555 Darrell Rd, Hillsborough, CA 94010
Property image
Property image
OFF MARKET

$5,607,000

Trulia Estimate
as of Nov 2, 2026
  • 4 Beds
  • 2.5 Baths
  • 4,171 sqft

555 Darrell Rd, Hillsborough, CA 94010

Home Highlights

Single-Family Home
4,171 sqft
$1,344/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 555 Darrell Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Gourmet kitchenLarge islandPremium fixturesElegant master suiteLush lawnsPrivate toilet room
Modern Hillsborough Home - 4BR/2.5BA

This is the closest thing to a new build you'll find in the area! Impeccably updated and meticulously maintained, this stunning modern home offers 4 bedrooms and 2.5 bathrooms spread across 4,171 sqft. With recently redone landscaping and extensive upgrades throughout, you'll enjoy the look and feel of a brand-new home in the heart of beautiful, secluded upper Hillsborough. The newly installed driveway gate and fence encircle the home, providing a safe barrier that ensures peace of mind for the homeowner and protection for children playing freely.

Situated in an idyllic setting with easy access to private hiking trails and open space parks, this home combines luxury living with the tranquility of nature.

Property Highlights:
- Nearly New Construction Feel: Fully updated interiors and recently redone landscaping give this home the fresh appeal of a new build.
- Spacious Living: Enjoy an expansive open floor plan with vaulted 12-foot ceilings and multiple skylights that bathe the interiors in natural light.
- Gourmet Kitchen: The kitchen is a chef's delight featuring Thermador appliances, a 4-foot double oven, a large island with a vegetable sink, built-in wine fridge, and marble countertops.
- Elegant Master Suite: The large master suite boasts a walk-in closet and a luxurious bathroom equipped with a large shower, jacuzzi tub, double sink vanity, and a private toilet room.
- Outdoor Oasis: The large backyard includes tiled decks and a garden, perfect for relaxing or entertaining, with newly refreshed upper and lower terraces surrounded by lush lawns and vibrant, freshly landscaped greenery.
- Modern Amenities: The home features hardwood floors, premium fixtures in the bathrooms, and a garage with a Level 2 home charging NEMA 14-50 outlet, ready for your EV charger.

Location Benefits:
- Top-Ranked Schools: Benefit from the prestigious Hillsborough City and San Mateo Union High School Districts, which includes West Elementary School, South Hillsborough School, North Hillsborough School, Crocker Middle School, and Burlingame High School.
- Convenient Access: Enjoy easy access to the 280 freeway for a hassle-free commute.
- Nearby Attractions: Just minutes away from downtown Burlingame and with easy access to San Francisco, the location offers a variety of dining, shopping, and entertainment options. Proximity to Crystal Springs Park and Golf Course provides excellent outdoor and recreational activities. Additionally, the home is a short drive from SFO, making travel convenient.

Rental Information:
- Availability: Ready for immediate move-in. Viewings available by appointment. Please see our 3D virtual Tour as well.
- Terms: Offered at $16,500 per month with a 1-year minimum lease. Requires a $20,000 security deposit. Additional credit and background check fees may apply.
- Tenant pays utilities, owner pays landscaping.
- Small pets allowed under 20 lbs. $50 per pet fee per month will apply. Maximum 2 pets.
- Restrictions: no smoking.

This exquisite home blends modern luxury with natural beauty and new-build quality, making it the perfect sanctuary for discerning tenants. Don't miss out on this rare rental opportunity in Hillsborough!

The home is available for immediate move in. 1-year minimum lease. Security deposit required. Additional credit and background check fee may apply to move forward with the screening process. Tenant pays utilities, owner pays landscaping.
555 Darrell Rd, Hillsborough, CA 94010 is a 4 bedroom, 3 bathroom, 4,171 sqft single-family home. It last sold for $1,328,000 on Feb 18, 2011 (7,948% above the $16,500 asking price). More recently, it was listed as a rental in July 2025 with an asking price of $16,500 per month. That rental listing was removed on July 21, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,607,000.

Home Details for 555 Darrell Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Media

Comparable Sales for 555 Darrell Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
541 Craig Rd, Hillsborough, CA
0.18
Single-Family Home
$4,400,000
11/24/25
4
3
3,140 sqft
530 Darrell Rd, Hillsborough, CA
0.09
Single-Family Home
$3,900,000
12/02/25
5
4
3,195 sqft
530 Barbara Way, Hillsborough, CA
0.12
Single-Family Home
$7,198,000
03/06/26
4
4.5
3,552 sqft
620 Barbara Way, Hillsborough, CA
0.17
Single-Family Home
$4,000,000
05/12/26
3
2.5
2,140 sqft
460 Barbara Way, Hillsborough, CA
0.28
Single-Family Home
$7,300,000
11/11/25
5
3
4,005 sqft
20 Mosswood Rd, Hillsborough, CA
0.29
Single-Family Home
$5,600,000
06/29/26
5
3
3,049 sqft
571 Craig Rd, Hillsborough, CA
0.32
Single-Family Home
$4,500,000
01/20/26
3
3
3,047 sqft
520 Darrell Rd, Hillsborough, CA
0.11
Single-Family Home
$6,400,000
07/17/26
6
5.5
4,746 sqft
35 Silk Tree Pl, Hillsborough, CA
0.48
Single-Family Home
$4,400,000
08/27/26
4
3.5
3,671 sqft
590 Remillard Dr, Hillsborough, CA
0.38
Single-Family Home
$5,923,125
01/30/26
3
3
2,830 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Price and Tax history

DateEventPrice
Jul 21, 2025
Source: Zillow Rentals
ListingRemoved
$16,500
Jul 2, 2025
Source: Zillow Rentals
Listed For Rent
$16,500
Jul 2, 2025
Source: Zillow Rentals
ListingRemoved
$16,500
May 28, 2025
Source: Zillow Rentals
Listed For Rent
$16,500
May 25, 2025
Source: Zillow Rentals
ListingRemoved
$18,000

Around this home

What Locals Say about Hillsborough

At least 45 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 91 % Say it's dog friendly

  • 88 % Say yards are well-kept

  • 86 % Say car is needed

  • 82 % Say there's wildlife

  • 81 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 77 % Say they plan to stay for at least 5 years

  • 74 % Say people would walk alone at night

  • 54 % Say neighbors are friendly

  • 49 % Say kids play outside

  • 47 % Say there are community events

  • 33 % Say there are sidewalks

  • 28 % Say it's walkable to restaurants

  • 17 % Say it's walkable to grocery stores

  • 14 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Peter
    "My commute last about 20 minutes it takes about three minutes to get to the highway 15 minutes on the highway and then two minutes to my office"
    0
    Flag
  • Somesh.dash
    "Awesome. Absolutely love it and it’s not far at all. Lots of highway access that’s not too far away."
    1
    Flag
  • Allegra A.
    "Very nicely maintained, quiet neighborhood. Large spaces of land, and no retail shops. Need a car to get to any public transportation. "
    1
    Flag
  • Wendell L.
    "The K-8 schools are excellent. Great places for kids nearby. Fantastic Burlingame Public Library close by. Located between San Francisco and Silicon Valley."
    1
    Flag
  • Neil C.
    "Great neighborhood to walk dogs. Lots of quiet streets and not a lot of car traffic. Almost perfect. "
    0
    Flag
  • Neil C.
    "I’ve lived here for 26 years. We walk down to burlingame and the kids used to walk to North school and to Crocker middle school. Crime almost nonexistent and HB Police are the best. "
    1
    Flag
  • Wendell L.
    "Very few sidewalks here, and people have a tendency to drive too fast for such a residential area, but the town is beautiful and very peaceful otherwise. Lots of happy dogs here."
    0
    Flag
  • Phonenix123ak
    "Well maintained community. Town of Hillsborough is well organized with town halls meetings and community events. "
    0
    Flag
  • Neil C.
    " Lived here for 25 years. It’s safe and very pleasant. Great neighbors and schools. Weather is fantastic and it’s accessible to all restaurants, sports and cultural activities. "
    1
    Flag
  • Scott H.
    "Terrific neighborhood that is close to everything: 280, 101, Burlingame, San Mateo and even San Francisco. Great schools."
    0
    Flag
  • Patrick
    "Amazing neighbors always willing to help and great schools...very few communities left like this in the Bay Area. "
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    Flag
  • robkeller1
    "Nice folks. Close to 280. Flat street although hilly to get to it. My dog loves it too. Great schools also. "
    0
    Flag
  • Merrill
    "Hillsborough is amongst the safest and most beautiful areas in the entire Bay Area. The public schools are at the very top."
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  • The R. G.
    "Town and Country is the essence of Hillsborough, nestled in the hills of the coastal range bordering the west side of San Mateo and 20 minutes south of San Francisco. Here you enjoy all the benefits of a luxurious, private community of country estates close to all the venues of Silicon Valley, San Francisco and the quaint downtown areas of Burlingame and San Mateo. Only 15 minutes to the ocean and maybe 10 minutes to SFO. Hillsborough is one of the top 10 prestigeous locations in California."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 555 Darrell Rd

  • What is 555 Darrell Rd estimated to be worth?
    Trulia's estimated value for 555 Darrell Rd in Hillsborough, CA is $5,607,000.
  • What is the price history for 555 Darrell Rd?
    555 Darrell Rd in Hillsborough, CA last sold for $1,328,000 in February 2011.
  • Is Hillsborough a buyer's or seller's market?
    Hillsborough is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Hillsborough?
    Residents describe Hillsborough, CA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Hillsborough, CA.
  • Does 555 Darrell Rd have air conditioning?
    Yes, 555 Darrell Rd in Hillsborough, CA has air conditioning.
  • Does 555 Darrell Rd have laundry facilities?
    Yes, 555 Darrell Rd in Hillsborough, CA has in-unit laundry.

Homes for rent near 555 Darrell Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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