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Annie Culbertson &
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Annie Culbertson &
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Woodside CA Real Estate & Homes for Sale

68 Properties Found

The median home value in Woodside, CA is $4,600,000. This is higher than the county median home value of $1,500,000. The national median home value is $308,980. The average price of homes sold in Woodside, CA is $4,600,000. Approximately 79% of Woodside homes are owned, compared to 13% rented, while 8% are vacant. Woodside real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Woodside real estate agent to arrange a tour today!
Learn more about Woodside.


1–25 of 68 properties displayed
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Open House:

Saturday, 6/15 2:00-4:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,990
Status:
NEW LISTING
MLS#:
ML81969487
Type:
Single Family
Lot size:
0.96 Acres
Year built:
1965
A broker reciprocity listing Courtesy: John Shroyer - Golden Gate Sotheby's International Realty John Shroyer john@johnshroyer.com
View additional info

Located in the highly desirable Woodside Heights on a vast 41,000 sq ft lot! Featuring an open concept floor plan, soaring ceilings and an abundance of natural light this 4 bedroom, 3 bathroom, 2,990 sq ft villa sets the stage for gracious living and entertaining! Formal living room, fireplace and custom cabinets with access to the beautiful stone terrace. The large kitchen with dining bar opens to an inviting family room and adjacent spacious dining room. Paces away you have a separate laundry room, perfectly placed space for a home gym and beautiful wine cellar. Rounding out this level is a wonderful library/office and full bathroom. Just upstairs you have a private and spacious primary suite retreat with walk-in closet and spa-like bath! Down the hall, three additional bedrooms share a full hall bathroom. Relax or entertain outside in the elaborate yard with lush mature, landscaping boasting sweeping views and several seating areas. Located just minutes to Town Center, great schools and streamlined commute routes!

Beds:
5
Baths:
6.00
Sq.Ft.:
5,982
Status:
NEW LISTING
MLS#:
ML81969014
Type:
Single Family
Lot size:
4.37 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Keri Nicholas - Parc Agency Corporation Keri Nicholas keri@kerinicholas.com
View additional info

Stunning Custom Built 3 Level Home with Guest Cottage and Pool on 4.37+/- Acres with Stables and Riding Ring on Private Cul-de-Sac in Central Woodside. 5 Bedrooms. 5.5 Bathrooms. Living Room Features Vaulted Ceilings, Wood Floors, and Floor-to-Ceiling Windows. Spacious Kitchen with Large Island, Peninsula and Views of the Pool and a Pond. Intimate Family Room with Sliding Glass Doors to Pool. Library with Fireplace. Wine Room, 3 Laundry Rooms, and Large Fitness Area with Sauna and Steam Room. Outdoor Cold Plunge. Three-Car Garage. Ipe Decking, Pool, Large Pool House, and Outdoor Kitchen. Guest Cottage. Sand Riding Arena and Horse Stables with 8 Stalls and Loft. Situated Hillside for Amazing Views.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,110
Status:
Active
MLS#:
ML81968736
Type:
Single Family
Lot size:
1.14 Acres
Year built:
1934
A broker reciprocity listing Courtesy: Kristjan Higdon - eXp Realty of California Inc Kristjan Higdon kristjan@sfcoastalestates.com
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Relax and restore yourself at this charming one-of-a-kind updated log-cabin retreat that sits on over an acre of Woodside redwoods and still gets plenty of sun! Built in 1934, this location for decades has held weddings, outdoor concerts, retreats & family gatherings. It also has a trail that leads into the 6100+ acre La Honda Creek Open Space Preserve. You can walk over to Alice's Restaurant and enjoy some local musicians or enjoy a relaxing evening on the 4 deck areas attached to the main house and feel 'away from it all'. The property is a 2-story, 3-bedroom, 2-bath craftsman cabin home that opens to the great room with ample seating and a stove fireplace. The upstairs has both the vaulted master bedroom as well as an ample 2nd bedroom that accommodates two queen beds comfortably. The new extension has the dining area, and a vaulted updated kitchen with all amenities and giant windows that will leave you staring out at the redwoods right in front of you. Downstairs has been updated and has a second full bathroom, a very large family room and the 3rd bedroom, with double doors that open up onto its own private patio area. There is an abundance of outdoor seating and eating areas to enjoy as well. Detached studio/cottage - has been rented before for additional income.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,110
Status:
Active
MLS#:
ML81968736
Type:
Single Family
Lot size:
1.14 Acres
Year built:
1934
A broker reciprocity listing Courtesy: Kristjan Higdon - eXp Realty of California Inc Kristjan Higdon
View additional info

Relax and restore yourself at this charming one-of-a-kind updated log-cabin retreat that sits on over an acre of Woodside redwoods and still gets plenty of sun! Built in 1934, this location for decades has held weddings, outdoor concerts, retreats & family gatherings. It also has a trail that leads into the 6100+ acre La Honda Creek Open Space Preserve. You can walk over to Alice's Restaurant and enjoy some local musicians or enjoy a relaxing evening on the 4 deck areas attached to the main house and feel 'away from it all'. The property is a 2-story, 3-bedroom, 2-bath craftsman cabin home that opens to the great room with ample seating and a stove fireplace. The upstairs has both the vaulted master bedroom as well as an ample 2nd bedroom that accommodates two queen beds comfortably. The new extension has the dining area, and a vaulted updated kitchen with all amenities and giant windows that will leave you staring out at the redwoods right in front of you. Downstairs has been updated and has a second full bathroom, a very large family room and the 3rd bedroom, with double doors that open up onto its own private patio area. There is an abundance of outdoor seating and eating areas to enjoy as well. Detached studio/cottage - has been rented before for additional income.

Beds:
7
Baths:
9.00
Sq.Ft.:
17,355
Status:
Active
MLS#:
ML81959845
Type:
Single Family
Lot size:
4.92 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Cheryl Stockton - Compass Cheryl Stockton cheryl.stockton@compass.com
View additional info

Majestically situated on 5 flat acres in central Woodside, sits this magnificent Tudor manor close to Silicon Valley, San Francisco, Stanford University, and Filoli Mansion, which hosted President Biden and President Xi Jing Ping at the recent APEC summit. A gated entrance and brick wall surrounds the entire property. A cobblestone driveway flanked by parterre gardens of boxwoods and roses, leads to the grand entrance. The gallery with soaring 24-foot ceilings, is flanked by formal dining and living rooms, with 3 bedrooms & 4 baths on the ground floor including a primary suite. Two family rooms open to the indoor 2,200-square-foot pool pavilion. This rare 16,000-square-foot home with 7 bedrooms and 9 baths, offers limitless possibilities. The city of Woodside no longer approves homes of this size within the city limits. The property also has a rustic and historic three-bedroom guest house and barn, with loft above and horse stalls below. Arched doorways, leaded glass windows, coffered ceilings, heavy wainscotting, rich wood paneling, deep moldings, turreted open beam ceilings & pool pavilion create a refined balance of dramatic formality, yet comfortable ambiance. Perfect for entertaining, or family gatherings, this impressive landmark property is ready for a new legacy!

Beds:
5
Baths:
5.00
Sq.Ft.:
4,250
Status:
Active
MLS#:
ML81965338
Type:
Single Family
Lot size:
3.01 Acres
Year built:
1941
A broker reciprocity listing Courtesy: Linda Hymes - Intero Real Estate Services Linda Hymes linda.hymes@gmail.com
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Rare opportunity ready to create your dream estate in the heart of central Woodside! "The Old Apple Orchard" offers 3 flat sun-drenched acres of quintessential country living, with mature trees, rolling pasture, equestrian expanse with existing barn, chicken coop and enclosed garden, and a private pool oasis in a seasonal creekside setting! Remodel existing mid-century home or build this state of the art luxury modern farmhouse compound- INCLUDES FULLY APPROVED plans for ~12,000 sq ft luxury multi-building estate including ~6800 sq ft main residence, accessory units, pool house, office and gym. Two entrances, one from Canada Rd and secondary access from Olive Hill Ln, this special property is primed with amazing possibilities, all within walking distance to town and Woodside Elementary School.

Beds:
2
Baths:
5.00
Sq.Ft.:
5,992
Status:
Active
MLS#:
ML81961470
Type:
Single Family
Lot size:
4.25 Acres
Year built:
2007
A broker reciprocity listing Courtesy: The Dreyfus Group - Golden Gate Sotheby's International Realty The Dreyfus Group thedreyfusgroup@ggsir.com
View additional info

Located at the end of a quiet Woodside lane, this four-acre estate designed by the highly acclaimed architect, Howard J. Backen, was inspired by Mexican architects Luis Barragan & Ricardo Legoretta, masters of shapely geometric buildings that embrace their natural settings. The home offers a truly seamless indoor-outdoor living experience with staggering views of the Santa Cruz Mountains. The approach to the residence is marked by a dramatic entrance with a long stone path leading to a light-filled atrium. Inside, rectilinear architecture featuring floor-to-ceiling glass doors transforms the living areas into expansive outdoor spaces with limestone terraces and a reflective pool that enhances the connection to the scenic backdrop. Outdoors, a lap pool with an infinity edge and an antique French fireplace create a peaceful setting. Interior finishes include parchment-colored limestone floors, stunning Texas shell stone walls and Venetian plaster. The state-of-the-art kitchen and bathrooms feature marble countertops. The primary suite offers dual bathrooms and panoramic mountain views. Near Woodside town center, bordering Huddart Park on one side and private open space on the other. This private oasis provides easy access to Stanford University, Silicon Valley and San Francisco.

Beds:
4
Baths:
6.00
Sq.Ft.:
6,690
Status:
Active
MLS#:
ML81967409
Type:
Single Family
Lot size:
3 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Erika Demma - Compass Erika Demma erika@erikademma.com
View additional info

Located on 3 acres with complete privacy, and close-in convenience, this exceptional property epitomizes luxury living. The elegant sophistication of the interiors rivals luxury resorts with an extensive use of natural stones that transform walls into works of art. Book-matched precision is showcased on fireplaces, countertops, and shower walls. Grand entertaining spaces are designed for hosting gatherings large or small, served by a fabulous all-white kitchen, temperature-controlled wine storage, and numerous terraces for outdoor enjoyment. The home spans 3 levels with 4 spacious bedrooms, each with its own en suite bath, plus there are 2 versatile offices, a fitness center, and a home theatre. Additionally, a detached guest house provides 2 bedroom suites for visitors. The outdoor areas, complete with vineyard, are designed with health and wellness in mind, featuring a pool, spa, tennis court, and a path that wraps around the property for walking or jogging. Adding the finishing touch is the homes access to acclaimed Woodside Elementary School just two miles away.

Beds:
4
Baths:
5.50
Sq.Ft.:
6,690
Status:
Active
MLS#:
ML81967409
Type:
Single Family
Lot size:
3 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Erika Demma - Compass Erika Demma
View additional info

Located on 3 acres with complete privacy, and close-in convenience, this exceptional property epitomizes luxury living. The elegant sophistication of the interiors rivals luxury resorts with an extensive use of natural stones that transform walls into works of art. Book-matched precision is showcased on fireplaces, countertops, and shower walls. Grand entertaining spaces are designed for hosting gatherings large or small, served by a fabulous all-white kitchen, temperature-controlled wine storage, and numerous terraces for outdoor enjoyment. The home spans 3 levels with 4 spacious bedrooms, each with its own en suite bath, plus there are 2 versatile offices, a fitness center, and a home theatre. Additionally, a detached guest house provides 2 bedroom suites for visitors. The outdoor areas, complete with vineyard, are designed with health and wellness in mind, featuring a pool, spa, tennis court, and a path that wraps around the property for walking or jogging. Adding the finishing touch is the homes access to acclaimed Woodside Elementary School just two miles away.

Open House:

Saturday, 6/15 1:00-4:00PM

Beds:
4
Baths:
5.00
Sq.Ft.:
8,695
Status:
Active
MLS#:
ML81967051
Type:
Single Family
Lot size:
3 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Hugh Cornish - Coldwell Banker Realty Hugh Cornish hcornish@cbnorcal.com
View additional info

Situated in the heart of premier central Woodside, this magnificent estate combines the elegance of a classic country manor with boundless possibilities to live the lifestyle of your dreams. This is a rare opportunity to obtain a spacious & versatile home on a large, 3-acre plot of prime, level land just one-half mile from Woodside Town Center. The property is replete with resort-style amenities catering to a variety of alluring lifestyles, including outdoor living, entertaining, fitness, equestrian pursuits, gardening, & farm-to-table dining. Estate features a spacious main residence with classic Tudor architecture. Other rooms provide flexible space for additional offices, fitness rooms, & recreation. Tucked away on the lower level is an extraordinary 3,000-bottle wine cellar designed in European fashion with a dining & tasting area to uniquely entertain guests. Extensive grounds also include a magnificent, recently built barn with 4 stalls for horses, 2 work rooms, restroom, & extra space to store a horse trailer, extensive patio with bbq area, pergola, social fire pit surrounding a newly refinished pool & spa. An ideal retreat for the quintessential Woodside lifestyle, this exceptional property's offering of luxury, amenities, size, & location won't soon be seen again.

Open House:

Saturday, 6/15 1:00-4:00PM

Beds:
4
Baths:
6.00
Sq.Ft.:
3,882
Status:
Active
MLS#:
ML81966880
Type:
Single Family
Lot size:
1.52 Acres
Year built:
1959
A broker reciprocity listing Courtesy: Bob Johnston - Coldwell Banker Realty Bob Johnston rajbroker@yahoo.com
View additional info

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bedroom is a private sanctuary with ensuite bathroom. The primary suite is a true oasis featuring a fireplace, custom walk-in closet & a spa-like bathroom with a BainUltra freestanding tub & walk-in shower. The gourmet kitchen is equipped with a Viking Tuscany range, marble countertops & chef favorites such as a built-in espresso machine, pot filler, microwave drawer, wine fridge & pantry. A statement temperature-controlled wine room, conveniently located off the kitchen, is perfect for wine enthusiasts. Elegant elements throughout include floor-to-ceiling windows throughout, trim & wall detailing, electric linen blinds, built-in Sonos system & designer fixtures. The 6+ car garage with a workshop & soaring ceilings is a dream come true for car aficionados. Outdoor serenity is epitomized by the center courtyard adorned with a koi pond & cascading waterfall. The surrounding low-maintenance landscaping & garden beds further enhance the natural beauty. Woodside Elementary.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,678
Status:
Active
MLS#:
ML81962521
Type:
Single Family
Lot size:
1.05 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Kavanaugh Group - Coldwell Banker Realty Kavanaugh Group gkavanaugh@camoves.com
View additional info

Nestled in the serene landscape of Woodside, this charming turnkey 2 bed, 2 bath residence with attached 1 bed, 1 bath apartment boasts breathtaking views of Stanford's Biological Preserve, Jasper Ridge. Conveniently located at the bottom of Old La Honda Road, near Portola Road, and is just minutes from global financial/tech centers on Sand Hill Rd & Stanford University. The home offers a beautiful authentic rustic design and is completely hidden from the road. This 1.06-acre property delivers rare seclusion utilizing its natural setting that promotes a peaceful and conducive at-home work environment, complemented with its enhanced WiFi / internet service. Excellent Portola Valley schools.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,705
Status:
Active
MLS#:
ML81966535
Type:
Single Family
Lot size:
2.53 Acres
Year built:
1962
A broker reciprocity listing Courtesy: Scott Dancer - Compass Scott Dancer scott@scottdancer.com
View additional info

Contemporary luxury with breathtaking San Francisco Bay views in Central Woodside. Extensively renovated open concept design on two levels, including modern kitchen, white oak floors, new metal roof, and designer baths. Tesla solar power, 5 battery backups, EV charging, and synthetic lawn. Every room opens to a deck for Bay or western hill views or just the natural beauty of the surrounding grounds. Elevated and private pool plus meditation/yoga area with sweeping views. Separately fenced farm with large barn and space for animals or garden. Direct access to hiking and equestrian trails at Wunderlich County Park. Excellent Woodside Elementary School (K-8). Recent upgrades over 500K of improvements including new standing seam metal roof, solar system & storage, HVAC systems, structural upgrades, plumbing, home A/V systems. Every detail updated and ready to be enjoyed!

Open House:

Saturday, 6/15 2:00-4:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,730
Status:
Active
MLS#:
41060289
Type:
Single Family, Cabin
Subdivision:
WOODSIDE HILLS
Lot size:
1.46 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Tiffany McFarland - Compass Tiffany McFarland tiffany@therealtortiff.com
View additional info

This beautiful estate is nestled on nearly a 1.50 acre lot and is surrounded by beautiful redwood trees. This amazing, two-story mountain home offers unparalleled tranquility & privacy in a majestic setting. This rustic retreat boasts handcrafted wood features throughout the home, from the gorgeous detailing of the cabinetry in the loft, to the decorative pieces around the fireplace, to the beautiful wood beams adorning the ceilings. The first level features the kitchen that seamlessly flows into the dining room, a spacious and cozy living room, 2 bedrooms & 1 bathroom. The second level features a large, open loft, the primary bedroom suite & bathroom & two outdoor decks. While this home captivates so much history & exuberates timeless beauty, there is abundant potential to add in your own touches & transform this residence into your dream home. This property also offers a second dwelling unit with its own septic tank. The second dwelling is an unpermitted 2 bedroom, 2 bath unit with its own outdoor deck. Located in close proximity to the tech hubs of Silicon Valley, Stanford & the serene beauty of the Pacific coastline, this is an opportunity not to be missed. Don't let this chance slip away to own a slice of paradise in one of the most coveted neighborhoods in the area!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,925
Status:
Active
MLS#:
ML81966261
Type:
Single Family
Lot size:
2 Acres
Year built:
1938
A broker reciprocity listing Courtesy: Stanley Lo - Green Banker Realty Stanley Lo stanleylo@greenbanker.com
View additional info

Experience country living just 30 minutes from the heart of Silicon Valley. Nestled in California's majestic Redwood Forest, this horse-zoned property blends natural beauty and equestrian potential. Set on a 2-acre lot with a HUGE open grass field, this home offers ample space for just about every lifestyle. Surrounded by lush greenery and open skies, it's a perfect retreat for those seeking a serene, private lifestyle. The expansive grounds provide endless possibilities for gardening, recreation, or creating your own outdoor oasis. Despite its secluded feel, youre close to top-rated schools and the 280 freeway, ensuring easy access to everything you need. The property is fenced, gated, and obscured by trees. The well-designed home features a fully equipped kitchen, spacious living room, high ceilings, and a welcoming family room, ideal for daily living and entertaining. Inside, cozy bedrooms offer a perfect haven after a long day. Tall windows and glass doors flood the floor plan with natural light. A bonus room under the house is perfect as a gym, recreation room, or playroom. Outside, a huge patio and wraparound deck overlook the expansive lot. Come live the life you deserve in this peaceful retreat.

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The information being provided is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Broker Listing Exchange (BLE) program of MLSListings Inc. 2023. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.

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