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20585 Whispering Oaks Drive, 
San Jose, CA 95120

$4,888,000


4

Beds


4

Baths


3,865

Sq Ft


Single Family

Active

Listed by

Sweenie Khachi

Homs Real Estate

Last updated:

July 17, 2025, 01:57 PM

MLS#

CROC25134772

Source:

CAMAXMLS

About This Home

20585 Whispering Oaks Drive

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 w

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1986

Price Summary

4,888,000

$1,264 per Sq. Ft.

MLS #:

CROC25134772

Last Updated:

July 17, 2025, 01:57 PM

Added:

15 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

2

Interior

Living Area:

3,865 Sq. Ft.


Structure

Structure

Architectural Style:

Tudor

Building Area:

3,865 Sq. Ft.

Year Built:

1986


Lot

Lot Size (Sq. Ft):

91,536


Finances & Disclosures

Finances

Price:

$4,888,000

Price per Sq. Ft:

$1,264 per Sq. Ft.

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Bay East 2025. CCAR 2025 bridgeMLS 2025. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at July 17, 2025

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