Woodside Hills Homes with Forest / Woods View

Welcome to Woodside Hills, a serene enclave nestled in the heart of San Mateo County, California. Known for its lush landscapes and stunning natural beauty, this charming neighborhood offers a unique blend of tranquility and luxury. With its towering trees and rolling hills, Woodside Hills is a haven for those who appreciate the great outdoors and seek a peaceful retreat from the hustle and bustle of city life.

One of the standout features of homes in Woodside Hills is their breathtaking forest and woods views. Imagine waking up each morning to the gentle rustle of leaves and the soft chirping of birds, all while basking in the warm glow of the California sun filtering through the trees. Many residences have been thoughtfully designed to embrace these picturesque vistas, offering expansive windows and spacious decks that invite nature right into your living space.

The community is not just about stunning homes; it’s also about a lifestyle. Residents enjoy access to hiking and biking trails that meander through the nearby redwoods, perfect for outdoor enthusiasts and families alike. The sense of community here is palpable, with friendly neighbors and local events that foster connections and create lasting memories.

With its proximity to top-rated schools, boutique shopping, and fine dining, Woodside Hills strikes the perfect balance between seclusion and convenience. Whether you’re looking for a peaceful retreat or a vibrant community, Woodside Hills offers an idyllic setting to call home. Come explore the beauty and charm of this remarkable neighborhood—you may just find your dream home among the trees!

Newest Woodside Hills Homes with Forest / Woods View

$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 RE/MAX CAPITAL 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.