Woodside, CA Homes

/63
Est $5,201,729 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,300 Sq Ft
350 La Questa Way, Woodside, CA 94062

350 La Questa Way, Woodside, CA 94062

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/91
$8,800,000
- 4 Beds
- 4.5 Baths
- 5,555 Sq Ft
333 Raymundo Dr, Woodside, CA 94062

Set on a 3.1-acre, private and gated lot in one of Woodside's most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort - just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home spans 3 levels and offers 4 bedroom suites, a library with fireplace, an office, and grand public

Jim Arbeed Coldwell Banker Realty

333 Raymundo Dr, Woodside, CA 94062
/2
$15,750,000 Sold Jun 13, 2025
- 8,470 Sq Ft
- $1,860/SF
- 93 Days On Market
- 6 Beds
- 7 Baths
- Built 1934
961 High Rd, Woodside, CA 94062

Completely Renovated inside and out! This architectural Jewel with Dazzling Views! Originally imagined by the visionary architect Gardner Dailey in 1934, this exceptional estate is a testament to his architectural brilliance updated with a complete comprehensive renovation. The classic style of a country manor is presented, creating a visual symphony from the slate tile roof to the leaded glass

Erika Demma Compass

961 High Rd, Woodside, CA 94062

/46
Est $6,995,183 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,070 Sq Ft
211 La Questa Way, Woodside, CA 94062

211 La Questa Way, Woodside, CA 94062

/24
$4,295,000
- 4 Beds
- 3.5 Baths
- 3,580 Sq Ft
950 Espinosa Rd, Woodside, CA 94062

Private retreat with stunning views of Stanford, San Francisco Bay, and the East Bay, just 10 minutes from downtown Woodside. Custom-built in 2004 on 1.4 acres with incredible quality and seismic integrity, this Craftsman home exudes European flair with imported Spanish tile and walnut floors, 12-foot ceilings, and fireplaces in the formal living and dining rooms. The French kitchen features

Scott Dancer Compass

950 Espinosa Rd, Woodside, CA 94062
/2
$2,900,000 Sold Jun 03, 2025
- 2,490 Sq Ft
- $1,165/SF
- 110 Days On Market
- 4 Beds
- 2 Baths
- Built 1960
1 Hayfields Rd, Portola Valley, CA 94028

Welcome to 1 Hayfields Road! Motivated Seller - best price on the flats of Portola Valley!!! Nestled in a serene and peaceful country setting, this inviting rancher offers the perfect balance of privacy and convenience. With stunning access to nearby trails, you can enjoy the natural beauty right outside your doorstep, whether you're hiking, biking, or simply soaking in the outdoors. Inside,

Debora Smith Sotheby's Intl Rlty

1 Hayfields Rd, Portola Valley, CA 94028

/46
Est $6,055,180 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,430 Sq Ft
1585 Canada Ln, Woodside, CA 94062

1585 Canada Ln, Woodside, CA 94062

/6
$2,950,000
- Land
- 0.37 Acre
- $7,898,260 per Acre
152 Alta Mesa Rd, Woodside, CA 94062

Exceptional Woodside Opportunity: Level Lot with Scenic Views Minutes to Downtown. Stunning plans by Simpson Design Group. Providing over one-third acre of level land, this expansive parcel is an exceptional opportunity to build your dream home in the heart of Woodside. Offering gorgeous views of the Kite Hill Wildflower Preserve and just steps from its beautiful hiking trails, it is the rare

Erika Demma Compass

152 Alta Mesa Rd, Woodside, CA 94062
/2
$13,500,000 Sold May 30, 2025
- 6,135 Sq Ft
- $2,200/SF
- 42 Days On Market
- 5 Beds
- 6 Baths
- Built 1925
258 Kings Mountain Rd, Woodside, CA 94062

Panoramic Western Hills views set the stage for this stunning Central Woodside estate, nestled on approximately 3.2 flat, fully usable acres just moments from downtown shops, dining, and top-rated Woodside Elementary. Designed for both comfort and function, the primarily single-level layout includes a spacious primary suite, multiple living areas, and a bright eat-in kitchen opening to a large

David Bergman Intero Real Estate Services

258 Kings Mountain Rd, Woodside, CA 94062

/27
Est $4,784,497 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 3,875 Sq Ft
327 Hillside Dr, Woodside, CA 94062

327 Hillside Dr, Woodside, CA 94062

/29
$3,950,000 Open Sun 1PM - 4PM
- 4 Beds
- 2.5 Baths
- 2,915 Sq Ft
129 Hillside Dr, Woodside, CA 94062

Custom built in 1992. On the market for the first time! Sweeping western hill views, close-in convenience, plus pool and spa. A dramatic great room with soaring two-story ceiling, arched clerestory windows, and skylights highlights the open floor plan that connects living, dining, and kitchen areas to a spacious view deck. 4 bedrooms and an office are arranged across 3 levels, including a

Scott Dancer Compass

129 Hillside Dr, Woodside, CA 94062
/2
$4,750,000 Sold May 23, 2025
- 4,430 Sq Ft
- $1,072/SF
- 51 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2004
589 California Way, Woodside, CA 94062

Experience the charm of this New England style home in Emerald Hills that is slightly elevated from the street with a front motor court that looks over the neighborhood. This 5-bedroom, 3-bathroom residence showcases exquisite custom woodwork and ironwork throughout the home, reflecting its architectural splendor. Features include a grand foyer with a double staircase, a cozy living room with

Vicky Costantini Compass

589 California Way, Woodside, CA 94062

/32
Est $3,291,907 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,465 Sq Ft
444 Hillside Dr, Woodside, CA 94062

444 Hillside Dr, Woodside, CA 94062

/56
$2,350,000 Open Sat 2PM - 4PM
- 4 Beds
- 3.5 Baths
- 2,047 Sq Ft
12 Summit Rd, Woodside, CA 94062

Discover total serenity at this exquisite and warm family home. The home has been very thoughtfully renovated to include all the comforts one could ever need. With an open floorplan kitchen and living room, and several floor to ceiling windows. Perfect for taking in the verdant green of the surrounding forest. The home is filled with abundant natural light, benefiting from the natural clearing

Alexander Nichols eXp Realty of California Inc

12 Summit Rd, Woodside, CA 94062
/67
$1,768,000 Sold May 20, 2025
- 2,080 Sq Ft
- $850/SF
- 4 Days On Market
- 4 Beds
- 2 Baths
- Built 1930
13499 La Honda Rd, Woodside, CA 94062

Imagine a tranquil sanctuary highlighted by the splendor of nature, perfect for hosting gatherings in a lovely outdoor setting. This 4 BD & 2 BA home integrates indoor & outdoor living, boasting generous decks that overlook majestic redwood treeslocated just 20 minutes from Stanford! The living room & kitchen have vaulted ceilings & large picture windows throughout. The kitchen is equipped with

Wen Guo RE Group KW Advisors

13499 La Honda Rd, Woodside, CA 94062

/16
Est $10,749,077 Not Listed For Sale
- 7 Beds
- 7.5 Baths
- 11,490 Sq Ft
234 Albion Ave, Woodside, CA 94062

234 Albion Ave, Woodside, CA 94062

/6
$450,000
- Land
- 5.64 Acres
- $79,764 per Acre
LOT27 Old la Honda Rd, Woodside, CA 94062

Tucked into the tranquil forested hills of Woodside, this serene 5.64-acre parcel offers an immersive escape into nature. Surrounded by mature trees, quiet trails, and peaceful open space, the property is perfect for those seeking solitude, fresh air, and natural beauty—just minutes from the 280 freeway and an easy route to Silicon Valley. Enjoy hiking, biking, or simply relaxing beneath the

Mike Continillo Villa Propertes

LOT27 Old la Honda Rd, Woodside, CA 94062
/2
$6,820,000 Sold May 20, 2025
- 6,200 Sq Ft
- $1,100/SF
- 212 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1991
7 Oak Haven Way, Woodside, CA 94062

Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in

Alan Canas Engel & Völkers

7 Oak Haven Way, Woodside, CA 94062

/29
Est $2,353,452 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,575 Sq Ft
890 Patrol Rd, Woodside, CA 94062

890 Patrol Rd, Woodside, CA 94062

/9
$750,000
- Land
- 13.72 Acres
- $54,658 per Acre
Lot26 Old la Honda Rd, Woodside, CA 94062

Tucked away in the serene hills of Woodside, this extraordinary 13.72-acre parcel offers a rare opportunity to immerse yourself in the natural beauty of a mature forest. Surrounded by towering trees, meandering trails, and peaceful wildlife, it’s a private haven for those seeking quiet reflection, outdoor adventure, or a personal retreat. Enjoy the feeling of complete seclusion while still being

Mike Continillo Villa Propertes

Lot26 Old la Honda Rd, Woodside, CA 94062
/32
$6,400,000 Sold May 16, 2025
- 4,190 Sq Ft
- $1,527/SF
- 17 Days On Market
- 5 Beds
- 4 Baths
- Built 1949
2290 Stockbridge Ave, Woodside, CA 94062

An extended driveway meanders through more than 1.3 acres of Woodside grounds, leading to this spacious and inviting home offering nearly 4,200 SF of space. Bright and airy interiors, adorned with maple floors and intricate millwork, have been thoughtfully updated over the years with modern living in mind, providing ideal spaces for entertaining or quiet evenings at home. Expansive formal rooms,

Michael Repka Deleon Realty

2290 Stockbridge Ave, Woodside, CA 94062

/107
Est $8,589,690 Not Listed For Sale
- 4 Beds
- 5 Baths
- 5,790 Sq Ft
11 Southgate Dr, Woodside, CA 94062

11 Southgate Dr, Woodside, CA 94062

/32
$25,000,000
- 6 Beds
- 8 Baths
- 7,930 Sq Ft
211 Winding Way, Woodside, CA 94062

A rare offering on one of Central Woodsides most prestigious streets, just off Mountain Home Road, this extraordinary estate showcases architectural excellence, vineyard beauty, & a luminous natural setting. Spanning almost 4.4 acres with an optional adjacent 3-acre parcel also available, the grounds have been thoughtfully opened to invite abundant sunlight, enhancing both the ambiance and the

Mary Gullixson Compass

211 Winding Way, Woodside, CA 94062
/2
$14,250,000 Sold May 12, 2025
- 5,715 Sq Ft
- $2,493/SF
- 7 Days On Market
- 6 Beds
- 8 Baths
- Built 1941
140 Eleanor Dr, Woodside, CA 94062

Masterfully Renovated Bay-View Vineyard Estate. This extraordinary estate presents a masterfully executed whole-home renovation, captivating San Francisco Bay views, and resort-style amenities. Encompassing 1.8 acres of fully landscaped grounds, the property also includes a Chardonnay vineyard, two wine cellars, and expansive indoor and outdoor entertaining spaces designed for grand gatherings.

Erika Demma Compass

140 Eleanor Dr, Woodside, CA 94062

/35
Est $4,846,632 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,830 Sq Ft
275 Woodside Dr, Woodside, CA 94062

275 Woodside Dr, Woodside, CA 94062

/82
$2,799,000 Open Sat 1PM - 4PM
- 3 Beds
- 3.5 Baths
- 2,510 Sq Ft
45 Ranch Rd, Woodside, CA 94062

Step inside and step back in time to this to this stunning Henrik Bull-style home in Skywood Acres, where classic charm meets modern comfort. Nestled in a sunny tranquil setting, this architectural gem opens into a breathtaking great room with cathedral ceilings and walls of windows that frame sweeping treetop views. This seamless blend of indoor/outdoor living extends to an expansive deck

James Milton Coldwell Banker Realty

45 Ranch Rd, Woodside, CA 94062
/2
$12,600,000 Sold May 05, 2025
- 3,875 Sq Ft
- $3,252/SF
- 2 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2015
1491 Canada Ln, Woodside, CA 94062

Striking Modern Retreat near Town Center. In the heart of central Woodside, this modern home retains secluded privacywith convenience to shopping & dining just down the road. On a private country lane off the main road, the just over 1-acre setting presents sweeping western hill views from its gentle knoll beyond custom gates. Sophisticated architecturalelements define the home, from Ann Sacks

Erika Demma Compass

1491 Canada Ln, Woodside, CA 94062

/72
Est $5,008,920 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,620 Sq Ft
270 Woodside Dr, Woodside, CA 94062

270 Woodside Dr, Woodside, CA 94062

/39
$1,950,000
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
350 Grandview Dr, Woodside, CA 94062

Morning light pours through redwoods onto white oak floors at this 3BR/2BA retreat on 2.44 private acres. Updated kitchen and marble baths blend comfort and style. A bright barn office and workshop offer flexible use easily converted for equestrian needs with an existing corral. A fenced dog run adds convenience. Enjoy sunrises on the expansive deck or quiet moments on a meditation deck tucked in

Scott Hayes Compass

350 Grandview Dr, Woodside, CA 94062
/33
$3,885,000 Sold May 05, 2025
- 2,850 Sq Ft
- $1,363/SF
- 68 Days On Market
- 4 Beds
- 3 Baths
- Built 1967
643 Woodside Way, Woodside, CA 94062

Luxuriously remodeled interiors with an open-concept design, and a glorious setting on nearly one-half acre with sweeping western hill views. Elevated above the street, and fully solar-powered, the property is oriented to capture the picturesque views and colorful sunsets and every room opens to the outdoors. The two-story home exudes classic elegance with fine hardwood floors, beamed and paneled

Erika Demma Compass

643 Woodside Way, Woodside, CA 94062

/64
Est $5,633,475 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,410 Sq Ft
325 Harcross Rd, Woodside, CA 94062

325 Harcross Rd, Woodside, CA 94062

/15
$4,175,000
- 4 Beds
- 4 Baths
- 4,900 Sq Ft
380 La Questa Way, Woodside, CA 94062

Bring your builder and architect!! First time on the market in 50 years - incredible value, priced to sell. Four beds and 4 baths in original ranch home plus more recent addition and ADU above garage. Beautiful in ground pool. Horses allowable and close to Woodside trails. Almost three acres!!!! Close to all Central Woodside has to offer including highly desirable Woodside elementary school.

Andrea Ivarsson Coldwell Banker Realty

380 La Questa Way, Woodside, CA 94062
/2
$2,450,000 Sold Apr 30, 2025
- 1,700 Sq Ft
- $1,441/SF
- 35 Days On Market
- 4 Beds
- 2 Baths
- Built 1959
136 Otis Ave, Woodside, CA 94062

Price reduced! Come see this wonderfully updated 4 BR/2 BA charming home in Central Woodside located in a private setting within walking distance to Town Center shops, restaurants and acclaimed Woodside School (pre-K to 8th). The home is situated on a quiet cul-de-sac in the Woodside Glens neighborhood which now features new safe walking paths throughout and is steps away from the extensive

Helen Miller Compass

136 Otis Ave, Woodside, CA 94062

/2
Est $4,903,619 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,940 Sq Ft
190 Brookwood Rd, Woodside, CA 94062

190 Brookwood Rd, Woodside, CA 94062

/3
$999,000
- Land
- 0.34 Acre
- $2,938,235 per Acre
18 Montecito Rd, Redwood City, CA 94062

Owner financing possible. This lot is located in a fantastic location. Fantastic price for close in Woodside. Great schools. Close to Portola Rd. Buyer to investigate the reports required by Town of Woodside for site approval and permits needed to build. Priced to sell. 2nd lot available #12 Montecito is 3.7 acre for 2,500,000. Buy both and have 4 acres total. Build your dream home.

Shawnna Sullivan Coldwell Banker Realty

18 Montecito Rd, Redwood City, CA 94062
/71
$2,450,000 Sold Apr 11, 2025
- 2,286 Sq Ft
- $1,072/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1940
150 Otis Ave, Woodside, CA 94062

Welcome to this stunning 3-bedroom, 2-bathroom home located in the beautiful Woodside Glens! The Living Room, which features expansive windows and a large skylight brings the beautiful surroundings indoors, is a true standout in this very comfortable and stylish home. Far from the average Silicon Valley Ranch Style home, this home envelopes you in natural surroundings while just being minutes

Dave Keefe Action Properties Inc

150 Otis Ave, Woodside, CA 94062

/90
Est $8,212,889 Not Listed For Sale
- 3 Beds
- 4.5 Baths
- 5,630 Sq Ft
255 Hardwick Rd, Woodside, CA 94062

255 Hardwick Rd, Woodside, CA 94062

/12
$699,000
- Land
- 1.25 Acres
- $557,461 per Acre
559 Patrol Rd, Woodside, CA 94062

Build your dream home on this over 1.2-acre lot in the prestigious town of Woodside. Surrounded by parks and enjoy trails made for hiking, biking, and horses. Conveniently close to Highway 280 providing easy access for all your commutes north to San Francisco and south to Silicon Valley while offering a peaceful setting yet close to Woodisde Town Center, Roberts Market and award winning Woodiside

Greg Garcia Sequoia Realty Services

559 Patrol Rd, Woodside, CA 94062
/39
$1,775,000 Sold Apr 11, 2025
- 2,189 Sq Ft
- $811/SF
- 43 Days On Market
- 3 Beds
- 3 Baths
- Built 1933
55 Big Tree Rd, Woodside, CA 94062

Welcome to 55 Bigtree, a charming retreat nestled among the towering redwoods of Woodside. This historic cabin has been beautifully remodeled and expanded, blending rustic charm with modern comfort. The original structure has been thoughtfully updated with a spacious addition, giving you more room to relax while keeping its timeless character intact. The heart of the home is the stunning great

Scott Hayes Compass

55 Big Tree Rd, Woodside, CA 94062

/21
Est $3,482,325 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,120 Sq Ft
45 Summit Ridge Place, Woodside, CA 94062

45 Summit Ridge Place, Woodside, CA 94062

Showing Results 41 - 80, Page 2 of 18

California San Mateo County Woodside

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