Woodside, CA Houses for Sale

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

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

Stunning Santa Barbara Style Estate tucked away on a private cul-de-sac. This single-level home offers an elegant living room with fireplace, a gourmet eat-in kitchen with granite countertops that opens to the spacious family room, and a formal dining room ideal for entertaining. A private office with fireplace provides the perfect work-from-home retreat. The exquisite primary suite features a

Loren Dakin Parc Agency Corporation

Custom built in 1992. On the market for the first time! Sweeping western hill views, close-in convenience, plus pool and spa. A dramatic great room with soaring two-story ceiling, arched clerestory windows, and skylights highlights the open floor plan that connects living, dining, and kitchen areas to a spacious view deck. 4 bedrooms and an office are arranged across 3 levels, including a

Scott Dancer Compass

Mid-Century Modern Style on 1.3 Acres Blocks from Town Center. Classic mid-century modern architecture is showcased on beautiful grounds of approximately 1.3 level acres just blocks from Town Center. Complete privacy is offered behind gates, where a long driveway leads past a fenced tennis court to the home and detached garage. Inside, the ambiance is airy and light-filled with soaring

Erika Demma Compass

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

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

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

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

VACANT LAND WITH PLANS BY SIMPSON DESIGN GROUP. ..Exceptional Woodside Opportunity: Level Lot with Scenic Views Minutes to Downtown. Stunning plans by Simpson Design Group. Providing over one-third acre of level land, this expansive parcel is an exceptional opportunity to build your dream home in the heart of Woodside. Offering gorgeous views of the Kite Hill Wildflower Preserve and just steps

Erika Demma Compass

A magnificent transformation has redefined this 1929 French chateau into a modern estate of extraordinary light and sophistication. Once known for its European formality and ornate detail, the home has been renewed from top to bottom with the highest level of design, cabinetry, and finishes. Original millwork and moldings were meticulously preserved, now presented in a palette of light tones that

Michael Warren Compass

Discover total serenity at this exquisite and warm family home. The home has been very thoughtfully renovated to include all the comforts one could ever need. With an open floorplan kitchen and living room, and several floor to ceiling windows. Perfect for taking in the verdant green of the surrounding forest. The home is filled with abundant natural light, benefiting from the natural clearing

Alexander Nichols eXp Realty of California Inc

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

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

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

Recently Updated (2023) Four Bedroom Home This wonderful home is located near the Atherton-Woodside-Redwood City borders, away from through streets and only a short walk away from the Menlo Country Club & bikable to Stanford University. Its large private courtyard provides a delightful outdoor area for entertaining that welcomes guests to your home. Recent renovations were completed in 2023 and

Juliana Lee Pinnacle Realty Advisors

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

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

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