2,470

Portola Valley, CA Homes

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  • /52

    $5,795,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,905 Sq Ft

    22 Grove Dr, Portola Valley, CA 94028

    Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the

    Erika Demma Compass

    22 Grove Dr, Portola Valley, CA 94028
  • /2

    $3,700,000 Sold Apr 28, 2025

    • 1,865 Sq Ft
    • $1984/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    260 Golden Hills Dr, Portola Valley, CA 94028

    Capturing the essence of Portola Valleys natural beauty, this home is a serene retreat with sweeping Windy Hill views from approximately 2.76 acres. Designed with an organic aesthetic that harmonizes with its surroundings, the main residence features a tremendous great room with soaring ceilings with openings to adjoining spaces. The entire living area is oriented toward the views, opening

    Ginny Kavanaugh Coldwell Banker Realty

    260 Golden Hills Dr, Portola Valley, CA 94028
    • /20

      Est $3,127,599 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,670 Sq Ft

      371 Old Spanish Trail, Portola Valley, CA 94028

      371 Old Spanish Trail, Portola Valley, CA 94028
  • /36

    $3,990,000

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    310 Old Spanish Trail, Portola Valley, CA 94028

    This Custom House was built in 2005/06 and was originally designed as a 5br/4.5ba/3car-garage/FR/DR/LR/ and with the option to have an attached (with separate entrance) in-law unit (ADU) of approximately 4,500sqft. on over one acre. Seller has also furnished another preliminary plan sited for a separate ADU at the lower portion of the lot that would need an additional approval from the

    Tim McKeegan Terrace Associates

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

    $4,200,000 Sold Apr 24, 2025

    • 2,650 Sq Ft
    • $1585/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    20 Foxtail, Portola Valley, CA 94028

    Set within the highly desirable Portola Valley Ranch, 20 Foxtail is a beautifully designed 4-bedroom, 3-bath residence that seamlessly blends architectural character with the tranquility of its natural surroundings. Thoughtfully crafted, this home is an entertainer's delight with soaring vaulted ceilings in the spacious living room and adjoining kitchen. The gourmet kitchen offers sleek built-in

    Shelly Roberson Compass

    20 Foxtail, Portola Valley, CA 94028
  • /23

    $4,200,000

    • 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
  • /50

    $2,925,000 Sold Apr 22, 2025

    • 3,515 Sq Ft
    • $832/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1930

    1144 Los Trancos Rd, Portola Valley, CA 94028

    Sweeping views of the San Francisco Bay, this beautifully appointed home borders the 235-acre Coal Mine Ridge Open Space Preserve & has access to its 10+ miles of scenic hiking trails. Approximately 0.75 acre comprising a 7,585 square-foot lot plus a permanent, exclusive-use easement of 25,015 square feet. Nearly every room enjoys breathtaking Bay views. Dramatic living room flows seamlessly into

    Hugh Cornish Coldwell Banker Realty

    1144 Los Trancos Rd, Portola Valley, CA 94028
    • /49

      Est $2,037,313 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,220 Sq Ft

      1183 Los Trancos Rd, Portola Valley, CA 94028

      1183 Los Trancos Rd, Portola Valley, CA 94028
  • /81

    $3,999,000

    • 4 Beds
    • 5 Baths
    • 3,424 Sq Ft

    141 Lake Rd, Portola Valley, CA 94028

    This is a brand new 3,824SF (listed at 3,424SF for compliance) exquisitely designed contemporary residence with attached ADU. Per square foot, this is one of the best deals in Portola Valley. Come see this stunning luxury home with 4 bedrooms, 5 bathrooms and 4 decks with spectacular bay views from the master bedroom and roof deck. Steps from Old Spanish Trail into Windy Hill Preserve, this home

    Kevin Quellmalz Coldwell Banker Realty

    141 Lake Rd, Portola Valley, CA 94028
  • /55

    $2,375,000 Sold Apr 22, 2025

    • 2,050 Sq Ft
    • $1159/SF
    • 191 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    143 Lake Rd, Portola Valley, CA 94028

    Serene bay views welcome you to this single-level, 3 bedroom, office/bonus room, 2 bath private retreat in Portola Valley's best kept secret, Los Trancos Woods. Set among mature oaks, enjoy sweeping bay views of three bridges, San Francisco, Stanford University, and the East Bay. The secluded property is on a cul-de-sac just steps across the road from a small lake and acres of open space with

    Kevin Quellmalz Coldwell Banker Realty

    143 Lake Rd, Portola Valley, CA 94028
    • /34

      Est $1,445,466 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,030 Sq Ft

      103 El Nido Rd, Portola Valley, CA 94028

      103 El Nido Rd, Portola Valley, CA 94028
  • /23

    $3,985,000 Open Sun 2PM - 4:30PM

    • 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
  • /35

    $6,900,000 Sold Apr 21, 2025

    • 3,225 Sq Ft
    • $2140/SF
    • 65 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1980

    6 Arastradero Rd, Portola Valley, CA 94028

    Tucked away in a serene, private enclave bordering the picturesque Pearson-Arastradero Preserve, this remarkable 2.8-acre estate offers an unparalleled views and usable land. With breathtaking panoramic views of the western hills, direct access to an extensive network of scenic trails, and a charming residence spanning 3,225 square feet, this property is a true haven for those seeking tranquility

    Hugh Cornish Coldwell Banker Realty

    6 Arastradero Rd, Portola Valley, CA 94028
    • /21

      Est $1,734,813 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,220 Sq Ft

      243 Bonita Rd, Portola Valley, CA 94028

      243 Bonita Rd, Portola Valley, CA 94028
  • /26

    $3,250,000

    • 3 Beds
    • 3 Baths
    • 3,320 Sq Ft

    40 Deer Path Dr, Portola Valley, CA 94028

    Nestled at the end of a private drive, this 3,320 square foot sits on almost 1.5 acres (per county) in tranquil Los Trancos Woods. Floor-to-ceiling and clerestory windows as well as skylights and sliding doors fill the 2-story home with natural light and provide views to the surrounding natural environment from every room. The top level includes an open-concept layout creating a seamless flow

    Ginny Kavanaugh Coldwell Banker Realty

    40 Deer Path Dr, Portola Valley, CA 94028
  • /2

    $3,550,000 Sold Apr 16, 2025

    • 2,930 Sq Ft
    • $1212/SF
    • 9 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1980

    4760 Alpine Rd, Portola Valley, CA 94028

    Located in desirable Portola Valley, this 4-bedroom, 4-bath approximately 2930 square foot home offers a tranquil setting for everyday living and entertaining. Situated on an acre lot (per county), the property provides ample outdoor space including a tiered deck, stable and paddock. High ceilings in the spacious foyer and living room create a dramatic, light-filled entry to the home. The formal

    Ginny Kavanaugh Coldwell Banker Realty

    4760 Alpine Rd, Portola Valley, CA 94028
    • /2

      Est $1,961,688 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,010 Sq Ft

      66 Old Spanish Trail, Portola Valley, CA 94028

      66 Old Spanish Trail, Portola Valley, CA 94028
  • /38

    $2,249,000 Open Sat 3PM - 5PM

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft

    1019 Los Trancos Rd, Portola Valley, CA 94028

    Discover the perfect blend of nature and modern convenience in this beautifully designed home in peaceful Los Trancos Woods. This 9360-foot lot is surrounded by scenic hiking trails and just minutes from downtown shopping, Stanford University, and major commute routes, this spacious residence offers the best of both worlds. Originally built in 1930, the 1750 Square feet of total living space

    Francis Cunningham SunnyHill Realty Inc

    1019 Los Trancos Rd, Portola Valley, CA 94028
  • /55

    $3,350,000 Sold Apr 16, 2025

    • 1,660 Sq Ft
    • $2018/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    240 Dedalera Dr, Portola Valley, CA 94028

    Location is everything in real estate, & this charmer on an expansive lot could not be more ideal in the highly desirable Ladera neighborhood! Featuring 3 bedrooms, 2 full bathrooms, & a bonus room all on one level. Recent interior paint, updated floors & kitchen w/ granite countertops, double pane windows & custom sliders, & fresh landscaping. Expansive wrap around yard w/ potential & ideal for

    Chris Sabido eXp Realty of California Inc

    240 Dedalera Dr, Portola Valley, CA 94028
    • /42

      Est $3,565,605 Not Listed For Sale

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

      175 Los Trancos Rd, Portola Valley, CA 94028

      175 Los Trancos Rd, Portola Valley, CA 94028
  • /37

    $3,995,000

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

    300 Cervantes Rd, Portola Valley, CA 94028

    Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture

    Hugh Cornish Coldwell Banker Realty

    300 Cervantes Rd, Portola Valley, CA 94028
  • /2

    $2,450,000 Sold Apr 11, 2025

    • 1,220 Sq Ft
    • $2008/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1946

    319 Wyndham Dr, Portola Valley, CA 94028

    Welcome to this charming single-story home ideally located in central Portola Valley. Scenic trails, open space preserves, and popular biking routes are right outside the door. Town Center's library, tennis courts, playing fields, and weekly Farmers Market are just a short stroll away. Coveted preschools in addition to Portola Valley's highly acclaimed elementary and middle schools provide

    Carrie Davis Coldwell Banker Realty

    319 Wyndham Dr, Portola Valley, CA 94028
    • /24

      Est $7,228,712 Not Listed For Sale

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

      Unlisted Address

      Unlisted Address
  • /59

    $9,698,000

    • 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
  • /49

    $3,025,000 Sold Apr 04, 2025

    • 2,580 Sq Ft
    • $1172/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1930

    111 Carmel Way, Portola Valley, CA 94028

    A rare gem in the heart of Portola Valley! Nestled on a serene 1/3-acre lot, this beautifully maintained property offers two charming homesperfect for multi-generational living, guests, or rental income. The main residence boasts 3 beds, 2 baths, a formal living and dining area, an inviting family room, and a luxurious primary suite. High ceilings, abundant natural light, and thoughtful updates

    Josh Rubin Compass

    111 Carmel Way, Portola Valley, CA 94028
    • /25

      Est $7,671,351 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,499 Sq Ft

      255 Golden Oak Dr, Portola Valley, CA 94028

      255 Golden Oak Dr, Portola Valley, CA 94028
  • /80

    $3,749,000 Open Sat 1PM - 3PM

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

    846 Portola Rd, Portola Valley, CA 94028

    Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/

    Elena Licari Coldwell Banker Realty

    846 Portola Rd, Portola Valley, CA 94028
  • /2

    $4,995,000 Sold Mar 27, 2025

    • 2,540 Sq Ft
    • $1967/SF
    • 12 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1910

    1365 Westridge Dr, Portola Valley, CA 94028

    Freshly Updated on a Beautiful 1+ Acre Level Lot. This stunning level one-acre property offers a rare opportunity to embrace the essence of Portola Valley living, whether enjoying today with its fresh updates or transforming for the future. Just blocks from Town Center and Windy Hill trails, the location is ideal. The main residence features random plank hardwood floors in the living areas, an

    Erika Demma Compass

    1365 Westridge Dr, Portola Valley, CA 94028
    • /50

      Est $6,256,320 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,985 Sq Ft

      10 Los Charros Ln, Portola Valley, CA 94028

      10 Los Charros Ln, Portola Valley, CA 94028
  • /67

    $12,900,000

    • Land
    • 13 Acres
    • $1,027,888 per Acre

    640 Los Trancos Rd, Portola Valley, CA 94028

    Stunning vistas of the hills and bay in this once in a lifetime opportunity to own 12.55 acres in Palo Alto Open Space with a Portola Valley mailing address located on an exclusive private road. Build a new estate or remodel the existing mid-century style home with expansive hill views. Large living room with high ceilings and separate dining room have breathtaking views. Family room/solarium is

    Sue Crawford Coldwell Banker Realty

    640 Los Trancos Rd, Portola Valley, CA 94028
  • /2

    $7,575,000 Sold Mar 21, 2025

    • 4,520 Sq Ft
    • $1676/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    65 Cheyenne Point, Portola Valley, CA 94028

    Just over 1 acre in central Portola Valley, this modernist masterpiece was designed by award- winning architect Arthur Dyson who worked with Frank Lloyd Wright. The Zen-inspired lifestyle has resort-like grounds and breathtaking Windy Hill views. A striking glass walkway continues inside, where a 2-story wall of falling water and all-glass staircase set a tone of modern panache. The organic

    Kimm Terpening Compass

    65 Cheyenne Point, Portola Valley, CA 94028
    • /52

      Est $6,993,220 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,140 Sq Ft

      43 Los Charros Ln, Portola Valley, CA 94028

      43 Los Charros Ln, Portola Valley, CA 94028
  • /24

    $12,900,000

    • 4 Beds
    • 3 Baths
    • 3,421 Sq Ft

    640 Los Trancos Rd, Portola Valley, CA 94028

    Stunning vistas of the hills and bay in this once in a lifetime opportunity to own 12.55 acres in Palo Alto Open Space with a Portola Valley mailing address located on an exclusive private road. Build a new estate or remodel the existing mid-century style home with expansive hill views. Large living room with high ceilings and separate dining room have breathtaking views. Family room/solarium is

    Sue Crawford Coldwell Banker Realty

    640 Los Trancos Rd, Portola Valley, CA 94028
  • /62

    $5,027,000 Sold Mar 20, 2025

    • 2,816 Sq Ft
    • $1785/SF
    • 12 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1961

    171 Gabarda Way, Portola Valley, CA 94028

    Remodeled & expanded modern rustic home in the heart of Ladera blends timeless style & sophistication & offers the perfect balance of luxury & comfort. An elevated patio provides a great welcoming space to greet your guests & take in the view. The chefs kitchen will have you cooking like a pro, featuring casual dining, a large island with sink, high-end appliances, custom walnut cabinets, & sleek

    Rebecca Johnson Intero Real Estate Services

    171 Gabarda Way, Portola Valley, CA 94028
    • /40

      Est $3,854,849 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,500 Sq Ft

      818 La Mesa Dr, Portola Valley, CA 94028

      818 La Mesa Dr, Portola Valley, CA 94028
  • /43

    $65,000,000

    • 6 Beds
    • 13 Baths
    • 12,305 Sq Ft

    20 Meadow Ln, Portola Valley, CA 94028

    Villa del Prato is a singular gem among Silicon Valley estates. Nestled in the woodlands of Portola Valley on nearly 12 acres of tranquil, private, flat land, the estate comprises three structures: a main house (12,000 sf); an entertainment or business building (6,500 sf); and a pool house (2,000 sf). Inspired by classic Palladian Italian architecture, each structure is reminiscent of a Tuscan

    Chris Iverson Golden Gate Sotheby's International Realty

    20 Meadow Ln, Portola Valley, CA 94028
  • /20

    $1,250,000 Sold Feb 14, 2025

    • Land
    • 1.59 Acres
    • $787,898 per Acre
    • 21 Days On Market

    501 Wayside Rd, Portola Valley, CA 94028

    Fully PERMITTED & APPROVED plans! Ready to go to build your dream home. Large vacant approximately 1.586 acre parcel in a pastoral setting. Private and secluded gentle sloped building site with lush mature trees. Enjoy this central Portola Valley location immediately close to the PV Town Center recreational facilities, library, weekly farmer's market, Windmill Pre-school and Parkside Restaurant.

    Dulcy Freeman Golden Gate Sotheby's International Realty

    501 Wayside Rd, Portola Valley, CA 94028
    • /37

      Est $5,215,740 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,050 Sq Ft

      856 La Mesa Dr, Portola Valley, CA 94028

      856 La Mesa Dr, Portola Valley, CA 94028
  • /22

    $5,275,000

    • Land
    • 2.50 Acres
    • $2,110,000 per Acre

    125 Mapache Dr, Portola Valley, CA 94028

    Private and serene 2.5 acres on Mapache Drive, one of the most desirable locations in Westridge. This rare parcel offers an opportunity to build your brand-new dream home in Portola Valley's most sought-after neighborhoods. Direct access to coveted Portola Valley trail system. Minutes to Portola Valley Town Center and Parkside Grille. Top rated Portola Valley Schools.

    Don DeFranco Compass

    125 Mapache Dr, Portola Valley, CA 94028

Showing Results 41 - 80, Page 2 of 18

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