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

    1 Bowie Road, Rolling Hills, California 90274

    3.00Parking(s)
    22Picture(s)
    0.73Sqft
    Situated on a large corner lot, this spacious one-level home has a great floor plan where most rooms overlook the generous backyard with Idaho quartz patio, mature olive tree and lush landscaping. Hardwood floors adorn the interior, where the gourmet kitchen opens to a cozy family room with fireplace. The large living room has vaulted ceiling and French doors leading to the yard.
    $2,300,000

    Residential Sold

    13 Cinchring Road, Rolling Hills, California 90274

    3.00Parking(s)
    64Picture(s)
    2.37Sqft
    Over 4000 sq. ft. home on an ample 2.37 acres lot is packed with character, high-end features, and incredible views from every room! Located in the tranquil & private neighborhood of Rolling Hills, a gated community known for its generous acreage, tasteful custom homes, and equestrian facilities.
    $4,249,000

    Residential Sold

    2 Spur Lane, Rolling Hills, California 90274

    2.00Parking(s)
    66Picture(s)
    2.20Sqft
    So you are looking for a property with panoramic ocean views and tons of privacy? This Rolling Hills classic ranch style beauty checks the boxes. Upon entering the gated tree lined drive you are greeted by the beautiful 6 bedroom, 4 bathroom, 3,700+ sq.ft. home sitting on a sprawling 2.2 acres and overlooking Catalina Island and Pacific Ocean.
    $4,549,000

    Residential Sold

    5 Crest Road, Rolling Hills, California 90274

    13.00Parking(s)
    25Picture(s)
    3.59Sqft
    5 Crest Road East offers an expansive private compound located behind the 24/7 attended gates of Rolling Hills. With plenty of fresh air and room to enjoy, this is the perfect place to shelter in place! This beautiful estate home features 6 bedrooms in two wings with 4.5 baths on a huge flat pad.
    $4,450,000

    Residential Sold

    9 Outrider Road, Rolling Hills, California 90274

    2.00Parking(s)
    35Picture(s)
    0.88Sqft
    Nestled behind the gates of Rolling Hills, perched up away from the hustle and bustle lies a charming 2,304 sq. ft. ranch style home featuring beautiful unobstructed panoramic views including downtown LA city lights all the way to the Harbor. Recently updated inside, this home is move-in ready and awaiting your personal touches.
    $2,295,000

    Residential Sold

    4 Chestnut Lane, Rolling Hills, California 90274

    3.00Parking(s)
    5Picture(s)
    1.08Sqft
    Located at the end of a flat cul de sac street you will find a long private driveway that leads you to the ultimate in privacy and seclusion: an estate property featuring 5 bedrooms and 5 bathrooms on just over an acre of usable land.
    $3,200,000

    Residential Sold

    12 Ringbit Road, Rolling Hills, California 90274

    2.00Parking(s)
    50Picture(s)
    1.48Sqft
    An incredible 3 BD, 4 BA home, with rooms that can be used as 2 more bedrooms, featuring panoramic, unobstructed views of the ocean, Catalina Island, and sunset. This gated property is situated on a 1.5 acre lot with 3,490 SF of living space and plenty of indoor and outdoor space to enjoy the magnificent views.
    $3,495,000

    Residential Sold

    5 Chesterfield Road, Rolling Hills, California 90274

    3.00Parking(s)
    59Picture(s)
    2.63Sqft
    Situated at the end of the cul de sac, on an expansive 2.6 acres, this stunning beauty boasts breathtaking, panoramic city views and a multitude of exquisite architectural details.
    $3,700,000

    Residential Sold

    8 Possum Ridge Road, Rolling Hills, California 90274

    3.00Parking(s)
    48Picture(s)
    4.77Sqft
    Boasting panoramic views of the queen's necklace, ocean and city lights, this remarkable estate was built in 2009, and is located towards the end of a quiet cul-de-sac. A secluded courtyard entry leads to the living room and dining area, where the views are front and center! The gourmet kitchen has a magnificent center island, Sub Zero refrigerator and Viking range.
    $7,499,000

    Residential Sold

    7 CREST Road, Rolling Hills, California 90274

    11.00Parking(s)
    16Picture(s)
    4.11Sqft
    NEW PRICE AND TAKE A FRESH LOOK AT THIS RURAL OASIS. THIS IS A RARE OPPORTUNITY TO REIMAGINE A CLASSIC RANCH HOME IN ROLLING HILLS. WITH VIEWS IN ALL DIRECTIONS, THIS HOME BOASTS CATALINA ISLAND, PACIFIC COAST VISTAS, QUEENS NECKLACE AND SANTA MONICA BAY, DOWNTOWN LOS ANGELES AND GORGEOUS MOUNTAIN AND SUNSET PANORAMAS.
    $5,250,000

    Residential Sold

    7 Chesterfield Road, Rolling Hills, California 90274

    3.00Parking(s)
    35Picture(s)
    8.30Sqft
    Surrounded by stately trees, this 8 acre estate is located at the end of a quiet cul-de-sac. You’ll marvel at the panoramic views and outdoor space; a North / South tennis court, a 695 square foot, secluded guest house with living room, bedroom & bathroom, and incredible horse facilities with riding ring and a 6 stall barn with an amazing, finished loft area.
    $4,390,000

    Residential Sold

    29 Crest Road, Rolling Hills, California 90274

    5.00Parking(s)
    1Picture(s)
    7.05Sqft
    Live on your own seven acre peninsula terraced estate! Situated above the sea on one of the highest points in PV, enjoy the spectacular ocean & Catalina views from every vantage point of this tranquil hideaway. Ten years in the making, this meticulously conceived estate has it all. At the top is an olympic sized riding ring & corral with barn.
    $16,500,000
    258 Results returned.Per Page
    Skip to content