San Gregorio, CA Homes for Sale

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  /54

  $13,988,000 Open Sun 1PM - 4PM

  • 6 Beds
  • 5.5 Baths
  • 6,340 Sq Ft

  1142 Moore Rd, Woodside, CA 94062

  Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you are greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east

  Kia Amini Compass

  1142 Moore Rd, Woodside, CA 94062
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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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  /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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  /90

  $4,475,000 Open Sun 2PM - 4:15PM

  • 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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  /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

  • 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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  /3

  $300

  • Land
  • 11 Acres
  • $27 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 $300 down and $300/month for 75 monthsNo credit check | 0% interestOwn

  Mallory Mabus

  0 Ridgeway Rd Unit San Luis CO 23799644, San Luis, CO 81152
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  /77

  $4,500,000 Open Sat 1:30PM - 4PM

  • 2 Beds
  • 3 Baths
  • 4,186 Sq Ft

  711 W California Way, Woodside, CA 94062

  Tucked away in the coveted Emerald Hills neighborhood, this beautiful artisanal home offers over 4,000 square feet of living space on a serene and private 0.65-acre lot. With sweeping views of the mountain range, the open floor plan is perfect for modern living and entertaining. A gourmet kitchen flows seamlessly into the living and dining areas, all framed by European-style collapsing doors that

  Vicky Costantini Compass

  711 W California Way, Woodside, CA 94062
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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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  /23

  $3,985,000

  • 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

  $4,475,000

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

  380 La Questa Way, Woodside, CA 94062

  First time on the market in nearly 50 years. )ver 2.6 acres in sought after Central Woodside minutes to Roberts, Village market and horse trails. Original 4900 sq ft 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. A peaceful setting surrounded by nature,

  Andrea Ivarsson Coldwell Banker Realty

  380 La Questa Way, Woodside, CA 94062
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  $4,699,950 Open Sat 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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  /30

  $4,995,000

  • 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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  /11

  $8,750,000

  • 6 Beds
  • 9 Baths
  • 14,270 Sq Ft

  16351 Skyline Blvd, Redwood City, CA 94062

  One of the most extraordinary properties on the SF Peninsula on almost 18 acres. The property has endless potential (including zoning for commercial use) and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the

  Scott Dancer Compass

  16351 Skyline Blvd, Redwood City, 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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  /47

  $3,998,999 Open Sat 12:30PM - 3:30PM

  • 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

  • 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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  /91

  $6,500,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 5,905 Sq Ft

  3964 Jefferson Ave, Emerald Hills, CA 94062

  Discover luxury living in this brand-new +/-5,905sf architectural masterpiece on a +/-.58-acre lot in prestigious Emerald Hills. With sweeping San Francisco Bay views, this 5BR/4.5BA home was designed with impeccable attention to detail and is a sanctuary of modern elegance and tranquility. A floor-to-ceiling glass door introduces an open-concept layout with soaring ceilings, floating staircases,

  Jim Arbeed Coldwell Banker Realty

  3964 Jefferson Ave, Emerald Hills, CA 94062
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  /34

  $3,000,000 Open Sun 1PM - 4PM

  • 6 Beds
  • 3.5 Baths
  • 2,840 Sq Ft

  495 Summit Springs Rd, Woodside, CA 94062

  Perched on 1.5 acres of beautiful land, this spacious 6-bedroom, 3.5-bathroom home offers panoramic views and room to grow. With generously sized rooms and views from nearly every window, this property combines comfort, versatility, and endless potential. A formal entry leads to a grand living room featuring soaring ceilings, a cozy fireplace, and access to an expansive entertaining deckperfect

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

  495 Summit Springs Rd, Woodside, CA 94062
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  /6

  $450,000

  • Land
  • 6 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
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  /9

  $750,000

  • Land
  • 14 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
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  /32

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  252 Blakewood Way, Redwood City, CA 94062

  One-of-a-kind mountain retreat on a sun-drenched, fenced 1/3-acre lot surrounded by majestic redwoods. This charming 1930s log cabin has been thoughtfully expanded with a quality newer master suite addition. Features include vaulted ceilings, radiant heated hardwood and tile floors, dual-pane windows, and an open kitchen with granite counters and a new six-burner gas range. Enjoy serene views and

  Allen Nazari Park Lane Capital Inc

  252 Blakewood Way, Redwood City, CA 94062
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  /11

  $1,400,000

  • Land
  • 0.51 Acre
  • $2,748,331 per Acre

  0 California Way, Redwood City, CA 94062

  A Rare Opportunity in Prime Emerald Hills Discover an exceptional opportunity for developers, investors, or future homeowners to bring their vision to life on this magnificent propertytwo adjacent uphill lots perched atop a peaceful hill in the coveted Emerald Hills neighborhood. Nestled in the heart of Silicon Valley and just minutes from the vibrant energy of downtown Redwood City, this serene

  AnaMaria Cojocaru Berkshire Hathaway HomeServices DrysdaleProperties

  0 California Way, 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

  Lisa Keith Golden Gate Sotheby's International Realty

  125 Grandview Dr, Woodside, CA 94062
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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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  /82

  $2,995,000

  • 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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  /46

  $2,150,000

  • 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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  /29

  $925,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  31 Skyline Dr, Redwood City, CA 94062

  Delightful 1950 square foot country home with four bedrooms and two bathrooms sits on just over half an acre. This well-loved home has been in the same family for approximately 57 years and is awaiting your vision and loving care to bring her back and make her your own. The focus of the home is the generous living room with soaring beamed ceilings and a massive fireplace creating a dramatic focal

  Karin Bird Compass

  31 Skyline Dr, 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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  /39

  $1,950,000 Open Sat 2PM - 4PM

  • 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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  /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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  /33

  $1,999,888

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  789 Canada Rd, Woodside, CA 94062

  Welcome to this charming updated 3-bedroom, 2-bathroom home located in the beautiful city of Woodside. This inviting residence sits on a spacious 15,400 sq ft lot, offering plenty of room to enjoy the outdoors. Inside, the well-appointed updated kitchen features modern amenities including a gas cooktop, dishwasher, microwave, oven range, and refrigerator, making meal preparation a breeze. The

  Tammy Tiscornia-Cole Compass

  789 Canada Rd, Woodside, CA 94062
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  /47

  $750,000

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  13 & 15 Big Tree Way, Woodside, CA 94062

  $75,000.00 Dollar Price Reduction! Welcome to these cabins nestled in the quiet Redwoods of Woodside with Portola Valley School System! Two vintage cabins (needs work) on a single lot - the perfect blend of rustic charm. Enjoy the peace of a small mountain community without being too far from modern essentials like groceries, shops, and entertainment. The front cabin welcomes you with a large

  Doug Gonzalez Coldwell Banker Realty

  13 & 15 Big Tree Way, Woodside, CA 94062

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