Welcome to the ultimate lifestyle of privacy and serenity. Perched atop a private 2.1-acre hilltop with plenty of leveled buildable land, an escalating private driveway with mature eucalyptus and fruit trees and breathtaking long distance sunrise sunset views, this custom English-inspired estate blends timeless craftsmanship and breathtaking 360 degree views from every window and terrace. The 4-bed, 2 full, 2 half bath home, features a dramatic spiral staircase with hand-forged iron railing upon entry, rich marble flooring throughout the main level, elegant details including leaded glass, crystal chandeliers, and three marble fireplaces, and spacious areas with privacy from every room. The formal living and dining rooms provide classic entertaining space, while a downstairs room allows for a private office or an optional guest bedroom flexibility. The expansive family room impresses with coffered ceilings, hidden automatic theatre screen and surround sound speakers, a custom walk-around wet bar great for entertaining and parties, and one of three classical fireplaces. A chef’s dream kitchen features mahogany cabinetry, granite countertops, high-end updated appliances and 6 burner stovetop, a large island with sink, plenty of dining storage, and a sunny spacious breakfast nook wit
MLS #
CROC25134772
MLS Source
California Regional MLS
Days on Site
14
Bedrooms
Ground Floor Bedroom, Primary Suite/Retreat
Kitchen
Other
Appliances
Dishwasher, Other, Oven - Double, Oven - Electric, Oven - Gas
Dining Room
Dining Area in Living Room, In Kitchen
Family Room
Other, Separate Family Room
Fireplace
Family Room, Living Room, Primary Bedroom
Laundry
In Laundry Room
Cooling
Central Forced Air
Heating
Electric, Forced Air
Roof
Rock
Pool
Heated - Solar, Pool - Yes
Style
Tudor
Garage/Parking
Garage, Gate/Door Opener, Guest / Visitor Parking, Other, Garage: 3 Car(s)
Elementary District
Santa Clara Unified
High School District
Santa Clara Unified
HOA Fee
$0
Zoning
RR-SR
20585 Whispering Oaks Dr is a Single Family Residence in San Jose, CA 95120. This 3,865 square foot property sits on a 2.101 Acres Lot and features 4 bedrooms & 2 full and 2 partial bathrooms. It is currently priced at $4,888,000 and was built in 1986.
This address can also be written as 20585 Whispering Oaks Dr, San Jose, CA 95120.©2025 California Regional MLS. All rights reserved. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information provided is for personal, non-commercial use by the viewer and may not be redistributed without explicit authorization from California Regional MLS.
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This listing information is up-to-date as of July 14, 2025. For the most current information, please contact Sweenie Khachi, (949) 339-7775