Woodside Hills Real Estate

Welcome to Woodside Hills, a hidden gem nestled in the heart of San Mateo County, California. This enchanting neighborhood is renowned for its serene ambiance, lush landscapes, and a strong sense of community, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle away from the hustle and bustle of urban living.

Woodside Hills boasts an impressive array of amenities that cater to both nature enthusiasts and those seeking a vibrant social scene. Surrounded by the majestic redwoods and rolling hills, residents enjoy easy access to hiking and biking trails that meander through stunning natural scenery. The nearby Huddart Park offers picnic areas, horseback riding trails, and opportunities for outdoor activities, ensuring that adventure is just a stone's throw away.

The neighborhood is also home to a tight-knit community that values connection and camaraderie. Local events, farmers' markets, and seasonal festivals foster a welcoming atmosphere, allowing neighbors to forge lasting friendships. With top-rated schools in the area, families can take comfort in knowing that their children will receive an exceptional education.

Culinary enthusiasts will delight in the diverse dining options available, from cozy cafes to upscale restaurants, all serving fresh, locally-sourced ingredients. And for those who crave a bit of urban excitement, the vibrant cities of Palo Alto and Menlo Park are just a short drive away, offering shopping, entertainment, and cultural experiences.

In Woodside Hills, you’ll find not just a place to live, but a community to call home. Come explore the charm and beauty of this remarkable neighborhood—your dream home awaits!

Newest Listings in Woodside Hills

$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

$4,499,000

ML82042331 MLS

2.8 Acres of Buildable Land Next to Menlo Country Club. This exceptional nearly 3 acre vacant parcel presents an extraordinary opportunity in a prestigious setting, offering endless possibilities for building. The vacant land, bordering the Menlo Country Club, offers gently rolling terrain with open meadows, wildflowers, perimeter trees, and views of the East Bay hills. With a serene landscape and conceptual plans for a custom residence and accessory structures, this lot offers a unique chance to establish an exceptional property in a sought-after location.

941 High RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: Michael Dreyfus from Golden Gate Sotheby's International Realty

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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.