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Portola Valley, CA Homes for Sale

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  • /72

    $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
  • /63

    $1,800,000

    • 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
  • /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
  • /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
  • /26

    $6,998,000

    • 3 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    578 Cresta Vista Ln, Portola Valley, CA 94028

    Spectacular VIEWS are the backdrop for this impeccably remodeled mid century ranch home located in prime Westridge on a quiet cul-de-sac. Nestled on 2.57 serene acres, the property features beautiful, peaceful gardens & gorgeous Oak studded knolls. Completely remodeled and meticulously maintained, with quality features & finishes throughout, this home is move-in ready! Incredible vaulted ceiling

    Liz Daschbach Compass

    578 Cresta Vista Ln, Portola Valley, CA 94028
  • /27

    $4,495,000

    • 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
  • /59

    $8,275,000

    • 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
  • /5

    $6,695,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,522 Sq Ft

    670 La Mesa Dr, Portola Valley, CA 94028

    Stunning new Thomas James Homes residence in the sought-after Ladera neighborhood of Portola Valley. This home features a bright, open-concept floor plan with expansive living spaces that flow to the backyard through large stacking glass sliders and a covered patio for indoor-outdoor living. The chefs kitchen includes Wolf and Sub-Zero appliances, ceiling-height cabinetry, quartz countertops with

    Nadine Masarweh Thomas James Real Estate Services, Inc

    670 La Mesa Dr, Portola Valley, CA 94028
  • /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
  • /13

    $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
  • /13

    $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
  • /8

    $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
  • /98

    $3,995,000 Open Tue 9:30AM - 1:30PM

    • 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
  • /46

    $2,499,000

    • 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 corner 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

    Janeen Poutre Coldwell Banker Realty

    108 Santa Maria Ave, Portola Valley, CA 94028
  • /36

    $3,687,500

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

    310 Old Spanish Trail, Portola Valley, CA 94028

    Welcome to this stunning 3-bedroom, 2.5 -bathrooms residence in the serene city of Portola Valley. This home boasts a spacious 3,200 sq. ft. layout situated on an expansive lot of over an acre. The heart of the home is the state-of-the-art kitchen, featuring granite countertops, dual fuel options, a built-in oven range, and an island with a sink. Enjoy meals in the eat-in kitchen or the formal

    Tim McKeegan Terrace Associates

    310 Old Spanish Trail, Portola Valley, CA 94028
  • /11

    $750,000

    • Land
    • 0.16 Acre
    • $4,749,842 per Acre

    1050 Los Trancos Rd, Portola Valley, CA 94028

    A rare chance to bring your dream home to life in the heart of the coveted Portola Valley School District! Nestled on a serene, 6,878-square-foot forested lot, 1050 Los Trancos offers more than just land. It's a head start on creating something extraordinary. With San Mateo County Planning & Building Department approved plan, this property is truly shovel-ready for your vision. The plans include

    Ting Tan Compass

    1050 Los Trancos Rd, Portola Valley, CA 94028
  • /20

    $1,849,000

    • 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 approved plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale

    Erika Demma Compass

    76 Old Spanish Trail, Portola Valley, CA 94028
  • /35

    $3,500,000

    • 4 Beds
    • 4 Baths
    • 2,960 Sq Ft

    176 Los Trancos Cir, Portola Valley, CA 94028

    A refined retreat in Los Trancos Woods, this thoughtfully reimagined estate blends natural light, privacy, and understated luxury. Set among forested hills yet offering rare level grounds and sun-filled interiors, the home is designed for both comfort and elegance. Cathedral ceilings with skylights, beautifully refinished hardwood floors, and clean, curated finishes create a warm, modern

    Treasure Molina Realty One Group Zoom

    176 Los Trancos Cir, Portola Valley, CA 94028
  • /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

Why Live in Portola Valley

Portola Valley, CA, nestled in the wooded hills of the Santa Cruz Mountains on the San Francisco Peninsula, is known for its spacious, multimillion-dollar homes and extensive network of protected trails that emphasize the natural environment. Incorporated in 1964 to preserve its unique character, the town features a variety of relatively understated homes on oversized lots, including sleek midcentury modern designs and Eichler homes. The town's residential aesthetic is protected by architectural restrictions to maintain its historic look. Portola Valley's public school district includes highly rated schools such as Ormondale Elementary, Corte Madera, and Woodside High School. The town also offers private schooling options like Woodside Priory and Woodland School. Recreational opportunities abound with the Coal Mine Ridge Nature Preserve and the Alpine Hills Tennis and Swimming Club. The Town Center hosts community events and fitness classes, while dining options are anchored by Rossotti’s Alpine Inn, a historic eatery. Conveniently located near Silicon Valley and Stanford University, Portola Valley provides easy commutes via Alpine Road and Interstate 280.

Frequently Asked Questions

What is the average home price in Portola Valley, CA?
Homes for sale in Portola Valley, CA have an average home price of $5,696,135.
How many homes have sold over the last 12 months in Portola Valley, CA?
72 homes have sold in Portola Valley, CA over the last 12 months.
What are the most popular zip codes in Portola Valley, CA?
The most popular zip codes in Portola Valley, CA include 94028, 94062, 94022, 94025 and 94027.
How much do you need to make to afford a house in Portola Valley?
The median home price in Portola Valley is $4,319,444. If you put a 20% down payment of $863,900 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $20,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $898K a year to afford the median home price in Portola Valley. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Portola Valley, CA?
Portola Valley, CA has highly rated public and private schools. Some of the best schools in Portola Valley based on Niche Grades are Henry M. Gunn High School, Las Lomitas Elementary School and Ormondale Elementary School. Browse all the schools in Portola Valley, CA to learn more.

Home Trends in Portola Valley, CA

Housing Trends

Median Sale Price
$4,250,000
Median Single Family Sale Price
$4,250,000
Average Price Per Sq Ft
$1,534
Number of Homes for Sale
14
Last 12 months Home Sales
72
Months of Supply
2.30
Median List Price
$4,319,444
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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