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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

    18 Portuguese Bend Road, Rolling Hills, California 90274

    3.00Parking(s)
    26Picture(s)
    2.85Sqft
    Live the coveted Rolling Hills lifestyle, where safety, privacy and space are bountiful. This spectacular Spanish villa was completed in 2008, and is beautiful, both inside and out. A gated driveway leads to the large motor court with access to the attached, 3 car garage. Once inside, soaring, open beamed ceilings are complemented by hardwood & limestone floors.
    $4,999,000

    Residential Sold

    26 Middleridge Lane, Rolling Hills, California 90274

    3.00Parking(s)
    47Picture(s)
    3.08Sqft
    One of kind classic California ranch-style estate, located in one of the most safe and prestigious communities , this expertly remodeled home sits atop 3.08 acres of serene property in gated equestrian city of Rolling Hills. With panoramic unobstructed views of Los Angeles and pastoral canyons, the estate is discreetly tucked away at the end of a cul de sac.
    $4,245,000

    Residential Sold

    9 Outrider Road, Rolling Hills, California 90274

    2.00Parking(s)
    32Picture(s)
    0.87Sqft
    WELCOME HOME to this charming home on the hill! Rolling Hills presents this adorable 2,304 sq ft ranch style home which features gorgeous unobstructed panoramic views of downtown Los Angeles to the Long Beach Harbor. Recent updates are all new landscaping, fencing and widened driveway to take full advantage of the space for optimal parking.
    $2,300,000

    Residential Sold

    27 Buggy Whip Drive, Rolling Hills, California 90274

    3.00Parking(s)
    40Picture(s)
    3.75Sqft
    A Rolling Hills masterpiece. No expense was spared during its complete renovation, which was completed in September of 2020. Situated at the end of a prestigious cul-de-sac, this home is perfectly perched to provide sweeping views of all of Los Angeles.
    $7,500,000

    Residential Sold

    1 Hackamore Road, Rolling Hills, California 90274

    3.00Parking(s)
    41Picture(s)
    1.61Sqft
    Welcome home to Rolling Hills! A wonderful opportunity to own a panoramic view property on an easily accessible lot nestled in this quiet, private community. This four bedroom, three bathroom home was completely rebuilt in 1990 and has loads of potential to expand or make your own. Sitting on over 1.6 acre of usable land, you'll adore having ample space full of possibility.
    $2,699,000

    Residential Sold

    17 Crest Road, Rolling Hills, California 90274

    31Picture(s)
    The Hacienda del Prado compound spans 10+ acres of panoramic ocean and Catalina Island views. The property is perched atop the Palos Verdes Peninsula in Rolling Hills, one of greater Los Angeles' most exclusive, guard-gated equestrian communities.
    $17,999,000

    Residential Sold

    4 Bowie Road, Rolling Hills, California 90274

    8.00Parking(s)
    44Picture(s)
    1.48Sqft
    Beautiful mid-century modern ranch home with panoramic views and gorgeous indoor/outdoor transitions. From the time you encounter the pergola entryway and foyer you will appreciate the expanses of glass, angles and ways that this home takes advantage of the natural beauty of the setting.
    $3,000,000

    Residential Sold

    2 Pine Tree Lane, Rolling Hills, California 90274

    4.00Parking(s)
    33Picture(s)
    2.63Sqft
    This luxurious Rolling Hills estate has over 11,000 sq ft of living space laid out for the best of entertainers. In addition, it is perfect for active families as it sits on over 2.5 acres of land with a paddle tennis court, soccer field, full gym and indoor racquetball court.
    $7,250,000

    Residential Sold

    21 Chuckwagon Road, Rolling Hills, California 90274

    3.00Parking(s)
    32Picture(s)
    1.24Sqft
    An incredible opportunity to make your custom dream home! This all original Rolling Hills home is waiting for your finishing touches. Located on a prime and quiet street behind the gates of Rolling Hills sits a fabulous 4 bedroom, 4 bathroom, 2,860 sq. ft. home, with 3-car garage featuring 1.24 acres all usable with barn and stunning city light, mountain and harbor views.
    $2,350,000

    Residential Sold

    60 Portuguese Bend Road, Rolling Hills, California 90274

    2.00Parking(s)
    50Picture(s)
    5.34Sqft
    Panoramic Views of Ocean, Catalina Island, Inspiration Point, Terranea, Abalone Cove and the Reserve from this secluded 5.3 acre property.
    $2,375,000

    Residential Sold

    1 Wrangler Road, Rolling Hills, California 90274

    2.00Parking(s)
    54Picture(s)
    2.11Sqft
    Gorgeous 4 bedroom home in a private setting, surrounded by greenery and enjoying beautiful ocean and canyon views from most rooms. The owners have created this little piece of paradise with an attention to detail that is visible throughout the home and yard. The hardwood and tile floors accent the Spanish style design of the home and complement the open beam ceilings.
    $2,795,000

    Residential Sold

    25 Chuckwagon Road, Rolling Hills, California 90274

    20.00Parking(s)
    72Picture(s)
    1.17Sqft
    Nestled on a perfectly situated corner lot between two quiet cul-de-sacs with wonderful curb appeal, lies this immaculate and private, one story home with 5 bedrooms and 7 baths. Spanning approximately 5,900 SF of luxury living on over acre of all usable land with panoramic views offering a wonderful lifestyle in a very peaceful setting.
    $3,750,000
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