Woodside, CA Houses for Sale

Nestled on nearly a full acre high above one of Silicon Valleys most affluent neighborhoods, this Luxurious Woodside View Compound includes two homes offering soothing panoramic views spanning the bay with all three bridges from San Francisco to Palo Alto & across to Mt. Diablo. Both homes are meticulously renovated with the finest build quality/finishes & awash with natural light from sunrise to

Gerald Guay Compass

Hidden gem on nearly half an acre nestled behind a private gated entry. Professionally landscaped grounds feature mature orchard trees and an abundance of flowers blooming year-round. This exceptional single-level residence blends elegance, style, and comfort in a thoughtfully remodeled, open, light-filled floor plan. The grand entry opens to a spacious living room with custom built-in cabinetry

John Shroyer Golden Gate Sotheby's International Realty

Great new price for this Emerald Hills Masterpiece- Totally remodeled in the last 6 years, with a very versatile floor plan perfect for multi-generational living, work from home, or a potential ADU. Over 4,000 sq ft on a private 0.65-acre lot with panoramic views from Crystal Springs to the Bay and bridges beyond. The movable glass walls don't just let the mountains sit in the distance, they pour

Vicky Costantini Compass

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 are 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

Set on more than 3.6 gated acres of quintessential Woodside grounds, this contemporary masterpiece is surrounded by towering oaks and lush greenery, offering a serene, woodsy retreat. The interiors reflect the natural setting with soaring cherry wood cathedral ceilings, cherry wood floors, and expansive picture windows that flood the home with light and invite the outdoors in. Designed for both

Michael Repka Deleon Realty

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 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

Stunning Custom Built 3 Level Home with Guest Cottage and Pool on 4.37+/- Acres with Stables and Riding Ring on Private Cul-de-Sac in Central Woodside. 5 Bedrooms. 5.5 Bathrooms. Living Room Features Vaulted Ceilings, Wood Floors, and Floor-to-Ceiling Windows. Spacious Kitchen with Large Island, Peninsula and Views of the Pool and a Pond. Intimate Family Room with Sliding Glass Doors to Pool.

Keri Nicholas Parc Agency Corporation

Extraordinary residence with stunning panoramic San Francisco Bay views. Opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase

Scott Dancer Compass

Great cul-de-sac location, this sunny, designer-updated home is as charming as it is comfortable. Just minutes from downtown Woodside and top-rated K-8 Woodside School, this location in the Glens is coveted. Step inside to discover the main level, featuring three bedrooms, including two with en-suite baths. The primary suite is a peaceful sanctuary with a generous footprint, sitting area, and

Kim Hansen Golden Gate Sotheby's International Realty

Private ~half-acre property is prime for redevelopment with an existing 3,365+/- sf house and ADU* with 5BDs and 5BAs, a carriage house with studio, paddock, two access gates and multiple outbuildings. This highly coveted location is within 0.5 mile of Woodside Village with Roberts Market, Bucks, the library, The Village Pub (Michelin starred), Village Hub and Village Bakery and Cafe, and near

Michael Silva Compass

A rare offering on one of Central Woodsides most prestigious streets, just off Mountain Home Road, this extraordinary estate showcases architectural excellence, vineyard beauty, & a luminous natural setting. Spanning almost 4.4 acres with an optional adjacent 3-acre parcel also available, the grounds have been thoughtfully opened to invite abundant sunlight, enhancing both the ambiance and the

Mary Gullixson Compass

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

Morning light pours through redwoods onto white oak floors at this 3BR/2BA retreat on 2.44 private acres. Updated kitchen and marble baths blend comfort and style. A bright barn office and workshop offer flexible use easily converted for equestrian needs with an existing corral. A fenced dog run adds convenience. Enjoy sunrises on the expansive deck or quiet moments on a meditation deck tucked in

Scott Hayes Compass

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!!!! Close to all Central Woodside has to offer including highly desirable Woodside elementary school.

Andrea Ivarsson Coldwell Banker Realty

Known as the Wurster home, this three-lot combination extends across over more than 15 acres and includes as its centerpiece one of the first homes designed by renowned California Architect William Wurster. The house currently spans approx. 4,960 sf with six bedrooms, a beautiful rear lawn and sunny pool area with lovely views of the Western Hills. The lots development options include the

Helen Miller Compass

Known as the Craftsman Homes, coupled with the Tennis Court lot, this multi-faceted, independently accessible, two-lot combination extends across over 12 acres and currently includes two homes totaling approx. 2,850 sf (one with 1,515 sf with two bedrooms and a second with 1,335 sf with two bedrooms), a tennis court as well as a two-stall horse stable and grazing area. The numerous development

Helen Miller Compass

Known as the Olive Orchard home, combined with the contiguous Olive Hill East and West lots, this fabulous combination of three parcels totaling just over 23.5 acres, currently includes two homes, one with approx. 3,345 sf and four bedrooms and the other with 1,755 sf with three bedrooms (the Estate Manager's home), each of which present a series of upgrade or redevelopment options. The parcels

Helen Miller Compass

Known as the Oak Grove home, situated on just over 11 acres and including one home of approx. 3,635 sf with five bedrooms, a lovely rear lawn and swimming pool area and intimate views of the Western Hills. This beautifully situated lot and home, nestled near numerous oak trees, is one of the most enchanting locations on the estate. The lots development options include the possibility of either

Helen Miller Compass

The Green Gables Estate, in its entirety, is a 74 acre, spectacular, one of a kind, multi-generation oasis situated within walking distance from the Woodside Town Center. The estate is currently comprised of seven homes and 10 separate lots, featuring significant additional build out potential and may be purchased as a whole or in 6 potential lot combinations (see MLS listings for suggested lot

Helen Miller Compass

Private retreat with stunning views of Stanford, San Francisco Bay, and the East Bay, just 10 minutes from downtown Woodside. Custom-built in 2004 on 1.4 acres with incredible quality and seismic integrity, this Craftsman home exudes European flair with imported Spanish tile and walnut floors, 12-foot ceilings, and fireplaces in the formal living and dining rooms. The French kitchen features

Scott Dancer Compass

Contemporary luxury with breathtaking western hill views from a close-in location with access to acclaimed Woodside Elementary School (K-8). Whole-home renovation in 2020 to 2022 with open concept design and three levels comprising 3 bedroom suites, dedicated office, 3.5 designer appointed baths, and spacious kitchen. Maple floors on the main level, towering vaulted all-wood ceilings, entire

Scott Dancer Compass

Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm

Brian Brunetti Sotheby’s International Realty

One-of-a-kind mountain retreat on a sun-drenched, fenced 1/3-acre lot surrounded by majestic redwoods. This charming 1930s log cabin has been thoughtfully expanded with a quality newer master suite addition. Features include vaulted ceilings, radiant heated hardwood and tile floors, dual-pane windows, and an open kitchen with granite counters and a new six-burner gas range. Enjoy serene views and

Allen Nazari Park Lane Capital Inc

Conveniently located in the exclusive Woodhill Estates neighborhood, this elegant Tudor-style home blends timeless architecture with modern updates. Set back from the street with manicured landscaping and stone accents, it offers exceptional curb appeal. Inside, beautiful wide plank engineered wood floors extend throughout the main level. A formal living room with soaring ceiling and fireplace,

Judy Citron Compass

Secluded in complete privacy above the street, this contemporary home embodies a true connection to nature through its vast expanses of glass and warm, organic finishes. Designed with a modernist spirit, and award-winning for green design, the home showcases soaring vaulted ceilings, open concept living spaces, and entire walls of glass that frame the surrounding greenery. Bamboo floors, cherry

Ginny Kavanaugh Coldwell Banker Realty

Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/

Elena Licari Coldwell Banker Realty

Wonderful opportunity to live in your own private forest with views of the bay! This property located in the Skyline area of Woodside offers so many opportunities. This 3 bedroom / 2 bath, 1,460 Sq. Ft. home sits among over 2 acres of land. Property consists of 4 separate parcel numbers: 075-181-100, 075-173-110, 075-173-120 & 075-183-010. Potential to remodel existing home & build 2 more with

Veronica Chaves Quintessential Real Estate Firm, Inc.

Nestled in the tranquility of the redwoods on a cul-de-sac, this amazing open and spacious 4 bedroom, 3.5 bathroom home offers 3110 sq. ft of living space with exposed beams, skylights, soaring ceilings and majestic views. All this value offered on a mostly flat 1.2 acre lot. It boasts a large primary suite, huge walk-in closet, a deck overlooking the forest and a primary bath with jetted hot

Rob Iniguez Keller Williams Thrive