Woodside Homes under $2 million

Welcome to Woodside, California – a picturesque gem nestled in the heart of San Mateo County. Known for its breathtaking landscapes and serene atmosphere, Woodside offers a unique blend of rural charm and sophisticated living. With sprawling estates, lush greenery, and a strong sense of community, this enchanting town is the perfect place for those seeking a tranquil lifestyle without sacrificing proximity to the vibrant culture of the Bay Area.

One of the most appealing aspects of Woodside is the opportunity to find beautiful homes priced under $2 million. Here, you can discover a variety of properties that cater to diverse tastes, from cozy cottages to modern masterpieces. Many homes in this price range boast expansive lots, stunning views, and exquisite craftsmanship, making them perfect for families, professionals, or anyone looking to enjoy the idyllic California lifestyle.

Living in Woodside means embracing outdoor adventures, with countless hiking and biking trails weaving through the majestic redwoods and rolling hills. The town is also home to a vibrant equestrian community, making it a haven for horse lovers. With its top-rated schools, charming local shops, and a strong sense of community, Woodside provides an unparalleled quality of life.

Whether you're looking to invest in a charming home or seeking a peaceful retreat, Woodside offers an exceptional opportunity to experience the best of California living. Explore the homes available under $2 million and discover the perfect sanctuary to call your own in this enchanting town. Welcome to Woodside – where your dream home awaits!

Newest Woodside Homes under $2 million

$1,599,000

3 Beds ⋅ 2 Baths ⋅ ML82063250 MLS

This enchanting Woodside retreat offers an exceptional blend of privacy, natural beauty, and effortless indoor-outdoor living. Take in the magical, natural setting capturing serene views of the redwood trees, valley, and spectacular sunsets. The thoughtful floor plan and wood throughout, combine timeless character with inviting warmth. On the main level, a formal living room with fireplace flows to the dining area, full bath, with claw foot tub, whiskey bar, and welcoming kitchen and family room, with wood-burning stove. Upstairs, three bedrooms and a bathroom, provide comfort and privacy. Most notable, a light-filled primary suite is a true sanctuary, featuring built-in cabinetry, two walk-in closets, and double doors opening to breathtaking valley and sunset views. Wrap around Ipe decks extend the living space outdoors, offering ideal venues for morning coffee, sunset gatherings, entertaining, or quiet moments beneath the redwoods. Extra storage for firewood, next to detached two-car garage. Near coveted Kings Mountain Elem. School. Rarely does a home offer the combination of seclusion, scenery, lifestyle appeal, with easy access to 92, 280, and 101. Additional two lots, next to the house, included in the sale. This Woodside property is an opportunity not to be missed.

164 Filbert Road, Woodside

Listing courtesy of Kristjan Higdon from eXp Realty of California Inc. 650-303-1216

$1,950,000

3 Beds ⋅ 3 Baths ⋅ ML82059245 MLS

Skyline corridor on nearly one-half acre with spectacular unobstructed ocean views and easy access to both the Peninsula and the coast. The two-story floor plan features vaulted beamed ceilings, angled transom windows, and abundant natural light. The main level has a spacious living room with fireplace, dining area opening to the view deck, an updated eat-in kitchen, plus the primary suite, two additional bedrooms, and a bath. The lower level includes a large family room with fireplace and wet bar, full bath, laundry room, and access to the 2-car garage. Detached bonus studio with wet bar and bath provides flexible space for guests, office, or hobbies. Expansive wraparound deck with ocean views plus covered and open patios extend the living space outdoors. Just one-half mile from a trailhead to Purisima Creek Redwoods Preserve with miles of hiking and equestrian trails, 5 miles to Highways 92 and 8 miles to Highway 84 for access throughout the Peninsula and to the coast. Excellent Kings Mountain Elementary School.

115 Forest View Road, Woodside

Listing courtesy of Scott Dancer from Compass. 650-888-8199

$895,000

1 Beds ⋅ 1 Baths ⋅ ML82038622 MLS

Hidden at the end of a quiet country lane beneath a magnificent canopy of redwoods lies one of Kings Mountain's rarest opportunities, 3.63 private acres where nature, privacy, and possibility come together. Tucked away on picturesque Native Sons Road, this extraordinary property offers a peaceful woodland setting with an existing cottage and valuable infrastructure already in place, including a newer foundation, updated well, septic system, and pump. The home is served by electrical utility service, private well, septic, and delivered propane. Surrounded by towering redwoods and just moments from El Corte de Madera Open Space Preserve, this special property offers a rare opportunity to restore, thoughtfully expand, or create a personal retreat over time. The unfinished lower level presents exciting potential for additional living or bonus space, subject to buyer verification and applicable approvals. Whether envisioned as a weekend escape, artist's studio, writer's retreat, or future custom residence, this is a place where the pace slows, nature takes center stage, and imagination can flourish. A truly uncommon opportunity to own a private slice of Kings Mountain just minutes from the Peninsula's vibrant communities.

155 Native Sons Road, Woodside

Listing courtesy of Liliana Perazich from Coldwell Banker Realty. 415-297-0125

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