Nestled on a nearly 19,255 square foot lot in coveted Lower North Hillsborough, this inviting residence offers exceptional privacy and an effortless Peninsula lifestyle. Fresh, comfortable, and move-in ready, the home is designed for primarily single-level living with four bedrooms, an office, and four full baths on the main level. Nearly every room opens to the spectacular backyard, while walls of glass fill the home with natural light and create a seamless connection to the resort-inspired grounds. The backyard is the heart of the home. Enjoy sunny afternoons by the sparkling pool, entertain on expansive patios, or watch children play on the sprawling level lawn below, reminiscent of a private playing field. A separate lower level with its own entrance includes a bedroom, full bath, and spacious family roomideal for an au pair, extended family, guests, a home gym, or a private retreat. Lovingly maintained, including an updated heating system, this is a rare opportunity to own a timeless Hillsborough home where privacy, comfort, and exceptional indoor-outdoor living come together.
Single-familyProperty Type
1953Year Built
0.44 acresLot Size
$1,801Price/Sq.Ft.
2 car garageParking
Listed by Sternsmith Sternsmith Group•DRE #70016718• Compass
Contact: 650-678-5455
Bought with Sandra Comaroto•DRE #01791546• Compass
Est. $10,666 per month, based on comparable rentals
Sale and tax history for 2245 Oakdale Rd
Sale History
Tax History
Date
Event
Price
Public Records
Aug 3, 2026
Sold
$7,600,000
$1,801/sq ft
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82054472
Aug 3, 2026
Listing Removed
—
Aug 3, 2026
Sold
$7,600,000
$1,801/sq ft
Jul 21, 2026
Listed
$7,188,000
$1,703/sq ft
Jul 21, 2026
Listing Removed
—
+62
Nestled on a nearly 19,255 square foot lot in coveted Lower North Hillsborough, this inviting residence offers exceptional privacy and an effortless Peninsula lifestyle. Fresh, comfortable, and move-in ready, the home is designed for primarily single-level living with four bedrooms, an office, and four full baths on the main level. Nearly every room opens to the spectacular backyard, while walls of glass fill the home with natural light and create a seamless connection to the resort-inspired grounds. The backyard is the heart of the home. Enjoy sunny afternoons by the sparkling pool, entertain on expansive patios, or watch children play on the sprawling level lawn below, reminiscent of a private playing field. A separate lower level with its own entrance includes a bedroom, full bath, and spacious family roomideal for an au pair, extended family, guests, a home gym, or a private retreat. Lovingly maintained, including an updated heating system, this is a rare opportunity to own a timeless Hillsborough home where privacy, comfort, and exceptional indoor-outdoor living come together.
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML80222008
Jul 16, 2026
Listing Removed
—
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81026457
Jul 16, 2026
Listing Removed
—
MLSListings #ML81030951
Sep 3, 2010
Sold
$2,595,000
$615/sq ft
Aug 17, 2010
Pending
—
Jul 28, 2010
Pending
—
Jun 22, 2010
Listed
$2,690,000
$637/sq ft
Public Records
Jan 9, 2003
Sold
$1,000,000
$237/sq ft
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML80234815
Jan 9, 2003
Sold
$2,000,000
$474/sq ft
Jan 9, 2003
Listing Removed
—
Dec 4, 2002
Sold
$2,000,000
$474/sq ft
Jul 8, 2002
Listed
$2,369,000
$561/sq ft
Public Records
Sep 15, 1989
Sold
$1,175,000
$278/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$43,250 (+2.2%)
$2,358,772 + $1,032,365
$3,391,137
2024
$42,328 (+1.7%)
$2,312,522 + $1,012,123
$3,324,645
2023
$41,620 (+4.2%)
$2,267,179 + $992,278
$3,259,457
2022
$39,938 (+2.2%)
$2,222,725 + $972,822
$3,195,547
2021
$39,088 (+1.8%)
$2,179,143 + $953,748
$3,132,891
2020
$38,392 (+2.4%)
$2,136,415 + $935,048
$3,071,463
2019
$37,484 (+3.1%)
$2,114,509 + $925,461
$3,039,970
2018
$36,365 (+1.8%)
$2,073,049 + $907,315
$2,980,364
2017
$35,722 (+2.8%)
$1,992,550 + $872,084
$2,864,634
2016
$34,766 (+1.6%)
$1,992,550 + $872,084
$2,864,634
2015
$34,223 (+2.7%)
$1,953,481 + $854,985
$2,808,466
2014
$33,334 (+3.8%)
$1,886,447 + $825,647
$2,712,094
2012
$32,127 (+3.1%)
$1,877,922 + $821,916
$2,699,838
2011
$31,167 (+15.3%)
$1,841,100 + $805,800
$2,646,900
2010
$27,022 (+0.3%)
$1,805,000 + $790,000
$2,595,000
2009
$26,949 (+2.3%)
$2,131,851 + $112,201
$2,244,052
2008
$26,342
$2,136,916 + $112,468
$2,249,384
Public record
Public record
Permits
Beds
4
Baths
5
Stories
1
Lot width
—
Lot depth
—
Lot size
0.44 Acres
Year renovated
1963
Sq. Ft.
4,220
Year built
1953
Style
Single Family Residential
County
San Mateo County
APN
027351010
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 3, 2026.
Aug 31, 2027 • Active
Roof
Roofing
Nov 5, 2013 • Final
Water heater
Install a new tankless water heater.
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.