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

    2860 Palos Verdes Drive, Rolling Hills, California 90274

    4.00Parking(s)
    74Picture(s)
    2.79Sqft
    Luxury living with amazing views and endless living space. This home has close to 6,200 square feet! The main house is 4,945 square feet with 6 bedrooms and six baths. The detached 714 square foot guest house with kitchen and 3/4 bath is perfect for in law quarters. The third unit is a 540 square foot studio with office and full bathroom.
    $3,650,000

    Residential Sold

    31 Chuckwagon Road, Rolling Hills, California 90274

    2.00Parking(s)
    50Picture(s)
    0.75Sqft
    Walk in the front door and be wowed by the “knock your socks off” view from this special home! Large open spaced living areas seamlessly transition from the living room to the dining room and on to the updated kitchen. The Master suite shares the stunning views enjoyed by most of this home and has a spacious bathroom and huge walk-in closet.
    $2,695,000

    Residential Sold

    60 Eastfield Drive, Rolling Hills, California 90274

    2.00Parking(s)
    26Picture(s)
    3.45Sqft
    This spectacular, custom-built home offers panoramic ocean, city and harbor views. The impressive circular driveway leads to a wrap around, covered porch. An oversized glass front door gives the first glance at the massive living room with stone fireplace, soaring, beamed ceiling, and incredible views. Granite counters and stainless appliances adorn the kitchen.
    $4,999,000

    Residential Sold

    6 El Concho Lane, Rolling Hills, California 90274

    2.00Parking(s)
    1Picture(s)
    2.06Sqft
    Remodeled kitchen and bathrooms. Ocean and City views.
    $2,288,888

    Residential Sold

    34 Chuckwagon Road, Rolling Hills, California 90274

    2.00Parking(s)
    20Picture(s)
    1.60Sqft
    This spectacular, true ONE-LEVEL (no steps or stairs) home has been painstakingly remodeled throughout by Paul Higgins of Knightsbridge Development, with no detail overlooked. The circular driveway is bordered by a beautiful stone wall which creates a charming courtyard entry. Step inside to soaring ceilings with hand hewn beams, and gorgeous French oak floors.
    $2,699,000

    Residential Sold

    5 Reata Lane, Rolling Hills, California 90274

    2.00Parking(s)
    31Picture(s)
    1.24Sqft
    Enjoy the pastoral ambiance of this traditional ranch style home located in the gated and guarded community of Rolling Hills. The immaculately maintained home offers both city and hillside views that enhance the unique living environment. The home boasts a 2,257 square foot floor plan with 3 bedrooms that includes a master suite, 2.
    $1,549,000

    Residential Sold

    1 Chuckwagon Road, Rolling Hills, California 90274

    2.00Parking(s)
    29Picture(s)
    1.21Sqft
    This gorgeous newer construction modern, ranch home is located in the prestigious gated city of Rolling Hills. This home was built for indoor-outdoor living, almost all living spaces extend to the outdoor decks, perfect for entertaining. This spacious open-floorplan features 4 bedrooms, 4.5 bathrooms, over 4,000 sq. ft. of living space.
    $2,995,000

    Residential Sold

    10 Outrider Road, Rolling Hills, California 90274

    3.00Parking(s)
    1Picture(s)
    1.23Sqft
    Located in the private community of Rolling Hills. This beautiful 3 bed, 2.5 bath, 3 car garrage, 1.23 acre home overlooks panoramic views of Ocean, Harbor, bridge and city lights. The lower terrace amenities incude pool with detached spa, tennis court and newly updated cabana.
    $2,000,000

    Residential Sold

    11 Outrider Road, Rolling Hills, California 90274

    3.00Parking(s)
    51Picture(s)
    1.35Sqft
    Beautifully remodeled and gated home in Rolling Hills offers explosive jetliner views of the city, mountains, and harbor.Enter into this private oasis which features an open floor plan for entertaining, a gourmet chef’s kitchen with custom cabinets, a huge center island, walk-in pantry,Thermador and Viking appliances, which opens to a cozy breakfast area.
    $3,450,000

    Residential Sold

    29 Crest Road, Rolling Hills, California 90274

    2.00Parking(s)
    53Picture(s)
    7.05Sqft
    10 years in the making, this terraced estate sits on a peninsula shaped promontory on one of the highest points on the Palos Verdes Peninsula. Catalina, the expansive Pacific ocean, the Palos Verdes shoreline created by centuries of forceful effort. The views offer an exceptional and rare perspective of the amazing Southern California coastline.
    $18,500,000

    Residential Sold

    23 Georgeff Road, Rolling Hills, California 90274

    8.00Parking(s)
    28Picture(s)
    1.26Sqft
    This home is a classic mid century Rolling Hills ranch style home with enough usable land to develop into a significantly larger family home or simply update and personalize into your Rolling Hills dream home. This property offers spectacular views of the city, mountains and canyons. The northern exposure provides living room, family room and two bedrooms with gorgeous, unobstructed views.
    $2,250,000

    Residential Sold

    6 Ringbit Road, Rolling Hills, California 90274

    3.00Parking(s)
    25Picture(s)
    3.07Sqft
    Located down a long, private driveway, your personal paradise awaits! With panoramic ocean views from the living room, chef’s kitchen, family room and master suite, entertaining is a treat! A formal entry opens to the formal living room with vaulted ceiling, fireplace and large picture window.
    $3,999,000
    257 Results returned.Per Page
    Skip to content