Modern English Tudor masterpiece located at the end of a private cul-de-sac in prestigious Hillsborough with views of San Francisco. Extensively remodeled/rebuilt in two phases (2003 and 2009), the attention to detail is obvious and exquisite. With 5,892sf of living space plus 1,000+sf of indoor bonus space, this home provides everything you need: 4 bedrooms in the main home, plus a level-in second unit with a living room, bed, bath & kitchen with separate entrance. 25+ foot high vaulted ceilings in the living room with a seamless flow between the chef's kitchen/great room (with views of SF), formal dining & living room, library/office space. Wrap-around entertainment patios are perfect for the family or hosting large (100+) events. The primary suite is one of four upstairs bedrooms, with a spa-like bathroom and private patio. Two beds share a bath and the one bedroom has floor-to-ceiling windows to SF. Downstairs: a large media/family room, bathroom & 1000sf+ of add'l bonus space including extensive storage, finished spaces & access to the turf/play area. Radiant heat throughout much of the home and quality craftsmanship. Top-rated Hillsborough public schools and perfectly situated between San Francisco and Silicon Valley.
Single-familyProperty Type
1927Year Built
0.58 acresLot Size
$1,413Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Alexa The Dwyer Group•DRE #70010007• Compass
Contact: 650-931.2036
Bought with The Laugesen Team•DRE #70010005• KW Advisors
Modern English Tudor masterpiece located at the end of a private cul-de-sac in prestigious Hillsborough with views of San Francisco. Extensively remodeled/rebuilt in two phases (2003 and 2009), the attention to detail is obvious and exquisite. With 5,892sf of living space plus 1,000+sf of indoor bonus space, this home provides everything you need: 4 bedrooms in the main home, plus a level-in second unit with a living room, bed, bath & kitchen with separate entrance. 25+ foot high vaulted ceilings in the living room with a seamless flow between the chef's kitchen/great room (with views of SF), formal dining & living room, library/office space. Wrap-around entertainment patios are perfect for the family or hosting large (100+) events. The primary suite is one of four upstairs bedrooms, with a spa-like bathroom and private patio. Two beds share a bath and the one bedroom has floor-to-ceiling windows to SF. Downstairs: a large media/family room, bathroom & 1000sf+ of add'l bonus space including extensive storage, finished spaces & access to the turf/play area. Radiant heat throughout much of the home and quality craftsmanship. Top-rated Hillsborough public schools and perfectly situated between San Francisco and Silicon Valley.
MLSListings #ML80020871
Aug 2, 2000
Sold
$3,070,000
$521/sq ft
Jul 28, 2000
Listing Removed
—
May 19, 2000
Listed
$3,395,000
$576/sq ft
CLASSIC 1920'S TUDOR HIGH CEILINGS HARD WOOD FLOORING ELEGANT MOLDINGS ADD TO OLD WORLD GRANDEUR.BAY&CITY VIEWS LUSH GROUNDS&ENGLISH COUNTRY GARDENS STONE TERRACES-LEVEL LAWNS-A PRIVATE TRANQUIL RETREAT..CO LISTED W/RICHARD DWYER
Public Records
Dec 6, 1996
Sold
$1,495,000
$254/sq ft
Public Records
Jan 27, 1988
Sold
$1,152,500
$196/sq ft
Public Records
Nov 1, 1982
Sold
$900,000
$153/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$63,077 (+2.1%)
$5,385,600 + $1,675,350
$7,060,950
2024
$61,767 (+1.6%)
$4,219,187 + $885,137
$5,104,324
2023
$60,783 (+4.3%)
$4,136,458 + $867,782
$5,004,240
2022
$58,297 (+2.1%)
$4,055,351 + $850,768
$4,906,119
2021
$57,117 (+1.7%)
$3,975,835 + $834,087
$4,809,922
2020
$56,136 (+2.3%)
$3,897,878 + $817,733
$4,715,611
2019
$54,866 (+3.0%)
$3,857,911 + $809,350
$4,667,261
2018
$53,264 (+1.6%)
$3,782,266 + $793,481
$4,575,747
2017
$52,428 (+2.6%)
$3,635,397 + $762,670
$4,398,067
2016
$51,103 (+1.4%)
$3,635,397 + $762,670
$4,398,067
2015
$50,405 (+27.0%)
$3,564,115 + $747,717
$4,311,832
2014
$39,687 (+25.8%)
$2,727,500 + $572,500
$3,300,000
2012
$31,542 (+1.3%)
$2,645,000 + $555,000
$3,200,000
2011
$31,145 (+0.9%)
$2,149,000 + $451,000
$2,600,000
2010
$30,875 (+0.5%)
$2,240,000 + $360,000
$2,600,000
2009
$30,736 (+0.5%)
$2,240,000 + $360,000
$2,600,000
2008
$30,590
$2,240,000 + $360,000
$2,600,000
Tax history for 30 Drayton Rd
Year
Property tax
Land + Additions
Assessment*
2025
$63,077 (+2.1%)
$5,385,600 + $1,675,350
$7,060,950
2024
$61,767 (+1.6%)
$4,219,187 + $885,137
$5,104,324
2023
$60,783 (+4.3%)
$4,136,458 + $867,782
$5,004,240
2022
$58,297 (+2.1%)
$4,055,351 + $850,768
$4,906,119
2021
$57,117 (+1.7%)
$3,975,835 + $834,087
$4,809,922
2020
$56,136 (+2.3%)
$3,897,878 + $817,733
$4,715,611
2019
$54,866 (+3.0%)
$3,857,911 + $809,350
$4,667,261
2018
$53,264 (+1.6%)
$3,782,266 + $793,481
$4,575,747
2017
$52,428 (+2.6%)
$3,635,397 + $762,670
$4,398,067
2016
$51,103 (+1.4%)
$3,635,397 + $762,670
$4,398,067
2015
$50,405 (+27.0%)
$3,564,115 + $747,717
$4,311,832
2014
$39,687 (+25.8%)
$2,727,500 + $572,500
$3,300,000
2012
$31,542 (+1.3%)
$2,645,000 + $555,000
$3,200,000
2011
$31,145 (+0.9%)
$2,149,000 + $451,000
$2,600,000
2010
$30,875 (+0.5%)
$2,240,000 + $360,000
$2,600,000
2009
$30,736 (+0.5%)
$2,240,000 + $360,000
$2,600,000
2008
$30,590
$2,240,000 + $360,000
$2,600,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
5
Baths
5.5
Stories
2
Lot width
—
Lot depth
—
Lot size
25,321
Year renovated
2009
Sq. Ft.
5,892
Year built
1927
Style
Single Family Residential
County
San Mateo County
APN
030215100
Parking Spaces
4
Basement
Yes
Accessible
No
HOA Dues
—
Garage
Yes
Features
Views
Last updated by owner on Jul 22, 2025.
Jan 17, 2025 • Final
Upper sewer lateral
Remove and replace the upper lateral sewer line.
Plumbing
Aug 31, 2020 • Final
Gas line
Install a new gas line for a new pool heater.
Gas
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.