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An exceptional opportunity to own a premier property in the heart of Woodside, one of the Peninsula's most prestigious and sought-after communities. Located at 26 Big Tree Rd, this unique offering combines privacy, natural beauty, and convenient access to Silicon Valley, making it ideal for homeowners, investors, or those seeking a legacy property. Surrounded by mature trees and Woodside's renowned rural charm, it offers a peaceful retreat just minutes from downtown Woodside, Stanford University, Sand Hill Road, and major employment centers. Residents enjoy a rare balance of tranquility, open space, and access to world-class dining, shopping, and recreation. Whether creating a private estate, preserving a long-term investment, or capitalizing on one of the Bay Area's most desirable locations, 26 Big Tree Rd presents a rare opportunity in a market where exceptional properties are seldom available. Woodside remains one of Northern California's premier residential destinations, known for expansive estates, an equestrian lifestyle, enduring property values, and unmatched privacy, prestige, and long-term appreciation.

  • Bedrooms
    4
  • Bathrooms
    4
  • Year Built
    1963
  • Stories
    2.0
  • Foundation
    Slab
  • Garage Spaces
    2.0
  • Parking Features
    Attached, Garage
  • Living Area
    2483.0
  • Cooling
    Central Air
  • Heating
    Forced Air

  • County
    San Mateo
  • City
    Woodside
  • Zip Code
    94062

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Frequently Asked Questions

How do I schedule a tour of 26 Big Tree Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 26 Big Tree Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 26 Big Tree Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 4 bath, listed for $1,888,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Woodside, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 26 Big Tree Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 26 Big Tree Rd at around $10,744. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 26 Big Tree Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in San Mateo County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 26 Big Tree Rd?

In most cases, yes. Whether 26 Big Tree Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Woodside's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 26 Big Tree Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Woodside and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,888,000 with 2,483 sqft of space—that comes out to approximately $760 per square foot.

How long has this property been on the market?

26 Big Tree Rd was listed on August 06, 2026, which means it's been on the market for 94 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1963, making it approximately 63 years old.

Is 26 Big Tree Rd still available for sale?

This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.

Source: ez Home Search, MLS Data

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Bay East ©2026. CCAR ©2026. bridgeMLS ©2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at November 08, 2026 at 07:16PM.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.