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Woodside Hills Homes for Sale

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  • /61

    $13,900,000

    • 6 Beds
    • 8 Baths
    • 5,715 Sq Ft

    140 Eleanor Dr, Woodside, CA 94062

    Masterfully Renovated Bay-View Vineyard Estate. This extraordinary estate presents a masterfully executed whole-home renovation, captivating San Francisco Bay views, and resort-style amenities. Encompassing 1.8 acres of fully landscaped grounds, the property also includes a Chardonnay vineyard, two wine cellars, and expansive indoor and outdoor entertaining spaces designed for grand gatherings.

    Erika Demma Compass

    140 Eleanor Dr, Woodside, CA 94062
  • /32

    $6,488,000 Open Sun 1:30PM - 4:30PM

    • 5 Beds
    • 4 Baths
    • 4,190 Sq Ft

    2290 Stockbridge Ave, Woodside, CA 94062

    An extended driveway meanders through more than 1.3 acres of Woodside grounds, leading to this spacious and inviting home offering nearly 4,200 SF of space. Bright and airy interiors, adorned with maple floors and intricate millwork, have been thoughtfully updated over the years with modern living in mind, providing ideal spaces for entertaining or quiet evenings at home. Expansive formal rooms,

    Michael Repka Deleon Realty

    2290 Stockbridge Ave, Woodside, CA 94062
  • /65

    $4,998,000

    • 4 Beds
    • 3 Baths
    • 2,960 Sq Ft

    250 Hardwick Rd, Woodside, CA 94062

    Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm

    Brian Brunetti Sotheby’s International Realty

    250 Hardwick Rd, Woodside, CA 94062
  • /19

    $16,995,000

    • 6 Beds
    • 7 Baths
    • 8,470 Sq Ft

    961 High Rd, Woodside, CA 94062

    Completely Renovated inside and out! This architectural Jewel with Dazzling Views! Originally imagined by the visionary architect Gardner Dailey in 1934, this exceptional estate is a testament to his architectural brilliance updated with a complete comprehensive renovation. The classic style of a country manor is presented, creating a visual symphony from the slate tile roof to the leaded glass

    Erika Demma Compass

    961 High Rd, Woodside, CA 94062
  • /18

    $4,995,000

    • Land
    • 2.84 Acres
    • $1,759,422 per Acre

    941 High Rd, Woodside, CA 94062

    2.8 Acres of Buildable Land Next to Menlo Country Club! This exceptional 2.8-acre vacant parcel presents an extraordinary opportunity in a prestigious setting, offering endless possibilities for building. Perfectly situated beside a magnificent high-end estate, also available for sale at 961 High Road, this property can stand on its own or combine with the neighboring estate for an unparalleled

    Erika Demma Compass

    941 High Rd, Woodside, CA 94062
  • /98

    $7,628,000

    • 5 Beds
    • 6.5 Baths
    • 6,200 Sq Ft

    7 Oak Haven Way, Woodside, CA 94062

    Welcome to Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 6.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's

    Alan Canas Engel & Völkers

    7 Oak Haven Way, Woodside, CA 94062

About Woodside Hills

Woodside Hills, developed in 1938 on 300 acres, is known for its secluded feel, thanks to its heavily wooded coastal ridgelines and tree-filled traffic islands. The neighborhood's winding roads and foliage-hidden houses contribute to its private atmosphere. The Woodside Hills Homes Association fosters community spirit with events like the “Meet Your Neighbor” night, which may contribute to the area's low crime risk, safer than the national average. Homes here are diverse in architectural style, ranging from historic estates to midcentury luxury homes and contemporary houses, often situated on lots of an acre or more with meticulously landscaped yards. Recreational opportunities include the nearby Menlo Country Club, Barkley Fields and Park, and Stulsaft Park, which offers trails for walking, biking, and horseback riding, as well as playgrounds and a splash pad with crayon-themed water features. Dining options are plentiful at Woodside Plaza, featuring eateries like Redwood Grill, Akami Sushi, and Villa Lucia’s, while Woodside Central provides shopping with stores like Target and Marshalls. Although public transportation is limited, major highways such as Interstate 280 and California State Highway 84 provide easy access to San Francisco, San Jose, and Silicon Valley. Nearby medical facilities include Dignity Health Sequoia Hospital, three miles away, and Stanford Hospital, five miles away. The neighborhood is served by highly rated Woodside High School, known for its career and technical education pathways.

Frequently Asked Questions

Is Woodside Hills a good place to live?
Woodside Hills is a good place to live. Woodside Hills is considered very car-dependent and somewhat bikeable. Woodside Hills is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Woodside Hills has 6 parks for recreational activities. It is sparse in population with 1.0 people per acre and a median age of 53. The average household income is $222,698 which is above the national average. College graduates make up 71.5% of residents. A majority of residents in Woodside Hills are home owners, with 14.3% of residents renting and 85.7% of residents owning their home. A local real estate agent serving Woodside Hills can help you decide if this neighborhood is the right one for you. Learn more on our Woodside Hills neighborhood guide.
Is Woodside Hills, CA a safe neighborhood?
Woodside Hills, 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 Woodside Hills?
The median home price in Woodside Hills is $5,889,000. If you put a 20% down payment of $1,177,800 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $30,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $1M a year to afford the median home price in Woodside Hills. The average household income in Woodside Hills is $223K.
What are the best public schools in Woodside Hills?
The best public schools that serve Woodside Hills are:
What are the best private schools in Woodside Hills?
The best private schools that serve Woodside Hills are:
What are the most popular zip codes in Woodside Hills, Woodside, CA?
The most popular zip codes in Woodside Hills, Woodside, CA include 94544, 94536, 94541, 94062 and 94044.
What are the most popular neighborhoods near Woodside Hills, Woodside, CA?
The most popular neighborhoods near Woodside Hills, Woodside, CA are Farm Hill, Emerald Hills, Woodside Plaza, West of the Alameda and Roosevelt.

Home Trends in Woodside Hills, CA

Home Trends

Median Price (12 Mo)
$5,200,000
Median Single Family Price
$5,755,000
Average Price Per Sq Ft
$1,525
Number of Homes for Sale
4
Last 12 months Home Sales
22
Months of Supply
2.20
Median List Price
$5,889,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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