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Rolling Hills, CA Homes for Sale

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  • /70

    $6,500,000 Pending

    • 5 Beds
    • 6 Baths
    • 5,080 Sq Ft

    15 Caballeros Rd, Rolling Hills, CA 90274

    Set within the prestigious gated community of Rolling Hills, this home presents a contemporary style combining refined luxury, exceptional quality and breathtaking panoramic views from the Santa Monica Bay to the LA Basin. The captivating views serve to highlight this exceptional property both day and night.Spanning 5,080 sf of living space, this thoughtfully designed home allows for an

    Agent Photo

    Kevin Moen

    Estate Properties

    (310) 905-5232

    15 Caballeros Rd, Rolling Hills, CA 90274
  • /23

    $6,000,000

    • 5 Beds
    • 6 Baths
    • 7,085 Sq Ft

    60 Crest Rd E, Rolling Hills, CA 90274

    This beautiful single family residence is situated in a highly secured 24 hour guard gated city. This Contemporary classic ranch style with gorgeous views and large windows throughout. This Single story 5 bedrooms/6 bath estate sits on approx 3 acres of impeccable landscaping all behind a long and private gated driveway. The backyard features a cascading waterfall from the house to the negative

    Delphine Tso IRN REALTY

    60 Crest Rd E, Rolling Hills, CA 90274
  • /64

    $6,450,000

    • 6 Beds
    • 6.5 Baths
    • 7,250 Sq Ft

    49 Saddleback Rd, Rolling Hills, CA 90274

    Set within the prestigious, guard-gated city of Rolling Hills, this extraordinary 5,500-square-foot residence offers sweeping City and Queen’s Necklace views from its bedrooms, decks and patios. French doors seamlessly blend indoor and outdoor living throughout this mostly single-story gem. Upon entry, the foyer welcomes with soaring ceilings and reveals an expansive, light-filled living room. A

    Charles Raine Coastal Legacy Realty Group

    49 Saddleback Rd, Rolling Hills, CA 90274
  • /43

    $7,270,000

    • 7 Beds
    • 11 Baths
    • 13,617 Sq Ft

    80 Saddleback Rd, Rolling Hills, CA 90274

    Situated within the prestigious guard-gated enclave of Rolling Hills, 80 Saddleback Road occupies the apex of a private peninsula, offering a rare 7-acre coastal sanctuary defined by absolute privacy. The property features a massive pad that commands an astonishing 180-degree "ocean to ocean" panoramic view, stretching unobstructed from the Malibu coastline across the Santa Monica Bay to the Long

    Keith Kelley Strand Hill Properties

    80 Saddleback Rd, Rolling Hills, CA 90274
  • /66

    $8,750,000

    • 6 Beds
    • 7 Baths
    • 6,269 Sq Ft

    100 Saddleback Rd, Rolling Hills, CA 90274

    This extraordinary classic mid-century home, situated at the crest of 4.3 acres, is one of the truly great estate properties in Rolling Hills. Sweeping vistas framed by beautiful trees provide both spectacular views and a sense of privacy while radiating the spirit of effortless indoor-outdoor California luxury living.The property evokes the glamour of a bygone era the moment you arrive. Walls of

    Suzanne Dyer Strand Hill Properties

    100 Saddleback Rd, Rolling Hills, CA 90274
  • /40

    $5,280,000

    • 5 Beds
    • 7 Baths
    • 5,035 Sq Ft

    2 Bowie Rd, Rolling Hills, CA 90274

    Situated in the prestigious 24 hours guard gated city of Rolling Hills. This one level beautiful Rolling Hills home with specular ocean, city, and mountain view, has been extensively remodelled in 2018. Featuring 5 bedrooms, 7 bathrooms, plus office with beautiful walnut build in shelves, new electrical, new roof, plumbing, a/c & heating, new Anderson windows and doors, ... etc. The grand

    Delphine Tso IRN REALTY

    2 Bowie Rd, Rolling Hills, CA 90274
  • /59

    $19,800,000

    • 5 Beds
    • 11 Baths
    • 9,463 Sq Ft

    38 Saddleback Rd, Rolling Hills, CA 90274

    38 Saddleback in Rolling Hills is an architectural triumph, a 9,400-square-foot Contemporary Ranch nestled on a sprawling 54,732-square-foot lot. Designed by Criss Gunderson with inspiration from Cliff May, the estate’s positioning was guided by two Feng Shui masters to ensure a perfect harmony with its environment. This intentionality is matched by an uncompromising commitment to natural

    Keith Kelley Strand Hill Properties

    38 Saddleback Rd, Rolling Hills, CA 90274
  • /3

    $1,489,000

    • Land
    • 3.01 Acres
    • $493,930 per Acre

    79 Eastfield Dr, Rolling Hills, CA 90274

    79 Eastfield Dr. Rolling Hills, a rare offering of a vacant lot with all utilities at the street. The property is 3.01 acres with a large portion of it being flat and suitable for building. This property is ready for your dream home or as a speculation build and sell. All utilities are located at the street. The property is sold in it's As-Is, Where-Is condition and subject to court approval and

    JOHN MARTINDALE GS STRATEGIES, INC.

    79 Eastfield Dr, Rolling Hills, CA 90274
  • /27

    $4,750,000

    • 4 Beds
    • 5.5 Baths
    • 4,641 Sq Ft

    3 Poppy Trail, Rolling Hills, CA 90274

    Set on approximately 2.7 acres in the exclusive, gated community of Rolling Hills, this exceptional equestrian estate blends refined living with the serenity of the countryside. Beautifully renovated in 2023, the approximately 3,833 sq. ft. main residence offers 3 bedrooms and 3.5 bathrooms. The expansive great room showcases soaring wood-beamed ceilings, beautiful oak flooring, and a dramatic

    Chris Adlam Vista Sotheby's International Realty

    3 Poppy Trail, Rolling Hills, CA 90274
  • /18

    $6,749,000

    • 6 Beds
    • 7 Baths
    • 6,355 Sq Ft

    17 Eastfield Dr, Rolling Hills, CA 90274

    This 6355 square foot single story home has 6 bedrooms and 7.0 bathrooms. The sf includes the 1100sf guest house w/ bedroom, kitchen, bathroom, game room & loft. This home is located in the gated city of Rolling Hills at 17 Eastfield Dr. Cooling & Heating, Central Air (4 units). Generac generator for full back up natural gas powered. Tennis court, pool, jacuzzi, outdoor covered bar/bbq, 600ft

    Andrew English Congress Realty, Inc

    17 Eastfield Dr, Rolling Hills, CA 90274
  • /58

    $4,995,000

    • 4 Beds
    • 4 Baths
    • 3,536 Sq Ft

    67 Eastfield Dr, Rolling Hills, CA 90274

    Live the lifestyle you’ve been dreaming of in this stunningly remodeled 4-bedroom, 4-bath luxury residence, located behind the gates in the private city of Rolling Hills, with unobstructed, panoramic views from Queen's necklace to Long Beach Harbor and everything in between. Designed for both elevated entertaining and comfortable daily life, this move-in-ready home offers seamless indoor-outdoor

    Bill Ruth Coastal Legacy Realty Group

    67 Eastfield Dr, Rolling Hills, CA 90274
  • /38

    $5,895,000

    • 4 Beds
    • 5 Baths
    • 5,274 Sq Ft

    57 Saddleback Rd, Rolling Hills, CA 90274

    Stunning 5100+ square foot estate in an exclusive, private, guard gated city offering stunning panoramic city, Mountain, and ocean views. This extraordinary architectural compelling home boasts high ceilings throughout, creating an airy, open atmosphere. Featuring for spacious bedrooms, multiple living areas, a chefs kitchen, three separate offices, every detail has been designed for both comfort

    Bill Ruth Coastal Legacy Realty Group

    57 Saddleback Rd, Rolling Hills, CA 90274
  • /13

    $3,998,000

    • Land
    • 6.99 Acres
    • $571,960 per Acre

    4 Poppy Trail, Rolling Hills, CA 90274

    Discover seven acres of breathtaking land in the prestigious, guard-gated city of Rolling Hills, just minutes from the main entrance. This exceptional parcel offers a rare opportunity to design and build your dream estate, with plans for a luxurious 14,000 sq ft home, a spacious 1,100 sq ft garage, and a pool to enjoy the stunning city views. The expansive lot offers endless possibilities. You

    Brittney Austin Vista Sotheby’s International Realty

    4 Poppy Trail, Rolling Hills, CA 90274
  • /71

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    2 Chuckwagon Rd, Rolling Hills, CA 90274

    Now is your chance to live Behind the Gates, as we say On the Hill. Calling gardeners, artists & avant-garde visionaries. Amazing value within a private city on over an acre...Designed for the eco-conscious buyer with an eye for innovation. This home is not just a place to live—it’s a statement of values.On a sun-drenched corner lot in a guard-gated city, this architectural gem blends

    Tashia Hinchliffe Estate Properties

    2 Chuckwagon Rd, Rolling Hills, CA 90274
  • /75

    $6,000,000

    • 5 Beds
    • 5.5 Baths
    • 6,600 Sq Ft

    50 Eastfield Dr, Rolling Hills, CA 90274

    Modern Ranch Home Built in 1999 by the current owners from the ground up. This home has all of the space and amenities anyone could want! With privacy and views of the Harbor Breakwater and Ocean, Long Beach City Lights and Coastline to the south, one will see glorious sunrises. With 1.7 acres of usable land, this home features a private guest house (fully equipped with a cozy fireplace, separate

    Leslie Stetson Berkshire Hathaway HomeService

    50 Eastfield Dr, Rolling Hills, CA 90274
  • /62

    $5,998,000 Pending

    • 5 Beds
    • 6 Baths
    • 5,089 Sq Ft

    4 Buckboard Ln, Rolling Hills, CA 90274

    Behind the gates of the prestigious city of Rolling Hills on the Palos Verdes Peninsula, this five-bedroom, six-bathroom estate spans more than two acres of manicured grounds, where mornings begin in stillness and evenings are framed by sweeping, unobstructed views from Redondo Beach across the South Bay and Los Angeles skyline to Long Beach. Designed for both retreat and gathering, the estate

    Trey Alligood Douglas Elliman

    4 Buckboard Ln, Rolling Hills, CA 90274
  • /38

    $4,150,000 Pending

    • 2 Beds
    • 3 Baths
    • 2,292 Sq Ft

    7 Cinchring Rd, Rolling Hills, CA 90274

    Imagine owning a piece of architectural history. Known as The Coe House, this exceptional Rolling Hills residence, designed by the legendary Richard Neutra, masterfully blends iconic mid-century modern design with refined contemporary updates. Thoughtfully restored, the home now features all the modern luxuries of today while preserving the classic design elements that define its timeless appeal.

    Melissa Resich Estate Properties

    7 Cinchring Rd, Rolling Hills, CA 90274
  • 9 Middleridge Ln N, Rolling Hills, CA 90274

    $3,675,000 Sold Jan 30, 2026

    9 Middleridge Ln N, Rolling Hills, CA 90274

    • 4 Beds
    • 3 Baths
    • 3,111 Sq Ft
    • Built 1953

    Last Sold Summary

    • 8% Below List Price
    • $1,181/SF
    • 229 Days On Market

    Current Estimated Value $3,663,880

    Last Listing Agent Kevin Pluimer Compass

    9 Middleridge Ln N, Rolling Hills, CA 90274
  • /60

    $5,085,000 Sold Jan 20, 2026

    2 Eucalyptus Ln, Rolling Hills, CA 90274

    • 6 Beds
    • 4 Baths
    • 5,110 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $995/SF
    • 21 Days On Market

    Current Estimated Value $5,107,751

    Last Listing Agent Chris Soffer The Beverly Hills Estates

    2 Eucalyptus Ln, Rolling Hills, CA 90274
  • 1 Outrider Rd, Rolling Hills, CA 90274

    $4,200,000 Sold Dec 19, 2025

    1 Outrider Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 4 Baths
    • 3,677 Sq Ft
    • Built 1952

    Last Sold Summary

    • $1,142/SF

    Current Estimated Value $4,107,234

    Last Listing Agent Suzanne Dyer Strand Hill Properties

    1 Outrider Rd, Rolling Hills, CA 90274
  • 8 Quail Ridge Rd S, Rolling Hills, CA 90274

    $1,900,000 Sold Dec 17, 2025

    8 Quail Ridge Rd S, Rolling Hills, CA 90274

    • 4 Beds
    • 3 Baths
    • 3,165 Sq Ft
    • Built 1951

    Last Sold Summary

    • 54% Below List Price
    • $600/SF
    • 511 Days On Market

    Current Estimated Value $2,623,353

    Last Listing Agent Leslie Stetson Berkshire Hathaway HomeService

    8 Quail Ridge Rd S, Rolling Hills, CA 90274
  • 20 Cinchring Rd, Rolling Hills, CA 90274

    $3,600,000 Sold Dec 16, 2025

    20 Cinchring Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 3 Baths
    • 3,361 Sq Ft
    • Built 1973

    Last Sold Summary

    • 35% Below List Price
    • $1,071/SF
    • 260 Days On Market

    Current Estimated Value $3,649,488

    Last Listing Agent Patricia Gardner Coldwell Banker Realty

    20 Cinchring Rd, Rolling Hills, CA 90274
  • /28

    $3,700,000 Sold Nov 20, 2025

    19 Caballeros Rd, Rolling Hills, CA 90274

    • 5 Beds
    • 3 Baths
    • 3,191 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $1,160/SF
    • 17 Days On Market

    Current Estimated Value $3,745,508

    Last Listing Agent David Kramer Compass

    19 Caballeros Rd, Rolling Hills, CA 90274
  • /6

    $9,666,000 Sold Nov 10, 2025

    30 Portuguese Bend Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 4.5 Baths
    • 6,200 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Below List Price
    • $1,559/SF
    • 117 Days On Market

    Current Estimated Value $9,265,774

    Last Listing Agent Lily Liang Strand Hill Properties

    30 Portuguese Bend Rd, Rolling Hills, CA 90274
  • 23 Caballeros Rd, Rolling Hills, CA 90274

    $4,825,000 Sold Sep 29, 2025

    23 Caballeros Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 3.5 Baths
    • 3,800 Sq Ft
    • Built 1953

    Last Sold Summary

    • 10% Above List Price
    • $1,270/SF
    • 6 Days On Market

    Current Estimated Value $4,656,371

    Last Listing Agent Nicole Pletkovich Keller Williams Realty

    23 Caballeros Rd, Rolling Hills, CA 90274
  • 2840 Palos Verdes Dr N, Rolling Hills Estates, CA 90274

    $3,500,000 Sold Sep 17, 2025

    2840 Palos Verdes Dr N, Rolling Hills Estates, CA 90274

    • 5 Beds
    • 4 Baths
    • 2,995 Sq Ft
    • Built 1959

    Last Sold Summary

    • 8% Below List Price
    • $1,169/SF
    • 38 Days On Market

    Current Estimated Value $3,387,457

    Last Listing Agent Mingli Wang Realty One Group United

    2840 Palos Verdes Dr N, Rolling Hills Estates, CA 90274
  • /45

    $2,500,000 Sold Sep 15, 2025

    5 Caballeros Rd, Rolling Hills, CA 90274

    • 2 Beds
    • 3 Baths
    • 2,304 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Above List Price
    • $1,085/SF
    • 6 Days On Market

    Current Estimated Value $2,519,240

    Last Listing Agent Letty Vermeulen Aspire Los Angeles

    5 Caballeros Rd, Rolling Hills, CA 90274
  • 9 Reata Ln, Rolling Hills, CA 90274

    $2,825,000 Sold Sep 12, 2025

    9 Reata Ln, Rolling Hills, CA 90274

    • 4 Beds
    • 3 Baths
    • 2,825 Sq Ft
    • Built 1961

    Last Sold Summary

    • 6% Below List Price
    • $1,000/SF
    • 29 Days On Market

    Current Estimated Value $2,787,954

    Last Listing Agent Stephen Haw Keller Williams Palos Verdes

    9 Reata Ln, Rolling Hills, CA 90274
  • /34

    $3,200,000 Sold Sep 05, 2025

    17 Bowie Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 4 Baths
    • 3,626 Sq Ft
    • Built 1966

    Last Sold Summary

    • 22% Below List Price
    • $883/SF
    • 109 Days On Market

    Current Estimated Value $3,484,131

    Last Listing Agent Jodi Bell Ticknor Compass

    17 Bowie Rd, Rolling Hills, CA 90274
  • 14 Chuckwagon Rd, Rolling Hills, CA 90274

    $3,950,000 Sold Jul 22, 2025

    14 Chuckwagon Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 4.5 Baths
    • 3,061 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $1,290/SF
    • 28 Days On Market

    Current Estimated Value $3,720,067

    Last Listing Agent Neil Chhabria Chhabria Real Estate Company

    14 Chuckwagon Rd, Rolling Hills, CA 90274
  • 12 Georgeff Rd, Rolling Hills, CA 90274

    $3,400,000 Sold Jul 21, 2025

    12 Georgeff Rd, Rolling Hills, CA 90274

    • 5 Beds
    • 5 Baths
    • 4,136 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $822/SF

    Current Estimated Value $3,495,017

    Last Listing Agent Mingli Wang Realty One Group United

    12 Georgeff Rd, Rolling Hills, CA 90274
  • 4 Chesterfield Rd, Rolling Hills, CA 90274

    $2,400,000 Sold Jul 01, 2025

    4 Chesterfield Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 3 Baths
    • 2,853 Sq Ft
    • Built 1956

    Last Sold Summary

    • 16% Below List Price
    • $841/SF
    • 69 Days On Market

    Current Estimated Value $2,387,641

    Last Listing Agent Gordon Inman Keller Williams Realty

    4 Chesterfield Rd, Rolling Hills, CA 90274
  • 88 Saddleback Rd, Rolling Hills, CA 90274

    $3,730,000 Sold May 26, 2025

    88 Saddleback Rd, Rolling Hills, CA 90274

    • 3 Beds
    • 3 Baths
    • 3,780 Sq Ft
    • Built 1946

    Last Sold Summary

    • 13% Below List Price
    • $987/SF
    • 72 Days On Market

    Current Estimated Value $3,626,494

    Last Listing Agent Abraham Williams Real Broker

    88 Saddleback Rd, Rolling Hills, CA 90274
  • /2

    $5,500,000 Sold Jan 21, 2026

    2 Pine Tree Ln, Rolling Hills, CA 90274

    • 7 Beds
    • 8 Baths
    • 11,686 Sq Ft
    • Built 1985

    Last Sold Summary

    • 21% Below List Price
    • $471/SF
    • 326 Days On Market

    Current Estimated Value $6,970,482

    Last Listing Agent Jeff Yarbrough Keller Williams Beverly Hills

    2 Pine Tree Ln, Rolling Hills, CA 90274
  • 42 Saddleback Rd, Rolling Hills, CA 90274

    $4,137,000 Sold Sep 17, 2025

    42 Saddleback Rd, Rolling Hills, CA 90274

    • 3 Beds
    • 4 Baths
    • 4,200 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Above List Price
    • $985/SF

    Current Estimated Value $3,874,980

    Last Listing Agent Ed Kaminsky eXp Realty of California, Inc

    42 Saddleback Rd, Rolling Hills, CA 90274
  • 16 Roadrunner Rd, Rolling Hills, CA 90274

    $5,500,000 Sold Aug 21, 2025

    16 Roadrunner Rd, Rolling Hills, CA 90274

    • 4 Beds
    • 4.5 Baths
    • 4,583 Sq Ft
    • Built 1963

    Last Sold Summary

    • 8% Below List Price
    • $1,200/SF
    • 9 Days On Market

    Current Estimated Value $5,311,987

    Last Listing Agent Chris Adlam Vista Sotheby's International Realty

    16 Roadrunner Rd, Rolling Hills, CA 90274
  • 15 Chuckwagon Rd, Rolling Hills, CA 90274

    $1,395,000 Sold Jun 09, 2025

    15 Chuckwagon Rd, Rolling Hills, CA 90274

    • Land
    • 2.27 Acres
    • $615,378 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 161 Days On Market

    Current Estimated Value $1,345,734

    Last Listing Agent Michael Mackenbach Estate Properties

    15 Chuckwagon Rd, Rolling Hills, CA 90274
  • /74

    $3,998,000 Open Sat 1PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,547 Sq Ft

    21 Coveview Dr, Rancho Palos Verdes, CA 90275

    Love at first sight. The circular, stone horseshoe driveway with steps leads you to this thoughtfully curated, extraordinary single level residence with impeccable craftsmanship and breathtaking views, on an over 18,000 square foot lot, set atop on a cul-de-sac in the exclusive and sought after Del Cerro neighborhood of Palos Verdes. As you step inside this remarkable and exquisitely

    Shar Farrokhsiar Estate Properties

    21 Coveview Dr, Rancho Palos Verdes, CA 90275
  • /58

    $3,150,000

    • 4 Beds
    • 6 Baths
    • 2,915 Sq Ft

    5215 Middlecrest Rd, Rancho Palos Verdes, CA 90275

    It is hard to find such an elegant home, with loads of curb appeal on a flat half-acre lot, with a guest house and pool, at the end of a quiet cul-de-sac. This gorgeous home offers privacy in a tranquil country setting, featuring a massive yard and a charming one-bedroom, three-quarter-bath guest house, which is perfect for an office or gym. The spacious remodeled cook's kitchen features

    The Tyndall Team Estate Properties

    5215 Middlecrest Rd, Rancho Palos Verdes, CA 90275
  • /50

    $2,195,000 Open Sat 12PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,471 Sq Ft

    2831 Via el Miro, Rancho Palos Verdes, CA 90275

    Welcome to this beautifully upgraded 4-bedroom, 2-bathroom single-level home located in the heart of Rancho Palos Verdes. Situated on a generous 16,000+ sq ft lot, this property offers a rare blend of privacy, elegance, and expansive outdoor space.Enjoy stunning city views from the comfort of your home, along with lush, professionally landscaped gardens that surround the property. The

    Gabriela Aspiazu Homequest Real Estate

    2831 Via el Miro, Rancho Palos Verdes, CA 90275

Showing Results 1 - 40, Page 1 of 2

Home Trends in Rolling Hills, CA

Housing Trends

Median Sale Price
$3,715,000
Median Single Family Sale Price
$4,787,500
Average Price Per Sq Ft
$1,061
Number of Homes for Sale
12
Last 12 months Home Sales
18
Months of Supply
8.00
Median List Price
$4,872,500
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-19%
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