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Welcome to a rare opportunity to attain a large and private lot on a quiet cul-de-sac in the prestigious Carolands neighborhood in Hillsborough. Cherish stunning San Francisco Bay views. Picturesque views of the bay from each of the front-facing windows in the home. Open kitchen with built-in double oven, 4-burner gas cooktop and bay windows overlooking the backyard. Formal dining room with lovely backyard views. Separate family room with bay views. Desirable single-story layout. Wonderful primary suite with ensuite bathroom and walk-in closet. Large and private backyard with inviting dining patio, lawn and rose bushes. Nestled on a quiet and walkable cul-de-sac with great privacy and tranquility. Convenient accessibility to exceptional schools, Highway 280 and amenities such as Crystal Springs Golf Course and Downtown Burlingame. Fantastic commute location between Silicon Valley and San Francisco. Award-winning schools: Burlingame High, Crocker Middle and West Hillsborough Elementary.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1954
  • Newly Listed

Open House

  • November 14, 2026
    1:00pm - 4:30pm
  • November 15, 2026
    1:00pm - 4:30pm
  • November 17, 2026
    9:30am - 1:30pm

This open house information was last updated on 11/10/2026 03:53PM

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    1954
  • Stories
    1.0
  • Living Area
    2830.0
  • Appliances
    Dishwasher, Microwave, Gas Range, Oven, Double Oven
  • Flooring
    Tile
  • Cooling
    None
  • Heating
    Wall Furnace, Forced Air
  • Basement
    Crawl Space

  • Water
    Public

  • County
    San Mateo
  • City
    Hillsborough
  • Zip Code
    94010

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Frequently Asked Questions

How do I schedule a tour of 275 Darrell 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 275 Darrell 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 275 Darrell Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $3,898,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Hillsborough, and can even get you in to see the property quickly.

Are there any upcoming open houses for this property?

Yes—an open house is scheduled for . Let us connect you with our local expert before you go so they can help you prepare questions, highlight key features, and arrange a private tour if that time doesn't work.

How do I get a virtual tour of 275 Darrell Rd?

Yes! A virtual tour is available for 275 Darrell Rd. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 275 Darrell 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 275 Darrell Rd at around $22,183. 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 275 Darrell 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 275 Darrell Rd?

In most cases, yes. Whether 275 Darrell Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Hillsborough'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 275 Darrell Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Hillsborough 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 $3,898,000 with 2,830 sqft of space—that comes out to approximately $1,377 per square foot.

How long has this property been on the market?

275 Darrell Rd was listed on November 10, 2026, which means it's been on the market for 0 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 1954, making it approximately 72 years old.

Is 275 Darrell Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

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 10, 2026 at 06:07PM.

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.