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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

    12 Eastfield Drive, Rolling Hills, California 90274

    3.00Parking(s)
    37Picture(s)
    0.94Sqft
    Tranquil one level ranch estate located in the private gated community of Rolling Hills. Extensively remodeled in 2009 this elegant home offers soaring ceilings and walls of glass overlooking the expansive grounds and a city light view. Almost one acre of completely flat meticulous manicured land offers endless possibilities to add your dream amenities or possible guest house/ADU.
    $3,250,000

    Residential Sold

    5 Chuckwagon Road, Rolling Hills, California 90274

    3.00Parking(s)
    58Picture(s)
    2.48Sqft
    Nestled in the prestigious 24 hour guard-gated community of Rolling Hills is this MOST RECENTLY REMODELED FRENCH COUNTRY CUSTOM HOME with GREAT CITY LIGHT VIEWS.
    $4,890,000

    Residential Sold

    16 Southfield Drive, Rolling Hills, California 90274

    2.00Parking(s)
    42Picture(s)
    1.49Sqft
    First time on the market!!! Set Behind the Gates of Rolling Hills this classic one-level 3 bedroom 2.5 bath home includes a wonderful flow featuring a formal living room, family room, kitchen and breakfast nook situated on almost 1.5 acres with the utmost in privacy. Old world peg hardwood floors with most rooms looking out on the ocean.
    $2,499,000

    Residential Sold

    5 Sagebrush Lane, Rolling Hills, California 90274

    4.00Parking(s)
    52Picture(s)
    2.62Sqft
    Beautifully landscaped and back on the market! Don’t miss this opportunity to make this gorgeous property your personal retreat! An opulent, custom designed estate with the finest imported finishes located in the coveted secure city of Rolling Hills. Poised at the end of a private, tree-lined drive, this sprawling 12,000 square foot home features 6 bedrooms, 8 baths and 2 offices.
    $6,995,000

    Residential Sold

    1 Caballeros Road, Rolling Hills, California 90274

    8.00Parking(s)
    40Picture(s)
    3.48Sqft
    A Rolling Hills masterpiece. Perched atop the Palos Verdes Peninsula in Rolling Hills, one of greater Los Angeles' most exclusive, guard-gated cities sits an impressive 3.5 acre estate. This exquisite home features 5 bedrooms + an office, 4.5 bathrooms, 4,453 sq. ft. of living space plus a rare oversized 4-car garage with additional guest parking.
    $5,800,000

    Residential Sold

    15 Middleridge Lane, Rolling Hills, California 90274

    3.00Parking(s)
    35Picture(s)
    1.16Sqft
    Welcome home to your charming storybook home! Located on one of the premier streets behind the gates of Rolling Hills, close to the main gate, this incredibly charming recently remodeled home sits on over 1-acre of land. The main house includes 3 bedrooms, 2.5 bathrooms, a 3-car garage. Enjoy the bonus casita with 1 bed and 1 bath (this is the 4th bedroom), plus an additional 240 sq. ft.
    $3,495,000

    Residential Sold

    6 Maverick Lane, Rolling Hills, California 90274

    2.00Parking(s)
    77Picture(s)
    1.08Sqft
    A rare opportunity to live in a piece of functional art that has been lovingly restored and upgraded to showcase its exceptional design. Experience timeless California living in this architectural mid-century masterpiece designed by renown architect Cliff May, who is known as the “father of the California rancho”.
    $5,195,000

    Residential Sold

    18 Cinchring Road, Rolling Hills, California 90274

    2.00Parking(s)
    24Picture(s)
    0.97Sqft
    Enjoy panoramic CATALINA, OCEAN, SUNSET and WHITE WATER views all the way from Trump National Golf Club to Portuguese Bend, Abalone Cove and the Palos Verdes Peninsula along with the pinnace of resort style living with this FRONT ROW Rolling Hills bluff top location inside the ultra exclusive, Equestrian Zoned and guard gated community of Rolling Hills! Located at the end of a culdesac on a 42,36
    $2,500,000

    Residential Sold

    16 Williamsburg Lane, Rolling Hills, California 90274

    2.00Parking(s)
    66Picture(s)
    1.13Sqft
    Rare opportunity to own extraordinary two-level Colonial Williamsburg home in the private, gated city of Rolling Hills. One of the most sought-after streets on all the Peninsula and specifically Rolling Hills, Williamsburg Lane is reminiscent of a Norman Rockwell painting and 16 Williamsburg Lane is arguably its centerpiece...
    $4,250,000

    Residential Sold

    1 Williamsburg Lane, Rolling Hills, California 90274

    3.00Parking(s)
    35Picture(s)
    2.19Sqft
    Found on one of the most beloved streets in all of Rolling Hills, this authentic Colonial style home is iconic. Originally designed by acclaimed architect Paul R.
    $5,250,000

    Residential Sold

    2 Chuckwagon Road, Rolling Hills, California 90274

    2.00Parking(s)
    48Picture(s)
    1.17Sqft
    Welcome to this incredibly special, minimal energy home. The home is separated from the garage by a small breezeway and the garage is intended to become a studio. As such, there are approved plans for a new 3 car garage and still you have room to add an ADU if desired. The pictures speak for themselves as to the charm and quality of this home with its beautiful wood beams, posts and ceilings.
    $2,495,000

    Residential Sold

    2 Flying Mane Road, Rolling Hills, California 90274

    4.00Parking(s)
    28Picture(s)
    1.01Sqft
    Calling all project seekers! Great opportunity to make this property your own. Located in the prominent, guard gated community of Rolling Hills with miles of walking & horse trails, tennis courts, picnic areas and riding arenas, this property was built in 1951 and is in its original condition.
    $2,500,000
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