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Rollingwood Homes for Sale

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  • /47

    $1,599,000 Open Fri 3PM - 6PM

    • 4 Beds
    • 3 Baths
    • 1,510 Sq Ft

    2891 Cottonwood Dr, San Bruno, CA 94066

    Welcome to 2891 Cottonwood Drive, a beautifully updated home in one of San Brunos most sought-after neighborhoods. This property offers 4 bedrooms and 3 bathrooms across approximately 1,510 sq ft on a 5,825 sq ft lot, plus a legal 1-bedroom, 1-bath ADUideal for extended family, guests, or rental potential. The main home features a bright and functional layout with a spacious living room,

    OWN Real Estate KW Advisors

    2891 Cottonwood Dr, San Bruno, CA 94066
  • /30

    $1,388,888

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    2651 Evergreen Dr, San Bruno, CA 94066

    Nestled in Rollingwood neighborhood, this beautifully remodeled home offers the perfect blend of style, comfort and functionality. This home features an open living and dining area with abundant natural light, recessed lighting, and a wood-burning fireplace. Remodeled kitchen includes quartz countertops, breakfast bar, and new stainless steel appliances. Hardwood floors throughout. Remodeled

    Janay Michaud Heritage Realty

    2651 Evergreen Dr, San Bruno, CA 94066
  • /59

    $1,459,000

    • 5 Beds
    • 4 Baths
    • 2,639 Sq Ft

    2031 Pinecrest Dr, San Bruno, CA 94066

    Nestled in the desirable Rollingwood neighborhood of San Bruno, this spacious 2639 sqft of living space home with 5-bedroom, 4-bath offers comfort, flexibility, and room to grow. Set in a tranquil and friendly community, the home is ideal for larger households or those seeking versatile living arrangements. The top level features a substantial penthouse-style bedroom retreat with its own sitting

    Simon Lo Fifty Hills Real Estate

    2031 Pinecrest Dr, San Bruno, CA 94066
  • /2

    $1,400,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    2330 Evergreen Dr, San Bruno, CA 94066

    Beautiful home nicely remodeled! A must see large upgraded kitchen home shows very nicely large backyard landscaped, master suite, 2 car garage. A move in ready home. Do not disturb occupants please. Thanks.

    Gregory Pierce Coldwell Banker Realty

    2330 Evergreen Dr, San Bruno, CA 94066

Why Live in Rollingwood

Rollingwood in San Bruno is a neighborhood characterized by its midcentury and raised ranch-style homes, primarily built in the 1950s and '60s, with some newer constructions from the early 2000s. These single-family homes typically feature three bedrooms and range from 1,040 to 2,550 square feet, situated on lots of less than half an acre. The hilly terrain provides scenic views of San Bruno’s flatland areas and downtown. Fleetwood Park, Monte Verde Park, and Earl-Glenview Park offer recreational spaces with playgrounds, basketball courts, and areas for picnics and dog walking. The San Bruno Golf Center is nearby for golf practice. Rollingwood is conveniently located 2 miles from San Bruno Towne Center and the Shops at Tanforan, which feature a variety of dining options and retailers. Local favorites include Shari’s Cafe and Pies. The neighborhood is well-connected with sidewalks and SamTrans bus stops, and the San Bruno BART station is just 2 miles away, facilitating travel to San Francisco and San Jose. Major roads like Interstate 280 and Skyline Boulevard provide easy access to surrounding areas. Rollingwood is 3.5 miles from Kaiser Permanente South San Francisco Medical Center and 5 miles from San Francisco International Airport, though noise from the freeway and airport can be noticeable. The area is served by highly rated schools such as Portola Elementary School and Capuchino High School, which offers career and college preparatory programs.

Frequently Asked Questions

Is Rollingwood a good place to live?
Rollingwood is a good place to live. Rollingwood is considered car-dependent and somewhat bikeable with some transit options. Rollingwood is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Rollingwood has 6 parks for recreational activities. It is fairly dense in population with 11.5 people per acre and a median age of 46. The average household income is $134,433 which is above the national average. College graduates make up 42.9% of residents. A majority of residents in Rollingwood are home owners, with 23.5% of residents renting and 76.5% of residents owning their home. A local real estate agent serving Rollingwood can help you decide if this neighborhood is the right one for you. Learn more on our Rollingwood neighborhood guide.
Is Rollingwood, CA a safe neighborhood?
Rollingwood, CA is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Rollingwood?
The median home price in Rollingwood is $1,369,000. If you put a 20% down payment of $273,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $6,890 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $295K a year to afford the median home price in Rollingwood. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Rollingwood is $134K.
What are the best public schools in Rollingwood?
The best public schools that serve Rollingwood are:
What are the best private schools in Rollingwood?
The best private schools that serve Rollingwood are:
What are the most popular zip codes in Rollingwood, San Bruno, CA?
The most popular zip codes in Rollingwood, San Bruno, CA include 94066, 94080, 94044, 94015 and 94030.
What are the most popular neighborhoods near Rollingwood, San Bruno, CA?
The most popular neighborhoods near Rollingwood, San Bruno, CA are Westborough, Crestmoor, Fairmont, San Bruno Park and Serramonte.

Home Trends in Rollingwood, CA

Housing Trends

Median Sale Price
$1,492,500
Median Single Family Sale Price
$1,482,500
Average Price Per Sq Ft
$1,056
Number of Homes for Sale
4
Last 12 months Home Sales
28
Months of Supply
1.70
Median List Price
$1,369,000
Median Change From 1st List Price
-7%
Median Home Sale Price YoY Change
4%
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