dining areas along with the kitchen and the bedrooms.
    $2,490,000

    Residential Sold

    6 Middleridge Lane, Rolling Hills, California 90274

    26.00Parking(s)
    1Picture(s)
    An incredible property located in the most prime and exclusive section of Rolling Hills, featuring a sprawling, one story, completely remodeled to perfection, modern Ranch style home.
    $5,750,000

    Residential Sold

    4 Buckboard Lane, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    A spectacular contemporary home located in the exclusive guard-gated city of Rolling Hills, this modern 2+ acre estate was renovated by Architect Miles Pritzkat, and offers breathtaking coastline and city views. Enter into a serene spa-like courtyard with pool,spa and waterfall.
    $4,495,000

    Residential Sold

    4 Openbrand Road, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    Surrounded by phenomenal city light, mountain, harbor & pastoral views, this signature Rolling Hills estate is an entertainer's delight.
    $3,149,000

    Residential Sold

    0 Eastfield, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    One of Rolling Hills best buys - move-in condition single level home on a large usable lot.
    $2,395,000

    Residential Sold

    14 Chuckwagon Road, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    A beautiful motor court intricately designed with natural stone leads to a gorgeous classic Ranch style single level home. Adorned with the finest of artisan craftsmanship and extensively remodeled, this home boasts approx. 3,061 SF, 4 bedrooms & 4 baths plus 2 guest bathrooms and a library. Custom moldings, vaulted wood beamed ceilings and hardwood and marble floors are featured throughout.
    $2,899,000

    Residential Sold

    3 Pinetree Lane, Rolling Hills, California 90274

    28.00Parking(s)
    1Picture(s)
    Don't miss this absolutely stunning view estate with impeccable attention to detail extenuating luxury living throughout. This spectacular home features distressed hardwood flooring,formal entry with powder room,formal living room with fireplace and wet bar/butlers pantry,which leads to the formal dining room.
    $7,900,000

    Residential Sold

    7 Portuguese Bend Road, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    Prime Rolling Hills location close to main gate. The 2800 sq ft home sit on 1.4 acres of all flat usable land on one level. The home is ready for a full remodel or new construction. Great opportunity to build your dream home with possible guest house, horse facilities etc. Rarely does an opportunity come on the market like this.
    $1,899,000
    247 Results returned.Per Page
    Skip to content