Woodside Real Estate, Homes and Condos for sale

All Woodside homes currently listed for sale in Woodside as of 04/19/2019 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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$27,900,000
15 Hidden Valley Lane, Woodside CA 94062
6
BEDS
6
BATHS
8,826
SQFT
$3,161
$/SQFT
6.41
ACRES
"Extraordinary vineyard estate on 6.4 acres located in a premium Silicon Valley location. The property features a stunning contemporary 6,000 square foot main home, a two bedroom guest house and a two room entertainment pavilion with spa facilities and a wine room. Other amenities include a clay tennis court, serene pool area, sport court, dual 3-car garages, and a vineyard with grafted aged vines. The electrical, HVAC, communications, security, and home automation systems are all of unparalleled quality. A 3-tree treehouse awaits smaller guests and puts a finishing touch on this property that can only be described as magical."
$24,500,000
309 Manuella Avenue, Woodside CA 94062
4
BEDS
5
BATHS
8,082
SQFT
$3,031
$/SQFT
5.78
ACRES
"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
"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."
$17,995,000
218 Family Farm Road, Woodside CA 94062
6
BEDS
7
BATHS
10,000
SQFT
$1,800
$/SQFT
8.42
ACRES
"SINGINGWOOD -an Exceptional Woodside Estate offering Views, Privacy and Tranquility just minutes from Palo Alto and the center of Silicon Valley. Superbly situated on a knoll top enjoying 360 degree views bordering 1,193 acres of Stanford's Jasper Ridge Preserve. This traditional home of recent vintage is poised on over 8 beautiful acres of serene flowering gardens, woodlands and a creek, epitomizing the essence of California living. Sophisticated and infused with natural light, perfect for entertaining large gatherings of family and friends. A socially inclusive lay-out ideal for both formal and informal gatherings. Outside you'll find dining terraces, outdoor grill, swimming pool, outdoor kitchen, vegetable gardens and wisteria covered patios, all perfect for indoor-outdoor living. This unique property has everything required for a world class retreat. A rare opportunity awaits the next owner of Singingwood Estate; an uncompromising lifestyle at an outstanding value.."
$17,988,000
370 Mountain Home Court, Woodside CA 94062
4
BEDS
6
BATHS
10,969
SQFT
$1,640
$/SQFT
3.93
ACRES
"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)."
* LISTED OVER 120 DAYS 
$17,950,000
5 Woodview Lane, Woodside CA 94062
6
BEDS
6
BATHS
7,224
SQFT
$2,485
$/SQFT
5.54
ACRES
"Striking in scale and luxury appointments, this stunning 5-acre estate has everything required for the premier Silicon Valley lifestyle. The East Coast-inspired residence, which evokes a relaxed yet sophisticated appeal, showcases fine hardwood floors, unique selections of granite and marble, and custom paint and millwork. Soaring ceilings and wide expanses of glass fill the home with abundant natural light and expand the already generous dimensions. Personal quarters span both levels of the home and comprise 6 bedrooms and 4 full baths, including two luxurious upper-level bedroom suites. A 1-bed/1-bath guest house mirrors the fine finishes of the main residence and offers additional venues for entertaining and recreation. This magnificent property also boasts resort-inspired landscaped grounds with a heated loggia, sparkling pool, and spa. The finishing touch to this remarkable property is its private location amid mature oaks and lush hill views in rarely available Hidden Valley Farm"
* LISTED OVER 120 DAYS 
$13,900,000
4105 Woodside Road, Woodside CA 94062
4
BEDS
4
BATHS
4,580
SQFT
$3,035
$/SQFT
12.05
ACRES
"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."
$12,000,035
310 Kings Mountain Road, Woodside CA 94062
5
BEDS
6
BATHS
5,893
SQFT
$2,036
$/SQFT
3.00
ACRES
"Brilliantly situated on a private level hilltop, this family estate features uninterrupted panoramic views of the Coastal Range with the seclusion and open space that define a Woodside lifestyle. Between Silicon Valley and San Francisco, this 3 acre 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 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. The lot is expansive enough for several equestrian options and building possibilities as well. 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 even further enhance this fantastic property. It's not just a home, but a way of life that embraces an irresistible natural setting."
* LISTED OVER 120 DAYS 
$10,900,000
600 Moore Road, Woodside CA 94062
4
BEDS
5
BATHS
6,000
SQFT
$1,817
$/SQFT
3.24
ACRES
"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."
$9,995,000
40 Fox Hill Road, Woodside CA 94062
6
BEDS
6
BATHS
9,400
SQFT
$1,063
$/SQFT
19.39
ACRES
"Rarely is there a residence in the San Francisco Bay Area that is so grand yet also 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. This just completed, 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 that make this orly a world-class estate in one of America's most affluent communities."
$9,850,000
1 Bridle Lane, Woodside CA 94062
6
BEDS
6
BATHS
8,240
SQFT
$1,195
$/SQFT
3.64
ACRES
"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."
$7,745,000
135 Farm Road, Woodside CA 94062
5
BEDS
6
BATHS
5,485
SQFT
$1,412
$/SQFT
4.18
ACRES
"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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $8,900,000 TO $7,745,000 
$7,395,000
125 Lakeview Drive, Woodside CA 94062
5
BEDS
7
BATHS
6,905
SQFT
$1,071
$/SQFT
1.50
ACRES
"Grand Tudor Estate with San Francisco Bay Views. Located on approximately 1.5 acres, this grand estate is secluded yet incredibly convenient for access to all points in Silicon Valley or San Francisco. Elegant formal rooms are grand in complemented by more intimate gathering spaces like the family room. Above the garage are a flexible-use space for recreation, fitness, or office needs plus a theatre with tiered seating and cinema screen. Personal accommodations comprise 5 bedrooms including a secluded wing ideal for guests plus a lavish master suite encompassing the entire second floor. Bay views dazzle from the main residence and the outdoor entertaining venue with pool, spa, fire pit, barbecue kitchen, and gazebo. A studio with full kitchen and bath serves well for entertaining or for guest visits. English gardens envelop the grounds and towering live oaks enhance the privacy. Top rated Las Lomitas Schools."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,850,000 TO $7,395,000 
$6,088,000
155 Hobart Heights Road, Woodside CA 94062
4
BEDS
4
BATHS
4,127
SQFT
$1,475
$/SQFT
3.27
ACRES
"Meticulously maintained every detail appointed to provide the perfect Mediterranean setting for Hobart Villas next family. Beautiful custom tile accents the natural wood cabinets, windows and doors throughout. A modern kitchen opens to the family room exposing full window views of the property. A formal dining room and living room with wine cellar complete this entertaining masterpiece. Three complete bedroom/bathroom suites downstairs. The upper level opens to a large master suite including oversized bedroom, walk in closet, spa inspired bathroom, two private offices plus four outdoor private patios. California living enables full enjoyment of the infinity pool, spa, outdoor kitchen, fire pit, expansive lawns, trails and gardens. Overall, 4,127sqft plus 3.27 acres within walking distance to down town Woodside."
$5,998,000
60 Buck Court, Woodside CA 94062
4
BEDS
5
BATHS
4,290
SQFT
$1,398
$/SQFT
1.14
ACRES
"Top rated west Menlo Park schools (Las Lomitas & La Entrada) are the bonus with this well constructed newer feeling (built in 2000 / only 19-years old) estate home on a private, gated court! Private flag-lot drive leads to this 4-bedroom, 3-bathroom plus 2-half bathrooms in the gorgeous 4,290 Sq Ft main home on 1.1.5-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. An estate that must be seen to be appreciated!"
* NEW LISTING 
$5,995,000
305 Jane Drive, Woodside CA 94062
4
BEDS
6
BATHS
5,930
SQFT
$1,011
$/SQFT
2.90
ACRES
"Resort like living - minutes to town!! Overlooking vistas of the western hills & wide open space, this home, situated within a rare gated community, enjoys a wonderful sense of seclusion, yet just over a mile to the Woodside Village. Spanning ~ 3 acres, this property epitomizes resort living with its stunning pool & spa, tennis court, pool cabana, koi pond & waterfall, & potential for equestrian facilities. Spectacular grounds include prolific fruit trees, meditative paths, & sun swept spaces from which to enjoy Woodside's ideal climate. Main residence features beautiful updates, most apparent in the striking kitchen with its rare granite counters and tremendous wraparound family room with full bar for entertaining. Offers 4 bedrooms, including a romantic master suite comprising the entire upper level & a second main-level suite ideal for guests. Adding the finishing touch are dazzling custom light fixtures, tremendous storage & significant guest parking for grand scale entertaining."
* LISTED OVER 120 DAYS 
$5,495,000
214 Raymundo Drive, Woodside CA 94062
5
BEDS
4
BATHS
5,150
SQFT
$1,067
$/SQFT
3.36
ACRES
"Overlooking vistas of the San Francisco Peninsula, Stanford hills, and Silicon Valley lights, this home combines modern architectural design with a quintessential country setting. Over 3 acres, including 1 acre planted to premium Merlot and Chardonnay. The home is equally suited to equestrian use with direct trail access to Huddart Park. Dramatic details take center stage in the circular living and dining room lined with windows and glass doors. Three integrated fireplaces allow for viewing from various points in the room. This is indeed a room intended for entertaining assisted by a chef's kitchen. There are 5 bedrooms & 4 baths plus a 1-bedroom, 1-bath guest house. Indoor/outdoor living is easily accommodated with a fire pit, updated pool and spa, along with a playground, tree house, bocce ball court and plenty of level space for play. Adding the finishing touch is the homes access to acclaimed Woodside Elementary School (K-8) and minutes-away proximity to the Woodside Village."
$4,795,000
204 Josselyn Lane, Woodside CA 94062
3
BEDS
3
BATHS
2,350
SQFT
$2,040
$/SQFT
4.71
ACRES
"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."
* LISTED OVER 120 DAYS 
$3,995,000
460 Summit Springs Road, Woodside CA 94062
3
BEDS
3
BATHS
2,500
SQFT
$1,598
$/SQFT
1.35
ACRES
"Redwood retreat 5-minutes to Woodside town center. Courtyard entry with fountain is a serene setting for welcoming friends and family. Spacious living room with vaulted ceiling, gas fireplace and sliding glass door opens to the wrap-around Ipe deck, which overlooks the lush backyard and a seasonal creek, making this an ideal space for indoor-outdoor California living and entertaining. The great room, remodeled by acclaimed Arcanum architecture, is the heart of the home. It features a bright family room and chef's kitchen with high-end appliances and center island. Master suite boasts luxurious bath and large walk-in closet. Idyllic yard has a sunny lawn, play structure and raised planter beds. Oversized 2-car garage with storage and workbench. Integrated security system. Close to Hwy 280, Sand Hill Road and Stanford. Coveted Woodside Elementary."
* NEW LISTING 
$3,895,000
643 Glen Way, Woodside CA 94062
4
BEDS
4
BATHS
4,590
SQFT
$849
$/SQFT
0.67
ACRES
"Spectacular Mediterranean Villa located in Woodside, offering dramatic views of skyline and the surrounding hills. Set back off the street this home offers privacy yet just minutes to the Woodside Town Center and School. This custom built home boasts a formal entry with stairs leading to the living and dining rooms. The main level features the dining room with views of the hills, a spacious eat-in kitchen, family room with wet bar, 3 bedrooms, 2 baths including an en suite, utility room and solarium. The entire third floor encompasses the expansive master bedroom suite, featuring panoramic views, a sitting area with fireplace, large master bath and a generous walk-in closet. There is an attached 3 car garage with built-in cabinetry. Adjacent to the garage is the laundry area which is located in a large room that you can tailor to your needs and a walk-in storage room. Tranquil backyard with views, patio, built-in BBQ and low maintenance landscaping."
$3,695,000
518 Patrol Road, Woodside CA 94062
4
BEDS
3
BATHS
2,720
SQFT
$1,358
$/SQFT
1.34
ACRES
"This spacious Central Woodside home has been update throughout! Move right in to this inviting home which is positioned to take full advantage of sweeping views of the San Francisco Bay and city lights of the Valley. Just minutes to downtown Woodside and Woodside Elementary School. A sun swept terrace with sparkling pool and level area with playground provide ample venues for outdoor living. Inside, the public rooms are unified by fine maple floors and highlighted by a tremendous kitchen and family room combination. A dedicated office on this level enjoys a private outside entrance to the front making it ideal for professionals. There are 4 generously sized bedrooms, including a master suite that overlooks the views from both the bedroom and en suite bathroom. Just minutes to 280 and 900-acre Huddart Park an enchanting retreat not to be missed!"
* NEW LISTING 
$3,500,000
235 Harcross Road, Woodside CA 94062
3
BEDS
3
BATHS
2,200
SQFT
$1,591
$/SQFT
1.21
ACRES
"Proposed 6,000 + sq. ft. residence with one story living space plus 1,000 sq. ft. Guest House and a 2 car garage. Approved site and plans. Five minute drive to 280 Freeway yet feels hours away from all the buzz of the Bay Area. A truly rare and stunningly gorgeous property. Incredibly peaceful and serene, this property is nestled in a beautiful park-like setting. In addition, the privacy is almost unprecedented, being far above the road with access from two separate tree-lined driveways."
$3,495,000
12400 Skyline Boulevard, Woodside CA 94062
1
BEDS
1
BATHS
1,920
SQFT
$1,820
$/SQFT
3.16
ACRES
"This beautiful home on 3+ acres evokes intimacy with its personal yet spacious floor plan, meticulous design details and beautifully curated views of gardens, the bay and the ocean. A modern bespoke cottage-the culmination of a blended vision of Christopher Stringer, industrial designer and Elizabeth Paige Smith, sculptor and designer. Teaming up with architect James Gwise to develop the ideas and together meticulously considering and refining every detail. The landscaping utilizes native vegetation and makes the most of the naturally occurring views, a walk through the gardens leads you to breathtaking views of famed big wave Mavericks at Pillar Point and a perfect site for building a larger dream home. (Plans available for viewing upon request). Truly a remarkable accomplishment with 3+ acres building site for estate home state-of-the-art design sustainable features close to Silicon Valley, SFO, SF & beaches. A once-in-a-lifetime opportunity."
* LISTED OVER 120 DAYS 
$3,450,000
87 Upenuf Road, Woodside CA 94062
3
BEDS
2
BATHS
2,670
SQFT
$1,292
$/SQFT
2.65
ACRES
"Three homes on one lot. The main house (3 bedrooms/2 bathrooms) is approximately 2670 square feet. The guest house (1 bedroom/1 bath) is approximately 650 square feet and the cottage (1 bedroom/ 1 bath) is approximately 591 square feet. All of this on approximately 2.65 acres with amazing views of the bay and the redwoods."
* NEW LISTING 
 
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