Is parking easy in Hillsborough, CA?

As of early 2026, 91% of users say parking is easy

Is Hillsborough, CA dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Are yards well-kept in Hillsborough, CA?

As of early 2026, 88% of users say yards are well-kept

Is a car needed in Hillsborough, CA?

As of early 2026, 86% of users say car is needed

Is there wildlife in Hillsborough, CA?

As of early 2026, 82% of users say there's wildlife

Is Hillsborough, CA quiet?

As of early 2026, 81% of users say it's quiet

Does Hillsborough, CA show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

Do residents of Hillsborough, CA plan to stay at least 5 years?

As of early 2026, 77% of users say they plan to stay for at least 5 years

Would people walk alone at night in Hillsborough, CA?

As of early 2026, 74% of users say people would walk alone at night

Are neighbors friendly in Hillsborough, CA?

As of early 2026, 54% of users say neighbors are friendly

Do kids play outside in Hillsborough, CA?

As of early 2026, 49% of users say kids play outside

Are there community events in Hillsborough, CA?

As of early 2026, 47% of users say there are community events

Does Hillsborough, CA have sidewalks?

As of early 2026, 33% of users say there are sidewalks

Is Hillsborough, CA walkable to restaurants?

As of early 2026, 28% of users say it's walkable to restaurants

Is Hillsborough, CA walkable to grocery stores?

As of early 2026, 17% of users say it's walkable to grocery stores

Are the streets well-lit in Hillsborough, CA?

As of early 2026, 14% of users say streets are well-lit

What is 355 Darrell Rd estimated to be worth?

Trulia's estimated value for 355 Darrell Rd in Hillsborough, CA is $6,801,400 .

What is the price history for 355 Darrell Rd?

355 Darrell Rd in Hillsborough, CA last sold for $4,900,000 in May 2019.

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 355 Darrell Rd have air conditioning?

Yes, 355 Darrell Rd in Hillsborough, CA has air conditioning.

Does 355 Darrell Rd have a pool?

Yes, 355 Darrell Rd in Hillsborough, CA has a pool.

OFF MARKET

$6,801,400

Trulia Estimate

4 Beds
3.5 Baths
4,057 sqft (on 0.50 acres)

355 Darrell Rd, Hillsborough, CA 94010

Est. Refi. Payment $40,707/mo*

Refinance Your Home

Currently Off Market - Sold May 31, 2019 for $4,900,000

Home Value

Trulia Estimate

$6.8M

Since last month

$174K (+2.6%)

Since last year

$669K (+10.9%)

Since last sale

$2M (+38.8%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +115% in the last 10 years

Month	Estimated value
2026
August 2026	$6.8M
July 2026	$6.63M
June 2026	$6.68M
May 2026	$6.62M
April 2026	$6.59M
March 2026	$6.6M
February 2026	$6.42M
January 2026	$6.04M
2025
December 2025	$6.08M
November 2025	$6.16M
October 2025	$6.28M
September 2025	$6.25M
August 2025	$6.13M
July 2025	$6.18M
June 2025	$6.21M
May 2025	$6.21M
April 2025	$6.27M
March 2025	$6.22M
February 2025	$6.2M
January 2025	$5.92M
2024
December 2024	$5.96M
November 2024	$5.94M
October 2024	$6.18M
September 2024	$6.12M
August 2024	$6.09M
July 2024	$6.1M
June 2024	$6.16M
May 2024	$6.39M
April 2024	$6.25M
March 2024	$6.29M
February 2024	$6.26M
January 2024	$5.89M
2023
December 2023	$5.86M
November 2023	$5.9M
October 2023	$6.06M
September 2023	$6.22M
August 2023	$6.26M
July 2023	$6.37M
June 2023	$6.41M
May 2023	$6.33M
April 2023	$6.34M
March 2023	$6.26M
February 2023	$5.96M
January 2023	$5.83M
2022
December 2022	$5.92M
November 2022	$6.1M
October 2022	$6.23M
September 2022	$6.19M
August 2022	$6.2M
July 2022	$6.55M
June 2022	$6.81M
May 2022	$6.97M
April 2022	$6.95M
March 2022	$6.8M
February 2022	$6.47M
January 2022	$6.25M
2021
December 2021	$6.12M
November 2021	$6.09M
October 2021	$6.05M
September 2021	$5.93M
August 2021	$5.81M
July 2021	$5.91M
June 2021	$5.72M
May 2021	$5.56M
April 2021	$5.35M
March 2021	$5.14M
February 2021	$5.17M
January 2021	$5.14M
2020
December 2020	$5.14M
November 2020	$5.1M
October 2020	$5.1M
September 2020	$4.95M
August 2020	$5.05M
July 2020	$5.04M
June 2020	$4.98M
May 2020	$4.79M
April 2020	$5.03M
March 2020	$5.27M
February 2020	$5.01M
January 2020	$4.99M
2019
December 2019	$4.87M
November 2019	$4.87M
October 2019	$4.79M
September 2019	$4.88M
August 2019	$4.88M
July 2019	$4.91M
June 2019	$4.88M
May 2019	$4.88M
April 2019	$4.3M
March 2019	$4.36M
February 2019	$4.39M
January 2019	$4.3M
2018
December 2018	$4.36M
November 2018	$4.45M
October 2018	$4.47M
September 2018	$4.59M
August 2018	$4.62M
July 2018	$4.58M
June 2018	$4.56M
May 2018	$4.56M
April 2018	$4.51M
March 2018	$4.49M
February 2018	$4.36M
January 2018	$4.3M
2017
December 2017	$4.26M
November 2017	$4.22M
October 2017	$4.1M
September 2017	$4.05M
August 2017	$4M
July 2017	$4.09M
June 2017	$4.09M
May 2017	$4M
April 2017	$3.61M
March 2017	$3.35M
February 2017	$3.35M
January 2017	$3.33M
2016
December 2016	$3.38M
November 2016	$3.23M
October 2016	$3.25M
September 2016	$3.18M
August 2016	$3.16M

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
34 Roberts Way, Hillsborough, CA	0.19	Single-Family Home	$5,900,000	06/23/26	4	4	3,480
20 Mosswood Rd, Hillsborough, CA	0.32	Single-Family Home	$5,600,000	06/29/26	5	3	3,049
460 Barbara Way, Hillsborough, CA	0.27	Single-Family Home	$7,300,000	11/11/25	5	3	4,005
530 Barbara Way, Hillsborough, CA	0.44	Single-Family Home	$7,198,000	03/06/26	4	4.5	3,552
530 Darrell Rd, Hillsborough, CA	0.43	Single-Family Home	$3,900,000	12/02/25	5	4	3,195
541 Craig Rd, Hillsborough, CA	0.58	Single-Family Home	$4,400,000	11/24/25	4	3	3,140
590 Remillard Dr, Hillsborough, CA	0.53	Single-Family Home	$5,923,125	01/30/26	3	3	2,830
520 Darrell Rd, Hillsborough, CA	0.41	Single-Family Home	$6,400,000	07/17/26	6	5.5	4,746
571 Craig Rd, Hillsborough, CA	0.63	Single-Family Home	$4,500,000	01/20/26	3	3	3,047
1340 View Haven Rd, Hillsborough, CA	0.67	Single-Family Home	$4,750,000	06/26/26	5	4.5	3,460

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
1840 Black Mountain Rd, Hillsborough, CA 94010	0.06	$4,283,200	3	2	1,876	Off Market
60 Roberts Way, Hillsborough, CA 94010	0.17	$6,308,800	6	5.5	5,640	Off Market
50 Roberts Way, Hillsborough, CA 94010	0.17	$5,004,700	5	3.5	3,170	Off Market
29 Roberts Way, Hillsborough, CA 94010	0.18	$5,002,500	5	3	2,580	Off Market
1535 Hayne Rd, Hillsborough, CA 94010	0.18	$5,732,800	4	3	3,358	Off Market
34 Roberts Way, Hillsborough, CA 94010	0.19	$5,900,000	4	4	3,480	Recently Sold
355 Alberta Way, Hillsborough, CA 94010	0.19	$5,262,900	4	3.5	3,560	Off Market
440 Barbara Way, Hillsborough, CA 94010	0.24	$4,811,300	4	2.5	2,620	Off Market
337 Robinwood Ln, Hillsborough, CA 94010	0.27	$4,686,700	6	3	2,590	Off Market
250 Darrell Rd, Hillsborough, CA 94010	0.27	$5,314,700	4	3.5	3,440	Off Market
460 Barbara Way, Hillsborough, CA 94010	0.27	$7,300,000	5	3	4,005	Recently Sold
453 Remillard Dr, Hillsborough, CA 94010	0.28	$3,292,800	3	2.5	2,190	Off Market

Local Information

Map ViewExplore the area around 355 Darrell Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1952

Lot Size

0.5 acres

Living Area

4,057 sqft

Price/Sqft

$1,676

Parking

Garage

About this House

4BR/3.5BA COMPLETELY REMODELED IN 2015, FORMAL ENTRY WITH FORMAL DINING ROOM AND A GREAT AREA FORMED BY THE KITCHEN OPENING INTO THE FAMILY ROOM. THE GOURMET KITCHEN FEATURES STAINLESS APPLIANCES AND ISLAND. THE SPACIOUS MASTER BEDROOM HAS GREAT VIEWS, A LARGE WALK-IN CLOSET AND DUAL VANITIES.THE BONUS ROOM HAS HIGH CEILINGS AND ALLOWS ACCESS TO THE BACKYARD WHICH FEATURES A SPARKLING POOL, AN OUTDOOR FIREPLACE AND A SPORTS COURT PERFECT FOR ENTERTAINING!

355 Darrell Rd, Hillsborough, CA 94010 is a 4 bedroom, 4 bathroom, 4,057 sqft single-family home built in 1952. It last sold for $4,900,000 on May 31, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,801,400, with a rent estimate of $8,569/month.

Home Details for 355 Darrell Rd

Interior Features
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details Number of Rooms: 9Types of Rooms: Walk In Closet, Dining RoomWet Bar
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows
Levels, Entrance, & Accessibility Floors: Carpet, Hardwood

Exterior Features
Exterior Home Features Roof: Composition
Pool Pool
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1952
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.50 acres

Price and Tax history

Date	Event	Price
May 31, 2019 Source: MLSListings Inc #ML81749483	Sold	$4,900,000
Apr 30, 2019 Source: Agent Provided	Listed For Sale	$4,880,000
Apr 9, 2014 Source: N/A	Sold	$2,550,000
Mar 8, 2014 Source: Agent Provided	Listed For Sale	$2,350,000

Year	Property tax	Tax assessment
2025	$67,201	$5,466,039

Additional Cost

Market trends in Hillsborough

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

Around this home

West Hillsborough School
K-5
Public
275 Students
Hillsborough City Elementary School District
9/10
GreatSchools Rating
Parent Rating Average
West Elementary is committed to excellence. Besides their scores being exceptional, the teachers truly care about the children. The community funds additional programs like art in action, I lab and so much more. It’s like a private education as a public school. ,
Parent Review
2y ago
9 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
1y ago
"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
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Somesh.dash
Resident
6y ago
"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.
Resident
6y ago
"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.
Resident
6y ago
"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.
Resident
6y ago
"Great neighborhood to walk dogs. Lots of quiet streets and not a lot of car traffic. Almost perfect. "
0
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Neil C.
Resident
6y ago
"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.
Resident
7y ago
"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
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Phonenix123ak
Resident
7y ago
"Well maintained community. Town of Hillsborough is well organized with town halls meetings and community events. "
0
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Neil C.
Resident
8y ago
" 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.
Resident
8y ago
"Terrific neighborhood that is close to everything: 280, 101, Burlingame, San Mateo and even San Francisco. Great schools."
0
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Patrick
Resident
8y ago
"Amazing neighbors always willing to help and great schools...very few communities left like this in the Bay Area. "
0
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robkeller1
Resident
8y ago
"Nice folks. Close to 280. Flat street although hilly to get to it. My dog loves it too. Great schools also. "
0
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Merrill
15y ago
"Hillsborough is amongst the safest and most beautiful areas in the entire Bay Area. The public schools are at the very top."
0
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The R. G.
16y ago
"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."
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LGBTQ Local Legal Protections

Frequently asked questions about 355 Darrell Rd

What is 355 Darrell Rd estimated to be worth?
Trulia's estimated value for 355 Darrell Rd in Hillsborough, CA is $6,801,400.
What is the price history for 355 Darrell Rd?
355 Darrell Rd in Hillsborough, CA last sold for $4,900,000 in May 2019.
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 355 Darrell Rd have air conditioning?
Yes, 355 Darrell Rd in Hillsborough, CA has air conditioning.
Does 355 Darrell Rd have a pool?
Yes, 355 Darrell Rd in Hillsborough, CA has a pool.