Woodside Real Estate, Homes and Condos for sale

All Woodside homes currently listed for sale in Woodside as of 09/16/2019 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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$28,500,000
234 Albion Avenue, Woodside CA 94062
8
BEDS
0
BATHS
10,690
SQFT
$2,666
$/SQFT
3.40
ACRES
"Located in central Woodside, just over one-half mile from the Woodside Village, the remarkable Hilltop House has been masterfully restored over the years retaining the integrity of the circa 1935 chateau originally designed by Gardner Dailey (of Filoli). Presiding on 3.4 acres, surrounded by manicured lawns and lush gardens, Hilltop House is a tranquil oasis spanning more than 10,600 sq.ft. The public rooms represent the romance and artisanship of the era with an emphasis on natural light and sp"
$27,900,000
, Woodside CA 94062
6
BEDS
0
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"
* LISTED OVER 120 DAYS 
$24,500,000
309 Manuella Avenue, Woodside CA 94062
4
BEDS
0
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 tree"
* LISTED OVER 120 DAYS 
$24,500,000
176 Harcross Road, Woodside CA 94062
7
BEDS
0
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 overhe"
* LISTED OVER 120 DAYS 
$22,000,000
445 Manzanita Way, Woodside CA 94062
5
BEDS
0
BATHS
9,345
SQFT
$2,354
$/SQFT
4.50
ACRES
"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"
* PRICE LOWERED - $27,900,000 TO $22,000,000 
$13,988,000
370 Mountain Home Court, Woodside CA 94062
4
BEDS
0
BATHS
10,969
SQFT
$1,275
$/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"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $17,988,000 TO $13,988,000 
$12,900,000
4105 Woodside Road, Woodside CA 94062
4
BEDS
0
BATHS
4,580
SQFT
$2,817
$/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 "
* LISTED OVER 120 DAYS  * PRICE LOWERED - $13,900,000 TO $12,900,000 
$12,500,000
122 Lakeview Drive, Woodside CA 94062
7
BEDS
7
BATHS
6,670
SQFT
$1,874
$/SQFT
20.00
ACRES
"~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"
* NEW LISTING 
$11,000,000
310 Kings Mountain Road, Woodside CA 94062
5
BEDS
0
BATHS
5,893
SQFT
$1,867
$/SQFT
3.00
ACRES
"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 "
$10,998,000
385 Moore Road, Woodside CA 94062
5
BEDS
0
BATHS
6,200
SQFT
$1,774
$/SQFT
8.76
ACRES
"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"
* PRICE LOWERED - $11,998,000 TO $10,998,000 
$10,998,000
387 Moore Road, Woodside CA 94062
4
BEDS
0
BATHS
7,200
SQFT
$1,528
$/SQFT
7.41
ACRES
"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"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $11,998,000 TO $10,998,000 
$10,450,000
600 Moore Road, Woodside CA 94062
4
BEDS
0
BATHS
6,000
SQFT
$1,742
$/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 (1,34"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $10,900,000 TO $10,450,000 
$9,850,000
1 Bridle Lane, Woodside CA 94062
6
BEDS
0
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, playho"
* LISTED OVER 120 DAYS 
$8,998,000
1965 Portola Road, Woodside CA 94062
3
BEDS
0
BATHS
4,862
SQFT
$1,851
$/SQFT
3.00
ACRES
"Positioned on approximately 3 park-like flat acres surrounded by Oaks and a live creek is this stunning Tahitian themed contemporary compound that evokes a Sierra Nevada meets Fiji Islands feel. Built in 2006 and re-imagined in 2016, this gated and fenced estate includes over 6,360 total square feet (Main and Guest House) consisting of the main house with over 4860 sf of contemporary living space with 3-4 bedrooms, 3.5 baths and an approx. 1500 sf+ 2 bedroom guest home. An over 3000 sf+ 10 stall"
$8,995,000
180 Fox Hollow Road, Woodside CA 94062
6
BEDS
0
BATHS
4,030
SQFT
$2,232
$/SQFT
3.07
ACRES
"Enjoy the beauty of this quiet equestrian estate surrounded by lovely gardens and pastures yet within walking distance to the highly rated Woodside Elementary School and nearby Stanford University and Silicon Valley. I have provided your broker with a virtual tour of the property."
$7,745,000
135 Farm Road, Woodside CA 94062
5
BEDS
0
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"
* LISTED OVER 120 DAYS 
$5,850,000
320 Family Farm Road, Woodside CA 94062
5
BEDS
0
BATHS
3,395
SQFT
$1,723
$/SQFT
3.58
ACRES
"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"
* NEW LISTING 
$5,799,000
1 Reids Roost Road, Woodside CA 94062
4
BEDS
0
BATHS
8,823
SQFT
$657
$/SQFT
5.03
ACRES
"2005 MODERN MEDITERRANEAN MASTERPIECE - NEVER BEEN LIVED IN! - EXTREMELY RARE OPPORTUNITY to purchase, remodel, & show-off one of San Mateo County's, Very Few, Privately Owned Estates - boasting 17,000+ square feet of living area! This 4-floor, upper Woodside, 5 acre estate is ideal for: developer, contractor, investor, or owner-user. Full architectural plans offered for a current structure remodel, with additions, on this top of the line estate! Planning Dept. approval process is completed. Cur"
$5,580,000
155 Hobart Heights Road, Woodside CA 94062
4
BEDS
0
BATHS
4,127
SQFT
$1,352
$/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 ove"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,088,000 TO $5,580,000 
$5,498,000
60 Buck Court, Woodside CA 94062
4
BEDS
0
BATHS
4,290
SQFT
$1,282
$/SQFT
1.14
ACRES
"** 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"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,998,000 TO $5,498,000 
$4,998,000
340 Kings Mountain Road, Woodside CA 94062
2
BEDS
0
BATHS
2,480
SQFT
$2,015
$/SQFT
3.05
ACRES
"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
0
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-c"
* LISTED OVER 120 DAYS 
$3,998,950
110 Stadler Drive, Woodside CA 94062
4
BEDS
0
BATHS
3,972
SQFT
$1,007
$/SQFT
1.00
ACRES
"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 Ap"
* PRICE LOWERED - $4,198,950 TO $3,998,950 
$3,995,000
655 Glencrag Way, Woodside CA 94062
3
BEDS
0
BATHS
2,570
SQFT
$1,554
$/SQFT
1.00
ACRES
"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. 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 whitewash"
* NEW LISTING 
 
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