Woodside, CA Houses for Sale

Whole-Home Transformation & Amazing Views. This magical setting begins with a wine country-style garden entrance and continues out to sweeping western hill views and amazing privacy. A whole-home transformation created a luxurious indoor/outdoor space with designer finishes and an exceptionally bright and light ambiance. The floor plan is arranged with two distinct lower-level wings for the homes

Erika Demma Compass

Welcome to a breathtaking estate crafted from heart redwood, where timeless elegance meets modern luxury. The beautifully updated main residence features four spacious bedrooms along with a renovated kitchen and baths, designed for both comfort and style. Two inviting guest houses provide flexible living options, while a third guest unit serves as a bright, inspiring studio/gym. Soak up the sun

Kristin Cashin Christie's International Real Estate Sereno

An extended driveway meanders through more than 1.3 acres of Woodside grounds, leading to this spacious and inviting home offering nearly 4,200 SF of space. Bright and airy interiors, adorned with maple floors and intricate millwork, have been thoughtfully updated over the years with modern living in mind, providing ideal spaces for entertaining or quiet evenings at home. Expansive formal rooms,

Michael Repka Deleon Realty

First time on the market in almost 50 years. This unique setting close to horse trails in Central Woodside offers the opportunity to reimagine the potential of almost 3 park like acres. A private oasis for your dream home and minutes away from 280. Proximate to premier local shops and restaurants, Roberts Market, and highly rated Woodside Elementary School.

Andrea Ivarsson Christie's International Real Estate Sereno

IN THE HEART OF HORSE COUNTRY, this treasured family farm on 3 acres will provide enjoyment for years to come. Spacious and expansive, the classically simple and refreshed one-level home is designed for effortless indoor/outdoor living. Highlights include a dramatic great room, extra-large kitchen, 4 bedrooms, and seamless access to the pool and enchanting outdoor living spaces. Enhancing the

Don DeFranco Compass

This exceptional hilltop residence features dramatic bay views from Mt. Diablo to the coastal mountain range. The Hamptons-inspired shingle home has the ambiance of a resort retreat and the privacy that comes with being adjacent to 5000+ acres of Open Space yet minutes from the heart of Silicon Valley, A giant office suite, complete with lounge, meeting area and private deck is perfect for work

Scott Hayes 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

Experience the charm of this New England style home in Emerald Hills that is slightly elevated from the street with a front motor court that looks over the neighborhood. This 5-bedroom, 3-bathroom residence showcases exquisite custom woodwork and ironwork throughout the home, reflecting its architectural splendor. Features include a grand foyer with a double staircase, a cozy living room with

Vicky Costantini 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

Welcome to Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 6.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's

Alan Canas Engel & Völkers

Introducing a stunning new listing in the highly sought-after Colton Court! This magnificent 5-bedroom, 5.5-bathroom home spans an impressive 6,420 square feet and is situated on a sprawling nearly half-acre lot. Each of the five bedrooms features its own ensuite bathroom, providing ultimate privacy and convenience. The thoughtfully designed layout includes a downstairs bedroom, perfect for

Michele Harkov Compass

Welcome to these cabins nestled in the quiet, redwood-lined hills of Woodside. This unique property offers not one, but 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 modern essentials like groceries, shops, and entertainment. The front cabin welcomes you with a large deck, an inviting

Doug Gonzalez Coldwell Banker Realty

Lakeview Lodge: A Storybook Sanctuary with Iconic Views and a Surprisingly Convenient Location. Every now and then, a property comes along that feels pulled from the pages of a storybook. Lakeview Lodge is one of those rare places, loved and nurtured by its owners for 29 years for the simplest reason: its just that special. Perched above the treetops with sweeping views of Stanfords Jasper Ridge,

Ginny Kavanaugh Coldwell Banker Realty

Panoramic Western Hills views set the stage for this stunning Central Woodside estate, nestled on approximately 3.2 flat, fully usable acres just moments from downtown shops, dining, and top-rated Woodside Elementary. Designed for both comfort and function, the primarily single-level layout includes a spacious primary suite, multiple living areas, and a bright eat-in kitchen opening to a large

David Bergman Intero Real Estate Services

Embrace Nature 5.19 Acre Gated Magical Woodside Retreat. Contemporary style, huge windows, soaring ceilings that reach to amazing heights, pyramid copper roofs, 10 gig network intra-structure, and skylights. Unique style/constructionset in the magical setting of a majestic Redwood grove, surrounded by Silicon Valley Views. 3 bed, 2 bath home of ~2,850 sf. The open plan has a kitchen with custom

Peter Cowperthwaite Golden Gate Sotheby's International Realty

A stately Hamptons-style retreat, this exquisite home offers complete privacy just blocks from Town Center and the acclaimed Woodside School. Set behind electronic gates on more than one acre of level land, the property is a showcase of timeless elegance and modern luxury with resort-like amenities. Extensively remodeled, the interiors feature refinished hardwood floors, fresh paint, and

Erika Demma Compass

Tucked away in the enchanting Woodside Glens neighborhood, this circa mid-1930s cottage is wrapped with lush gardens on a level lot, presenting a rare opportunity not seen on the market in four generations. Thoughtfully maintained and updated, the home showcases its original charm with a leaded glass front door and handcrafted built-ins throughout. A welcoming foyer, inviting living spaces, and a

Deborah Kehrberg Compass

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

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

Completely Renovated inside and out! This architectural Jewel with Dazzling Views! Originally imagined by the visionary architect Gardner Dailey in 1934, this exceptional estate is a testament to his architectural brilliance updated with a complete comprehensive renovation. The classic style of a country manor is presented, creating a visual symphony from the slate tile roof to the leaded glass

Erika Demma Compass

Amazing opportunity to build a beautiful new home in Woodside just 2 miles from the town center and with access to acclaimed Woodside School (Pre K-8). Architectural plans, by the renowned firm, Mason Architects, have already been paid & approved by the City of Woodside. The plans include a 3,214 sf main home and 512 sq. ft ADU. The main level of the home features a formal living and dining room

Casey Sternsmith Compass

Have vision and want to have the ultimate compound? This is a fixer with HUGE potential. This is a one-of-a-kind Nature-Lover's Tahoe-Style home and has so much upside and flat land. You will love what can be done here including adding an ADU to add even more sq footage (SB9). This is the perfect compound for a multi-generational family or place for Mom and Dad. Nestled on over 1.5 acres,

Butch Haze 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

Welcome to 1 Hayfields Road! Motivated Seller - best price on the flats of Portola Valley!!! Nestled in a serene and peaceful country setting, this inviting rancher offers the perfect balance of privacy and convenience. With stunning access to nearby trails, you can enjoy the natural beauty right outside your doorstep, whether you're hiking, biking, or simply soaking in the outdoors. Inside,

Debora Smith Sotheby's Intl Rlty

ARCHITECTURAL DIGEST MODERN OF ULTIMATE VIEWS! EXCLUSIVE GATED COMMUNITY, WOODSIDE SCHOOLS, HEART OF SILICON VALLEY LIFESTYLE! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger

Geoffrey Nelson Coldwell Banker Realty

Perfectly and privately situated on nearly 9 sun-filled acres of land, options abound at this very special property: remodel the charming home or build new to create your own dream vision. The choice is yours. The land enjoys breathtaking 180 degree views of the Western Hills and there is a pool, spa, guest house and vast gardens. There is also a 1.2 mile hiking/biking trail encircling the

Erika Demma Compass

Amazing price for this stunning completely remodeled home! Located on 3 acres with complete privacy, and close-in convenience, this exceptional property epitomizes luxury living. The elegant sophistication of the interiors rivals luxury resorts with an extensive use of natural stones that transform walls into works of art. Natural light throughout. Book-matched precision is showcased on

Erika Demma Compass

Gorgeous remodeled WOODSIDE PLAZA rancher. Premium 7,280+ sq ft level lot in a coveted neighborhood. This picture-perfect home offers 3 bedrooms/2.5 bathrooms in the main living area and a separate ensuite studio/guest room with kitchenette and full bathroom. Enjoy all the modern amenities and features are you are seeking including: Central AC/furnace, fireplace with decorative mantel, stylish

Rich Hoag Richard Hoag, Broker

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