Woodside, CA Homes

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  /39

  $10,988,000 Open Sun 1:30PM - 4:30PM

  • 5 Beds
  • 5.5 Baths
  • 5,510 Sq Ft

  140 Farm Rd, Woodside, CA 94062

  Set on more than 3.6 gated acres of quintessential Woodside grounds, this contemporary masterpiece is surrounded by towering oaks and lush greenery, offering a serene, woodsy retreat. The interiors reflect the natural setting with soaring cherry wood cathedral ceilings, cherry wood floors, and expansive picture windows that flood the home with light and invite the outdoors in. Designed for both

  Michael Repka Deleon Realty

  140 Farm Rd, Woodside, CA 94062
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  /24

  $7,995 per month

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft
  • House for Rent

  225 Lindenbrook Rd, Woodside, CA 94062

  Tucked away in Woodside, 225 Lindenbrook Road blends tranquility with convenience. This 1,810 sq. ft. home sits on a serene 1-acre lot, offering space and privacy. The 3 spacious bedrooms feature scenic views, while 2 modern bathrooms, including a luxurious master bath, provide relaxation with high-end fixtures. A detached 2-car garage ensures ample parking and storage. Despite its proximity to

  

  Tim Proschold

  Luxuriant Realty

  (650) 535-3395

  225 Lindenbrook Rd, Woodside, CA 94062
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  /34

  $2,100,000 Sold Jul 18, 2025

  • 2,719 Sq Ft
  • $772/SF
  • 38 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1959

  885 Patrol Rd, Woodside, CA 94062

  Discover the tranquility of Woodside living in this beautifully designed 4-bedroom, 3.5-bath home, nestled on 1.5 private acres with sweeping views of mountains and lush trees. Backing directly onto open space, this home offers unmatched peace and seclusionyet is just minutes from the heart of town. The spacious open floor plan is ideal for modern living, providing seamless flow between the

  Margot and Ricky Lockwood/ Flores Golden Gate Sotheby's International Realty

  885 Patrol Rd, Woodside, CA 94062
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  /4

  Not Listed For Sale

  APN 068-232-320, Woodside, CA 94062

  APN 068-232-320, Woodside, CA 94062
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  /78

  $2,375,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,670 Sq Ft

  13872 Silver Sky Way, Woodside, CA 94062

  Spanning 2,670 square feet of living space, this home envelopes you with warmth and charm from the moment you enter. Sunlight filters through towering redwoods, creating a serene atmosphere throughout. Refinished hardwood floors and thoughtful modern updates blend timeless quality with everyday comfort. The spacious floor plan flows seamlessly, ideal for both daily living and entertaining. The

  Joakim Bye Ocean Element Real Estate

  13872 Silver Sky Way, Woodside, CA 94062
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  /33

  $2,950,000 Sold Jul 09, 2025

  • 3,725 Sq Ft
  • $792/SF
  • 167 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1991

  33 Bear Glen Dr, Woodside, CA 94062

  ARCHITECTURAL DIGEST MODERN OF ULTIMATE VIEWS! EXCLUSIVE GATED COMMUNITY, WOODSIDE SCHOOLS, HEART OF SILICON VALLEY LIFESTYLE! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger

  Geoffrey Nelson Coldwell Banker Realty

  33 Bear Glen Dr, Woodside, CA 94062
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  Not Listed For Sale

  0 Jefferson Ave, Redwood City, CA 94062

  0 Jefferson Ave, Redwood City, CA 94062
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  /90

  $4,490,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 6 Baths
  • 4,154 Sq Ft

  560 California Way, Woodside, CA 94062

  Nestled on nearly a full acre high above one of Silicon Valleys most affluent neighborhoods, this Luxurious Woodside View Compound includes two homes offering soothing panoramic views spanning the bay with all three bridges from San Francisco to Palo Alto & across to Mt. Diablo. Both homes are meticulously renovated with the finest build quality/finishes & awash with natural light from sunrise to

  Gerald Guay Compass

  560 California Way, Woodside, CA 94062
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  /2

  $8,849,000 Sold Jul 01, 2025

  • 4,185 Sq Ft
  • $2114/SF
  • 79 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1993

  3295 Woodside Rd, Woodside, CA 94062

  A stately retreat, this exquisite home offers complete privacy just blocks from Town Center and the acclaimed Woodside School. Set behind electronic gates on more than one acre of level land, the property is a showcase of timeless elegance and modern luxury with resort-like amenities. Sustainable living is effortlessly integrated with 32-panel solar power, four Tesla Power walls for energy

  Erika Demma Compass

  3295 Woodside Rd, Woodside, CA 94062
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  /18

  Not Listed For Sale

  0 W Glen Way, Woodside, CA 94062

  0 W Glen Way, Woodside, CA 94062
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  /53

  $7,490,000

  • 5 Beds
  • 7 Baths
  • 7,274 Sq Ft

  835 La Honda Rd, Woodside, CA 94062

  Nestled in Woodside, The Perch offers 7.7 gated acres of unparalleled privacy and stunning views. The thoughtfully designed home features a spacious two-level floor plan with expansive glass walls that fill the interiors with light and offer seamless outdoor connections. The chef's kitchen, inviting living spaces, and four spacious bedrooms are ideal for both quiet living and entertaining. A

  Michael Repka Deleon Realty

  835 La Honda Rd, Woodside, CA 94062
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  /47

  $7,125,000 Sold Jun 30, 2025

  • 3,570 Sq Ft
  • $1996/SF
  • 11 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1950

  275 Eleanor Dr, Woodside, CA 94062

  Located in the desirable Woodside Heights neighborhood adjacent to Atherton, this dramatic Mid-Century Modern home on 1.05-acres showcases a top-to-bottom designer transformation that elevates every aspect of the home's features. Single-level floor plan offers 4 bedrooms & 4 baths, 2 spacious bedroom suites (one with its own separate office) positioned at opposite ends of the home for optimal

  Hugh Cornish Coldwell Banker Realty

  275 Eleanor Dr, Woodside, CA 94062
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  /23

  Not Listed For Sale

  Comstock Old Comstock Rd, Woodside, CA 94062

  Comstock Old Comstock Rd, Woodside, CA 94062
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  /3

  $21,000

  • Land
  • 11 Acres
  • $1,885 per Acre

  0 Ridgeway Rd Unit San Luis CO 23799644, San Luis, CO 81152

  11.14 Acres in Costilla County, CO Mountain Views & FreedomEscape to wide-open skies and your own piece of Colorado. This 11.14-acre lot sits near San Luis with incredible views, no HOA, and room to build, camp, or invest.Mountain viewsOff-grid living allowedEasy road accessOnly $500 down and $400/month for 63 monthsNo credit check | 0% interestOwn

  Mallory Mabus

  0 Ridgeway Rd Unit San Luis CO 23799644, San Luis, CO 81152
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  /2

  $15,750,000 Sold Jun 13, 2025

  • 8,470 Sq Ft
  • $1860/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
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  /18

  Est $545,462 Not Listed For Sale

  3600 Partition Rd, Woodside, CA 94062

  3600 Partition Rd, Woodside, CA 94062
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  /36

  $5,495,000

  • 4 Beds
  • 4 Baths
  • 2,925 Sq Ft

  35 Neuman Ln, Woodside, CA 94062

  Tucked away at the end of a private lane, this beautifully appointed home offers the perfect blend of privacy, contemporary style, & outdoor livability on more than one acre. Refreshed front landscaping & an expansive, partially covered front deck set the tone for the thoughtfully designed spaces within. Beautiful hardwood floors, vaulted ceilings, & walls of glass highlight the home's warm yet

  Hugh Cornish Coldwell Banker Realty

  35 Neuman Ln, Woodside, CA 94062
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  /2

  $2,900,000 Sold Jun 03, 2025

  • 2,490 Sq Ft
  • $1165/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
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  /60

  Est $5,355,735 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,910 Sq Ft

  3950 Sand Hill Rd, Woodside, CA 94062

  3950 Sand Hill Rd, Woodside, CA 94062
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  /15

  $4,999,000

  • 4 Beds
  • 4 Baths
  • 4,900 Sq Ft

  380 La Questa Way, Woodside, CA 94062

  First time on the market in nearly 50 years. Almost three acres in sought after Central Woodside minutes to Roberts, Village market and horse trails. Original ranch home with newer addition, pool and ADU. Property is suited for complete makeover or reimagine as a new building site. Horses are allowable. Close to sought after Woodside Elementary.

  Andrea Ivarsson Coldwell Banker Realty

  380 La Questa Way, Woodside, CA 94062
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  /2

  $13,500,000 Sold May 30, 2025

  • 6,135 Sq Ft
  • $2200/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
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  /57

  Est $6,755,399 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,978 Sq Ft

  2160 Greenways Dr, Woodside, CA 94062

  2160 Greenways Dr, Woodside, CA 94062
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  /30

  $4,995,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,295 Sq Ft

  19 Preston Rd, Woodside, CA 94062

  Surrounded by natures beauty... on 5.4 acres on a private street yet just 3 miles from Sand Hill Road venture capital centers this home offers complete privacy, organic architecture, and spa-like amenities. Oaks and wildflower-strewn meadows create a serene setting deeply connected to the natural landscape with enchanting walking paths. Inside, warm wood finishes, soaring paneled ceilings, and

  Erika Demma Compass

  19 Preston Rd, Woodside, CA 94062
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  /2

  $4,750,000 Sold May 23, 2025

  • 4,430 Sq Ft
  • $1072/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
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  /50

  Est $7,328,304 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,355 Sq Ft

  130 Eleanor Dr, Woodside, CA 94062

  130 Eleanor Dr, Woodside, CA 94062
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  /86

  $15,998,000

  • 5 Beds
  • 5.5 Baths
  • 5,982 Sq Ft

  3 Vintage Ct, Woodside, CA 94062

  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.

  Keri Nicholas Parc Agency Corporation

  3 Vintage Ct, Woodside, CA 94062
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  /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
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  /27

  Est $4,442,830 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,410 Sq Ft

  25 Eugenia Ln, Woodside, CA 94062

  25 Eugenia Ln, Woodside, CA 94062
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  /19

  $13,850,000

  • 4 Beds
  • 8 Baths
  • 10,504 Sq Ft

  490 Las Pulgas Dr, Woodside, CA 94062

  Extraordinary residence with stunning panoramic San Francisco Bay views. Opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase

  Scott Dancer Compass

  490 Las Pulgas Dr, Woodside, CA 94062
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  /2

  $6,820,000 Sold May 20, 2025

  • 6,200 Sq Ft
  • $1100/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
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  /29

  Est $8,752,031 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,253 Sq Ft

  165 Farm Rd, Woodside, CA 94062

  165 Farm Rd, Woodside, CA 94062
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  /2

  $4,995,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,253 Sq Ft

  490 W Maple Way, Woodside, CA 94062

  Designer Style with Pool and ADU on Large Level Grounds Classic and timeless architecture and beautifully remodeled interiors come together on more than one-half acre of level land with a pool and Accessory Dwelling Unit. Hardwood floors and multiple fireplaces add warmth and character across three levels designed for flexibility and comfort. The chefs kitchen and adjoining family room connect

  Erika Demma Compass

  490 W Maple Way, Woodside, CA 94062
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  /32

  $6,400,000 Sold May 16, 2025

  • 4,190 Sq Ft
  • $1527/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
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  /63

  Est $5,084,523 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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  /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
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  /2

  $14,250,000 Sold May 12, 2025

  • 5,715 Sq Ft
  • $2493/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
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  /46

  Est $6,786,769 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
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  /32

  $1,825,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  125 Grandview Dr, Woodside, CA 94062

  Welcome to Five Acre Woods - A Magical Retreat in Woodside! Nestled on 5.6 private acres, this enchanting property offers sweeping Bay views framed by majestic redwoods. Combining seclusion with convenience, its just minutes from Hwy 280 and the town center of Woodside. Originally built in 1915, this 3-bed,3-bath home has been thoughtfully updated for modern living. With approx. 2,300 SF of

  Lisa Keith Golden Gate Sotheby's International Realty

  125 Grandview Dr, Woodside, CA 94062
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  /2

  $12,600,000 Sold May 05, 2025

  • 3,875 Sq Ft
  • $3252/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
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  /50

  Est $9,189,872 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,462 Sq Ft

  156 Romero Rd, Woodside, CA 94062

  156 Romero Rd, Woodside, CA 94062

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