Woodside Real Estate, Homes and Condos for sale

All Woodside homes currently listed for sale in Woodside as of 10/22/2019 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.


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$32,000,000
30 Trail Lane, Woodside CA 94062
3
BEDS
5
BATHS
7,960
SQFT
$4,020
$/SQFT
7.69
ACRES
2006
BUILT
"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 layout of the structures on the property takes full advantage of the natural beauty of the setting. Dine al fresco in grove of redwoods lit by a chandelier, walk along the meandering stream, play a spirited game of tennis or bocce ball and gather flowers, fruits and vegetables from the garden - all of this and more is offered in an idyllic setting that feels remote, yet is close to all that the Bay Area has to offer."
$24,500,000
309 Manuella Avenue, Woodside CA 94062
4
BEDS
5
BATHS
8,082
SQFT
$3,031
$/SQFT
5.78
ACRES
1928
BUILT
"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 trees & rose gardens. Perfect for gala events, everyday living, or an escape from City life for a weekend getaway. Convenient to venture capital centers, tech companies, Stanford University and international airports. Less than one-half mile to acclaimed Woodside Elementary (K-8)"
* PRICE LOWERED - $29,900,000 TO $24,500,000 
$24,500,000
176 Harcross Road, Woodside CA 94062
7
BEDS
8
BATHS
7,223
SQFT
$3,392
$/SQFT
32.02
ACRES
1933
BUILT
"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 overhead 1-bedroom apartment, barbecue house, greenhouse, and gardener's workshop. Extraordinary setting of privacy with close-in convenience and easy commute to either San Francisco or Silicon Valley. Zoned RR with possibility for sub-division."
$19,995,000
3620 Woodside Road, Woodside CA 94062
5
BEDS
6
BATHS
8,165
SQFT
$2,449
$/SQFT
2.92
ACRES
2003
BUILT
"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."
* NEW LISTING 
$19,500,000
445 Manzanita Way, Woodside CA 94062
5
BEDS
6
BATHS
9,345
SQFT
$2,087
$/SQFT
4.50
ACRES
1998
BUILT
"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/sport court. A short stroll through the gardens leads to the office/library/spa building, conference/meditation center (or second guest house), and striking yurt, all sanctuaries designed with Zen tranquility inside and out and spaces for gatherings on a large scale. Featured in numerous magazines and solar powered this property is located in one of the most exclusive communities midway between San Francisco and Silicon Valley. Award wining Woodside Schools."
* PRICE LOWERED - $22,000,000 TO $19,500,000 
$13,988,000
370 Mountain Home Court, Woodside CA 94062
4
BEDS
6
BATHS
10,969
SQFT
$1,275
$/SQFT
3.93
ACRES
1985
BUILT
"A Bucolic Masterpiece Perfectly Located. This splendid estate of nearly 3.93 acres (per county) sits on the most coveted street in Woodside and is walking distance to downtown Woodside. The home is every entertainers dream, and includes a recreation room, gym, and guesthouse, for a total of 4 bedrooms, 5.5 bathrooms, and a living area of 10,969 sq. ft. (per drawings). Amenities include a pool, tennis court, exquisite landscape with lush grounds, pergola, and walkways that meander along the creek through wisteria-entwined arbors. Mere moments to Huddart Park, The Horse Park at Woodside, Highway 280, and extensive network of trails for equestrians, hikers, and bikers. Children may attend excellent schools, such as Woodside Elementary (K-8) (#13 Elementary School in California) (buyer to verify eligibility)."
* PRICE LOWERED - $17,988,000 TO $13,988,000 
$12,900,000
4105 Woodside Road, Woodside CA 94062
4
BEDS
4
BATHS
4,580
SQFT
$2,817
$/SQFT
12.05
ACRES
1979
BUILT
"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 schools, less than 4 miles to Sand Hill Road venture capital centers, and just a short commute to Stanford University and all of Silicon Valley."
* PRICE LOWERED - $13,900,000 TO $12,900,000 
$12,800,000
700 Kings Mountain Road, Woodside CA 94062
5
BEDS
7
BATHS
10,440
SQFT
$1,226
$/SQFT
3.07
ACRES
1988
BUILT
"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 family room/game room with bar, and private wine cellar. Handsome library, elevator and inviting foyer with soaring ceiling. Nothing compares at this price anywhere ... must see to believe. Priced for immediate sale."
$12,500,000
122 Lakeview Drive, Woodside CA 94062
7
BEDS
7
BATHS
6,670
SQFT
$1,874
$/SQFT
20.00
ACRES
1941
BUILT
"~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 miles to tech giants Facebook and Oracle, and 12 to 17 miles to Google and the new Apple Park. Excellent Las Lomitas public schools and close to numerous acclaimed private schools."
$11,000,000
310 Kings Mountain Road, Woodside CA 94062
5
BEDS
5
BATHS
5,893
SQFT
$1,867
$/SQFT
3.00
ACRES
1964
BUILT
"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 for New construction, equestrian options, tennis courts or a vineyard. The property is bordered to the east by a large private estate that currently has a recorded Conservation easement prohibiting any new construction on its land. Hike or bike into some of the Peninsula's most treasured open space preserves and still be within easy reach of lively downtown Redwood City, Palo Alto, and picturesque downtown Woodside. Excellent K-8 schools further enhance this fantastic property."
$10,450,000
600 Moore Road, Woodside CA 94062
4
BEDS
5
BATHS
6,000
SQFT
$1,742
$/SQFT
3.24
ACRES
1998
BUILT
"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 (1,342SF) , 1-bedroom caretaker's cottage (745 SF), fitness center (403 SF) & carport/garage (689 SF). A pool and spa, 2 pizza ovens (one indoor, one outdoor), bar-be-cue terrace, clay tennis court, bocce court & putting green invite outdoor entertaining & recreation. The main residence has 3 bedrooms, office (or 4th bedroom), customized wine cellar with tasting room, & media room. Las Lomitas Schools. Located just minutes from Highway 280 for easy commute to San Francisco or Silicon Valley."
* PRICE LOWERED - $10,900,000 TO $10,450,000 
$9,950,000
40 Fox Hill Road, Woodside CA 94062
6
BEDS
6
BATHS
9,400
SQFT
$1,059
$/SQFT
19.39
ACRES
1981
BUILT
"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 universities. Minutes to highway 280, the Town of Woodside and nearby Stanford University. The perfectly manicured garden, raised garden beds, infinity pool, full outdoor shower, guest house, 900 sq ft wine tasting room, level lawn area, plus Cabernet Sauvignon vineyards are just a few of the amenities of this truly world-class estate. Highly rated Portola Valley School District."
$9,800,000
385 Moore Road, Woodside CA 94062
5
BEDS
6
BATHS
6,200
SQFT
$1,581
$/SQFT
8.76
ACRES
2019
BUILT
"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 living area are two additional bedrooms w/ ensuite baths. A wine cellar, home theatre, rec room, and bedroom w/ ensuite bath are located on the lower level. 1,000 SF guest house equipped w/ kitchen, living area, bed, and bath. The home was designed around a self-contained courtyard and pool that interacts directly w/ the living spaces on the property while maintaining a quiet and unobstructed views of the surrounding hills. Featuring a 500 SF cabana and 800 SF garage/workshop. Woodside Horse Trail."
* PRICE LOWERED - $10,998,000 TO $9,800,000 
$9,800,000
387 Moore Road, Woodside CA 94062
4
BEDS
5
BATHS
7,200
SQFT
$1,361
$/SQFT
7.41
ACRES
2019
BUILT
"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 the main floor; a luxurious master and a guest/flex unit with private entrance. Located on the lower level are a second family room, three bedrooms and a home theatre. The mix of natural and structural elements, through the use of wood detailing and exposed concrete, creates expansive architectural spaces in the home's design. Property is connected to the Woodside horse trail and captures amazing views of the Santa Cruz Mountains. Option for Buyer to purchase land and plans only for $5.495M."
* PRICE LOWERED - $10,998,000 TO $9,800,000 
$8,900,000
1 Bridle Lane, Woodside CA 94062
6
BEDS
6
BATHS
8,240
SQFT
$1,080
$/SQFT
3.64
ACRES
1988
BUILT
"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, playhouse, and tremendous vegetable gardens for your own personal farmers market. Whether hosting gala events, enjoying the sublime privacy every day, or escaping city life for country living on the weekends, this treasured estate offers the best of California living in one of the countrys most affluent towns."
* PRICE LOWERED - $9,850,000 TO $8,900,000 
$6,995,000
135 Farm Road, Woodside CA 94062
5
BEDS
6
BATHS
5,485
SQFT
$1,275
$/SQFT
4.18
ACRES
1963
BUILT
"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 barn, paddock, training ring and proximity to trails. Tennis court, sports court, and swimming pool with adjacent dressing room with full bath and kitchen facility complete the outdoor areas. Offering an array of exciting opportunities this extraordinary property is also convenient to local shopping and dining, and excellent public and private schools; and easy access to Stanford University, venture capital centers on Sand Hill Road, and major commute routes to Silicon Valley and San Francisco."
* PRICE LOWERED - $7,745,000 TO $6,995,000 
$5,850,000
320 Family Farm Road, Woodside CA 94062
5
BEDS
3
BATHS
3,395
SQFT
$1,723
$/SQFT
3.58
ACRES
1957
BUILT
"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 quality upgrades to kitchen, air conditioning and new attic storage. Site offers the ability to potentially add additional ancillary structures such as a horse facility or pool with guest house."
$5,498,000
60 Buck Court, Woodside CA 94062
4
BEDS
5
BATHS
4,290
SQFT
$1,282
$/SQFT
1.14
ACRES
2000
BUILT
"** HUGE PRICE REDUCTION!!! ** Gorgeous, well constructed & newer feeling (built in 2000 / only 19-years old!) estate home on a private, gated court with a bonus of top rated west Menlo Park schools (Las Lomitas & La Entrada)! Private flag-lot drive leads to this gorgeous 4-bedroom, 3-bathroom plus 2-half bathrooms 4,290 Sq Ft main home on 1.1.45-acres. There is a full 1-bedroom 1-bathroom guest house attached to the large pool house / cabana with another full bathroom. Also a magical Castle wine cellar building with 2-huge stone patios for entertaining. Wonderful master bedroom suite, large separate dining room, giant step-down living room with built in bar for entertaining, gourmet kitchen with eat-in area as well as a cozy separate family room. Huge back stone patio with sparkling pool and spa, built-in BBQ and bar area, outdoor arbor/trellis for relaxing. Two 2-car garages, one attached and one detached (and set up as a gym now). 1st floor guest suite as well."
* PRICE LOWERED - $5,998,000 TO $5,498,000 
$5,495,000
205 Eleanor Drive, Woodside CA 94062
5
BEDS
4
BATHS
4,405
SQFT
$1,247
$/SQFT
1.03
ACRES
1959
BUILT
"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 bedrooms and 3 full baths plus a spacious guest house with 1 bedroom, 1 bath, and full kitchen, dining area and living room. Taking full advantage of the ideal climate of Woodside, the home is designed around the beauty of the outdoors with a large pool, rock waterfall & koi pond, plus spacious yard with custom playground all beyond a gated entrance. Adding the finishing touch is the homes access to acclaimed Las Lomitas schools & minutes-away proximity to Hwy 280 to all of Silicon Valley & SF"
$4,998,000
340 Kings Mountain Road, Woodside CA 94062
2
BEDS
3
BATHS
2,480
SQFT
$2,015
$/SQFT
3.06
ACRES
1986
BUILT
"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."
$4,795,000
204 Josselyn Lane, Woodside CA 94062
3
BEDS
3
BATHS
2,350
SQFT
$2,040
$/SQFT
4.71
ACRES
1949
BUILT
"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-completed finishes, this country home is an excellent lifestyle option on the fast-paced Peninsula."
$3,995,000
655 Glencrag Way, Woodside CA 94062
3
BEDS
2
BATHS
2,585
SQFT
$1,545
$/SQFT
1.00
ACRES
1928
BUILT
"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 private one-level home features French and sliding glass doors throughout that open onto the newly manicured grounds and wisteria-draped terrace and pool with spa. The home showcases soaring Palladian-style windows and skylights that flood the rooms with natural light and beautifully whitewashed, beamed, and paneled ceilings. White oak and terra cotta tile floors unify the main living areas and the gourmet kitchen sports top-of-the-line appliances and a Miele espresso center. The large casual dining area provides plenty of room for entertaining family and friends. The grounds span approximately one acre; located minutes-away from the Woodside Village, Woodside Elementary, and I-280."
$3,798,000
110 Stadler Drive, Woodside CA 94062
4
BEDS
4
BATHS
3,972
SQFT
$956
$/SQFT
1.00
ACRES
2019
BUILT
"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 Additional Guest Studio Apartment, With a Full Complete Kitchen and Bath for Your guests or Family Member, Life Time Metal Roof over Radiant Insulation. Two Modern Linear Gas Fire Places one in the Living Room, One in the Master Bedroom Suite. Tank less Water Heater for Endless Hot Water Supply, Property is Zoned for Horses and is Close to Easily Accessible Riding Trails. Property is Landscaped with a Completely Maintenance Free Irrigation System Professionally Installed"
* PRICE LOWERED - $3,848,950 TO $3,798,000 
$3,775,000
103 Toyon Court, Woodside CA 94062
4
BEDS
4
BATHS
3,105
SQFT
$1,216
$/SQFT
0.36
ACRES
1947
BUILT
"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, family & dining rooms and two sets of French Doors opening to a large rear deck; Master has Jacuzzi tub, steam shower and radiant heating; Downstairs recreation/media room features surround sound and equipment rack; Two zones of heating & AC; Attached two-car garage, RV parking area with hookup and multiple areas of storage"
* PRICE LOWERED - $3,875,000 TO $3,775,000 
 
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