Properties For Sale in Woodside

This sprawling 74 Acre estate, offers a rare opportunity to design and create a timeless personal legacy in the heart of Silicon Valley.

Mountain Meadow - A Landmark Legacy-Extraordinary in provenance, scale, and preservation, this landmark estate spans nearly 25 acres, located on land protected by Peninsula Open Space Trust and surrounded by Golden Gate National Recreation Area parkland. Offering unmatched privacy yet just 20 min...

Mountain Meadow - A Landmark Legacy-Extraordinary in provenance, scale, and preservation, this landmark estate spans nearly 25 acres, located on land protected by Peninsula Open Space Trust and surrounded by Golden Gate National Recreation Area parkland. Offering unmatched privacy yet just 20 min...

Set on a 3.1-acre, private and gated lot in one of Woodside's most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort - just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home s...

Set on a 3.1-acre, private and gated lot in one of Woodside's most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort - just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home s...

On one of Woodside most coveted streets the curved driveway leads you a peaceful setting of blooming trees & a charming 2 story home. A dramatic entry w/wall of glass looking out to redwoods welcomes you to this spacious home. The living room with its soaring beamed ceiling has French doors to th...

On one of Woodside most coveted streets the curved driveway leads you a peaceful setting of blooming trees & a charming 2 story home. A dramatic entry w/wall of glass looking out to redwoods welcomes you to this spacious home. The living room with its soaring beamed ceiling has French doors to th...

Circular driveway leads to this luxuriously appointed home atop a gentle knoll. Views encompass a glorious sunrise, Windy Hill, Huddart Park. Level backyard, in-ground pool, fabulous outside entertaining patio w/ built-in BBQ, pizza oven & refrigerator. The classic lines and timeless architecture...

Circular driveway leads to this luxuriously appointed home atop a gentle knoll. Views encompass a glorious sunrise, Windy Hill, Huddart Park. Level backyard, in-ground pool, fabulous outside entertaining patio w/ built-in BBQ, pizza oven & refrigerator. The classic lines and timeless architecture...

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bed...

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bed...

Set on approximately 1.4 acres with views stretching out to the Bay, this beautifully remodeled 4-bedroom, 3.5-bathroom home offers timeless traditional style with elevated designer finishes. The 3339 sq ft interior features oak hardwood floors with inlaid borders, decorative moldings, and three ...

Nestled in the prestigious Woodside Hills, 61 Oak Haven Way is a private estate offering a rare blend of serenity, architectural volume, and thoughtful modern upgrades. Surrounded by majestic oaks on a beautifully landscaped 1.175-acre lot, the home is approached via a long paver driveway that of...

Privately positioned on approximately 1.85 acres with unobstructed views of Jasper Ridge Biological Preserve, this custom-built home offers a rare sense of serenity and seclusion just minutes from town. The setting is truly exceptional - vast, mostly level grounds bordered by open sky and native ...

Bring your builder and architect!! First time on the market in 50 years - incredible value, priced to sell. Four beds and 4 baths in original ranch home plus more recent addition and ADU above garage. Beautiful in ground pool. Horses allowable and close to Woodside trails. Almost three acres!!!! ...

SKY VILLA: RE-IMAGINE ROYALTY IN THE WOODS. Sky Villa is an opportunity to DREAM BIG with unmatched grandeur & privacy. An Italian Renaissance mansion engineered to commercial standards, but now awaiting your completion. Easy ingress/egress off Hwy 92 and Skyline presents this estate in sequester...

Immerse yourself in tranquility and privacy at this one-of-a-kind property nestled in a quiet cul-de-sac in woodside. This sprawling 4.1+ acre estate boasts a spacious 2420 sq ft modern post & beam home, designed to capture the breathtaking views of the Bay and majestic redwoods. Featuring 4 bedr...

Step inside and step back in time to this to this stunning Henrik Bull-style home in Skywood Acres, where classic charm meets modern comfort. Nestled in a sunny tranquil setting, this architectural gem opens into a breathtaking great room with cathedral ceilings and walls of windows that frame sw...

Step inside and step back in time to this to this stunning Henrik Bull-style home in Skywood Acres, where classic charm meets modern comfort. Nestled in a sunny tranquil setting, this architectural gem opens into a breathtaking great room with cathedral ceilings and walls of windows that frame sw...

$75,000.00 Dollar Price Reduction! Welcome to these cabins nestled in the quiet Redwoods of Woodside with Portola Valley School System! Two vintage cabins (needs work) on a single lot - the perfect blend of rustic charm. Enjoy the peace of a small mountain community without being too far from mod...