4 Windsor Dr, Hillsborough, CA 94010
OFF MARKET

4 Windsor Dr
Hillsborough, CA 94010

  • 3 Beds
  • 2 Baths
  • 2,780 sqft (on 0.51 acres)

$6,510,800

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $38,801/mo*
Refinance Your Home

$6,510,800

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $38,801/mo*
Refinance Your Home
3 Beds
2 Baths
2,780 sqft
(on 0.51 acres)

Local Information

  • Map ViewExplore the area around 4 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Elegance and Serentity
4 Windsor Dr, Hillsborough, CA 94010 is a 3 bedroom, 2 bathroom, 2,780 sqft single-family home built in 1949. It last sold for $4,000,000 on Jun 30, 2014. It is currently off market. The Trulia Estimate is $6,510,800, with a rent estimate of $6,946/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 4 Windsor Dr

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1949
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price History for 4 Windsor Dr

DatePriceEventSource
06/30/2014$4,000,000Sold
N/A
09/22/2011$2,085,000ListingRemovedAgent Provided
10/25/2010$2,085,000Sold
N/A
09/21/2010$2,085,000Listed For SaleAgent Provided
08/17/2004$2,688,000Sold
N/A
06/29/2000$1,821,000Sold
N/A

Market trends in Hillsborough

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
2MoM
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Property Tax and Assessment

Year2025
Tax$61,163
Assessment$4,933,160
Home facts updated by county records

Comparable Sales for 4 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
975 Hillsborough Blvd, Hillsborough, CA
0.20
Single-Family Home
$5,300,000
11/24/25
3
2.5
2,700
1735 Crockett Ln, Hillsborough, CA
0.30
Single-Family Home
$6,000,000
06/26/26
4
3
3,000
1745 Crockett Ln, Hillsborough, CA
0.31
Single-Family Home
$5,707,600
09/19/25
5
4
3,050
812 Newhall Rd, Burlingame, CA
0.15
Single-Family Home
$3,170,000
04/01/26
2
2
1,374
712 Newhall Rd, Burlingame, CA
0.07
Single-Family Home
$6,060,000
10/17/25
4
4.5
3,274
165 Pepper Ave, Burlingame, CA
0.50
Single-Family Home
$4,750,000
06/05/26
3
2.5
2,510
838 Walnut Ave, Burlingame, CA
0.22
Single-Family Home
$3,500,000
10/29/25
4
4
2,970
2120 Redington Rd, Hillsborough, CA
0.49
Single-Family Home
$5,050,000
10/01/25
4
4
2,860
7 Windsor Dr, Hillsborough, CA
0.04
Single-Family Home
$12,300,000
12/10/25
4
5
4,236
200 Occidental Ave, Burlingame, CA
0.58
Single-Family Home
$4,150,000
06/05/26
3
2.5
2,740

Nearby homes

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Assigned Schools

These are the assigned schools for 4 Windsor Dr.
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
    "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
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  • Patrick
    "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
    "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
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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
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Apartments for Rent

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Explore by feature - Garage

6 rentals with a garage in Hillsborough, CA

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Homes for sale near 4 Windsor Dr

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Off Market Homes Near 4 Windsor Dr

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