Woodside, CA Homes for Sale

Hidden gem on nearly half an acre behind a private gated entry with professionally landscaped grounds, mature orchard trees, & year-round blooms. The exceptional single-level 3 bedroom, 3 bath 1,842 sqft main residence was completely renovated in 2017 & features an open, light-filled floor plan with skylights & French Oak floors throughout. The entry opens to a spacious living room with custom

John Shroyer Golden Gate Sotheby's International Realty

Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you're greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east

Kia Amini Compass

Spanning 2,670 square feet of living space, this home envelopes you with warmth and charm from the moment you enter. Sunlight filters through towering redwoods, creating a serene atmosphere throughout. Refinished hardwood floors and thoughtful modern updates blend timeless quality with everyday comfort. The spacious floor plan flows seamlessly, ideal for both daily living and entertaining. The

Joakim Bye Ocean Element Real Estate

Set on a flat acre of gorgeously manicured grounds. This single story home borrows transitional architectural tones from the French countryside. The circular driveway leads up to a large 3 car garage. Five bedrooms that come with a separate guest house, sports court, large pool with covered grotto like spa, adjacent bath with changing room. Outdoor kitchen covered by a palapa, the perfect shade

Mariana Pappalardo Compass

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 spans 3 levels and offers 4 bedroom suites, a library with fireplace, an office, and grand public

Jim Arbeed Coldwell Banker Realty

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 offers privacy and presence. Fully remodeled in 2000 and tastefully updated since, the house includes

Alex Comsa Coldwell Banker Realty

Contemporary single-level main residence with attached two-story ADU on 1.1+ private acres finished in 2021, offering direct Windy Hill views and walking distance to Portola Valley Town Center, library, restaurants, farmers market, and trailheads. Striking modern architecture features walls of glass, soaring ceilings, skylights, and white oak floors throughout. The dramatic great room opens to

Hugh Cornish Coldwell Banker Realty

Welcome to a residence where artistry meets architecture. Set in Emerald Hills on an expansive view lot, the home was designed for those who value quality, creativity, and originality. From the custom iron gate by Burning Man artist Bryan Tedrick to the antique Santa Fe stained-glass entry window, every detail tells a story. Soaring ceilings and dual 7×20 folding glass doors dissolve boundaries

Vickie Burgess Realsmart Properties

Welcome to 6 Woodridge Court, an elegant residence nestled within the prestigious Woodhill Estates community, where privacy and elevated lifestyle come together. This beautiful 4-bedroom, 3-bathroom home with a 3 car garage offers a thoughtfully designed floor plan ideal for both comfortable living and stylish entertaining. Step through the grand entry foyer, where soaring ceilings and natural

Doug Gonzalez Coldwell Banker Realty

Discover a blend of charm and modern living in this beautifully updated Woodside home, nestled beneath a canopy of majestic oak trees. Originally built as a summer cottage in 1927, this 3-bedroom, 2-bathroom residence has been thoughtfully expanded and renovated while preserving its vintage character. The heart of the home features a recently remodeled kitchen designed for both everyday living

Chris Iverson Golden Gate Sotheby's International Realty

Mid-century modern enthusiasts will be delighted by this truly special Woodside retreat. Nestled in The Glens and surrounded by oak trees, this home sits atop an expansive preserve with access to hiking trails. Built in 1959, the home showcases iconic mid-century modern design with floor to ceiling glass that fills the upper level with natural light and opens to an expansive 900+ sq ft deck,

Monique Anton Modern Homes Realty

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 sweeping treetop views. This seamless blend of indoor/outdoor living extends to an expansive deck

James Milton Coldwell Banker Realty

A rare opportunity to own an earthy modern estate set in the esteemed Woodside Hills with breathtaking sweeping Bay views. The residence was rebuilt with uncompromising attention to detail, offering a truly like-new experience that has never been lived in. Situated on 0.98 acres, the 6,809 sq ft home blends dramatic scale with warm, livable sophistication for true California Living. The

Emily Baratzadeh Coldwell Banker Realty

Prime Woodside Plaza location meets effortless living in this 5-bedroom, 3-bathroom home. Spanning 2,600 sq ft on a low maintenance 5,944 sq ft lot, the residence has been thoughtfully updated and expanded with new floors, fresh paint, and a pristine artificial turf yard that stays green year-round. Two-car garage, abundant space for family and guests, plus the convenience of walking to Woodside

Alex Lehr Guide Real Estate