Sort: Price Low to High Price High to Low Year Low to High Year High to Low Sq. Feet High to Low Acres High to Low $ per Sq. Foot

Show: 12 24 48 72 96

$39,500,000

309 Manuella Avenue, Woodside CA 94062

4
BEDS

6
BATHS

8,082
SQFT

$4,887
$/SQFT

5.78
ACRES

"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."

$34,600,000

15 Hidden Valley Lane, Woodside CA 94062

6
BEDS

4
BATHS

8,826
SQFT

$3,920
$/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."

$23,800,000

45 Roberta Drive, Woodside CA 94062

6
BEDS

8
BATHS

9,400
SQFT

$2,532
$/SQFT

4.08
ACRES

"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 residence features 5 br plus separate office/guest room (all en-suite), gourmet kitchen plus 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, 3 stall barn, large flat grassed play area and spacious 2 br, 2 ba guest cottage accessible by second private gated driveway. 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."

$21,600,000

218 Family Farm Road, Woodside CA 94062

6
BEDS

6
BATHS

10,000
SQFT

$2,160
$/SQFT

8.42
ACRES

"One of Woodside's most extraordinary view properties! Very private, gated location minutes from Hwy 280. Elegant, yet comfortable quality built home - accommodates large gatherings or every day living. Must be seen to appriate all the amenities. 8+ acres backing onto Stanford's Jasper Woods Preserve. Hiking and horse trails. Small stable. Appointment only."

$14,995,000

155 Kings Mountain Road, Woodside CA 94062

6
BEDS

12
BATHS

10,000
SQFT

$1,500
$/SQFT

5.00
ACRES

"STUNNING WOODSIDE ESTATE ON 5 LEVEL- SUNNY ACRES WITH MAGNIFICENT LANDSCAPING IN CENTRAL WOODSIDE. WALK TO TOWN AND HIGHLY ACCLAIMED WOODSIDE SCHOOL (K-8). RENOVATED AND EXPANDED THIS 5 ACRE PROPERTY BOASTS FULL SUNSHINE ALL DAY. POOL WITH OUTDOOR KITCHEN, 1-BEDROOM GUEST HOUSE, 8-STALL BARN, LARGE RECREATION LOUNGE WITH FULL BAR AND BATH. RIDING RING, 3-CAR GARAGE WITH FINISHED SPACE AND WINE CELLAR BELOW. TENNIS COURT, ORCHARDS, CHILDREN'S PLAYGROUND AND BATTING CAGE, PARK-LIKE SETTING. SEPARATE CATERING KITCHEN IN MAIN HOUSE MAKES THIS A PERFECT HOME TO ENTERTAIN IN. BEAUTIFUL CHEF'S KITCHEN OPENS TO LARGE FAMILY ROOM. WITH ENDURING CHARACTER AND QUIET ELEGANCE, THIS PROPERTY IS CLOSE TO SILICON VALLEY TECH CENTERS, STANFORD UNIVERSITY AND SAN FRANCISCO INTERNATIONAL AIRPORT."

$13,900,000

4105 Woodside Road, Woodside CA 94062

4
BEDS

4
BATHS

4,580
SQFT

$3,035
$/SQFT

12.05
ACRES

"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."

$13,500,000

1250 Canada Road, Woodside CA 94062

4
BEDS

5
BATHS

8,250
SQFT

$1,636
$/SQFT

4.93
ACRES

"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."

$12,995,000

310 Kings Mountain Road, Woodside CA 94062

4
BEDS

5
BATHS

5,893
SQFT

$2,205
$/SQFT

3.00
ACRES

"This wonderful residence tucked into a quiet and private cul-de-sac of only 3 properties is only minutes from town & walking distance to school. Situated on a 3 +/- acre parcel, the residence features spectacular views of the western hills. Large rooms, vaulted ceilings, open floor plan from living room to family room which adjoins the chefs/catering kitchen and separate, formal dining room, offers the perfect venue for a large gathering. Excellent potential for horse property, tennis court, and vineyard."

$12,500,000

122 Lakeview Drive, Woodside CA 94062

7
BEDS

7
BATHS

6,200
SQFT

$2,016
$/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 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."

$11,998,000

215 Josselyn Lane, Woodside CA 94062

5
BEDS

6
BATHS

6,000
SQFT

$2,000
$/SQFT

4.96
ACRES

"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."

$11,995,000

135 Dean Road, Woodside CA 94062

4
BEDS

5
BATHS

6,500
SQFT

$1,845
$/SQFT

1.34
ACRES

"JUST COMPLETED! This classic modern farmhouse combines the casual comfort of barefoot living w/elegance & sophistication of a Woodside estate. Detailed craftsmanship is integrated at every turn w/no expense spared for finishing touches. Behind the scenes, a commitment to green standards for sustainable design & environmental stewardship are accompanied by smart features to exemplify both daily convenience & long-term earth consciousness. Designed for hosting gatherings inside & out, the luxurious main residence is arranged w/inviting public spaces, highlighted by the living room w/multi-slide retractable doors that completely open the room to the outdoor entertaining terrace. A spacious 2 bedroom guest house provides additional quarters that are perfect for guests or use as a boardroom. The quintessential Woodside grounds are equally impressive. Less than 1/2 mile to the Woodside village, award-wining Woodside School & proximity to Stanford University & Silicon Valley tech centers"

$9,995,000

307 Olive Hill Lane, Woodside CA 94062

6
BEDS

5
BATHS

7,080
SQFT

$1,412
$/SQFT

3.08
ACRES

"This exceptional Central Woodside property enjoys the utmost in privacy on just over 3 sun-swept acres at the end of a private lane with sweeping views of the western hills. From every room, French doors open to private courtyards, balconies, or terraces-all overlooking the glorious gardens and western views and surrounding countryside. The grounds are an idyllic setting for outdoor living with a pool, a vast main terrace, sunken spa and pathways that meander through the property. This outstanding retreat set midway between Silicon Valley and San Francisco, is truly unique and has access to acclaimed Woodside School."

$8,900,000

135 Farm Road, Woodside CA 94062

5
BEDS

6
BATHS

5,485
SQFT

$1,623
$/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."

$8,295,000

835 La Honda Road, Woodside CA 94062

4
BEDS

4
BATHS

7,274
SQFT

$1,140
$/SQFT

7.70
ACRES

"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."

$8,250,000

11 Hacienda Drive, Woodside CA 94062

6
BEDS

5
BATHS

5,011
SQFT

$1,646
$/SQFT

3.41
ACRES

"CENTRAL WOODSIDE. 3.4 acres in the heart of Central Woodside. Serenity just 2 minutes from the shops of Woodside Village. Enjoy panoramic mountain views + a window to SF Bay. Contemporary Design: THE RESIDENCE, ~5,100 SQ FT (+Guest House), is single level w/ open floor plan and beautifully appointed contemporary finishes. An expansive great room with soaring ceilings and large windows bring the gardens inside. 5 bedrooms include guest suite + master retreat w/ spa-inspired bath. A modern kitchen w/ stainless appliances & marble top island opens to a large family room. A detached guest house features kitchen, great room, bedroom, bath & private deck. Trees provide privacy while mountain views offer a sense of nature expected in Woodside. Large terrace for entertaining and dining + space for vineyard, sports court, pool, outdoor kitchen, gazebo. COMMERCIAL OPTION: land available for 3,500 Sq FT office to be leased/used as a private business center. A rare and valuable asset in Woodside."

$7,995,000

3970 Woodside Road, Woodside CA 94062

4
BEDS

5
BATHS

6,700
SQFT

$1,193
$/SQFT

2.06
ACRES

"This extraordinary country residence exudes exceptional architectural design inside and out. Custom built, the home is introduced by a wraparound front porch that doubles as an outdoor living room. Flawless details unfold inside with Brazilian cherry wood floors, fine wood millwork, and perfectly selected stone finishes and lighting that are true to the Craftsman style. The setting is equally awe-inspiring on approximately two acres with Pinot Noir vineyard, vast stretches of lawn, and the privacy afforded by the natural beauty of Wunderlich Park. The master suite is a peaceful haven complete with its own gym, and every bedroom opens to the outdoors. Myriad choices for everyday living include a tremendous great room, separate play room or media room, plus office and library, as well as a tucked-away billiards room adjacent to the wine cellar. This exceptional property is midway between San Francisco and Silicon Valley with access to acclaimed Woodside School."

$7,750,000

280 Family Farm Road, Woodside CA 94062

4
BEDS

5
BATHS

5,765
SQFT

$1,344
$/SQFT

6.02
ACRES

"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 (with potential for 5th BR), 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 Sand Hill Road businesses & Stanford University."

$6,995,000

890 Mountain Home Road, Woodside CA 94062

4
BEDS

5
BATHS

3,660
SQFT

$1,911
$/SQFT

3.25
ACRES

"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."

$6,295,000

320 Old La Honda Road, Woodside CA 94062

4
BEDS

6
BATHS

6,580
SQFT

$957
$/SQFT

7.60
ACRES

"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. Lower level with ample room for a 4th bedroom. Septic system built to accommodate the 4th bedroom or pool house. Excellent Portola Valley schools."

$5,850,000

8 Montecito Road, Woodside CA 94062

3
BEDS

3
BATHS

3,668
SQFT

$1,595
$/SQFT

0.69
ACRES

"Newly built, hand-crafted, ultra-luxe estate combines Japanese aesthetics with Italian modern panache. Minimalist interiors in concrete, wood, and steel designed by Mark English of San Francisco. 12-foot-tall glass doors. Japanese-inspired grounds. The open design of a Manhattan loft and the eminence of a Malibu estate. Guest house, theatre, all-glass pool room, art studio, tea house elevated in the redwoods, outdoor living spaces including a kitchen, onsen bathing area, & pool with mirror-like reflection of the redwoods. Just over 3 miles to Sand Hill Rd venture capital centers & 5 miles to Stanford University. Over 1,000 trees and plants were added under the direction of Ron Herman, renowned for the gardens at Larry Ellison's nearby estate, and John Nishizawa from Kyoto. A one-of-a-kind retreat for a lifestyle of wellness amid the fast pace of Silicon Valley. 2+ vacant acres directly adjacent also available separately MLS# ML81700401 to build second home or more square footage."

$5,500,000

515 Moore Road, Woodside CA 94062

3
BEDS

3
BATHS

2,920
SQFT

$1,884
$/SQFT

2.88
ACRES

"Triple mint modern home designed by renowned San Francisco Sagan Piechota Architects set on a stunning property in Woodside evokes images of a fine New York City apartment. All fixtures and finishes are the very best and executed to the highest standards including Miele, Dornbracht, DVX, Geberit, Downsview, Porcelanosa, Alvic and Poliform.This 2,920 square foot home is thoughtfully laid out and flows effortlessly and logically from one space to the next.Outside, botanical garden-like grounds abound and offer a tranquil and beautiful setting for this fine home. This almost 3 acre property includes option to build a 6,000 sq ft residence. Truly move in ready, this residence is not to be missed."

$3,980,000

1090 Bear Gulch Road, Woodside CA 94062

3
BEDS

3
BATHS

5,377
SQFT

$740
$/SQFT

6.18
ACRES

"Extraordinary in its setting and architectural beauty, this home is a sanctuary of peace and sophisticated elegance a rare offering for Silicon Valley living. On a gated private road, just 10 minutes from Woodside Village, the ~6.17-acre grounds combine madrone and fir forests with sun-swept open space and a backdrop of dazzling San Francisco Bay views. Built by the architect owner in 2006, the home offers unrivaled spaces centered on forest and Bay views with tall ceilings and expansive windows throughout. The home offers 2 large bedroom suites plus 2 generous sized executive offices, one of which can be converted to a 3rd en suite bedroom. Access points to the grounds are many, where spacious terraces invite outdoor gatherings above the shimmering lights of the Valley. Highly desirable Woodside Elementary School (K-8). Nearby hiking, biking and horseback riding trails abound, with easy access to sunny benches in The Meadows of Wunderlich Park."

$3,298,000

128 Otis Avenue, Woodside CA 94062

4
BEDS

4
BATHS

3,000
SQFT

$1,099
$/SQFT

0.25
ACRES

"Price Reduced !! Enjoy tranquil country living within easy reach of the best of the Bay Area at this relaxed yet sophisticated 4-bedroom, 3.5-bath retreat in a private woodland setting. Situated on more than one-quarter acre, this home invites the surrounding natural beauty inside through many skylights and wide expanses of glass. The indoor/outdoor lifestyle is further enhanced wrap around decks on each level, accessible from many rooms. Featuring a sought-after, open-concept floor plan, the living and dining areas flow perfectly to the newly updated, quartz appointed kitchen. The master suite is conveniently located on the main level, while the family room plus the other three bedrooms are located on the lower level. This includes a bed/bath ensemble perfect for hosting extended family or guests as it can be closed off from the living area and had its own entrance from the outside. Rounding out this homes special appeal is its location close Highway 280 for easy commuting."

$2,690,000

10707 La Honda Road, Woodside CA 94062

3
BEDS

3
BATHS

3,600
SQFT

$747
$/SQFT

2.54
ACRES

"Private Retreat! Custom residence in coveted Woodside. Minutes from HWY 1 & 280. Centrally situated for easy commute to SF, Stanford or Silicon Valley. Pristine 2+ acres, full of sunlight, spectacular 360 views, & majestic Redwoods. Meticulously grounds with a key-pad gated estate leading to a modern 2 car garage with dual charging stations & bonus room perfect for an office. The formal entryway leads to separate living spaces with a well designed floor plan. One wing has the library with fireplace, master bedroom suite, 2 beds,1 full bath & laundry room. The other, has a beautiful kitchen, walk in pantry & granite counter tops. Dining area flows into living room with fireplace. Spiraled stair cases 2 loft spaces with 180 views of property. Perfect for office, workout or guest rooms. Home has storage basement, Vaulted ceilings, high windows capture beauty of views. Utility supported, off grid capacity with septic, solar, well, generator, satellite & high-speed phone/internet access."