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

$5,839,000

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,650 sqft (on 0.50 acres)

309 Darrell Rd, Hillsborough, CA 94010

Est. Refi. Payment $35,327/mo*
Refinance Your Home
Currently Off Market - Sold Jun 16, 2021 for $5,000,000

Home Value

Trulia Estimate
$5.84M
Since last month
Increased$83K (+1.4%)
Since last year
Increased$536K (+10.1%)
Since last sale
Increased$844K (+16.9%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$5.84M
July 2026$5.76M
June 2026$5.9M
May 2026$5.74M
April 2026$5.79M
March 2026$5.62M
February 2026$5.58M
January 2026$5.21M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
0.18
Single-Family Home
$5,900,000
06/23/26
4
4
3,480
20 Mosswood Rd, Hillsborough, CA
0.47
Single-Family Home
$5,600,000
06/29/26
5
3
3,049
1340 View Haven Rd, Hillsborough, CA
0.54
Single-Family Home
$4,750,000
06/26/26
5
4.5
3,460
460 Barbara Way, Hillsborough, CA
0.43
Single-Family Home
$7,300,000
11/11/25
5
3
4,005
30 Inverness Way, Hillsborough, CA
0.66
Single-Family Home
$4,300,000
02/27/26
5
3.5
3,240
55 Falkirk Ln, Hillsborough, CA
0.66
Single-Family Home
$5,900,000
10/31/25
5
4
4,080
1620 Marlborough Rd, Hillsborough, CA
0.20
Single-Family Home
$4,580,000
01/28/26
3
2
2,645
530 Darrell Rd, Hillsborough, CA
0.61
Single-Family Home
$3,900,000
12/02/25
5
4
3,195
1315 Black Mountain Rd, Hillsborough, CA
0.56
Single-Family Home
$3,710,000
09/19/25
4
3
3,172
530 Barbara Way, Hillsborough, CA
0.61
Single-Family Home
$7,198,000
03/06/26
4
4.5
3,552

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
250 Darrell Rd, Hillsborough, CA 94010
0.10
$5,358,100
4
3.5
3,440
Off Market
1840 Black Mountain Rd, Hillsborough, CA 94010
0.12
$4,316,300
3
2
1,876
Off Market
29 Roberts Way, Hillsborough, CA 94010
0.13
$5,002,500
5
3
2,580
Off Market
34 Roberts Way, Hillsborough, CA 94010
0.18
$5,900,000
4
4
3,480
Recently Sold
1620 Marlborough Rd, Hillsborough, CA 94010
0.20
$4,580,000
3
2
2,645
Recently Sold
50 Roberts Way, Hillsborough, CA 94010
0.21
$4,985,500
5
3.5
3,170
Off Market
60 Roberts Way, Hillsborough, CA 94010
0.23
$6,308,800
6
5.5
5,640
Off Market
1535 Black Mountain Rd, Hillsborough, CA 94010
0.25
$5,112,800
5
3.5
3,376
Off Market
355 Alberta Way, Hillsborough, CA 94010
0.25
$5,241,600
4
3.5
3,560
Off Market
Tartan Trail Rd, Burlingame, CA 94010
0.31
$4,750,000
-
-
-
For Sale
337 Robinwood Ln, Hillsborough, CA 94010
0.28
$4,705,500
6
3
2,590
Off Market
1535 Hayne Rd, Hillsborough, CA 94010
0.32
$5,710,200
4
3
3,358
Off Market

Local Information

  • Map ViewExplore the area around 309 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
3,650 sqft
Price/Sqft
$1,600
Parking
Garage

About this House

Your private oasis awaits! Located on a commanding level lot, this classic U-shaped ranch-style home offers the best of todays hallmarks with bright, open gathering spaces and a superb indoor/outdoor entertaining flow. Expanded and remodeled in 2010, refreshed in 2021, an open concept living room and dining room with hand-scraped acacia walnut hardwood floors, fireplace and french doors that opens to the expansive patio, resort style heated pool and sprawling lawn. The right-wing consists of a half bath, walk-in pantry, attached 2 car garage with 240v car charger, a well-appointed chef's kitchen with pot filler, two ovens, two built in refrigerators, counter island and adjoining sun-filled family room. On the left wing your private 5BD/3BA + den awaits: hallway/pool bath, Jack-n-Jill bath, laundry, expanded master suite with large walk-in closet and spacious on-suite bathroom. A/C, dual furnace, dual water heaters, basketball area, sheds, RV parking, owned solar panel & solar heater!
309 Darrell Rd, Hillsborough, CA 94010 is a 5 bedroom, 4 bathroom, 3,650 sqft single-family home built in 1953. It last sold for $5,000,000 on Jun 16, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,839,000, with a rent estimate of $7,479/month.

Home Details for 309 Darrell Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Radiant, Gas, SolarAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Office
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

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

DateEventPrice
Jun 16, 2021
Source: MLSListings Inc #ML81843595
Sold
$5,000,000
May 15, 2021
Source: MLSListings Inc #ML81843595
Listed For Sale
$4,395,000
Mar 11, 2008
Source: N/A
Sold
$2,290,000
Jun 30, 1999
Source: N/A
Sold
$1,193,000

Market trends in Hillsborough

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
5MoM

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. "
    0
    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."
    0
    Flag
  • 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 309 Darrell Rd

  • What is 309 Darrell Rd estimated to be worth?
    Trulia's estimated value for 309 Darrell Rd in Hillsborough, CA is $5,839,000.
  • What is the price history for 309 Darrell Rd?
    309 Darrell Rd in Hillsborough, CA last sold for $5,000,000 in June 2021.
  • 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 309 Darrell Rd have air conditioning?
    Yes, 309 Darrell Rd in Hillsborough, CA has air conditioning.
  • Does 309 Darrell Rd have a pool?
    Yes, 309 Darrell Rd in Hillsborough, CA has a pool.

Explore by feature - Garage

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Explore by feature - Pool

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