All Woodside homes currently listed for sale in Woodside as of 11/13/2019 are shown below. You can change the search criteria at any time by pressing the 'Change Search' button below.
If you have any questions or you would like more information about any Woodside homes for sale or other Woodside real estate, please contact us and one of our knowledgeable Woodside REALTORS® would be pleased to assist you.
"Elegant, Tuscan-style, country estate expertly designed with unparalleled attention to detail. Stunning architectural elements imported from Italy add texture and a sense of history. Three- hundred-year-old terracotta roof tiles, limestone terraces, hand-carved doors and an entry featuring a brick barrel ceiling with oak beams are just a few of the features that immediately transport you to the Italian countryside. The loggia opens to the pool terrace with views of a sun-drenched meadow. The lay"
"One of the finest locations just over one-half mile to Woodside Village, renowned for restaurants where many Silicon Valley deals have been made. Grand estate on 5.78 acres with ultimate privacy and magnificent views of the western hills. Masterfully renovated over the years with timeless character. Main home, 1-bedroom guest house + quarters for a caretaker, fitness or office. Pool, spa, tennis court, basketball court, golf practice area & custom playhouse. Amazing vegetable gardens, fruit tree"
"One of the largest parcels available on the San Francisco Peninsula. Exceptionally rare 32 acres in Woodside Hills just minutes to Menlo Country Club and only 2 miles to Highway 280. Award-winning formal gardens by the owner of the past 67 years, a Master Gardener, surrounded by rolling grassy hills with native oaks and redwoods, orchards, and potential for cattle/horses. Circa 1933 Pennsylvania colonial 7-bedroom main home, secluded oversized pool, multi-room pool house, barn/garage with overhe"
"Farmhouse-style Woodside estate with resort-like amenities for all ages. Nearly three acres of land to call your own with detached gym and guest house. Centrally located and minutes to downtown Woodside. The clean, contemporary architecture creates a comfortable haven with the security and privacy that Woodside provides, but within easy reach of all that Silicon Valley has to offer."
"LOCATION, ARCHITECTURE, LUXURY! Walker Warner Architects masterpiece. 4.5 acre estate on one of the premier streets in central Woodside. Comprised with a series of architecturally significant buildings connected by magnificent level grounds. A world-class destination for luxurious living as well as corporate and/or professional events. 5-bedroom main residence, 1-bedroom guest house, and cabana with Arts and Crafts style, pool, spa, professional golf practice hole and bunker, and pickleball/spor"
"Perfectly set in one of the most desirable areas of Central Woodside at the end of a private, quiet cul-de-sac within easy walking distance to Town and the acclaimed Woodside School, this elegant estate fully landscaped 3.0 acres features a contemporary Walker Warner Architects-designed Tuscan-influenced 6,035+/- sq ft main home with a host of essential amenities and a gracious combination of refined interior finishes, efficient two-story floor plan and a high level of architectural integrity. I"
"Over 12 acres this classic Woodside property is an equestrian lovers dream. Absolute privacy from the street and just across from miles of trails at Wunderlich Park. 17-stall barn, regulation dressage arena, plus an indoor exercise arena. Colorful rose gardens, redwood groves and heritage trees amid the equestrian facilities and open pastures. Traditional 4-bedroom Monterey Colonial home with timeless appeal. Truly a marvelous escape from the fast pace of the Peninsula. Excellent Portola Valley "
"Premier Woodside Estate! Stunning, Private, Gated Luxury Resort for total entertaining! Sun-filled, grand residence with it all! World-class setting and grand driveway leads you to this park-like paradise! Grand fountain, hotel-style amenities and manicured grounds all complete this unique estate. Approximately 12,000 sf includes private guest house, car collectors dream garages, and more. Showcase, move-in condition home with a whole new look ... palatial dining room, gourmet kitchen, huge fami"
"~20 acres - a very rare opportunity midway between San Francisco and Silicon Valley and right on the edge of Atherton. This vast stretch of land offers amazing possibilities . A gated discrete entrance leads to the knoll-top setting where rolling meadows and vast expanses of usable land overlook the western hills and reach out to the San Francisco Bay and East Bay hills. The location is premier - just 2 miles to Sand Hill Road venture capital centers, 4 miles to Stanford University, 8 to 10 mile"
"Brilliantly situated on a private level hilltop, this 3-acre family estate epitomizes the relaxed country living that defines the Woodside lifestyle. Spectacular uninterrupted panoramic views of the Coastal Range with seclusion and open space welcome you in. Located centrally between Silicon Valley and San Francisco, this property offers a 4 bedroom, 5 bath custom-built Mid Century main house, a pool and a guest house surrounded by mature trees in a pastoral setting. The lot is expansive enough "
"This estate is constructed in the style of a well-aged authentic Italian farmhouse, yet w/all the luxuries for a 21st century lifestyle. Adding authenticity, among other things were 18 containers of materials imported directly from Italy. Beamed ceilings, hand-hewn antique doors, brick finishes & tile floors embody classic, Old World charm. The entire setting of 3.24 acres exemplifies an Italian borgo (village) with its numerous buildings...main residence (~6000 SF) , 2-bedroom guest house (1,34"
"Rarely is there a residence in the San Francisco Bay Area that is so grand yet so eminently livable for today's lifestyle. This property offers every state of the art amenity one would expect when residing midway between San Francisco and the Silicon Valley. Just completed, this two year, whole-home renovation has resulted in a property equally suited as an executive compound, a second home for international visitors or a family residence with its close proximity to excellent schools and univers"
"Gorgeous Woodside 9 AC residential lot w/ approved plans for a thoughtfully designed 6,200 SF luxury home w/ pure and simple lines. Modern feel w/ architectural features that include weathered wood paneling, stucco, and glass outlined by dark steel beams to highlight the angular design. Open floor plan combines a sleek kitchen and roomy family, dining, and living rooms. The master suite is separated by a connecting corridor on the other side of the home for ultimate privacy. Above the main livin"
"A thoughtfully designed 7,200 SF luxury home with contemporary lines to be built on a gorgeous Woodside 7+ acre parcel scattered with large heritage oaks. The planned home is separated into two structures and connected by a glass walkway leading to an elegantly understated entry. Floor to ceiling windows reveals a self-contained courtyard surrounding the pool and Zen planting garden. The main living area is an open floor concept w/ family room, kitchen, and dining room. Designed w/ two suites on"
"Amazing location and a beautiful setting await at your secluded retreat in the heart of Woodside. Spacious, single level home allows the best views and privacy while on a sunny lot with majestic landscape. Flexible floor plan includes four large bedrooms, large family room and multiple patios to entertain. Three car detached garage includes two bonus rooms perfect for an office, exercise space or play area. Detached studio cottage overlooks beautiful oaks and private rear yard."
"A private oasis in central Woodside on more than 3.6 acres with gated cobblestone driveway and motor court. Innate beauty with timeless, classic elegance inside and out. The magnitude of the two-story home accommodates any lifestyle need with main- and upper-level master suites plus 4 bedrooms and 2 shared baths. Executive office with bath, mirrored gym, recreation area for movie nights at home. Five-star grounds with absolute privacy, pool, spa, tennis court, vast terrace, sweeping lawn, playho"
"This classic estate is located on one of the area's premier streets in the highly desirable Hidden Valley neighborhood on approximately 4.18 acres. The sprawling 5-bedroom, 5.5-bath residence spans over 5,000 square feet and offers generously proportioned rooms characterized by high ceilings, expansive windows, hardwood floors and natural stone surfaces. Outside, magnificent trees frame the grounds, ensuring a wonderful sense of seclusion. Equestrians will delight in the 8-stall stable, separate"
"Welcome to 320 Family Farm Road, truly a unique and exquisite home offering the very best of Woodside. Very private and quiet setting with spectacular views of Jasper Ridge and Windy Hill. Home was rebuilt in 1995 and lovingly updated and enhanced from the current owners. Upgrades include a beautifully designed rear brick patio complete with a Floating Cube water feature, custom planting shed, bocce court, incredible landscaping, perimeter fencing and custom gate. Interior improvements include q"
"On more than 1 acre, this special property offers exceptional serenity & privacy just over 1 mile from the town of Woodside. The entire home radiates sophisticated elegance & designer style beginning with newly installed stacked limestone cladding on the front wall & inside with new hardwood floors & carpet throughout. An outstanding selection of finishes includes limestone and mosaic tiles, paneled cathedral ceilings with skylights and sleek modern cabinetry. The single-level floor plan has 4 b"
"Gorgeous 3-acre property in Central Woodside with Western Hills views! Huge potenial with this estate as it is less than 1-mile from the Downtown and Woodside School. Existing 3 bedroom 3 bathroom home (1-bedroom could be an office) as well as a 2 bedroom guest house. The former Woodside Winery building is also onsite, used for storage now. Buyer should contact the Town of Woodside regarding potential restictions due to fault lines."
"Prestigious private lane and exceptional views. Extensively renovated home has been transformed into a luxurious showcase for indoor/outdoor living. Approximately 4.7 acres with space for a potential development site and less than 2 miles to Woodside Village and award-winning Woodside School. Oriented to the striking Skyline Ridge views with almost every room opening to the grounds. Tremendous level land boasts a pool, vast lawn, and fabulous deck for outdoor living. With top-of-the-line, just-c"
"Huge Price Reduction, This Amazing Brand New Home has Numerous Velux Skylights Throughout the Entire Property....Come Home to a Natural Tranquil Beauty. This Eco Smart Custom Home Built By Joseph Polati is Almost 4,000 Square Feet. Also Has Flat Lot Size of approximately One Acre of Land. An Open Floor Plan with Vaulted Ceilings Throughout, This Dream Home Boasts Over Sized Duel Paned Windows That Fills the Home with Natural Light and Sweeping Views of Nature at it's Finest. We Also Have an Addi"
"New Price! Enjoy tranquil living in this relaxed country home with sophisticated designer appeal and gated entrances. This extensively remodeled 3-bedroom, 2 bath home was designed for indoor and outdoor living. Featuring 3,355 sf total (2,585 sf main home, 410 sf attached garage & 360 sf lower storage area), this one-level home features French and sliding glass doors throughout that open onto newly manicured grounds and wisteria-draped terrace and pool with spa. The home showcases soaring Palla"
"Location, location, location and completely renovated - the perfect combination! Come see this Central Woodside 4 BR/3 Full and 1 Half BA mainly one-level home (approx. 3,105 sq ft) located within walking distance to Town Center shops, restaurants and acclaimed Woodside School (pre-K to 8th) in a private, pastoral setting on a quiet, sunny cul-de-sac in enviable location near entrance to Woodside Glens; Wonderful floor plan designed for entertaining includes chefs kitchen, separate living, famil"
* PRICE LOWERED - $3,875,000 TO $3,775,000
Page 1 of 2
Explore Woodside Communities
Choose a community below to view homes, condos and Real Estate for sale.