20585 Whispering Oaks Drive
San Jose, CA 95120 • 4 Bed • 4 Bath • 3,865 sq.ft.

Property summary

Welcome to the ultimate lifestyle of serenity and privacy. Perched atop a private 2.1-acre hilltop, with a escalating private driveway, wrought iron fencing, mature eucalyptus trees and fruit trees, breathtaking long distance sunrise and 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, and a sunny spacious breakfast nook with plenty of dining storage. Second story with endless view features the luxurious large primary suite with a sitting area and a cozy fireplace, joined by two well-sized guest bedrooms and balconies. Recent upgrades include thermal windows, upstairs carpet, kitchen appliances, and fresh interior/exterior paint. Step outside to enjoy multi-level front and back terraces, an enormous patio gazebo with an outdoor kitchen area, a newly plastered custom pool with a solar heating system, a lush grassy yard with stone finishes, all surrounded by mature trees and endless unobstructed meditative views. Lot includes a full acre of county-approved building and land surveys with environmental clearance to expand the main house to total 8 bedrooms or a second ADU or JADU dwelling sized at 1,700 sqft. Land for horses, vineyards, or orchards, with a 3-car garage and ample parking for entertaining and guests. This one-of-a-kind property offers the ultimate privacy and luxury lifestyle all within minutes from the local amenities of Almaden Valley.

Days on market: 3

Listing updated: July 07, 2025 - 12:48:07

Property details

Property ID
OC25134772
Size
3865 sq.ft.
Home Type
Residential
Year Built
1986
Property Size
2.1014 acres
Garage
3
Levels
2
Spa
No
Patio
Rear Porch, Deck, Front Porch, Patio, Stone
Basement
No
View
Canyon, Panoramic, Pool, Trees/Woods
Pool
Private, Solar Heat

Listed by: Sweenie Khachi DRE #02047541 949-339-7775, Homs Real Estate - Orange County

Source: Orange County, MLS#: OC17276 Originating MLS: CRMLS

Interior information

Rooms
Bedroom, Entry/Foyer, Family Room, Foyer, Kitchen, Laundry, Living Room, Primary Bedroom, Other
Bathrooms
4
Kitchen
6 Burner Stove, Double Oven, Dishwasher, Electric Cooktop, Electric Oven, Gas Oven
Cooling
Central Air
Heating
Electric, Forced Air
Flooring
Carpet, Stone
Laundry
Laundry Room
$4,888,000
Property price
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The multiple listing data appearing on this website, or contained in reports produced therefrom, is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All listing data, including but not limited to square footage and lot size is believed to be accurate, but the listing Agent, listing Broker and CRMLS and its affiliates do not warrant or guarantee such accuracy. The viewer should independently verify the listed data prior to making any decisions based on such information by personal inspection and/or contacting a real estate professional. Based on information from California Regional Multiple Listing Service, Inc. as of 2025-07-08 14:36:13 PST and /or other sources. 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.

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