Woodside Hills Homes for Sale

Welcome to Woodside Hills, a hidden gem nestled in the heart of Woodside, California, within the picturesque San Mateo County. Known for its serene landscapes and luxurious estates, this neighborhood offers a unique blend of nature and sophistication, making it the perfect place to call home.

Woodside Hills is characterized by its sprawling properties, many of which boast breathtaking views of the surrounding hills and lush greenery. The area is primarily residential, with a charming mix of modern designs and classic architecture that reflect the rich history of the region. Here, you’ll find homes that offer spacious layouts, expansive yards, and exquisite outdoor spaces, ideal for entertaining or simply enjoying the tranquility of your surroundings.

One of the standout features of Woodside Hills is its proximity to nature. Residents can explore numerous hiking and biking trails that meander through the nearby parks and open spaces, providing endless opportunities for outdoor adventures. The neighborhood is also known for its top-rated schools, making it a desirable location for families seeking a nurturing environment for their children.

For those looking to invest in this idyllic community, there are homes for sale that cater to various lifestyles and budgets. Whether you’re seeking a cozy retreat or a grand estate, Woodside Hills has something to offer everyone. With its charming atmosphere, stunning views, and close-knit community feel, this neighborhood is truly a sanctuary away from the hustle and bustle of city life. Embrace the opportunity to live in one of California's most enchanting locales—your dream home awaits in Woodside Hills!

Newest Woodside Hills Homes for Sale

$4,750,000

4 Beds ⋅ 5 Baths ⋅ BE41140473 MLS

Tucked at the end of a peaceful cul-de-sac in Woodside Hills, this beautifully reimagined single-level retreat pairs timeless ranch design with an unbeatable connection to nature. Panoramic views stretch across Hoover Tower, Moffett Field, the Dish, and Mount Hamilton - a backdrop that changes with the light throughout the day. Set on a full acre with a creekside property line, the grounds feel like a private nature escape. Deer and songbirds pass through regularly, while four terraced garden beds await your green thumb. Outdoor living is at the heart of this property, with a spacious private deck, a bocce ball court, horseshoes, a swing set, and even a chicken coop - space to entertain, play, and unwind in equal measure. A large paved driveway offers ample parking for hosting guests with ease. Inside, the open floor plan is anchored by a custom kitchen featuring a large center island, stainless steel appliances, and timeless leathered granite countertops, prized for their easy maintenance, complete with a pantry for extra storage - all flowing seamlessly into the home's entertaining spaces. The thoughtfully remodeled layout (2013) also offers true separation between private and social areas. Two en-suite bedrooms and a Jack-and-Jill bath provide flexibility for family or guests,

140 Sheridan Way, Woodside

Listed by Ella Naylor, (650) 520-9864 from Compass
(If provided) CoList: Daniel Boot from Compass

$4,788,000

4 Beds ⋅ 4 Baths ⋅ ML82050181 MLS

Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the interiors feature wide-plank hardwood floors, soaring ceilings, and refined finishes that create a light-filled, airy atmosphere in harmony with its natural surroundings. Expansive formal rooms are complemented by multiple fireplaces, a well-appointed kitchen, and a walk-out family room that opens to the outdoors. The four-bedroom layout includes a primary suite with a spa-inspired bathroom designed for comfort and retreat. Outdoor living is equally compelling, with a generous deck and patio featuring an outdoor kitchen, all framed by a verdant, oak-studded backdrop that emphasizes the home's connection to nature. A three-car garage completes the property, while the setting balances privacy with convenience, just minutes to downtown Redwood City, nearby nature preserves and trailheads, and easy access to Highway 280.

61 Oak Haven WAY, Woodside

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Intero Real Estate Services are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.