Woodside Real Estate, Homes and Condos for sale

All Woodside homes currently listed for sale in Woodside as of 09/24/2017 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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$48,800,000
1550 Portola Road, Woodside CA 94062
5
BEDS
8
BATHS
6,305
SQFT
$7,740
$/SQFT
7.02
ACRES
1915
BUILT
"Welcome to Canardia, one of the most enchanting properties in all of Lower Woodside. This storybook property, originally belonging to prominent socialite Adelade Kirkbride, boasts 7+ majestic acres of lush landscaping and serene gardens, including horse stables and its own private lake. The main residence includes 5BR and 7.5BA with over 6,000 sq. ft. of living space, including a gourmet chef's kitchen, game room, and large master bedroom wing. An entertainer's dream house, with pool, pool house, fire pits, outdoor kitchen, gardens, and more. A premiere horse property, with stables and box stalls, zoned for 14+ horses. Minutes away from both Downtown Woodside and the Rosewood Sand Hill, the property is perfectly located in the middle of the SF Peninsula, between San Francisco and San Jose. It sits in close to proximity to San Francisco International Airport an San Jose International Airport, and companies Apple, Google, Facebook, Sand Hill Road VC firms and Stanford University."
$39,500,000
309 Manuella Avenue, Woodside CA 94062
4
BEDS
6
BATHS
8,082
SQFT
$4,887
$/SQFT
5.78
ACRES
1928
BUILT
"Deemed to be one of the absolute best settings in all of Woodside; a spectacular estate on almost 6 acres of mostly level land with breathtaking views of the western hills. The home, built in 1928, presents a masterful renovation with grand main residence, guest house, plus quarters for caretaker, fitness studio, or office - a total of over 10,000 square feet. Magnificent grounds for resort living with pool, spa, tennis court, basketball court, golf practice area, and custom playhouse. Tremendous vegetable gardens, fruit trees, rose garden. A close-in country home perfect for Silicon Valley or San Francisco commutes."
* LISTED OVER 120 DAYS 
$27,000,000
218 Family Farm Road, Woodside CA 94062
6
BEDS
7
BATHS
10,000
SQFT
$2,700
$/SQFT
8.42
ACRES
1998
BUILT
"Woodside's most extraordinary estate! Very private knoll top location with fabulous views to the West and East where it abuts the 1200 A Jasper Woods Preserve. Elegant home custom built by sellers. with all amenities including elevator and great Wine cellar. The house, pool house, garages, pool, spa and stable are on one 8.4 acre parcel, 218 Family Farm, which abuts the 1200 acre Jasper Ridge Preserve. Singingwood Estate is composed of 2 parcels consisting of 14.5A. This property can be sold alone as listed, or with the adjoining 6.3 acres, 195 Farm Rd.,which has a 1500 sf guest house, for a total of $35MM."
$24,495,000
140 Winding Way, Woodside CA 94062
5
BEDS
7
BATHS
11,055
SQFT
$2,216
$/SQFT
3.64
ACRES
2012
BUILT
"Built just 5 years ago, this is quintessential Woodside living spectacular western hill views, luxurious appointments, and ultimate privacy on 3.6 pristine sun-filled acres in central Woodside. Detailed craftsmanship is integrated at every turn with no expense spared for finishing touches. Behind the scenes, a commitment to LEED standards for sustainable design and environmental stewardship is a hallmark of the property. The result of this thoughtfully crafted Woodside estate is a warm and inviting escape midway between the Silicon Valley and San Francisco. This bucolic property includes: a 2 bedroom guest/pool house, studio guest house with bath, garages for 5 cars, pool, spa, custom playhouse and gorgeous landscaped grounds with vast lawn level lawn areas for outdoor entertaining. Award winning Woodside School. All of this, plus a location on one of Woodside's most sought after streets."
$23,800,000
45 Roberta Drive, Woodside CA 94062
5
BEDS
8
BATHS
12,500
SQFT
$1,904
$/SQFT
4.08
ACRES
2017
BUILT
"Located on one of central Woodside's most exclusive private roads, this stunning newly constructed country estate is framed by over 4 acres of lush landscaping, heritage oaks and a picturesque olive grove. State of the art fully automated 3 level main residence (8575 sq ft) features 5 br plus (6th or) separate office (all en-suite), gourmet kitchen and separate back kitchen, elevator, entertainment room and home theatre, 2000+ bottle temperature-controlled wine room and heated exterior living room overlooking the pool and spa in an expansive private park setting. Two garages (6 car) with ample off-street parking, plus 3 stall barn, large flat grassed play area and spacious 2 br, 2 ba guest cottage accessible by second gated driveway. Total sq footage ~12,500. Custom designed to enhance family life with relaxed sophistication, this unique property is simultaneously equipped for large scale entertaining, combining elegance and comfort in quintessential Woodside style."
* NEW LISTING 
$15,990,000
700 Kings Mountain Road, Woodside CA 94062
4
BEDS
6
BATHS
12,000
SQFT
$1,332
$/SQFT
3.07
ACRES
1988
BUILT
"Motivated Sellers! This Estate boasts an award winning park like setting adjacent to the 1,000 acre Huddart Park, an expansive motor court, awe inspiring arch of showy, mature flowering plum trees, including a 100 ft lap pool with fountains and gazebo, w/majestic stately Oaks and Redwood trees, +/- 1,200 sf carriage house and +/- 1,000 sf Single Level Guest House (please see aerial and home interior video). The Square footage and Size of home can no longer be built in Woodside coupled with the privacy, peaceful and tranquil setting makes this a very special and unique property!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $17,850,000 TO $15,990,000 
$14,995,000
1250 Canada Road, Woodside CA 94062
4
BEDS
5
BATHS
8,250
SQFT
$1,818
$/SQFT
4.93
ACRES
2000
BUILT
"Once in a lifetime opportunity to own a postmodern masterpiece. Designed by Ettore Sottsass, founder of the Memphis Group, for David Kelley, founder of IDEO and the Stanford Design School. A home built to challenge your sense of convention while still providing an intimate and functional dwelling. On almost 5 acres, the property includes a working equestrian center complete with stables, tack room, birthing shed, barn, riding ring and turnouts. Excellent, quiet Woodside location, set back off road yet walking distance to town."
* 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
1979
BUILT
"This classic Woodside property is an equestrian lover's dream. Over 12 acres with 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."
* LISTED OVER 120 DAYS 
$11,998,000
215 Josselyn Lane, Woodside CA 94062
5
BEDS
6
BATHS
6,000
SQFT
$2,000
$/SQFT
4.96
ACRES
1993
BUILT
"Serene and private estate on nearly five acres in central Woodside, the Silicon Valley's most exclusive bedroom community. Property includes a five bedroom main residence, separate two and four car garages, a one bedroom apartment, a one bedroom guest cottage, a pool and pool house. Minutes to downtown Woodside and Woodside Elementary. Centrally located between San Francisco and San Jose, Woodside offers short drives to the Valley's tech companies and venture firms."
$10,800,000
396 Raymundo Drive, Woodside CA 94062
5
BEDS
6
BATHS
8,299
SQFT
$1,301
$/SQFT
3.12
ACRES
1964
BUILT
"Rare to find...enjoy central Woodside with mountain views + SF Bay views. Quiet park-like grounds on 2.97 acre lot. Expansive flat back yard area (~1.5 acres) enjoys ideal sun throughout the day and includes pool, spa, large lawn area, al fresco dining patio and tennis court. The residence is fully remodeled. Stunning modern design and open floor plan with 4 Fleetwood wall systems that open the residence to the outside to enjoy the natural surroundings. 5 Bedrooms + 5.5 Bathrooms + Office + Bonus room + wine cellar + oversized 3-car garage. Attached pool house/guest house features family room, bedroom, kitchen, full bath and private entrance. Next to open space with 100's of miles of trails. 3 horse barn and pasture. A remarkable property in a private, peaceful setting."
* NEW LISTING 
$10,500,000
835 La Honda Road, Woodside CA 94062
4
BEDS
4
BATHS
7,274
SQFT
$1,443
$/SQFT
7.70
ACRES
1958
BUILT
"Opportunity to own one of the finest estates in Woodside. Set on 7.7 acres of landscaped, park-like grounds, this home the ultimate residence. The main home is 7,000+ sq. ft. of living space, including 4 bedrooms, 5.5 bathrooms, with a separate structure comprising of a state of the art gym and guest suite. Including a pool, outdoor kitchen, and large terraces, this home is the embodiment of luxury California living. The grounds feature several dedicated gardens and sitting areas, sprawling level lawns, tennis court and vineyard. Views of the mountains and across the bay can be enjoyed from every room. Located 10 minutes from Robert's Market, this home is perfect for professionals and families, alike. Easy access to 280 allows for quick transport to San Francisco and Silicon Valley. Don't miss this opportunity to experience life at The Perch."
$10,500,000
279 Albion Avenue, Woodside CA 94062
3
BEDS
4
BATHS
3,620
SQFT
$2,901
$/SQFT
3.00
ACRES
1955
BUILT
"A gated circular drive leads up to this updated sophisticated farmhouse estate on one of central Woodside's finest country lanes. Approx. 3 acres of secluded privacy. Luxury appointments include walnut floors, dramatic vaulted and paneled ceilings, and bright rooms with large pane windows. Marble-appointed chef's kitchen with all the modern amenities. Swimming pool, large lawn areas and play house. Detached 2-car garage with adjoining fitness studio plus flexible-use rooms perfect for office and/or hobby space. Walking distance to acclaimed Woodside School (K-8) and Town of Woodside for shopping and dining."
$8,495,000
320 Old La Honda Road, Woodside CA 94062
3
BEDS
6
BATHS
6,070
SQFT
$1,400
$/SQFT
7.60
ACRES
2003
BUILT
"Set on 7.6 acres, this unique estate property presents magnificent San Francisco Bay views and an eco-friendly design. Close-in country setting is the perfect escape from the fast pace of Silicon Valley, yet just minutes from Sand Hill Road venture capital centers, Stanford University, and tech centers. Custom-built in 2003 with every amenity - home theatre, wine cellar, executive office, library, sumptuous bathrooms, fabulous kitchen, and remote controlled screened walls on the loggia. Pool plus outdoor shower off the master. Surrounding natural beauty resulted in the Town of Woodside recognizing this as a Woodside Backyard Habitat property. Excellent Portola Valley schools."
$7,995,000
280 Family Farm Road, Woodside CA 94062
4
BEDS
5
BATHS
5,765
SQFT
$1,387
$/SQFT
6.02
ACRES
1922
BUILT
"Incredible hilltop views of Western Hills on one side and Jasper Ridge Preserve on the other in this one-of-a-kind centrally-located private retreat surprisingly close to it all! Only minutes from I-280 freeway access, this unique compound sits atop a 6.02-acre quiet, rolling property and comprises approx. 5,765 sq ft of living space, including an updated 4,680 sf two-story 4 BR/4.5 BA main home, two 1 BR guesthouses (approx. 565 sf & 460 sf), a pool, spa & cabana, a 3-car garage and 2-car carport. In award-winning Portola Valley School District, near to both central Woodside and Portola Valley restaurants and shopping and just up the road from Stanford University."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $8,599,900 TO $7,995,000 
$7,495,000
890 Mountain Home Road, Woodside CA 94062
4
BEDS
5
BATHS
3,660
SQFT
$2,048
$/SQFT
3.25
ACRES
1966
BUILT
"Incredible setting on a premier street in central Woodside. Approximately 3.25 acres with classic 4-bedroom ranch home and 1-bedroom guest house designed around a large pool. Enjoy the home today or live in it while planning for a remodel or new build. Fabulous setting adjacent to spectacular estate properties. Wonderful privacy and vast open sun-swept land with perimeter heritage trees. Excellent opportunity in one of the most sought-after Silicon Valley cities, just minutes to Sand Hill Road venture capital centers and Stanford University plus access to top-rated Portola Valley schools."
$7,195,000
618 Manzanita Way, Woodside CA 94062
4
BEDS
5
BATHS
5,730
SQFT
$1,256
$/SQFT
2.67
ACRES
1987
BUILT
"THIS EXCEPTIONAL PROPERTY HAS IT ALL - A BEAUTIFULLY REMODELED HOME, EQUESTRIAN FACILITIES, PLUS A PRIVATE POOL AND SPA ALL ON MORE THAN 2.6 MAGNIFICENT LANDSCAPED ACRES! THERE ARE ENDLESS POSSIBILITIES FOR INDOOR/OUTDOOR ENTERTAINING. LOCATED ON ONE OF WOODSIDE'S MOST SOUGHT AFTER STREETS, THIS BEAUTIFUL ESTATE OFFERS THE PRIVATE AND RURAL FEEL OF WOODSIDE, YET IS CLOSE TO TOWN CENTER. SET BETWEEN SAN FRANCISCO AND SILICON VALLEY, WOODSIDE IS KNOWN FOR ITS FRIENDLY SMALL-TOWN COMMUNITY MILES OF SHADED HIKING AND RIDING TRAILS, AND THE QUIET COUNTRY LANES BIKERS DREAM OF."
$6,988,000
290 Winding Way, Woodside CA 94062
5
BEDS
5
BATHS
4,830
SQFT
$1,447
$/SQFT
1.25
ACRES
1926
BUILT
"Privacy, Comfort, and Prestige. Gated, beautifully manicured grounds of approx. 1.25 acres (per county) surround this alluring yet private 5 bedroom, 4.5 bath residence of approx. 4,800 sq. ft. (per county). Built in the 1920s, this elegantly updated manor effortlessly blends fine craftsmanship with luxurious elements, and includes a potential home theater, a wine cellar with a tasting room, and a main-level bedroom suite easily convertible to a pool lounge. A romantic rose garden and a pool with a spa augment the pristine grounds. Located off prestigious Mountain Home Road, this garden estate balances peaceful seclusion with close proximity to shopping, dining, and commuter routes, plus highly desired Woodside Elementary (API 965) (buyer to verify eligibility)."
* PRICE LOWERED - $7,488,000 TO $6,988,000 
$6,399,000
133 Old La Honda Road, Woodside CA 94062
4
BEDS
3
BATHS
4,505
SQFT
$1,420
$/SQFT
6.39
ACRES
1982
BUILT
"Modern design in a country setting with sleek architectural lines, incredible San Francisco Bay views, and captivating setting of more than 6 acres. Sophisticated, open floor plan with views from every room, towering ceilings, and amazing natural light. Flexible floor plan with up to 4 bedrooms and 3 full baths. Gorgeous grounds with lavender, tulips, and parterre garden, all inspired by gardens in the south of France. Excellent equestrian property with direct trail access, a gardener's delight for your own farmer's market, and potential vineyard site. Just 5 minutes to Highway 280 and venture capital centers. Excellent Portola Valley schools."
* LISTED OVER 120 DAYS 
$5,995,000
170 Josselyn Lane, Woodside CA 94062
3
BEDS
6
BATHS
4,636
SQFT
$1,293
$/SQFT
3.38
ACRES
1999
BUILT
"A long, gated driveway at the end of a private lane heightens the sense of seclusion that envelops this country residence and guest house. Custom built in 1999, the 3.38-acre property pays tribute to the classic beauty of Woodside with an ambiance that is decidedly country elegance. Stunning black oak floors, rustic wood beams and subtle finishes define the warm and inviting venues for gatherings. At the heart of it all is a great room with chef's kitchen, while the bedrooms are privately arranged in their own wing. Every room has direct access to the grounds where wraparound decks overlook the western hills and a sun-swept rear yard integrates a pool that blends in harmony with the natural setting. All around, heritage oaks, bountiful rose gardens provide color and fragrance, and numerous trees are ready to spring forth in full bloom. This quintessential Woodside setting is located on one of its most sought-after streets, just one mile to acclaimed Woodside School and the Village."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,495,000 TO $5,995,000 
$5,975,000
661 Kings Mountain Road, Woodside CA 94062
4
BEDS
4
BATHS
4,994
SQFT
$1,196
$/SQFT
1.52
ACRES
1999
BUILT
"High style home in beautiful Woodside. Gated, private in a park-like setting. The interior design is ultimate glamour with exceptionally light and bright spaces. The multi-level floor plan has all bedrooms upstairs and living areas on the two floors below. This creates the perfect balance between personal and entertaining space. Indoor / outdoor living with beautifully landscaped grounds, pool, spa, entertaining deck, surround sound and a zip-line in the redwoods!"
$5,495,000
132 Audiffred Lane, Woodside CA 94062
3
BEDS
4
BATHS
3,150
SQFT
$1,744
$/SQFT
0.38
ACRES
2016
BUILT
"This newly constructed 3 BR/3 BA contemporary approx 3,150 sf (including garage) energy-efficient home (all new foundation and re-built on footprint of original home as remodel) is a wonderful team effort of Simpson Design Group, Milne Design & Build, Carrington Hill Designs and Stephanie OConnell. Featuring a flowing indoor/outdoor design oriented to frame the full view of the Western Hills and showcasing a cutting-edge SunPower & Tesla Powerwall energy generation & storage system, the home is a beautiful blend of green-tech efficiency and entertainment functionality. Its location on a quiet cul-de-sac within easy walking distance to the acclaimed Woodside School (pre-K to 8th) and downtown shops & restaurants only adds to the homes allure."
$5,350,000
340 Jane Drive, Woodside CA 94062
6
BEDS
6
BATHS
6,465
SQFT
$828
$/SQFT
3.14
ACRES
1987
BUILT
"This updated, expansive 6 BR/5.5 BA approx. 6,465 sq ft home on 3.14+ acres offers an enviable blend of privacy, proximity to open space and elegant living. Situated at the end of a private and gated cul-de-sac, this property is minutes from Town Center shopping, restaurants, 280 freeway access and the acclaimed Woodside School (preK-8th). The home features two offices (one is possible 6th bedroom) and large common areas which include separate living, dining and dual family rooms each connected to a light-filled kitchen & breakfast room. Set up for entertaining, a large outside deck & patio with built-in BBQ overlook a luxurious custom pool & spa with views of the adjacent open space hills."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,750,000 TO $5,350,000 
$5,213,000
5 Cedar Lane, Woodside CA 94062
5
BEDS
5
BATHS
3,900
SQFT
$1,337
$/SQFT
1.01
ACRES
2001
BUILT
"Timeless Allure in Famed Location. Located off exclusive Mountain Home Road, this custom 4 bedroom, 4 bath residence of 3,900 sq. ft. (per county) and 1 bedroom, 1 bath guesthouse blend classic finishes, modern luxury, and vibrant gardens of over an acre (per county) within a coveted, highly walkable cul-de-sac. Though built in the 21st century, the home offers stained glass, exposed-beam ceilings, and reclaimed fixtures, creating an ambience of timeless charm. Multiple French doors open to enticing gardens with footpaths and terraces. From the natural privacy of these seemingly secluded grounds, stroll to shopping, dining, and top-ranking Woodside School (API 965), and quickly reach scenic open spaces and Highway 280 (buyer to verify eligibility)."
* PRICE LOWERED - $5,488,000 TO $5,213,000 
$4,698,000
22 Starwood Drive, Woodside CA 94062
5
BEDS
5
BATHS
7,300
SQFT
$644
$/SQFT
5.00
ACRES
1984
BUILT
"Just reduced over $300k! Hamptons transitional in Woodside! 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. Minutes from the heart of the Peninsula and Silicon Valley, this sprawling 7300 square foot home features generous living and entertaining spaces. Comprehensively renovated in 2016, this home has meticulous craftsmanship and beautiful details through-out with fine woodwork, and exceptional use of stone. There are 5 bedrooms and 4.5 bathrooms including a stunning master wing with a private master deck. The outdoor spaces include a pool and patio as well as 4000~ square feet of ipe deck, covered porch with fireplace, outdoor kitchen, and lovely native landscaping. The end of road privacy is further enhanced by the private trail access from your front door to Open Space."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,998,000 TO $4,698,000 
 
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