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

Property summary

Experience unmatched privacy and 360 degree views from this English-inspired custom estate on 2.1 acres atop a hilltop and buildble leveled land for an ADU. The 4 bed, 2 full plus 2 half bath home features a dramatic spiral staircase, marble flooring, leaded glass, crystal chandeliers, and 3 marble fireplaces. Classic entertaining spaces in both formal living and dining rooms, a spacious family room with coffered ceilings, hidden theater screen, custom wet bar, and chef’s kitchen with mahogany cabinetry, granite counters, and high-end appliances. Upstairs includes a the primary suite with fireplace and sitting area, plus two guest bedrooms with balconies. Enjoy outdoor multi-level terraces, a lush grassy yard with stone finishes, a custom solar-heated pool, all surrounded by mature trees and endless unobstructed meditative views. Property includes county-approved surveys and environmental clearance for expansion, potential for an addition to total 8 bedrooms to main house or a separate private 1,700 sq ft ADU/JADU in a private area near the top of the road. Land surrounds both the north and sound ends of the property for expansion. Plenty of space for horses, vineyards, or orchards, plus a 3-car garage and ample guest parking. Top schools include Williams, Bret Harte and Leland High.

Days on market: 34

Listing updated: August 07, 2025 - 02:33:08

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 2025-08-12 01:42:39 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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