Set on more than half an acre of serene, park-like grounds, this exceptional contemporary residence blends sophisticated design with effortless livability. A gracious foyer introduces a dramatic living room with vaulted ceilings, fireplace, and plantation shutters, flowing seamlessly into the formal dining room. The chefs kitchen opens to generous dining and family spaces, while expansive glass doors invite effortless indoor-outdoor living on the spacious deck and beautifully landscaped grounds. A main-level en-suite bedroom offers ideal flexibility for guests or a private office. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath, complemented by three additional bedrooms, including two en-suites. Fiber-optic connectivity, a fully wired alarm system, Wi-Fi-enabled cameras, and a three-car garage add modern convenience. The location offers excellent walkability, nearby hiking and open space at Edgewood Park, and easy access to the restaurants, shops, and amenities of downtown San Carlos and Redwood City. Convenient access to major streamlined commute routes. This distinctive property combines generous grounds, comfortable living spaces, and a highly desirable location.
Single-familyProperty Type
1993Year Built
0.53 acresLot Size
$1,266Price/Sq.Ft.
3 car garageParking
Listed by John Shroyer•DRE #00613370• Golden Gate Sotheby's International Realty
Bought with Nancy Adele Stuhr•DRE #00963170• Christie's International Real Estate Sereno
Est. $9,553 per month, based on comparable rentals
Sale and tax history for 239 Upland Rd
Sale History
Tax History
Date
Event
Price
MLSListings #ML82057652
Sep 25, 2026
Sold
$4,350,000
$1,266/sq ft
Sep 24, 2026
Pending
—
Sep 24, 2026
Pending
—
Sep 22, 2026
Pending
—
Aug 27, 2026
Pending
—
Aug 13, 2026
Listed
$3,995,000
$1,163/sq ft
+60
Set on more than half an acre of serene, park-like grounds, this exceptional contemporary residence blends sophisticated design with effortless livability. A gracious foyer introduces a dramatic living room with vaulted ceilings, fireplace, and plantation shutters, flowing seamlessly into the formal dining room. The chefs kitchen opens to generous dining and family spaces, while expansive glass doors invite effortless indoor-outdoor living on the spacious deck and beautifully landscaped grounds. A main-level en-suite bedroom offers ideal flexibility for guests or a private office. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath, complemented by three additional bedrooms, including two en-suites. Fiber-optic connectivity, a fully wired alarm system, Wi-Fi-enabled cameras, and a three-car garage add modern convenience. The location offers excellent walkability, nearby hiking and open space at Edgewood Park, and easy access to the restaurants, shops, and amenities of downtown San Carlos and Redwood City. Convenient access to major streamlined commute routes. This distinctive property combines generous grounds, comfortable living spaces, and a highly desirable location.
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81724835
Aug 13, 2026
Listing Removed
—
MLSListings #ML81740192
Apr 8, 2019
Sold
$2,890,000
$841/sq ft
Mar 30, 2019
Pending
—
Mar 24, 2019
Price Changed
$2,899,000
$844/sq ft
Feb 25, 2019
Listed
$3,198,000
$931/sq ft
Feb 25, 2019
Listed
$2,899,000
$844/sq ft
Public Records
Jun 5, 1997
Sold
$860,000
$250/sq ft
Public Records
Mar 17, 1994
Sold
$735,000
$214/sq ft
Public Records
May 8, 1981
Sold
$75,000
$22/sq ft
Public Records
Jan 1, 1979
Sold
$55,000
$16/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$36,648 (+1.3%)
$1,769,321 + $1,519,000
$3,288,321
2024
$36,171 (+1.8%)
$1,734,629 + $1,489,216
$3,223,845
2023
$35,537 (+4.8%)
$1,700,617 + $1,460,016
$3,160,633
2022
$33,910 (+4.3%)
$1,667,272 + $1,431,389
$3,098,661
2021
$32,518 (+1.4%)
$1,634,581 + $1,403,323
$3,037,904
2020
$32,080 (+131.2%)
$1,602,531 + $1,375,807
$2,978,338
2019
$13,877 (+2.7%)
$1,586,100 + $1,361,700
$2,947,800
2018
$13,513 (+1.1%)
$627,812 + $627,812
$1,255,624
2017
$13,365 (+1.6%)
$603,434 + $603,434
$1,206,868
2016
$13,151 (+3.9%)
$603,434 + $603,434
$1,206,868
2015
$12,658 (+2.0%)
$591,602 + $591,602
$1,183,204
2014
$12,413 (+2.6%)
$571,302 + $571,302
$1,142,604
2012
$12,098 (+2.5%)
$568,721 + $568,721
$1,137,442
2011
$11,801 (+1.3%)
$557,570 + $557,570
$1,115,140
2010
$11,649 (+0.6%)
$546,638 + $546,638
$1,093,276
2009
$11,582 (+2.2%)
$542,553 + $542,553
$1,085,106
2008
$11,331
$543,842 + $543,842
$1,087,684
Public record
Public record
Zoning
Permits
Beds
4
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
0.53 Acres
Year renovated
—
Sq. Ft.
3,340
Year built
1993
Style
Single Family Residential
County
San Mateo County
APN
058022060
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 2, 2026.
R-1
Residential Single-Family District
This district is located predominantly in the western portion of the city with both sloped and flat lots and promotes a low-density residential living environment.
Permitted uses
Include but are not limited to:
Housing-Single unit
Housing-Senior
Aug 14, 2025 • Final
Alterations_residential
Replace the existing heating and air conditioning system with a new heat pump and air handler. Install a new 30 amp circuit breaker.
Heat pump
HVAC
Feb 27, 2019 • Final
Sfr building
Remove and replace a water heater with a similar model in the garage.
Plumbing
Water heater
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.