San Gregorio, CA Homes for Sale

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  /78

  $2,375,000

  • 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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  /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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  /63

  $2,898,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 4,040 Sq Ft

  3920 Lakemead Way, Emerald Hills, CA 94062

  BEST VALUE IN REDWOOD CITY!!! 5 bedroom, 4 1/2 bath home in prestigious Emerald Hills!This extraordinarily spacious 4040 square foot retreat features numerous luxurious upgrades. (Originally built in 1990 on a 9180 sf lot.) The freshly painted exterior leads past the 3-car garage + adjacent parking slot to the entry w/newly constructed steps.Interior parquet floors open to the unbelievable space

  Michelle Glaubert Coldwell Banker Realty

  3920 Lakemead Way, Emerald Hills, 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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  /111

  $2,898,000 Open Sun 1:30PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,398 Sq Ft

  3554 Oak Knoll Dr, Emerald Hills, CA 94062

  3554 Oak Knoll Drive is your everyday treehouse - an airy 3 bedroom, 2.5 bathroom retreat perched in Redwood City's coveted Emerald Hills neighborhood. Approximately 2,398 square feet of thoughtfully designed living space unfolds among walls of windows, filling every corner with natural light and views of the surrounding trees. Recent flooring, fresh interior and exterior paint, and updated

  Kyle Rawls Compass

  3554 Oak Knoll Dr, Emerald Hills, CA 94062
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  /51

  $2,699,000

  • 5 Beds
  • 3.5 Baths
  • 3,323 Sq Ft

  103 Harkins Rd, Redwood City, CA 94062

  Experience the ultimate retreat, where majestic redwoods, sweeping canyon vistas, and ocean views provide a stunning backdrop for everyday living. This 3,323 sq ft custom home features 5 bedrooms and 3.5 bathrooms. The main level boasts soaring ceilings, expansive windows, and skylights that flood the space with natural light, highlighting the breathtaking scenery. The open-concept design

  Joakim Bye Ocean Element Real Estate

  103 Harkins Rd, Redwood City, CA 94062
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  /74

  $2,980,000

  • 5 Beds
  • 4.5 Baths
  • 4,760 Sq Ft

  16501 Skyline Blvd, Redwood City, CA 94062

  Discover the endless possibilities with this exceptional home set on over 5.5 acres of serene land! This property offers breathtaking views from the living room, dining area, kitchen, primary bedroom, and outdoor patios. Whether youre looking to move in, renovate, or even build new, this private retreat is brimming with potential.This two-story residence features 5 spacious bedrooms and 4.5

  Bill Qin BQ Realty

  16501 Skyline Blvd, Redwood City, 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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  /18

  $3,849,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,610 Sq Ft

  4 Woodleaf Ave, Redwood City, CA 94061

  Conveniently located in the exclusive Woodhill Estates neighborhood, this elegant Tudor-style home blends timeless architecture with modern updates. Set back from the street with manicured landscaping and stone accents, it offers exceptional curb appeal. Inside, beautiful wide plank engineered wood floors extend throughout the main level. A formal living room with soaring ceiling and fireplace,

  Judy Citron Compass

  4 Woodleaf Ave, Redwood City, CA 94061
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  /19

  $4,711,888 Open Sun 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,430 Sq Ft

  170 Hardwick Rd, Woodside, CA 94062

  Wake up early and catch the stunning panoramic view of the sun rising from this 4 bed/3 bath original condition Mid-Century Modern home in Woodside Hills. Sit back relax and enjoy expansive views of the San Francisco Bay. On a clear day looking a bit Northwest youll catch a glimpse of the Bay Bridge as well as Treasure Island. One of the iconic features of a Mid-Century Modern home is their floor

  Eliot Beja Intero Real Estate Services

  170 Hardwick Rd, Woodside, CA 94062
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  /36

  $5,495,000 Open Sun 2PM - 4PM

  • 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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  /41

  $4,200,000

  • 4 Beds
  • 3 Baths
  • 2,955 Sq Ft

  3570 Tripp Rd, Woodside, CA 94062

  This light-filled country home in the heart of central Woodside, on just over one acre, is privately positioned at the top of a gentle knoll beyond picturesque equestrian facilities. Inside, every room opens to the outdoors through sliding glass doors with views of surrounding redwoods. Formal living room features fireplace & opens to expansive front terrace, while the adjoining formal dining

  Hugh Cornish Coldwell Banker Realty

  3570 Tripp Rd, Woodside, CA 94062
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  /23

  $4,495,000

  • 5 Beds
  • 3.5 Baths
  • 3,826 Sq Ft

  1005 Portola Rd, Portola Valley, CA 94028

  Secluded in complete privacy above the street, this contemporary home embodies a true connection to nature through its vast expanses of glass and warm, organic finishes. Designed with a modernist spirit, and award-winning for green design, the home showcases soaring vaulted ceilings, open concept living spaces, and entire walls of glass that frame the surrounding greenery. Bamboo floors, cherry

  Ginny Kavanaugh Coldwell Banker Realty

  1005 Portola Rd, Portola Valley, CA 94028
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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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  $4,799,950 Open Sun 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 3,926 Sq Ft

  115 Wika Ranch Ct, Emerald Hills, CA 94062

  Built in 2022, Residence Eight in Wika Ranch blends modern elegance with the natural serenity of Emerald Hills. This 5-bedroom home features a formal living room with a glass wine display, a chefs kitchen with a large island, and open-concept family and dining areas. A main-level guest suite offers comfort and privacy, while upstairs includes a grand owners suite, junior suite, two additional

  Mahmut Altun Intero Real Estate Services

  115 Wika Ranch Ct, Emerald Hills, CA 94062
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  /41

  $3,945,000

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  115 Toyon Ct, Woodside, CA 94062

  Great cul-de-sac location, this sun-drenched, designer-updated home offers an ideal blend of style, comfort and nature. Just minutes from Town and top-rated Woodside School, this location in the Glens is coveted. Step inside to discover the main level, featuring three bedrooms, including two with en-suite baths. The primary suite is a peaceful sanctuary with a generous footprint, sitting area,

  Kim Hansen Golden Gate Sotheby's International Realty

  115 Toyon Ct, Woodside, CA 94062
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  /47

  $4,495,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,900 Sq Ft

  252 Raymundo Dr, Woodside, CA 94062

  Best Value in Woodside! 3 SUNNY acres- all usable. Spacious and expansive, the classically simple and refreshed one-level home is designed for effortless indoor/outdoor living. Highlights include a dramatic great room, extra-large kitchen, 4 bedrooms, and seamless access to the pool and enchanting outdoor living spaces. Enhancing the appeal is a separate guest cottage or ADU, equestrian

  Don DeFranco Compass

  252 Raymundo Dr, Woodside, CA 94062
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  /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
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  /46

  $3,998,999

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  3803 Hamilton Way, Emerald Hills, CA 94062

  Single-Story 4 Bedroom, 2 Full Bath Exceptionally Renovated and Constructed Home located on expansive 15,000+ sq.ft. lot with park-like setting in the sought after Emerald Hills Neighborhood. 6-7 car driveway with garage and Electric Vehicle Hookup (240v/50amp). This private, quite and secluded neighborhood is NOT a thoroughfare, is located just a few blocks from Roy Cloud Elementary School

  Cher Rowland Intero Real Estate Services

  3803 Hamilton Way, Emerald Hills, CA 94062
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  /65

  $4,398,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,960 Sq Ft

  250 Hardwick Rd, Woodside, CA 94062

  Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm

  Brian Brunetti Sotheby’s International Realty

  250 Hardwick Rd, Woodside, CA 94062
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  /2

  $560,000

  • Land
  • 0.65 Acre
  • $863,398 per Acre

  227 Old Ranch Rd, Redwood City, CA 94062

  Incredible opportunity to own approximately three-quarters of an acre in the tranquil hills of Woodside. Surrounded by majestic redwoods, this peaceful lot offers privacy, clean air, and a serene natural settingperfect for a custom home or weekend escape. Gently sloped and ideally situated, the property feels tucked away yet remains conveniently close to town, trailheads, and key Peninsula

  Stephanie Nash Compass

  227 Old Ranch Rd, Redwood City, 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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  /32

  $1,825,000

  • 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 single

  Lisa Keith Golden Gate Sotheby's International Realty

  125 Grandview Dr, Woodside, CA 94062
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  /64

  $2,500,000 Open Sun 1:30PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  3831 Vineyard Dr, Redwood City, CA 94061

  Beautiful Farm Hill home with a magical view from many vantage points. Walking distance to Roy Cloud k-8 and Stulstaff Park. Immaculate and light hardwood floors throughout the home. Large living room with windows looking out onto the city. Cozy family room that looks out at the backyard and gardens. Master suite and 3 bedrooms upstairs, with an additional rec room downstairs. Open kitchen/dining

  Vicky Costantini Compass

  3831 Vineyard Dr, Redwood City, CA 94061
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  /12

  $1,800,000

  • Land
  • 1.97 Acres
  • $913,706 per Acre

  966 Godetia Dr, Woodside, CA 94062

  Nestled on 1.97 acres of serene, sun-drenched land, this exceptional property offers the perfect canvas to build your dream estate in Central Woodside. With access from both Godetia Way and Jefferson Avenue, this prime lot caters to developers, investors, and visionary buyers alike. Boasting two potential building sites, this verdant parcel provides a tranquil setting surrounded by natural

  Bob Johnston Coldwell Banker Realty

  966 Godetia Dr, Woodside, CA 94062
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  $2,995,000 Open Sun 2PM - 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
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  /50

  $2,598,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft

  3996 Jefferson Ave, Emerald Hills, CA 94062

  Welcome to 3996 Jefferson Avenue in the heart of sought-after Emerald Hills, where comfort, style, and stunning Bay views come together seamlessly. This 3-bedroom, 3-bath home has been thoughtfully updated with a modern kitchen and remodeled bathrooms, making it move-in ready from day one. As you step inside, you're greeted by gleaming hardwood floors and a warm, inviting living room and dining

  Susan Tanner Golden Gate Sotheby's International Realty

  3996 Jefferson Ave, Emerald Hills, CA 94062
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  /46

  $2,195,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  12960 Skyline Blvd, Redwood City, CA 94062

  Perched on a peaceful mountain with breathtaking views of the Pacific Ocean, this updated 3-bed, 2-bath home offers the perfect blend of privacy and convenience. Just minutes from Half Moon Bay and San Mateo, this gated property is tucked within the cozy Kings Mountain community and designed for flexible living. With two spacious living rooms, two kitchens, and a bonus room, the home has

  Dave Skokan RE/MAX Gold Redwood Shores.

  12960 Skyline Blvd, Redwood City, CA 94062
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  /28

  $3,330,000

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  746 Tunitas Creek Rd, Half Moon Bay, CA 94019

  This uniquely located property has not been on the market for over half a century. It is minutes to public Pacific Ocean beaches and a beautiful drive up Tunitas Creek Road though a stunning Redwood Forest. San Francisco and San Jose are easily within a 90-minute drive. Over 80 acres of land with easy access to Tunitas Creek Road and 10 minutes from both Half Moon Bay and San Gregorio. The

  Diana Plank Coldwell Banker Realty

  746 Tunitas Creek Rd, Half Moon Bay, CA 94019
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  /31

  $2,250,000

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  514 Live Oak Ln, Emerald Hills, CA 94062

  Magnificent Views. Exceptional Privacy. Endless Potential. You'll feel secluded in the hills but conveniently access all of Silicon Valley from this enchanting home on a quiet cul-de-sac in sought-after Emerald Hills. On a huge 18,820 sf lot w/numerous mature trees and breathtaking views overlooking the lake & SF Bay. Historic charm with modern comforts: vaulted ceilings, wood-burning fireplace,

  Greg Garcia Sequoia Realty Services

  514 Live Oak Ln, Emerald Hills, CA 94062
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  /34

  $3,595,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  1207 Godetia Dr, Woodside, CA 94062

  Western hill views take center stage... at this updated farmhouse on 1.2 acres, just minutes from the heart of Woodside. The multi-level home, set back in complete privacy, is filled with character, featuring gleaming hardwood floors and generous gathering spaces, all with expansive windows oriented to the views. The kitchen and family room combination opens directly to a spacious view-side deck

  Erika Demma Compass

  1207 Godetia Dr, Woodside, CA 94062
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  /39

  $2,150,000

  • 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
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  /79

  $29,500,000

  • 6 Beds
  • 7 Baths
  • 8,990 Sq Ft

  100 Canada Rd, Redwood City, CA 94062

  Mountain Meadow - A Landmark Legacy-Extraordinary in provenance, scale, and preservation, this landmark estate spans nearly 25 acres, located on land protected by Peninsula Open Space Trust and surrounded by Golden Gate National Recreation Area parkland. Offering unmatched privacy yet just 20 minutes from San Francisco International Airport. Commissioned in 1927 as one of the debut residential

  Erika Demma Compass

  100 Canada Rd, Redwood City, CA 94062
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  /45

  $4,995,000

  • 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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  /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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  /7

  $19,000,000

  • 6 Beds
  • 5 Baths
  • 4,960 Sq Ft

  329 Albion Ave, Woodside, CA 94062

  Known as the Wurster home, this three-lot combination extends across over more than 15 acres and includes as its centerpiece one of the first homes designed by renowned California Architect William Wurster. The house currently spans approx. 4,960 sf with six bedrooms, a beautiful rear lawn and sunny pool area with lovely views of the Western Hills. The lots development options include the

  Helen Miller Compass

  329 Albion Ave, Woodside, CA 94062
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  /6

  $22,000,000

  • 4 Beds
  • 4.5 Baths
  • 2,850 Sq Ft

  333 Albion Ave, Woodside, CA 94062

  Known as the Craftsman Homes, coupled with the Tennis Court lot, this multi-faceted, independently accessible, two-lot combination extends across over 12 acres and currently includes two homes totaling approx. 2,850 sf (one with 1,515 sf with two bedrooms and a second with 1,335 sf with two bedrooms), a tennis court as well as a two-stall horse stable and grazing area. The numerous development

  Helen Miller Compass

  333 Albion Ave, Woodside, CA 94062
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  /11

  $34,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  329 Albion Ave, Woodside, CA 94062

  Known as the Olive Orchard home, combined with the contiguous Olive Hill East and West lots, this fabulous combination of three parcels totaling just over 23.5 acres, currently includes two homes, one with approx. 3,345 sf and four bedrooms and the other with 1,755 sf with three bedrooms (the Estate Manager's home), each of which present a series of upgrade or redevelopment options. The parcels

  Helen Miller Compass

  329 Albion Ave, Woodside, CA 94062
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  /17

  $22,500,000

  • 5 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  331 Albion Ave, Woodside, CA 94062

  Known as the Oak Grove home, situated on just over 11 acres and including one home of approx. 3,635 sf with five bedrooms, a lovely rear lawn and swimming pool area and intimate views of the Western Hills. This beautifully situated lot and home, nestled near numerous oak trees, is one of the most enchanting locations on the estate. The lots development options include the possibility of either

  Helen Miller Compass

  331 Albion Ave, Woodside, CA 94062
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  /34

  $125,000,000

  • 34 Beds
  • 26 Baths
  • 23,900 Sq Ft

  329 Albion Ave, Woodside, CA 94062

  The Green Gables Estate, in its entirety, is a 74 acre, spectacular, one of a kind, multi-generation oasis situated within walking distance from the Woodside Town Center. The estate is currently comprised of seven homes and 10 separate lots, featuring significant additional build out potential and may be purchased as a whole or in 6 potential lot combinations (see MLS listings for suggested lot

  Helen Miller Compass

  329 Albion Ave, Woodside, CA 94062

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