Woodside Hills Homes for Sale

Welcome to Woodside Hills, a serene enclave nestled in the heart of San Mateo County, California. Renowned for its lush landscapes and tranquil atmosphere, this charming neighborhood offers a unique blend of natural beauty and upscale living. Woodside Hills is characterized by its sprawling estates, picturesque views, and a strong sense of community, making it an ideal retreat for those seeking both privacy and connection.

As you explore this enchanting area, you'll discover an array of outdoor activities that cater to nature enthusiasts and families alike. With miles of hiking and biking trails winding through the majestic redwoods, residents can immerse themselves in the stunning surroundings. The nearby Woodside Town Center features delightful shops, gourmet dining, and community events that foster a warm neighborhood spirit.

For those considering a move to Woodside Hills, the real estate market offers a diverse selection of homes for sale. From luxurious mansions boasting panoramic views to charming cottages tucked away in peaceful cul-de-sacs, there's something for everyone. Many properties feature expansive yards, perfect for entertaining or enjoying the California sunshine. The architectural styles range from contemporary to classic, ensuring that prospective buyers will find a home that suits their aesthetic preferences.

In addition to its breathtaking scenery and beautiful homes, Woodside Hills is conveniently located near top-rated schools, making it an excellent choice for families. With its unique blend of natural beauty, community spirit, and luxurious living, Woodside Hills invites you to discover your dream home in this idyllic California haven. Come explore the possibilities today!

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 Fine Group Real Estate 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.