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    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.

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    Residential Sold

    11 Buggy Whip Drive, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    1.99Sqft
    Spacious 5,000 sq. ft. home situated on 2 acres, expansive city light and canyon views, large family room, peg wood floors, wet bar, room for a full size pool. Expertly planned kitchen with large center island, breakfast bar and huge skylight, spacious dining room will accommodate a large number of guests, oversized living room, a marble fireplace.
    $2,995,000

    Residential Sold

    32 Eastfield Drive, Rolling Hills, California 90274

    1Picture(s)
    1.09Sqft
    Panoramic city and harbor view surrounds this property featuring an acre of flat land located within the very private, secure 24/7 guard-gated community of Rolling Hills. Spacious home with 2900 sq. ft. Offering 3 bedrooms a large master suite, with spa tub, seperate shower and 2 walk in closets. Also a formal dining and a spacious family room.
    $1,675,000

    Residential Sold

    19 Chuckwagon Road, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    1.68Sqft
    Great views from this one level 3,500+ sq ft home. This home features 4 bedrooms and 3.5 baths. Great floorplan and over 900 sq ft of covered outdoor entertaining space. Beautiful views looking to the East. Driveway access to lower pad where there is a 800+ sq ft large structure that is being used as a workshop.
    $2,000,000

    Residential Sold

    1Picture(s)
    1.02Sqft
    Ocean view home with large open living/dining room. Spacious family room with built ins. The kitchen offers lots of storage and has an adjoining breakfast room.Three bedrooms in one wing and separate wing off family room with bedroom and bath. View is from all major rooms. Large patio with interlocking pavers. Enjoy spectacular sunset and ocean views.
    $1,669,000

    Residential Sold

    5 Buggy Whip, Rolling Hills, California 90274

    1Picture(s)
    2.09Sqft
    Great potential to create a wonderful estate property. Starting with a stunning view from Malibu to Long Beach, this 2 + acre property has a premium location nestled high on the hill. The existing home features a single level floorplan with 3 bedrooms, office, den, atrium and workshop and large living room.
    $2,495,000

    Residential Sold

    22 Middleridge, Rolling Hills, California 90274

    1Picture(s)
    0.88Sqft
    A fantastic opportunity to live “behind the gates” in the city of Rolling Hills. This four bedroom home is located on a cul-de-sac street and sits on a huge lot with almost one acre of usable land.
    $1,649,000

    Residential Sold

    23 Caballeros Road, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    1.11Sqft
    Property was remodeled like a new home. Open floorplan, high end remodel.
    $3,675,000

    Residential Sold

    2 Buggy Whip Drive, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    2.36Sqft
    This home offers a sense of privacy and security with the large trees surrounding the property and a gated entrance. Entering the property you will pass a full tennis court before you come to a circular driveway. The foyer has high ceiling and lots of natural light.
    $6,595,000

    Residential Sold

    30 Chuckwagon Road, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    0.96Sqft
    This wonderful one level ranch style home is located in the prestigious private gated community of Rolling Hills. Community offers riding trails, tennis courts, beautiful pastures. This home is situated on a quiet cul de sac street featuring four bedrooms and three baths. Views of Harbor and down the coastline from the front yard and some major rooms.
    $1,495,000

    Residential Sold

    16 Wideloop Road, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    0.70Sqft
    Move-in condition home in the heart of the prestigious gated community of Rolling Hills.
    $3,350,000

    Residential Sold

    28 Caballeros Road, Rolling Hills, California 90274

    6.00Parking(s)
    72Picture(s)
    1.39Sqft
    One of the rare Spanish style estate homes in the heart of the private and guard gated city of Rolling Hills. Wonderfully sited on 1.39 acres, this graciously appointed main residence and guest home comprise appx 4,750 square feet. With 4 main house bedrooms, and 5 bathrooms, plus two offices and 5 fireplaces, it offers the perfect retreat for entertaining and relaxing.
    $4,195,000
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