Portola Valley Real Estate

Find luxury property, land, condos, houses & homes for sale in Portola Valley with Woodside real estate agent & Realtor, Chris Iverson.

Portola Valley Homes For Sale

For Sale
Sold
Pending
Under Contract
Active Under Contract
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Pocket Listing

Portola Valley Real Estate

 

Rustic Luxury & The Art of Privacy: 94028

View 2025 Inventory

2025 Market Snapshot

$4.4M

Median Home Price

25-45 Days

Avg Time to Sell

101%

List-to-Sale Ratio

1 Acre+

Typical Lot Size

The Portola Valley Aesthetic

Known for its strict architectural guidelines that force homes to blend into the hillsides, Portola Valley offers a "Dark Sky" policy (no streetlights) and extensive trail systems that define its rural character.

The Micro-Markets

Central Portola Valley

The Heart of Town

Diverse architecture ranging from historic ranch homes to modern estates. Close to the town center, library, and farmers market.

View Central PV Listings →

Portola Valley Ranch

Managed Community

A master-planned community with a "club" feel. HOA covers pools, tennis courts, and miles of private trails. Perfect for "lock and leave" lifestyles.

View The Ranch Listings →

Ladera

The Village Feel

Reminiscent of a tight-knit Midwestern town. Features the Ladera Rec Center (swim/tennis) and Ladera Shopper. Excellent commute access.

View Ladera Listings →

Blue Oaks

Modern Estates

Newer construction (post-2002) featuring massive custom estates, panoramic views, and ultimate privacy. Prices often $8M+.

View Blue Oaks Listings →

Portola Valley vs. The Peninsula

Neighborhood Vibe vs. PV The Trade-off
Woodside Redwoods & Horses. Darker, forested canopy. PV is sunnier and "open." Woodside can feel colder/damper in winter.
Los Altos Hills Rolling hills, fewer trees, expansive bay views. Commute. PV is closer to 280/Sand Hill for VC access.
Atherton Manicured, flat, high-security walls. Nature. PV feels like a park; Atherton feels like a private compound.

Schools & Lifestyle

Portola Valley School District

Renowned for small class sizes and massive parent involvement.

  • Ormondale (K-3): Nestled in the woods, focus on developmental growth.
  • Corte Madera (4-8): Academic rigor preparing students for elite high schools.
  • High School: Residents usually attend Woodside High or private schools like Woodside Priory (located in town).

The Outdoor Life

Portola Valley is the gateway to the Santa Cruz Mountains.

  • Windy Hill Preserve: The town's iconic backdrop. Hiking/Equestrian trails.
  • Alpine Inn: Historic beer garden and local gathering spot.
  • Town Center: Library, playing fields, and Thursday Farmers Markets.

Exclusive Portola Valley Inventory

Because of the privacy demanded by our clients, approximately 30% of our Portola Valley inventory is transacted Off-Market.

Portola Valley Real Estate

Exclusive Properties in Silicon Valley's Most Sought-After Community

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Portola Valley Real Estate Market Overview

$5.8M

Median Home Price

18

Days on Market (Avg)

103%

List-to-Sale Price Ratio

+9.2%

Year-over-Year Appreciation

Portola Valley Neighborhood Insights

Portola Valley is one of Silicon Valley's most prestigious communities, known for its natural beauty, top-rated schools, and privacy. The area features:

  • Minimum lot sizes of 1+ acres
  • Custom-built luxury estates
  • Stunning views of the Santa Cruz Mountains
  • Equestrian-friendly properties
  • 20 minutes to Stanford University
  • Abundant hiking and riding trails

The Portola Valley real estate market is exceptionally competitive with limited inventory, making early access to new listings crucial for serious buyers.

Top-Rated Schools Serving Portola Valley

Ormondale School

Grades K-3

Rating: 10/10 (GreatSchools)

Type: Public

Address: 200 Shawnee Pass, Portola Valley, CA 94028

Distance: 1.5 miles from central Portola Valley

Corte Madera School

Grades 4-8

Rating: 10/10 (GreatSchools)

Type: Public

Address: 4575 Alpine Rd, Portola Valley, CA 94028

Distance: 2 miles from central Portola Valley

Woodside High School

Grades 9-12

Rating: 9/10 (GreatSchools)

Type: Public

Address: 199 Churchill Ave, Woodside, CA 94062

Distance: 3 miles from Portola Valley

Portola Valley Demographics

Community Profile

Portola Valley residents represent the elite of Silicon Valley, with a concentration of tech CEOs, venture capitalists, and prominent entrepreneurs. The community is known for its:

Median Household Income

$500,000+

Homeownership Rate

94%

Average Household Size

2.9

Graduate Degree Holders

68%

Property Types in Portola Valley

 
1-2 Acre
 
2-5 Acre
 
5-10 Acre
 
10+ Acre
 
Equestrian

Exclusive Portola Valley Listings

Discover the finest luxury properties currently available in Portola Valley. Contact us for private showings and off-market opportunities.

 

45 Alpine Road

$8,250,000

  • 5 Beds
  • 6 Baths
  • 5,800 Sq Ft
  • 1.5 Acres

Contemporary masterpiece with panoramic views, smart home features, and resort-style amenities.

View Details
 

12 Golden Oak Drive

$6,995,000

  • 4 Beds
  • 4.5 Baths
  • 4,500 Sq Ft
  • 1.2 Acres

Elegant traditional estate with designer finishes, pool, and mature landscaping.

View Details
 

8 Windy Hill Lane

$12,750,000

  • 6 Beds
  • 7.5 Baths
  • 9,200 Sq Ft
  • 3.5 Acres

Architectural showpiece with tennis court, guest house, and panoramic valley views.

View Details

Portola Valley Lifestyle

 

Outdoor Recreation

Portola Valley offers 1,800+ acres of protected open space with 50+ miles of hiking and riding trails including Windy Hill Preserve and Alpine Trail.

 

Town Center

The charming Portola Valley Town Center features the historic Schoolhouse, community gardens, and local events throughout the year.

 

Equestrian Community

With dedicated riding trails and boarding facilities, Portola Valley is a haven for horse enthusiasts and competitive riders.

Portola Valley Real Estate Experts

With decades of combined experience in Portola Valley real estate, our team provides unparalleled market knowledge, discretion, and results for both buyers and sellers.

 
 

Office

2989 Woodside Rd, Woodside, CA 94062

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Work With Me

Chris Iverson has worked in the real estate industry for over 18 years and has amassed a renowned class of clientele and unmatched experience.