8 Windsor Dr, Hillsborough, CA 94010
OFF MARKET

8 Windsor Dr
Hillsborough, CA 94010

  • 4 Beds
  • 4 Baths
  • 3,740 sqft (on 0.40 acres)

$6,667,000

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $39,730/mo*
Refinance Your Home

$6,667,000

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $39,730/mo*
Refinance Your Home
4 Beds
4 Baths
3,740 sqft
(on 0.40 acres)

Home Value

Trulia Estimate
$6.67M
Since last month
Increased$131K (+2%)
Since last year
Increased$1M (+19.1%)
Since last sale
Increased$5M (+449.4%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$6.7M
July 2026$6.82M
June 2026$6.57M
May 2026$6.47M
April 2026$6.42M
March 2026$6.33M
February 2026$6.11M
January 2026$5.56M
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
7 Windsor Dr, Hillsborough, CA
0.03
Single-Family Home
$12,300,000
12/10/25
4
5
4,236
712 Newhall Rd, Burlingame, CA
0.06
Single-Family Home
$6,060,000
10/17/25
4
4.5
3,274
1735 Crockett Ln, Hillsborough, CA
0.27
Single-Family Home
$6,000,000
06/26/26
4
3
3,000
838 Walnut Ave, Burlingame, CA
0.20
Single-Family Home
$3,500,000
10/29/25
4
4
2,970
717 Walnut Ave, Burlingame, CA
0.09
Single-Family Home
$4,500,000
07/08/26
3
2.5
2,918
1745 Crockett Ln, Hillsborough, CA
0.29
Single-Family Home
$5,707,600
09/19/25
5
4
3,050
1715 Forest View Ave, Hillsborough, CA
0.22
Single-Family Home
$7,486,250
10/20/25
5
5
4,496
45 Kammerer Ct, Hillsborough, CA
0.31
Single-Family Home
$9,300,000
08/27/25
5
3.5
3,430
695 Fairway Cir, Hillsborough, CA
0.11
Single-Family Home
$11,100,000
10/29/25
5
5.5
5,057
975 Hillsborough Blvd, Hillsborough, CA
0.23
Single-Family Home
$5,300,000
11/24/25
3
2.5
2,700

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
7 Windsor Dr, Hillsborough, CA 94010
0.03
$12,300,000
4
5
4,236
Recently Sold
680 Fairway Cir, Hillsborough, CA 94010
0.07
$5,650,000
3
3.5
3,540
For Sale
695 Fairway Cir, Hillsborough, CA 94010
0.11
$11,100,000
5
5.5
5,057
Recently Sold
717 Walnut Ave, Burlingame, CA 94010
0.09
$4,500,000
3
2.5
2,918
Recently Sold
1611 Willow Ave, Burlingame, CA 94010
0.09
$4,043,800
5
3
2,709
Off Market
812 Newhall Rd, Burlingame, CA 94010
0.13
$3,170,000
2
2
1,374
Recently Sold
632 Fairway Cir, Hillsborough, CA 94010
0.15
$8,366,200
6
7
4,180
Off Market
816 Newhall Rd, Burlingame, CA 94010
0.13
$3,998,200
3
3.5
2,353
Off Market
1524 Arc Way, Burlingame, CA 94010
0.14
$3,500,000
3
1.5
2,310
Recently Sold
827 Walnut Ave, Burlingame, CA 94010
0.15
$4,761,500
3
2.5
2,809
Off Market
1500 Willow Ave #301, Burlingame, CA 94010
0.17
$955,000
2
2
1,453
Recently Sold
735 El Camino Real #105, Burlingame, CA 94010
0.18
$896,300
2
2
1,306
Off Market

Local Information

  • Map ViewExplore the area around 8 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1948
Lot Size
0.4 acres
Living Area
3,740 sqft
Price/Sqft
$1,783
Parking
Garage

About this House

This single-family home is located at 8 Windsor Dr, Hillsborough, CA. 8 Windsor Dr is in Hillsborough, CA and in ZIP code 94010. This property has 4 bedrooms, 4 bathrooms and approximately 3,740 sqft of floor space. This property has a lot size of 0.40 acres and was built in 1948.
8 Windsor Dr, Hillsborough, CA 94010 is a 4 bedroom, 4 bathroom, 3,740 sqft single-family home built in 1948. It last sold for $1,220,000 on Aug 14, 1998. It is currently off market. The Trulia Estimate is $6,667,000, with a rent estimate of $7,796/month.

Home Details for 8 Windsor Dr

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1948
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: 0.40 acres

Price and Tax history

DateEventPrice
Aug 14, 1998
Source: N/A
Sold
$1,220,000

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
Skip to last item
  • Results are loading
Skip to first item

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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Garage

6 rentals with a garage in Hillsborough, CA

Explore by feature - Pool

7 rentals with a pool in Hillsborough, CA

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Hillsborough, CA

Homes for sale near 8 Windsor Dr

Skip to last item
Skip to first item

Off Market Homes Near 8 Windsor Dr

Skip to last item
Skip to first item

Frequently asked questions about 8 Windsor Dr

  • What is 8 Windsor Dr estimated to be worth?
    Trulia's estimated value for 8 Windsor Dr in Hillsborough, CA is $6,667,000.
  • What is the price history for 8 Windsor Dr?
    8 Windsor Dr in Hillsborough, CA last sold for $1,220,000 in August 1998.
  • 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 8 Windsor Dr have a pool?
    Yes, 8 Windsor Dr in Hillsborough, CA has a pool.
  • How big is the lot at 8 Windsor Dr?
    The lot at 8 Windsor Dr in Hillsborough, CA is about 0.40 acres (17,467 sq ft).