Portola Valley, CA Homes

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  $3,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,470 Sq Ft

  21 Valley Oak St, Portola Valley, CA 94028

  Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,499,000. Spanning 3,470 square feet on a 25,966 SF lot, this 1988-built residence blends timeless elegance with modern sophistication. The light-filled interior boasts soaring ceilings, large windows, new paint, and lighting throughout, creating an inviting open-concept layout ideal for both grand entertaining

  Nathan Nahouraii Intero Real Estate Services

  21 Valley Oak St, Portola Valley, CA 94028
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  /6

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Property for Rent

  345 Cervantes Rd, Portola Valley, CA 94028

  Private guest room in a detached structure on the property, offering complete separation from the main home and a high level of privacy. Surrounded by a peaceful setting, this space is ideal for a Silicon Valley commuter looking for a quiet, comfortable place to stay. Includes a bedroom and private bathroom. No kitchen or laundry access; mini fridge and microwave available. Square footage is

  

  The Andrighetto Group

  The Agency

  (650) 398-1794

  345 Cervantes Rd, Portola Valley, CA 94028
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  /2

  $7,250,000 Sold Apr 21, 2025

  6 Redberry Ridge, Portola Valley, CA 94028

  • 4 Beds
  • 4.5 Baths
  • 5,526 Sq Ft
  • Built 2002

  Last Sold Summary

  • $1,312/SF
  • 7 Days On Market

  Current Estimated Value $7,225,893

  Last Listing Agent Keri Nicholas Parc Agency Corporation

  6 Redberry Ridge, Portola Valley, CA 94028
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  /20

  Est $1,257,000 Not Listed For Sale

  501 Wayside Rd, Portola Valley, CA 94028

  501 Wayside Rd, Portola Valley, CA 94028
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  /22

  $7,998,000

  • 4 Beds
  • 4 Baths
  • 2,630 Sq Ft

  600 Westridge Dr, Portola Valley, CA 94028

  This rare offering truly has it all 2.5 acres in the prestigious Westridge area with complete privacy set back from the street, San Francisco and foothill views, a regulation-size tennis court, resort-style pool with elevated spa and waterfall, and a poolside sauna with an outdoor shower. The well-appointed classic ranch home features bright and light interiors with fine hardwood floors

  Dean Asborno Compass

  600 Westridge Dr, Portola Valley, CA 94028
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  /16

  $7,500 per month

  • 5 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • House for Rent

  121 Escanyo Way, Portola Valley, CA 94028

  Located on a cul-de-sac in the charming Ladera community. This 5 bedroom/2 bath boasts an open floor plan, large living room, dining area off the kitchen. Hardwood floors throughout with new carpets in the bedrooms. Tenant may join the Ladera Recreation center that offers swimming/tennis/pickle ball and many activities and events. House is located in the award winning Las Lomitas School District.

  David Kelsey Compass

  121 Escanyo Way, Portola Valley, CA 94028
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  /81

  $6,700,000 Sold Oct 08, 2025

  165 Golden Oak Dr, Portola Valley, CA 94028

  • 3 Beds
  • 2.5 Baths
  • 3,660 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Below List Price
  • $1,831/SF
  • 82 Days On Market

  Current Estimated Value $6,069,872

  Last Listing Agent Dana Cappiello Sotheby's Intl Rlty

  165 Golden Oak Dr, Portola Valley, CA 94028
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  /20

  Est $4,075,057 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,497 Sq Ft

  118 Ramona Rd, Portola Valley, CA 94028

  118 Ramona Rd, Portola Valley, CA 94028
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  $1,899,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1019 Los Trancos Rd, Portola Valley, CA 94028

  Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in the peaceful Los Trancos Woods neighborhood. This charming home, built in 1930, offers 1,770 SF of versatile living space (per the Seller) in two buildings with freshly painted exteriors. The 1,225 SF main house features three bedrooms and two baths, with vaulted ceilings and skylights that invite abundant

  Robert Parish Compass

  1019 Los Trancos Rd, Portola Valley, CA 94028
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  /7

  $3,950 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  95 Lerida Ct Unit B, Portola Valley, CA 94028

  Luxury Furnished Studio Spacious 400+ sq ft luxury studio with private entrance and patio, overlooking beautiful multimillion-dollar views. Attached to the main home yet fully private and soundproof. Features include walk-in closet, high-end finishes, private indoor laundry, and easy street parking on a private court. Fully furnished with all utilities included.

  Viridiana Velasco Coldwell Banker Realty

  95 Lerida Ct Unit B, Portola Valley, CA 94028
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  $4,600,000 Sold Sep 22, 2025

  240 Willowbrook Dr, Portola Valley, CA 94028

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 1965

  Last Sold Summary

  • $1,885/SF
  • 11 Days On Market

  Current Estimated Value $4,578,269

  Last Listing Agent Roberto Ruiz Intero Real Estate Services

  240 Willowbrook Dr, Portola Valley, CA 94028
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  /23

  Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,983 Sq Ft

  805 Los Trancos Rd, Portola Valley, CA 94028

  805 Los Trancos Rd, Portola Valley, CA 94028
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  /23

  $3,990,000

  • 5 Beds
  • 3.5 Baths
  • 5,040 Sq Ft

  10 Joaquin Rd, Portola Valley, CA 94028

  Old world, Spanish, beauty. You will enjoy this large scale, five bedroom 3 baths over 5000 ft. situated on 3+ acres. The upper floor offers four bedrooms with a wrap around deck on two sides around deck on two sides. Multiple patio areas have lovely outlooks of the hills surrounding the home. Attached garage plus a large driveway for numerous carsa wonderful opportunity to update to your liking.

  Jerry Stynes KW Advisors

  10 Joaquin Rd, Portola Valley, CA 94028
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  $10,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft
  • House for Rent

  240 W Floresta Way, Portola Valley, CA 94028

  Charming Ladera rental in desirable cul-de-sac location. Welcome to this spacious, comfortable single-level home, ideally situated on one of Ladera's most desirable cul-de-sacs. Designed for easy everyday living and effortless entertaining, this 4-bedroom, 3-bath residence offers an inviting blend of comfort, convenience, and community. Enjoy separate living and family rooms with two built-in

  Rebecca Johnson Intero Real Estate Services

  240 W Floresta Way, Portola Valley, CA 94028
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  /2

  $5,500,000 Sold Oct 03, 2025

  1175 Westridge Dr, Portola Valley, CA 94028

  • 4 Beds
  • 3 Baths
  • 3,810 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Below List Price
  • $1,444/SF
  • 0 Days On Market

  Current Estimated Value $5,597,420

  Last Listing Agent Monica & Mandy Group Compass

  1175 Westridge Dr, Portola Valley, CA 94028
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  Not Listed For Sale

  0 Alpine Rd, Portola Valley, CA 94028

  0 Alpine Rd, Portola Valley, CA 94028
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  /58

  $5,200,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,640 Sq Ft

  2 Horseshoe Bend, Portola Valley, CA 94028

  Set in the tranquil Portola Valley Ranch with breathtaking views, this magnificent home blends architectural elegance with stunning natural surroundings. An open floor plan and walls of glass frame sweeping vistas of rolling hills and the Bay, with sightlines reaching San Francisco and Oakland. Multiple expansive decks, two spanning the full width of the home offer exceptional spaces for

  Brian Chancellor Christie's International Real Estate Sereno

  2 Horseshoe Bend, Portola Valley, CA 94028
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  $4,000,000 Sold Dec 19, 2025

  76 Vista Verde Way, Portola Valley, CA 94028

  • 5 Beds
  • 5.5 Baths
  • 3,694 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $1,083/SF
  • 44 Days On Market

  Last Listing Agent Deniece Watkins Smith Compass

  76 Vista Verde Way, Portola Valley, CA 94028
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  Est $4,135,679 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,155 Sq Ft

  25 Las Piedras Ct, Portola Valley, CA 94028

  25 Las Piedras Ct, Portola Valley, CA 94028
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  $4,650,000

  • 5 Beds
  • 3.5 Baths
  • 4,220 Sq Ft

  410 Conil Way, Portola Valley, CA 94028

  Mid-Century Modern enthusiasts will delight in this one of a kind architectural gem. Designed by architect Alan Blair, this home boasts three levels of blissful views reaching from San Francisco to Santa Clara. A host's dream! Tucked away from the flats, this stunning retreat is quiet and private. The home boasts three large decks, a hot tub, two gas fireplaces, an expansive remodeled lower level

  Monique Anton Modern Homes Realty

  410 Conil Way, Portola Valley, CA 94028
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  /59

  $4,025,000 Sold Jan 12, 2026

  11 Hawk View, Portola Valley, CA 94028

  • 4 Beds
  • 4 Baths
  • 4,106 Sq Ft
  • Built 1981

  Last Sold Summary

  • 9% Below List Price
  • $980/SF
  • 87 Days On Market

  Last Listing Agent Rebecca Johnson Intero Real Estate Services

  11 Hawk View, Portola Valley, CA 94028
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  /15

  Not Listed For Sale

  132 Foxwood Rd, Portola Valley, CA 94028

  132 Foxwood Rd, Portola Valley, CA 94028
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  /39

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 3,072 Sq Ft

  60 Linaria Way, Portola Valley, CA 94028

  Stunning Home in Highly Desirable Ladera Neighborhood. Elegant Living Room with Fireplace and High Ceilings. Formal Dining Room. Chef's Eat-in Kitchen with Stainless Steel Appliances and Breakfast Bar Opens to Family Room with Fireplace and Skylight. Primary Suite Retreat Features Spacious Walk-in Closet, Double Sinks, and Stall Shower. Four Bedrooms. Three Bathrooms. Interior Features Include

  Keri Nicholas Parc Agency Corporation

  60 Linaria Way, Portola Valley, CA 94028
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  /2

  $5,765,000 Sold Sep 19, 2025

  4 Buck Meadow Dr, Portola Valley, CA 94028

  • 4 Beds
  • 3.5 Baths
  • 4,420 Sq Ft
  • Built 2002

  Last Sold Summary

  • 15% Below List Price
  • $1,304/SF
  • 116 Days On Market

  Current Estimated Value $5,827,864

  Last Listing Agent Ginny Kavanaugh Coldwell Banker Realty

  4 Buck Meadow Dr, Portola Valley, CA 94028
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  Est $5,002,000 Not Listed For Sale

  • 5 Beds

  12 Arastradero Rd, Portola Valley, CA 94028

  12 Arastradero Rd, Portola Valley, CA 94028
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  $4,999,000

  • 6 Beds
  • 6 Baths
  • 6,800 Sq Ft

  3343 Alpine Rd, Portola Valley, CA 94028

  Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

  David Cauchi Compass

  3343 Alpine Rd, Portola Valley, CA 94028
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  /35

  $6,900,000 Sold Apr 21, 2025

  6 Arastradero Rd, Portola Valley, CA 94028

  • 4 Beds
  • 2 Baths
  • 3,225 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $2,140/SF
  • 65 Days On Market

  Current Estimated Value $7,001,749

  Last Listing Agent Hugh Cornish Coldwell Banker Realty

  6 Arastradero Rd, Portola Valley, CA 94028
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  Est $4,769,331 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  18 Arastradero Rd, Portola Valley, CA 94028

  18 Arastradero Rd, Portola Valley, CA 94028
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  $8,748,000

  • 5 Beds
  • 7.5 Baths
  • 7,180 Sq Ft

  7 Redberry Ridge, Portola Valley, CA 94028

  Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed

  Billy McNair Coldwell Banker Realty

  7 Redberry Ridge, Portola Valley, CA 94028
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  $1,900,000 Sold Nov 06, 2025

  57 Santa Maria Ave, Portola Valley, CA 94028

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 1969

  Last Sold Summary

  • 27% Above List Price
  • $1,329/SF
  • 13 Days On Market

  Current Estimated Value $1,855,901

  Last Listing Agent Juliette Kulda KW Advisors

  57 Santa Maria Ave, Portola Valley, CA 94028
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  Est $4,201,492 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,768 Sq Ft

  635 Los Trancos Rd, Portola Valley, CA 94028

  635 Los Trancos Rd, Portola Valley, CA 94028
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  $4,999,000

  • Land
  • 4.15 Acres
  • $1,204,578 per Acre

  3343 Alpine Rd, Portola Valley, CA 94028

  Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

  David Cauchi Compass

  3343 Alpine Rd, Portola Valley, CA 94028
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  /38

  $6,550,000 Sold Jun 18, 2025

  30 Cheyenne Point, Portola Valley, CA 94028

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $2,290/SF
  • 12 Days On Market

  Current Estimated Value $6,348,184

  Last Listing Agent Erika Demma Compass

  30 Cheyenne Point, Portola Valley, CA 94028
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  Est $3,423,226 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,068 Sq Ft

  141 Santa Maria Ave, Portola Valley, CA 94028

  141 Santa Maria Ave, Portola Valley, CA 94028
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  /57

  $8,500,000

  • 5 Beds
  • 4.5 Baths
  • 3,520 Sq Ft

  1390 Westridge Dr, Portola Valley, CA 94028

  Contemporary single-level main residence with attached two-story ADU on 1.1+ private acres finished in 2021, offering direct Windy Hill views and walking distance to Portola Valley Town Center, library, restaurants, farmers market, and trailheads. Striking modern architecture features walls of glass, soaring ceilings, skylights, and white oak floors throughout. The dramatic great room opens to

  Hugh Cornish Coldwell Banker Realty

  1390 Westridge Dr, Portola Valley, CA 94028
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  /2

  $8,000,000 Sold May 29, 2025

  909 Westridge Dr, Portola Valley, CA 94028

  • 5 Beds
  • 3.5 Baths
  • 4,110 Sq Ft
  • Built 1981

  Last Sold Summary

  • 16% Above List Price
  • $1,946/SF
  • 13 Days On Market

  Current Estimated Value $7,840,070

  Last Listing Agent Peter Cowperthwaite Golden Gate Sotheby's International Realty

  909 Westridge Dr, Portola Valley, CA 94028
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  Est $5,857,296 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,472 Sq Ft

  4135 Alpine Rd, Portola Valley, CA 94028

  4135 Alpine Rd, Portola Valley, CA 94028
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  $15,500,000

  • Land
  • 41.72 Acres
  • $371,542 per Acre

  5660 Alpine Rd, Portola Valley, CA 94028

  Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out

  Ginny Kavanaugh Coldwell Banker Realty

  5660 Alpine Rd, Portola Valley, CA 94028
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  $3,925,000 Sold Oct 28, 2025

  300 Cervantes Rd, Portola Valley, CA 94028

  • 3 Beds
  • 2.5 Baths
  • 2,980 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $1,317/SF
  • 157 Days On Market

  Current Estimated Value $4,093,680

  Last Listing Agent Hugh Cornish Coldwell Banker Realty

  300 Cervantes Rd, Portola Valley, CA 94028
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  /57

  Est $5,866,077 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,146 Sq Ft

  5 Arastradero Rd, Portola Valley, CA 94028

  5 Arastradero Rd, Portola Valley, CA 94028

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