2,473

Portola Valley, CA Homes

Section Image
  • /59

    $3,995,000

    • 6 Beds
    • 3.5 Baths
    • 5,390 Sq Ft

    90 Hayfields Rd, Portola Valley, CA 94028

    This home personifies tranquility. Nestled in a serene country setting just minutes from I-280 and top-rated Portola Valley schools, this beautifully updated 6-bedroom, 2- Office 3+-bathroom custom designed home perfectly balances rural privacy with modern convenience. The interior boasts an expansive, light-filled atmosphere defined by cathedral ceilings and large windows that frame the

    Peter Cowperthwaite Golden Gate Sotheby's International Realty

    90 Hayfields Rd, Portola Valley, CA 94028
  • /28

    $7,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • House for Rent

    21 Old Spanish Trail, Portola Valley, CA 94028

    Set on approximately half an acre in the Los Trancos neighborhood, 21 Old Spanish Trail offers a rare opportunity to lease a private retreat surrounded by natural beauty. This thoughtfully designed 3-bedroom, 3-bath residence blends comfort and sophistication with light-filled interiors and seamless indoor-outdoor living. Spacious living and dining areas create an inviting setting for both

    Ginny Kavanaugh Coldwell Banker Realty

    21 Old Spanish Trail, Portola Valley, CA 94028
  • /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 $6,327,025

    Last Listing Agent Dana Cappiello Sotheby's Intl Rlty

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

      Est $1,213,000

      Not Listed For Sale

      501 Wayside Rd, Portola Valley, CA 94028

      501 Wayside Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 21 Days On Market

  • /27

    $3,195,000

    $100K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    130 Erica Way, Portola Valley, CA 94028

    Nestled on one of Ladera's most sought-after streets, this delightful ranch-style home blends timeless charm with everyday comfort. A cozy living room with a fireplace and an expansive picture window invites natural light and serene views of the lush, private backyard. The eat-in kitchen features granite countertops, stainless steel appliances, and seamless access to the patio, perfect for

    Rebecca Johnson Intero Real Estate Services

    130 Erica Way, Portola Valley, CA 94028
  • /20

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Beautiful 2BD/2BA ADU in Peaceful Portola Valley Setting

    195 Georgia Ln, Portola Valley, CA 94028

    Nestled on a serene and expansive lot in the heart of Portola Valley, this beautifully designed 2-bedroom, 2-bathroom ADU offers the perfect blend of modern comfort and peaceful living. Tucked privately behind the main residence and surrounded by mature trees, the home provides a quiet retreat with a unique sense of privacy and natural beauty.Inside, you’ll find a thoughtfully designed

    195 Georgia Ln, Portola Valley, CA 94028
  • /66

    $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 $4,553,739

    Last Listing Agent Roberto Ruiz Intero Real Estate Services

    240 Willowbrook Dr, Portola Valley, CA 94028
    • /20

      Est $4,136,278

      Not Listed For Sale

      118 Ramona Rd, Portola Valley, CA 94028

      • 3 Beds
      • 3 Baths
      • 3,497 Sq Ft
      • Built 2016
      118 Ramona Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 33 Days On Market

  • /42

    $1,849,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,444 Sq Ft

    9 Russell Ave, Portola Valley, CA 94028

    Tucked among mature oaks in the coveted Woodside Highlands, 9 Russell Avenue offers a rare blend of privacy, character, and opportunity on nearly one-third of an acre in prestigious Portola Valley. The main level features a generous living room anchored by a remarkable stone fireplace crafted from historic ship ballast, along with a separate family room, two bedrooms, and a full bath. Downstairs,

    James Gardner Intero Real Estate Services

    9 Russell Ave, Portola Valley, CA 94028
  • /17

    $4,950 Per Month

    • 1 Bed
    • 750 Sq Ft
    • Property for Rent

    Unlisted Address

    Tucked away on a premier Westridge estate in Portola Valley, this fully furnished, beautifully appointed guesthouse offers privacy, comfort, and a serene retreat surrounded by natural beauty on approximately 4.9 acres and with stunning Windy Hill views. Thoughtfully designed with light-filled interiors and seamless indoor-outdoor flow, the guesthouse features spacious living areas, a

    Ginny Kavanaugh Coldwell Banker Realty

    Unlisted Address
  • /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 $5,808,711

    Last Listing Agent User Monica & Mandy Group Compass

    1175 Westridge Dr, Portola Valley, CA 94028
    • /23

      Not Listed For Sale

      805 Los Trancos Rd, Portola Valley, CA 94028

      • 5 Beds
      • 4.5 Baths
      • 4,983 Sq Ft
      • Built 2016
      805 Los Trancos Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 23 Days On Market

  • /54

    $8,995,000

    Pending
    • 5 Beds
    • 4 Baths
    • 5,200 Sq Ft

    120 Deer Meadow Ln, Portola Valley, CA 94028

    Expansive grounds and sweeping Windy Hill Views define this extraordinary property in a premier and private Golden Hills setting. Spanning approximately 2.6 acres the property unfolds with open meadows, magnificent oaks, a prolific orchard, and a newly resurfaced pool and spa. The home is spacious, flexible, bright and welcoming--one that is immediately comfortable and highly livable. The

    Colleen Foraker Compass

    120 Deer Meadow Ln, Portola Valley, CA 94028
  • /2

    $17,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,850 Sq Ft
    • House for Rent

    121 Degas Rd, Portola Valley, CA 94028

    Tucked away on a quiet cul-de-sac in one of Portola Valleys most desirable neighborhoods, this inviting fully furnished home offers privacy, comfort, and a seamless connection to its natural surroundings. Thoughtfully designed with generous living spaces, the residence is filled with natural light and framed by serene views of mature trees and landscaped grounds. The main living areas flow

    Ginny Kavanaugh Coldwell Banker Realty

    121 Degas Rd, Portola Valley, CA 94028
  • /53

    $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

    Current Estimated Value $4,074,788

    Last Listing Agent Deniece Watkins Smith Compass

    76 Vista Verde Way, Portola Valley, CA 94028
    • /14

      Not Listed For Sale

      0 Alpine Rd, Portola Valley, CA 94028

      0 Alpine Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 0 Days On Market

  • /35

    $3,698,000

    $200K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    5 Sandstone St, Portola Valley, CA 94028

    Far-reaching views of Coal Mine Ridge define this beautifully remodeled home at Portola Valley Ranch, set on nearly one-half acre. Expanses of glass, soaring ceilings, and dramatic skylights fill the interiors with light and volume, while fine hardwood floors underscore a cohesive, modern aesthetic throughout the open main level. Indoor-outdoor living extends across both levels with expansive

    Dean Asborno Compass

    5 Sandstone St, Portola Valley, CA 94028
  • /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

    Current Estimated Value $4,158,376

    Last Listing Agent Rebecca Johnson Intero Real Estate Services

    11 Hawk View, Portola Valley, CA 94028
    • /32

      Est $4,236,767

      Not Listed For Sale

      25 Las Piedras Ct, Portola Valley, CA 94028

      • 4 Beds
      • 3.5 Baths
      • 4,155 Sq Ft
      • Built 1966
      25 Las Piedras Ct, Portola Valley, CA 94028

      Last Sold Summary

      • 8 Days On Market

  • /50

    $6,998,000

    Open Sat 1PM - 4PM
    • 4 Beds
    • 6 Baths
    • 3,400 Sq Ft

    350 Willowbrook Dr, Portola Valley, CA 94028

    Originally the 1912 gatehouse to Willowbrook Farm, this iconic compound was expanded and totally rebuilt in 2012. This "Home of the Future" is within a storied stone envelope, set on 1.13 flat, gated acres. The over 5,000sf compound features soaring ceilings, Venetian plaster walls, individually climate-controlled rooms, including the wine/library lower level, and a finished attic retreat. The

    Art Sharif Sotheby's Intl Rlty

    350 Willowbrook Dr, Portola Valley, CA 94028
  • /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 $5,871,362

    Last Listing Agent Ginny Kavanaugh Coldwell Banker Realty

    4 Buck Meadow Dr, Portola Valley, CA 94028
    • /15

      Not Listed For Sale

      132 Foxwood Rd, Portola Valley, CA 94028

      132 Foxwood Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 132 Days On Market

  • /118

    $7,998,000

    Open Sun 2PM - 4PM
    • 6 Beds
    • 6 Baths
    • 4,175 Sq Ft

    138 Bolivar Ln, Portola Valley, CA 94028

    Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept

    Stephanie Elkins Coldwell Banker Realty

    138 Bolivar Ln, Portola Valley, CA 94028
  • /2

    $2,850,000

    Sold May 05, 2026

    377 Wayside Rd, Portola Valley, CA 94028

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Built 1951

    Last Sold Summary

    • 1% Above List Price
    • $2,010/SF
    • 10 Days On Market

    Current Estimated Value $2,813,867

    Last Listing Agent Janis F. Grube Friedenberg Grube Real Estate

    377 Wayside Rd, Portola Valley, CA 94028
    • /41

      Est $4,573,118

      Not Listed For Sale

      18 Arastradero Rd, Portola Valley, CA 94028

      • 4 Beds
      • 3.5 Baths
      • 3,325 Sq Ft
      • Built 2009
      18 Arastradero Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 9 Days On Market

  • /58

    $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
  • /45

    $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 $2,014,093

    Last Listing Agent Juliette Kulda KW Advisors

    57 Santa Maria Ave, Portola Valley, CA 94028
    • /33

      Est $4,117,410

      Not Listed For Sale

      635 Los Trancos Rd, Portola Valley, CA 94028

      • 4 Beds
      • 2.5 Baths
      • 2,768 Sq Ft
      • Built 1956
      635 Los Trancos Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 510 Days On Market

  • /46

    $5,995,000

    $400K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 3,718 Sq Ft

    50 Bear Gulch Dr, Portola Valley, CA 94028

    With 5 bed /4 baths, this home has space & options. The 1.14+/- ac. gated prop. enjoys level lawn, pool & mature privacy trees. The home is welcomingthey say the kitchen is the heart of the home & this space embodies that. Amenities include quality appliances & extras: 6-burner Wolf range, 2 ovens, microwave & warming drawers, 2 dishwashers-one for dishes/one for pots & pans. Exceptional storage

    Peter Cowperthwaite Golden Gate Sotheby's International Realty

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

    $7,998,000

    Sold Mar 06, 2026

    600 Westridge Dr, Portola Valley, CA 94028

    • 4 Beds
    • 4 Baths
    • 2,630 Sq Ft
    • Built 1950

    Last Sold Summary

    • 14% Below List Price
    • $3,041/SF
    • 418 Days On Market

    Current Estimated Value $7,137,312

    Last Listing Agent Dean Asborno Compass

    600 Westridge Dr, Portola Valley, CA 94028
    • /56

      Est $3,463,149

      Not Listed For Sale

      141 Santa Maria Ave, Portola Valley, CA 94028

      • 4 Beds
      • 4 Baths
      • 3,068 Sq Ft
      • Built 1925
      141 Santa Maria Ave, Portola Valley, CA 94028

      Last Sold Summary

      • 67 Days On Market

  • /40

    $5,495,000

    Pending
    • 4 Beds
    • 3 Baths
    • 3,380 Sq Ft

    747 Westridge Dr, Portola Valley, CA 94028

    Located in the highly desirable Westridge subdivision of Portola Valley, this approximately 3.9-acre property presents an exceptional opportunity to remodel or create a new legacy estate. The superb setting is defined by privacy and sweeping western hill views, including Windy Hill. The expansive parcel offers broad open space, mature oaks, and gently terraced grounds providing a remarkable

    Hugh Cornish Coldwell Banker Realty

    747 Westridge Dr, Portola Valley, CA 94028
  • /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 $6,233,111

    Last Listing Agent Erika Demma Compass

    30 Cheyenne Point, Portola Valley, CA 94028
    • /59

      Est $5,695,141

      Not Listed For Sale

      4135 Alpine Rd, Portola Valley, CA 94028

      • 6 Beds
      • 4.5 Baths
      • 4,472 Sq Ft
      • Built 1967
      4135 Alpine Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 2 Days On Market

  • /43

    $5,850,000

    Open Sat 12:30PM - 4:30PM
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    365 Alamos Rd, Portola Valley, CA 94028

    Nestled along coveted Alamos Road in the prestigious Westridge area, this extraordinary property was refurbished top to bottom; presenting a rare opportunity to own a private retreat in one of the Peninsula's most exclusive neighborhoods. Set on nearly 2.75 acres of serene, country-like grounds, this exceptional estate offers unmatched privacy, tranquility, & breathtaking panoramic bay views; all

    Jeanette Cook Cook Properties

    365 Alamos Rd, Portola Valley, CA 94028
  • /37

    $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 $4,164,954

    Last Listing Agent Hugh Cornish Coldwell Banker Realty

    300 Cervantes Rd, Portola Valley, CA 94028
    • /57

      Est $5,909,915

      Not Listed For Sale

      5 Arastradero Rd, Portola Valley, CA 94028

      • 6 Beds
      • 5 Baths
      • 4,146 Sq Ft
      • Built 1951
      5 Arastradero Rd, Portola Valley, CA 94028

      Last Sold Summary

      • 10 Days On Market

  • /66

    $4,288,000

    • 5 Beds
    • 3.5 Baths
    • 2,940 Sq Ft

    410 Conil Way, Portola Valley, CA 94028

    Mid-Century Modern enthusiasts will delight in this one of a kind architectural gem. This home boasts blissful views reaching from San Francisco to Santa Clara. An entertainers 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, two Tesla chargers in the garage, five bedrooms, three and a half bathrooms,

    Monique Anton Modern Homes Realty

    410 Conil Way, Portola Valley, CA 94028
  • /38

    $3,300,000

    Sold Dec 01, 2025

    375 La Cuesta Dr, Portola Valley, CA 94028

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft
    • Built 1954

    Last Sold Summary

    • 1% Below List Price
    • $1,854/SF
    • 9 Days On Market

    Current Estimated Value $3,385,893

    Last Listing Agent Rebecca Johnson Intero Real Estate Services

    375 La Cuesta Dr, Portola Valley, CA 94028
    • /39

      Est $4,194,084

      Not Listed For Sale

      45 Buckeye, Portola Valley, CA 94028

      • 4 Beds
      • 2.5 Baths
      • 3,015 Sq Ft
      • Built 1978
      45 Buckeye, Portola Valley, CA 94028

      Last Sold Summary

      • 72 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Trends in Portola Valley, CA

Housing Trends

Median Sale Price
$4,175,000
Median Single Family Sale Price
$4,025,000
Average Price Per Sq Ft
$1,528
Number of Homes for Sale
13
Last 12 months Home Sales
66
Months of Supply
2.40
Median List Price
$4,250,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-3%
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