2,473

Portola Valley, CA Homes

Section Image
  • /13

    $4,999,000

    $996K PRICE DROP
    • 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
  • /43

    $4,625,000

    Sold May 11, 2026

    25 Cordova Ct, Portola Valley, CA 94028

    • 3 Beds
    • 3 Baths
    • 3,005 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Above List Price
    • $1,539/SF
    • 4 Days On Market

    Current Estimated Value $4,305,934

    Last Listing Agent Hugh Cornish Coldwell Banker Realty

    25 Cordova Ct, Portola Valley, CA 94028
    • /20

      Est $2,999,252

      Not Listed For Sale

      371 Old Spanish Trail, Portola Valley, CA 94028

      • 5 Beds
      • 3 Baths
      • 2,670 Sq Ft
      • Built 1980
      371 Old Spanish Trail, Portola Valley, CA 94028

      Last Sold Summary

      • 7 Days On Market

  • /13

    $4,999,000

    $996K PRICE DROP
    • 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
  • /2

    $3,200,000

    Sold Aug 27, 2025

    340 Canyon Dr, Portola Valley, CA 94028

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Above List Price
    • $1,988/SF
    • 3 Days On Market

    Current Estimated Value $3,172,804

    Last Listing Agent Karen Gunn Compass

    340 Canyon Dr, Portola Valley, CA 94028
    • /2

      Est $2,765,470

      Not Listed For Sale

      1144 Los Trancos Rd, Portola Valley, CA 94028

      • 3 Beds
      • 3 Baths
      • 3,515 Sq Ft
      • Built 1930
      1144 Los Trancos Rd, Portola Valley, CA 94028

      Last Sold Summary

  • /63

    $1,800,000

    $280K PRICE DROP
    • 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
  • /2

    $8,100,000

    Sold Mar 20, 2026

    1390 Westridge Dr, Portola Valley, CA 94028

    • 5 Beds
    • 4.5 Baths
    • 3,520 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $2,301/SF
    • 39 Days On Market

    Current Estimated Value $8,168,487

    Last Listing Agent Hugh Cornish Coldwell Banker Realty

    1390 Westridge Dr, Portola Valley, CA 94028
    • /49

      Est $2,204,145

      Not Listed For Sale

      1183 Los Trancos Rd, Portola Valley, CA 94028

      • 3 Beds
      • 2 Baths
      • 1,220 Sq Ft
      • Built 1930
      1183 Los Trancos Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 6 Days On Market

  • /8

    $15,500,000

    $7M PRICE DROP
    • 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
  • /2

    $4,750,000

    Sold Dec 23, 2025

    200 Cherokee Way, Portola Valley, CA 94028

    • 4 Beds
    • 3.5 Baths
    • 4,825 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $984/SF
    • 7 Days On Market

    Current Estimated Value $5,027,095

    Last Listing Agent Ginny Kavanaugh Coldwell Banker Realty

    200 Cherokee Way, Portola Valley, CA 94028
    • /2

      Est $2,449,364

      Not Listed For Sale

      143 Lake Rd, Portola Valley, CA 94028

      • 3 Beds
      • 2 Baths
      • 2,050 Sq Ft
      • Built 1952
      143 Lake Rd, Portola Valley, CA 94028

      Last Sold Summary

  • /23

    $1,749,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    76 Old Spanish Trail, Portola Valley, CA 94028

    SUNLIT GEM ON NEARLY ONE-HALF ACRE WITH PLANS TO EXPAND! Fresh, inviting, and completely sophisticated, this retreat has been transformed into a light-filled setting. Easily accessed via wide streets, the property spans nearly one-half acre of predominantly level grounds and includes plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the

    Erika Demma Compass

    76 Old Spanish Trail, Portola Valley, CA 94028
  • /2

    $4,600,000

    Sold Dec 15, 2025

    135 Wyndham Dr, Portola Valley, CA 94028

    • 4 Beds
    • 3.5 Baths
    • 4,110 Sq Ft
    • Built 1950

    Last Sold Summary

    • $1,119/SF
    • 17 Days On Market

    Current Estimated Value $4,602,434

    Last Listing Agent Hugh Cornish Coldwell Banker Realty

    135 Wyndham Dr, Portola Valley, CA 94028
    • /34

      Est $1,376,103

      Not Listed For Sale

      103 El Nido Rd, Portola Valley, CA 94028

      • 2 Beds
      • 1 Bath
      • 1,030 Sq Ft
      • Built 1965
      103 El Nido Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 10 Days On Market

  • /98

    $3,595,000

    Open Sat 12PM - 4PM $400K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,354 Sq Ft

    25 Siesta Ct, Portola Valley, CA 94028

    Tucked at the end of a serene cul-de-sac, this designer Eichler embodies the essence of mid-century modern architecture with clean lines, post-and-beam construction, and a seamless connection to nature. The front yard is framed by stone pavers and lush greenery. A two-car carport sits to the left, while two generous workshop areas offer exceptional flexibility for hobbies, storage, or additional

    Michelle Pender Engel & Voelkers San Francisco

    25 Siesta Ct, Portola Valley, CA 94028
  • /2

    $1,600,000

    Sold Jun 25, 2025

    102 Santa Maria Ave, Portola Valley, CA 94028

    • 2 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 1941

    Last Sold Summary

    • 18% Below List Price
    • $800/SF
    • 37 Days On Market

    Current Estimated Value $1,647,842

    Last Listing Agent Jean Isaacson Golden Gate Sotheby's International Realty

    102 Santa Maria Ave, Portola Valley, CA 94028
    • /21

      Est $1,787,299

      Not Listed For Sale

      243 Bonita Rd, Portola Valley, CA 94028

      • 2 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1939
      243 Bonita Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 103 Days On Market

  • /46

    $2,339,000

    $160K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    108 Santa Maria Ave, Portola Valley, CA 94028

    Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized

    Janeen Poutre Coldwell Banker Realty

    108 Santa Maria Ave, Portola Valley, CA 94028
  • /2

    $4,250,000

    Sold Oct 08, 2025

    20 Bear Gulch Dr, Portola Valley, CA 94028

    • 4 Beds
    • 3 Baths
    • 2,310 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Above List Price
    • $1,840/SF
    • 14 Days On Market

    Current Estimated Value $4,254,550

    Last Listing Agent Denise Welsh Compass

    20 Bear Gulch Dr, Portola Valley, CA 94028
    • /2

      Est $1,971,469

      Not Listed For Sale

      66 Old Spanish Trail, Portola Valley, CA 94028

      • 2 Beds
      • 2 Baths
      • 1,010 Sq Ft
      • Built 1948
      66 Old Spanish Trail, Portola Valley, CA 94028

      Last Sold Summary

  • /59

    $7,995,000

    $280K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 6,620 Sq Ft

    1 Redberry Ridge, Portola Valley, CA 94028

    On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a

    Hugh Cornish Coldwell Banker Realty

    1 Redberry Ridge, Portola Valley, CA 94028
  • /71

    $8,750,000

    Sold Oct 20, 2025

    5 Redberry Ridge, Portola Valley, CA 94028

    • 6 Beds
    • 9 Baths
    • 7,531 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Below List Price
    • $1,162/SF
    • 115 Days On Market

    Current Estimated Value $8,660,333

    Last Listing Agent Omar M. Kinaan Golden Gate Sotheby's International Realty

    5 Redberry Ridge, Portola Valley, CA 94028
    • /20

      Est $3,798,485

      Not Listed For Sale

      156 Brookside Dr, Portola Valley, CA 94028

      • 3 Beds
      • 2.5 Baths
      • 2,190 Sq Ft
      • Built 1965
      156 Brookside Dr, Portola Valley, CA 94028

      Last Sold Summary

      • 3 Days On Market

  • /4

    $499,888

    Under Contract
    • Land
    • 37,026 Sq Ft
    • $588,104 per Acre

    00 Vista Verde Way, Portola Valley, CA 94028

    A RARE FINDING VACANT LAND IN BEAUTIFUL OLD SPANISH TRAIL OF PORTOLA VALLEY!

    Jenny Yang Compass

    00 Vista Verde Way, Portola Valley, CA 94028
  • /4

    $8,000,000

    Sold Dec 01, 2025

    130 Meadowood Dr, Portola Valley, CA 94028

    • 4 Beds
    • 4.5 Baths
    • 3,750 Sq Ft
    • Built 2004

    Last Sold Summary

    • $2,133/SF
    • 0 Days On Market

    Current Estimated Value $7,962,358

    Last Listing Agent Michael Repka Deleon Realty

    130 Meadowood Dr, Portola Valley, CA 94028
    • /42

      Est $3,707,699

      Not Listed For Sale

      175 Los Trancos Rd, Portola Valley, CA 94028

      • 4 Beds
      • 2 Baths
      • 2,030 Sq Ft
      • Built 1950
      175 Los Trancos Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 73 Days On Market

  • /31

    $3,850,000

    $400K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,380 Sq Ft

    141 Lake Rd, Portola Valley, CA 94028

    Newly built and tucked into the serene landscape of Portola Valley, this exquisitely designed contemporary residence offers a rare blend of privacy, scale, smart-home features, and flexible living spaces. The multi-level home is designed to embrace its Bay views and natural surroundings. Situated by a lake, the home is on a cul-de-sac leading to acres of open space and hiking trails. The main

    Ginny Kavanaugh Coldwell Banker Realty

    141 Lake Rd, Portola Valley, CA 94028
  • /14

    $1,650,000

    Sold Apr 27, 2026

    244 Bonita Rd, Portola Valley, CA 94028

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 1930

    Last Sold Summary

    • $1,107/SF
    • 11 Days On Market

    Current Estimated Value $1,919,582

    Last Listing Agent Talia Citron Compass

    244 Bonita Rd, Portola Valley, CA 94028
    • /25

      Est $7,937,921

      Not Listed For Sale

      255 Golden Oak Dr, Portola Valley, CA 94028

      • 4 Beds
      • 3.5 Baths
      • 3,499 Sq Ft
      • Built 2013
      255 Golden Oak Dr, Portola Valley, CA 94028

      Last Sold Summary

      • 102 Days On Market

  • /77

    $11,650,000

    $1M PRICE DROP
    • 4 Beds
    • 6.5 Baths
    • 6,593 Sq Ft

    3510 Alpine Rd, Portola Valley, CA 94028

    TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been

    Sue Crawford Coldwell Banker Realty

    3510 Alpine Rd, Portola Valley, CA 94028
  • /2

    $3,595,000

    Sold Nov 13, 2025

    35 Bear Paw, Portola Valley, CA 94028

    • 3 Beds
    • 2.5 Baths
    • 2,615 Sq Ft
    • Built 1978

    Last Sold Summary

    • $1,375/SF
    • 16 Days On Market

    Current Estimated Value $3,633,548

    Last Listing Agent Colleen Foraker Compass

    35 Bear Paw, Portola Valley, CA 94028
    • /52

      Est $6,941,027

      Not Listed For Sale

      43 Los Charros Ln, Portola Valley, CA 94028

      • 4 Beds
      • 4.5 Baths
      • 4,140 Sq Ft
      • Built 1961
      43 Los Charros Ln, Portola Valley, CA 94028

      Last Sold Summary

      • 7 Days On Market

  • /9

    $499,000

    • Land

    145 Foxwood Rd, Portola Valley, CA 94028

    Create your dream home on this spacious 25,878 sq/ft lot in Los Trancos Woods, Portola Valley. Slightly sloped lot with room to build a 4000+ sq/ft home. All utilities are available on the street as well as soil and engineering reports. Located just short drive to Alpine Hills Tennis and Swimming Club, Alpine Inn, Roberts Market, and award-winning Portola Valley schools. Views of Foothills Park

    Josh Felder Redfin

    145 Foxwood Rd, Portola Valley, CA 94028
  • /2

    $3,455,000

    Sold Nov 13, 2025

    475 Cervantes Rd, Portola Valley, CA 94028

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 1962

    Last Sold Summary

    • 8% Above List Price
    • $1,355/SF
    • 10 Days On Market

    Current Estimated Value $3,821,568

    Last Listing Agent Jennifer Alfaro Compass

    475 Cervantes Rd, Portola Valley, CA 94028
    • /37

      Est $5,608,721

      Not Listed For Sale

      856 La Mesa Dr, Portola Valley, CA 94028

      • 4 Beds
      • 4 Baths
      • 3,050 Sq Ft
      • Built 1962
      856 La Mesa Dr, Portola Valley, CA 94028

      Last Sold Summary

      • 4 Days On Market

  • /74

    $3,395,000

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

    332 Canyon Dr, Portola Valley, CA 94028

    Welcome to 332 Canyon, a 3-bed 3-bath updated property that will take your breath away. Pull into the driveway and an immediate sense of calm takes over. Lush landscaping surrounds the property, creating a peaceful, retreat-like setting from the moment you arrive. As you ascend the architectural staircase, floor-to-ceiling windows on both sides of the home immerse you in the beauty of the

    Cynthia Pagán Legacy Real Estate

    332 Canyon Dr, Portola Valley, CA 94028
  • /47

    $5,300,000

    Sold Dec 19, 2025

    415 Golden Oak Dr, Portola Valley, CA 94028

    • 4 Beds
    • 3.5 Baths
    • 4,297 Sq Ft
    • Built 1961

    Last Sold Summary

    • 12% Below List Price
    • $1,233/SF
    • 208 Days On Market

    Current Estimated Value $5,507,326

    Last Listing Agent Scott Hayes Compass

    415 Golden Oak Dr, Portola Valley, CA 94028
    • /29

      Est $6,794,614

      Not Listed For Sale

      177 Alamos Rd, Portola Valley, CA 94028

      • 1 Bed
      • 2 Baths
      • 2,390 Sq Ft
      • Built 1992
      177 Alamos Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 75 Days On Market

  • /25

    $3,298,000

    • 4 Beds
    • 3.5 Baths
    • 2,992 Sq Ft

    124 Foxwood Rd, Portola Valley, CA 94028

    Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom

    Lisa Keith Golden Gate Sotheby's International Realty

    124 Foxwood Rd, Portola Valley, CA 94028

Showing Results 41 - 80, Page 2 of 18

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