Welcome to 21449 Toll Gate Road perched above Saratoga in the prestigious gated enclave of Quail Ridge with acclaimed Saratoga schools, this extraordinary residence offers an enchanting fusion of European grandeur and refined California living. Encompassing approximately 7,100 sq. ft. on 3.34 acres with seven bedrooms, seven full bathrooms and a convenient powder bathroom. The home is richly appointed with Honduran mahogany paneling, dramatic architectural details and sweeping vistas spanning the Bay Area and Santa Cruz Mountains. Designed for both intimate living and lavish entertaining, the estate opens to expansive outdoor gathering spaces framed by manicured grounds, more than 1,000 grapevines and a striking 50 foot swimming pool. Terraces invite memorable celebrations against a breathtaking natural backdrop, from golden hour gatherings to elegant evenings beneath the stars. The guesthouse provides gracious accommodations, while the impressive motor court and four car garage elevate both arrival and convenience. Moments from historic downtown Saratoga, scenic recreation, this singular hilltop estate presents a rare opportunity to experience timeless sophistication, privacy and resort inspired living in one of Silicon Valleys most coveted settings with unmatched distinction.
Single-familyProperty Type
1985Year Built
3.34 acresLot Size
$1,387Price/Sq.Ft.
4 garage spacesParking
Listed by Andy Tse•DRE #01345580• Intero Real Estate Services
Make a winning offer with the help of a local agent
Around this home
Schools
K - 12
Preschool & daycare
Foothill Elementary School
Public K-5 • Assigned • 0.9mi
9/10
Redwood Middle School
Public 6-8 • Assigned • 1.8mi
9/10
Saratoga High School
Public 9-12 • Assigned • 1.1mi
10/10
Provided by GreatSchools
About Saratoga
Foothills
Saratoga Foothills, located between downtown Saratoga and the Santa Cruz Mountains, is a residential and hillside Saratoga neighborhood with winding lanes and vineyard-dotted views. The neighborhood’s character concentrates around Big Basin Way near Saratoga Avenue, where sidewalk patios, tasting rooms, and small galleries set a polished, unhurried pace. Architectural lines lean toward ranch homes, custom builds, and tucked-away estates framed by mature oaks and stone walls. Mountain light and open space shape daily routines, with trailheads and creekside paths close by. Community touchstones include Montalvo Arts Center, Mountain Winery, and Hakone Estate and Gardens. The terrain shifts quickly from village blocks to foothill roads, giving the area a distinctly West Valley feel.
Provided by Walk Score and Local Logic
Offer insights
21449 Toll Gate Rd · $9,850,000
$9.89M and above
75% chance or better to win
Why $9.89M+ is a strong offer
DAYS ON MARKET
36 days
The average home goes pending in 15 days.
SALE-TO-LIST
103.6%
Most homes are selling 4% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Living
Dining
Interior features
High ceilings
Skylights
Wet bar
Open beam ceiling
Walk-in closet
Security gate
Bathrooms
Seven full bathrooms
One half bathroom
Marble finishes
Double sinks
Bidet
Combination of tubs, tubs with jets, stall showers and shower/tub setups
Kitchen
Gas cooktop
Electric and built-in ovens (double oven)
Self-cleaning oven
Microwave
Refrigerator
Freezer
Garbage disposal
Granite countertops
Island with sink
Pantry
220V outlet and gas hookups
Laundry & utility
Washer and dryer included
Laundry room with tub/sink
Flooring
Hardwood floors
Heating & cooling
Central forced air heating (gas)
Multi-zone cooling
Heating with 2+ zones
Exterior features
Back yard
Balcony/patio
Barbecue area
Fenced yard
Complete perimeter fencing with gate and mixed height/type
Heated in-ground pool with solar heating and pool/spa combo
Sweep-style pool cleaning
Garden/greenbelt, city lights, mountain and vineyard views
Home design
Chalet-style home
Three stories
Parking
Attached garage with 4 spaces
Room for oversized vehicles
Gate/door opener
Guest/visitor parking
Total parking for 10 vehicles
Security
Security gate
Construction
Flat and rolled/hot mop roofing
Concrete perimeter foundation, slab and sealed crawlspace
Utilities
Public water
Public sewer
Public utilities
Individual gas meters
Cable TV available
Electricity and solar
View estimated energy costs and solar savings for this home
Welcome to 21449 Toll Gate Road perched above Saratoga in the prestigious gated enclave of Quail Ridge with acclaimed Saratoga schools, this extraordinary residence offers an enchanting fusion of European grandeur and refined California living. Encompassing approximately 7,100 sq. ft. on 3.34 acres with seven bedrooms, seven full bathrooms and a convenient powder bathroom. The home is richly appointed with Honduran mahogany paneling, dramatic architectural details and sweeping vistas spanning the Bay Area and Santa Cruz Mountains. Designed for both intimate living and lavish entertaining, the estate opens to expansive outdoor gathering spaces framed by manicured grounds, more than 1,000 grapevines and a striking 50 foot swimming pool. Terraces invite memorable celebrations against a breathtaking natural backdrop, from golden hour gatherings to elegant evenings beneath the stars. The guesthouse provides gracious accommodations, while the impressive motor court and four car garage elevate both arrival and convenience. Moments from historic downtown Saratoga, scenic recreation, this singular hilltop estate presents a rare opportunity to experience timeless sophistication, privacy and resort inspired living in one of Silicon Valleys most coveted settings with unmatched distinction.
MLSListings #ML80321363
Jun 12, 2003
Sold
$4,900,000
$690/sq ft
Apr 25, 2003
Listing Removed
—
Apr 15, 2003
Listed
*
Apr 15, 2003
Listed
$4,995,000
$704/sq ft
There are no remarks available.
MLSListings #ML89929603
Jan 26, 2000
Sold
—
Jan 26, 2000
Listing Removed
—
Jul 5, 1999
Listed
*
Jul 5, 1999
Listed
$3,988,888
$562/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$82,530 (+1.0%)
$4,284,186 + $2,954,605
$7,238,791
2024
$81,680 (+0.8%)
$4,200,183 + $2,896,672
$7,096,855
2023
$81,070 (+2.1%)
$4,117,827 + $2,839,875
$6,957,702
2022
$79,392 (+1.6%)
$4,037,086 + $2,784,192
$6,821,278
2021
$78,160 (+2.1%)
$3,957,928 + $2,729,600
$6,687,528
2020
$76,574 (+1.6%)
$3,880,322 + $2,676,079
$6,556,401
2019
$75,334 (+1.7%)
$3,840,535 + $2,648,640
$6,489,175
2018
$74,078 (+0.3%)
$3,765,231 + $2,596,706
$6,361,937
2017
$73,825 (+2.8%)
$3,619,023 + $2,495,874
$6,114,897
2016
$71,780 (+1.9%)
$3,619,023 + $2,495,874
$6,114,897
2015
$70,445 (+2.1%)
$3,548,062 + $2,446,936
$5,994,998
2014
$69,028 (+2.6%)
$3,426,310 + $2,362,969
$5,789,279
2012
$67,248 (+3.4%)
$3,410,825 + $2,352,290
$5,763,115
2011
$65,011 (+0.4%)
$3,343,947 + $2,306,167
$5,650,114
2010
$64,741 (+0.2%)
$3,278,380 + $2,260,949
$5,539,329
2009
$64,586 (+4.5%)
$3,253,879 + $2,244,052
$5,497,931
2008
$61,793
$3,197,657 + $2,205,279
$5,402,936
Public record
Public record
Zoning
Permits
Beds
7
Baths
7.5
Stories
3
Lot width
—
Lot depth
—
Lot size
3.34 Acres
Year renovated
1987
Finished Sq. Ft.
7,100
Unfinished Sq. Ft.
—
Total Sq. Ft.
7,100
Year built
1985
Style
Single Family Residential
County
Santa Clara County
APN
50362025
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 30, 2026.
HR
Hillside Residential District
In addition to the objectives set forth in Section 15-05.020, the hillside residential district is included in the Zoning Ordinance to achieve the following purposes: To maintain to the maximum degree feasible, the natural environment and existing rural character of the area to which the district is applied.; To encourage development on gently sloping sites having natural screening features in preference to develop on steep, visually exposed sites.; To implement the open space element of the General Plan by ensuring maximum preservation of open space, including major ridgelines, densely wooded areas, and riparian vegetation.; To prevent development that would be subject to significant uncorrectable geotechnical or flood hazards.; To implement the Northwestern Hillside Specific Plan as adopted by the City on June 2, 1981, for the area included within the Specific Plan boundaries.
Permitted uses
Include but are not limited to:
Housing-Group
Housing-Single unit
Housing-Other
Communications tower
Agriculture-Cropland
Park & open space
Nov 14, 2006 • Final
Plmg
Plumbing
Mar 2, 2006 • Final
Rre
Install detached solar heating panels for a pool.
Electrical
Solar
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.
Local insights from Redfin agents
The Saratoga housing market remains highly competitive, driven by strong demand and limited inventory. Over the past three months, the median home price was approximately $3.5M, reflecting continued buyer interest in this highly desirable community.