Major $500K adjustment from the original list price. A rare Monte Sereno hillside property on prestigious Withey Road, offering one of the South Bays best views of the Valley, with sweeping city-light, garden, and vineyard outlooks. The elevated setting creates the dramatic outlook, peaceful separation, and tucked-away feel while still being only a 4-min drive to vibrant downtown Los Gatos. The property offers privacy, charm, and rare seclusion in one of the areas most exclusive enclaves. The elegant two-story residence is move-in ready and filled with natural light through high ceilings, large windows, and skylights. The very spacious kitchen offers abundant cabinetry and opens to the main living areas and a large deck. 2 fireplaces, a private primary balcony, large walk-in closet, and second ensuite with stunning hillside views. Outdoor has a flat lawn area, detached wine house with running water & electricity, small vineyard, mature landscaping, and 8 private parking spaces exclusive to this residence. Large rear-yard access provides flexibility for a potential ADU with separate entrance, plus opportunity to expand usable grounds from the vineyard or lawn. A remodeled bathroom, new dual HVAC systems, and Tesla EV charger. Saratoga Unified Schools, Highways 85 and 17.
Single-familyProperty Type
1995Year Built
1 acresLot Size
$1,125Price/Sq.Ft.
2 car garageParking
Listed by Spencer Hsu•DRE #02077253• eXp Realty of California Inc
Bought with Mike Masoumi•DRE #00887609• RE/MAX Santa Clara Valley
Est. $10,586 per month, based on comparable rentals
Sale and tax history for 18782 Withey Rd
Sale History
Tax History
Date
Event
Price
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82038157
Jul 10, 2026
Sold
$4,200,000
$1,125/sq ft
May 26, 2026
Pending
—
Apr 24, 2026
Price Changed
$4,498,000
$1,205/sq ft
Mar 31, 2026
Price Changed
$4,749,000
$1,273/sq ft
Mar 11, 2026
Listed
$4,999,000
$1,339/sq ft
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81885379
Jun 10, 2022
Sold
$4,250,000
$1,139/sq ft
May 9, 2022
Contingent
—
Apr 4, 2022
Listed
$4,600,000
$1,233/sq ft
+28
POTENTIAL LOT SPLIT AND ADU. STUNNING CITY & HILLSIDE VIEWS, MINUTES AWAY FROM DOWNTOWN LOS GATOS, THIS MOVE-IN-READY HOME ON AN ACRE LOT IS A RETREAT WITH VINEYARD. AWARD-WINNING SARATOGA SCHOOLS. ZILLOW EST. $5 MILLION+. ADDTL APPROX. DETACHED STRUCTURE NOT INCLUDED IN SQUARE FOOTAGE.
SDMLS #301527496
Aug 27, 2019
Listing Removed
—
May 4, 2019
Listed
$3,500,000
$938/sq ft
Public Records
Mar 6, 1990
Sold
$545,000
$146/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$52,487 (+1.3%)
$3,517,904 + $1,082,432
$4,600,336
2024
$51,803 (+0.8%)
$3,448,926 + $1,061,208
$4,510,134
2023
$51,396 (+231.9%)
$3,381,300 + $1,040,400
$4,421,700
2022
$15,486 (+2.2%)
$3,315,000 + $1,020,000
$4,335,000
2021
$15,146 (+2.2%)
$693,470 + $536,754
$1,230,224
2020
$14,826 (+1.6%)
$679,873 + $526,230
$1,206,103
2019
$14,587 (+1.8%)
$672,902 + $520,835
$1,193,737
2018
$14,326 (+0.9%)
$659,708 + $510,623
$1,170,331
2017
$14,204 (+3.1%)
$634,092 + $490,796
$1,124,888
2016
$13,781 (+2.1%)
$634,092 + $490,796
$1,124,888
2015
$13,498 (+2.2%)
$621,659 + $481,173
$1,102,832
2014
$13,204 (+3.0%)
$600,328 + $464,663
$1,064,991
2012
$12,816 (+3.9%)
$597,615 + $462,563
$1,060,178
2011
$12,333 (+0.9%)
$585,898 + $453,494
$1,039,392
2010
$12,224 (+0.3%)
$574,410 + $444,602
$1,019,012
2009
$12,192 (+4.4%)
$570,118 + $441,280
$1,011,398
2008
$11,676
$560,268 + $433,656
$993,924
Public record
Public record
Permits
Beds
4
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
1 Acre
Year renovated
1985
Sq. Ft.
3,732
Year built
1953
Style
Single Family Residential
County
Santa Clara County
APN
51031042
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 21, 2026.
Dec 14, 2018 • Final
Construction
Add a new bedroom and remodel the kitchen.
Addition
Kitchen
Remodel
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.
Property details
Parking
Parking Information
Garage Spaces: 2
Covered Spaces: 2
Parking Features: Attached, Parking Lot
Interior
Virtual Tour
Bathroom Information
# of Bathrooms Total: 4
# of Bathrooms Full: 3
# of Bathrooms Partial: 1
Interior Features
Interior Features: Family Room, Formal Dining Room, Pantry
Property information provided by bridgeMLS, Bay East AOR, or Contra Costa AOR when last listed in 2026. This data may not match public records. Learn more.