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Welcome to Portola Valley

Peaceful retreat with captivating homes and scenery.

Portola Valley is a peaceful retreat from the foothills to the upland forests of the Santa Cruz Mountains. This affluent community is located in a secluded and heavily-wooded rural area yet is close to amenities.

View The Market Report

Homes in Portola Valley offer beautiful views and bucolic calm within easy reach of Sand Hill Road venture capital firms, Stanford University, and Silicon Valley tech hubs.

Homes here are as captivating as the unspoiled scenery, ranging from traditional ranches and private estates to striking contemporary custom builds.

Dining

Ladera Shopping Center is a quaint village-style shopping area located on the rolling hills lower in the valley close to I-280. Businesses here include Bianchini’s Market, a friendly deli and grocery store with a great selection of fresh produce, imported foodstuffs, artisanal cheese, gourmet prepared meals, and delicious baked goods. This neighborhood favorite offers home delivery and is always ready to stock any items you request.

Ladera Garden & Gifts has a nursery of beautiful plants and flowers as well as a good selection of unique homeware and home décor items. Ladera Shopping Center’s dining options include rustic Italian cooking at Portola Kitchen, East Coast seafood at Old Port Lobster Shack, and tasty Mexican fare at Amigo’s Grill. A short drive south of Ladera Shopping Center on Alpine Road, Rossotti’s Alpine Inn has been a Portola Valley institution since 1852, making it the second-oldest tavern in California. The Alpine Inn reopened following extensive renovation in 2019. Here, you’ll find exceptional cocktails, a wide selection of wine and beer, and a menu of wood-fired pizza and other elevated pub grub. Portola Valley Farmers’ Market is held each Thursday afternoon all year-round on Portola Valley Road with vendors offering organic produce and specialty foodstuffs.

People & Lifestyle

Next to the Alpine Inn, Rossotti Field is a regulation-sized soccer field used for youth and adult league games and practices. Other sports facilities in Portola Valley include Alpine Hills and Ladera Oaks swimming and tennis clubs. Each of these clubs offers members access to lighted tennis courts, heated pools, state-of-the-art fitness centers, and a variety of programs and classes for all ages.

Portola Valley is a popular biking area, and there are miles of equestrian and hiking trails to explore. The 1,335-acre Windy Hill Open Space Preserve is named after its grassy hilltop, which can be seen from across the peninsula. Multiple trails run through this preserve, which is home to a diverse array of animal and plant species. Take in stunning views of the Pacific Ocean, Mount Diablo, and the SF Bay from Windy Hill’s summit or take part in popular activities such as kite flying, paragliding, hang gliding, hiking, mountain biking, and horseback riding.

Schools

Portola Valley has excellent public schools operated by the Portola Valley Elementary School District along with the exceptional private Woodside Priory School (Roman Catholic, 6-12).

Available Homes in Portola Valley

108 Santa Maria AVE, Portola Valley, CA 94028
Active
50

$2,499,000

3 Beds 2 Baths 1,560 SqFt

108 Santa Maria AVE, Portola Valley, CA 94028

Listed by Janeen Poutre of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
76 Old Spanish TRL, Portola Valley, CA 94028
Active
20

$1,849,000

2 Beds 2 Baths 1,205 SqFt

76 Old Spanish TRL, Portola Valley, CA 94028

Listed by Erika Demma of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
7 Redberry RDG, Portola Valley, CA 94028
Active
58

$8,748,000

5 Beds 7.5 Baths 7,180 SqFt

7 Redberry RDG, Portola Valley, CA 94028

Listed by Billy McNair of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
1390 Westridge DR, Portola Valley, CA 94028
Active
57

$8,500,000

5 Beds 4.5 Baths 3,520 SqFt

1390 Westridge DR, Portola Valley, CA 94028

Listed by Hugh Cornish of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
21 Valley Oak ST, Portola Valley, CA 94028
Active
72

$3,499,000

4 Beds 3.5 Baths 3,470 SqFt

21 Valley Oak ST, Portola Valley, CA 94028

Listed by Nathan Nahouraii of Intero Real Estate Services

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
2 Horseshoe BND, Portola Valley, CA 94028
Contingent
58

$5,200,000

4 Beds 4 Baths 4,640 SqFt

2 Horseshoe BND, Portola Valley, CA 94028

Listed by Brian Chancellor of Christie's International Real Estate Sereno

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
60 Linaria WAY, Portola Valley, CA 94028
Price Dropped by $238K
39

$4,250,000

4 Beds 3 Baths 3,072 SqFt

60 Linaria WAY, Portola Valley, CA 94028

Listed by Keri Nicholas of Parc Agency Corporation

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
410 Conil WAY, Portola Valley, CA 94028
Price Dropped by $50K
35

$4,650,000

5 Beds 3.5 Baths 4,220 SqFt

410 Conil WAY, Portola Valley, CA 94028

Listed by Monique Anton of Modern Homes Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
1019 Los Trancos RD, Portola Valley, CA 94028
Active
63

$1,899,000

3 Beds 2 Baths 1,225 SqFt

1019 Los Trancos RD, Portola Valley, CA 94028

Listed by Robert Parish of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
310 Old Spanish Trail, Portola Valley, CA 94028
Price Dropped by $7K
36

$3,687,500

3 Beds 2.5 Baths 3,200 SqFt

310 Old Spanish Trail, Portola Valley, CA 94028

Listed by Tim McKeegan of Terrace Associates

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
40 Deer Path DR, Portola Valley, CA 94028
Pending
26

$2,985,000

3 Beds 3 Baths 3,320 SqFt

40 Deer Path DR, Portola Valley, CA 94028

Listed by Kavanaugh Group of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
600 Westridge DR, Portola Valley, CA 94028
Active
22

$7,998,000

4 Beds 4 Baths 2,630 SqFt

600 Westridge DR, Portola Valley, CA 94028

Listed by Dean Asborno of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
3343 Alpine RD, Portola Valley, CA 94028
Price Dropped by $996K
37

$4,999,000

6 Beds 6 Baths 6,800 SqFt

3343 Alpine RD, Portola Valley, CA 94028

Listed by David Cauchi of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
121 Escanyo WAY, Portola Valley, CA 94028
Active
16

$7,500

5 Beds 2 Baths 2,040 SqFt

121 Escanyo WAY, Portola Valley, CA 94028

Listed by David Kelsey of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
1050 Los Trancos RD, Portola Valley, CA 94028
Contingent
13

$750,000

0.16 Acres

1050 Los Trancos RD, Portola Valley, CA 94028

Listed by Ting Tan of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
345 Cervantes RD, Portola Valley, CA 94028
Active
6

$1,600

1 Bed 1 Bath 400 SqFt

345 Cervantes RD, Portola Valley, CA 94028

Listed by The Andrighetto Grp of The Agency

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
95 Lerida CT B, Portola Valley, CA 94028
Active
7

$3,950

1 Bed 1 Bath 400 SqFt

95 Lerida CT B, Portola Valley, CA 94028

Listed by Viridiana G Velasco of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
240 W Floresta WAY, Portola Valley, CA 94028
Active
21

$10,000

4 Beds 2.5 Baths 2,660 SqFt

240 W Floresta WAY, Portola Valley, CA 94028

Listed by Rebecca & Karen of Intero Real Estate Services

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
640 Los Trancos RD, Portola Valley, CA 94028
Pending
33

$11,500,000

12.55 Acres

640 Los Trancos RD, Portola Valley, CA 94028

Listed by Sue Crawford of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
3343 Alpine RD, Portola Valley, CA 94028
Price Dropped by $996K
37

$4,999,000

4.15 Acres

3343 Alpine RD, Portola Valley, CA 94028

Listed by David Cauchi of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
884 Portola RD A17, Portola Valley, CA 94028
Active
8

$5,907

1,956 SqFt

884 Portola RD A17, Portola Valley, CA 94028

Listed by Stanley Lo of Green Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)

Based on information from the MLSListings MLS as of 02/24/2026 21:47
All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.

The broker providing this data believes the data to be correct, but advises interested parties to confirm all information before relying on it for a purchase decision. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at 02/24/2026 21:47
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.

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    © 2026 The Alfaro Terpening Team | LIC #01721877, #01522106 | COMPASS - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    The Alfaro Terpening Team is a real estate team affiliated with Compass, a licensed real estate broker and abides by all applicable Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Some or all of the listings may not belong to the firm whose website is being visited. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.