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 339 Darrell Rd estimated to be worth?

Trulia's estimated value for 339 Darrell Rd in Hillsborough, CA is $4,947,200 .

What is the price history for 339 Darrell Rd?

339 Darrell Rd in Hillsborough, CA last sold for $1,575,000 in November 2002.

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 339 Darrell Rd have a pool?

Yes, 339 Darrell Rd in Hillsborough, CA has a pool.

How big is the lot at 339 Darrell Rd?

The lot at 339 Darrell Rd in Hillsborough, CA is about 0.50 acres (21,823 sq ft).

OFF MARKET

$4,947,200

Trulia Estimate

5 Beds
4 Baths
3,376 sqft (on 0.50 acres)

339 Darrell Rd, Hillsborough, CA 94010

Est. Refi. Payment $29,708/mo*

Refinance Your Home

Currently Off Market - Sold Nov 20, 2002 for $1,575,000

Home Value

Trulia Estimate

$4.95M

Since last month

$83K (+1.7%)

Since last year

$543K (+12.3%)

Since last sale

$3M (+215.6%)

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 +53% in the last 10 years

Month	Estimated value
2026
August 2026	$4.97M
July 2026	$4.89M
June 2026	$4.97M
May 2026	$4.98M
April 2026	$4.89M
March 2026	$4.82M
February 2026	$4.75M
January 2026	$4.26M
2025
December 2025	$4.39M
November 2025	$4.43M
October 2025	$4.59M
September 2025	$4.61M
August 2025	$4.43M
July 2025	$4.56M
June 2025	$4.53M
May 2025	$4.57M
April 2025	$4.55M
March 2025	$4.56M
February 2025	$4.37M
January 2025	$4.17M
2024
December 2024	$4.28M
November 2024	$4.22M
October 2024	$4.7M
September 2024	$4.76M
August 2024	$4.7M
July 2024	$4.63M
June 2024	$4.77M
May 2024	$4.95M
April 2024	$4.83M
March 2024	$4.77M
February 2024	$4.7M
January 2024	$4.42M
2023
December 2023	$4.34M
November 2023	$4.41M
October 2023	$4.55M
September 2023	$4.67M
August 2023	$4.68M
July 2023	$4.98M
June 2023	$4.79M
May 2023	$3.91M
April 2023	$3.89M
March 2023	$3.82M
February 2023	$3.6M
January 2023	$3.5M
2022
December 2022	$3.55M
November 2022	$3.68M
October 2022	$3.74M
September 2022	$3.71M
August 2022	$3.78M
July 2022	$4.05M
June 2022	$4.31M
May 2022	$4.49M
April 2022	$4.54M
March 2022	$4.51M
February 2022	$4.04M
January 2022	$3.96M
2021
December 2021	$3.93M
November 2021	$3.9M
October 2021	$3.84M
September 2021	$3.76M
August 2021	$3.81M
July 2021	$3.73M
June 2021	$3.57M
May 2021	$3.34M
April 2021	$3.3M
March 2021	$3.1M
February 2021	$3.16M
January 2021	$3.17M
2020
December 2020	$3.15M
November 2020	$3.11M
October 2020	$3.18M
September 2020	$3.18M
August 2020	$3.93M
July 2020	$3.83M
June 2020	$3.9M
May 2020	$3.95M
April 2020	$4.06M
March 2020	$3.99M
February 2020	$3.74M
January 2020	$3.61M
2019
December 2019	$3.69M
November 2019	$3.67M
October 2019	$3.62M
September 2019	$3.65M
August 2019	$3.72M
July 2019	$3.74M
June 2019	$3.67M
May 2019	$3.79M
April 2019	$3.71M
March 2019	$3.7M
February 2019	$3.72M
January 2019	$3.63M
2018
December 2018	$3.59M
November 2018	$3.76M
October 2018	$3.79M
September 2018	$3.99M
August 2018	$3.98M
July 2018	$3.95M
June 2018	$3.95M
May 2018	$3.94M
April 2018	$3.83M
March 2018	$3.83M
February 2018	$3.78M
January 2018	$3.75M
2017
December 2017	$3.61M
November 2017	$3.68M
October 2017	$3.6M
September 2017	$3.48M
August 2017	$3.36M
July 2017	$3.51M
June 2017	$3.3M
May 2017	$3.45M
April 2017	$3.42M
March 2017	$3.43M
February 2017	$3.3M
January 2017	$3.35M
2016
December 2016	$3.36M
November 2016	$3.38M
October 2016	$3.27M
September 2016	$3.2M
August 2016	$3.24M

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	0.16	Single-Family Home	$5,900,000	06/23/26	4	4	3,480
530 Darrell Rd, Hillsborough, CA	0.49	Single-Family Home	$3,900,000	12/02/25	5	4	3,195
20 Mosswood Rd, Hillsborough, CA	0.37	Single-Family Home	$5,600,000	06/29/26	5	3	3,049
460 Barbara Way, Hillsborough, CA	0.32	Single-Family Home	$7,300,000	11/11/25	5	3	4,005
1340 View Haven Rd, Hillsborough, CA	0.63	Single-Family Home	$4,750,000	06/26/26	5	4.5	3,460
530 Barbara Way, Hillsborough, CA	0.50	Single-Family Home	$7,198,000	03/06/26	4	4.5	3,552
30 Inverness Way, Hillsborough, CA	0.77	Single-Family Home	$4,300,000	02/27/26	5	3.5	3,240
520 Darrell Rd, Hillsborough, CA	0.47	Single-Family Home	$6,400,000	07/17/26	6	5.5	4,746
541 Craig Rd, Hillsborough, CA	0.63	Single-Family Home	$4,400,000	11/24/25	4	3	3,140
1315 Black Mountain Rd, Hillsborough, CA	0.65	Single-Family Home	$3,710,000	09/19/25	4	3	3,172

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	0.03	$4,299,600	3	2	1,876	Off Market
29 Roberts Way, Hillsborough, CA 94010	0.14	$4,937,700	5	3	2,580	Off Market
34 Roberts Way, Hillsborough, CA 94010	0.16	$5,900,000	4	4	3,480	Recently Sold
250 Darrell Rd, Hillsborough, CA 94010	0.21	$5,358,100	4	3.5	3,440	Off Market
50 Roberts Way, Hillsborough, CA 94010	0.17	-	5	3.5	3,170	Off Market
60 Roberts Way, Hillsborough, CA 94010	0.17	$6,272,500	6	5.5	5,640	Off Market
355 Alberta Way, Hillsborough, CA 94010	0.20	-	4	3.5	3,560	Off Market
1535 Hayne Rd, Hillsborough, CA 94010	0.22	$5,710,200	4	3	3,358	Off Market
337 Robinwood Ln, Hillsborough, CA 94010	0.26	$4,725,600	6	3	2,590	Off Market
1620 Marlborough Rd, Hillsborough, CA 94010	0.30	$4,580,000	3	2	2,645	Recently Sold
330 Robinwood Ln, Hillsborough, CA 94010	0.30	$5,617,600	4	3	2,987	Off Market
1688 Skyline Blvd, Burlingame, CA 94010	0.30	$3,002,800	4	2	2,200	Off Market

Local Information

Map ViewExplore the area around 339 Darrell Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1953

Lot Size

0.5 acres

Living Area

3,376 sqft

Price/Sqft

$1,465

Parking

Garage

About this House

This single-family home is located at 339 Darrell Rd, Hillsborough, CA. 339 Darrell Rd is in Hillsborough, CA and in ZIP code 94010. This property has 5 bedrooms, 4 bathrooms and approximately 3,376 sqft of floor space. This property has a lot size of 0.50 acres and was built in 1953.

339 Darrell Rd, Hillsborough, CA 94010 is a 5 bedroom, 4 bathroom, 3,376 sqft single-family home built in 1953. It last sold for $1,575,000 on Nov 20, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,947,200, with a rent estimate of $8,456/month.

Home Details for 339 Darrell Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 10
Fireplace & Spa Fireplace

Property Information
Year Built Year Built: 1953
Property Type / Style Property Type: Single Family Home

Exterior Features
Pool Pool
Parking & Garage GarageParking: Garage Attached

Community
Units in Building: 1

Lot Information
Lot Area: 0.50 acres

Price and Tax history

Date	Event	Price
Nov 20, 2002 Source: N/A	Sold	$1,575,000
Apr 25, 2002 Source: N/A	Sold	$1,415,000
Jun 23, 2000 Source: N/A	Sold	$1,250,000

Year	Property tax	Tax assessment
2025	$35,801	$2,665,701

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"
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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
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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
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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
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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
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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 339 Darrell Rd

What is 339 Darrell Rd estimated to be worth?
Trulia's estimated value for 339 Darrell Rd in Hillsborough, CA is $4,947,200.
What is the price history for 339 Darrell Rd?
339 Darrell Rd in Hillsborough, CA last sold for $1,575,000 in November 2002.
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 339 Darrell Rd have a pool?
Yes, 339 Darrell Rd in Hillsborough, CA has a pool.
How big is the lot at 339 Darrell Rd?
The lot at 339 Darrell Rd in Hillsborough, CA is about 0.50 acres (21,823 sq ft).