20585 Whispering Oaks Drive, San Jose, CA 95120
Local realty services provided by:ERA North Orange County Real Estate



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
Office:homs real estate
MLS#:OC25134772
Source:SANDICOR
Price summary
- Price:$4,888,000
- Price per sq. ft.:$1,264.68
About this home
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 chefs 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.
Contact an agent
Home facts
- Year built:1986
- Listing Id #:OC25134772
- Added:62 day(s) ago
- Updated:August 18, 2025 at 02:48 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:2
- Half bathrooms:2
- Living area:3,865 sq. ft.
Heating and cooling
- Cooling:Central Forced Air
- Heating:Forced Air Unit
Structure and exterior
- Roof:Stone
- Year built:1986
- Building area:3,865 sq. ft.
Utilities
- Water:Public
Finances and disclosures
- Price:$4,888,000
- Price per sq. ft.:$1,264.68
New listings near 20585 Whispering Oaks Drive
- New$1,949,999Active4 beds 3 baths2,520 sq. ft.
3825 Wellington Square, SAN JOSE, CA 95136
MLS# 82018324Listed by: COMPASS - New$1,249,888Active4 beds 4 baths1,630 sq. ft.
842 E Julian Street, San Jose, CA 95112
MLS# ML82016258Listed by: EXP REALTY OF NORTHERN CALIFORNIA, INC. - New$775,000Active2 beds 3 baths1,294 sq. ft.
5453 Colony Green Drive, San Jose, CA 95123
MLS# ML82018345Listed by: COMPASS - New$799,000Active2 beds 1 baths718 sq. ft.
682 N 18th Street, San Jose, CA 95112
MLS# 225108254Listed by: VILLAGE FINANCIAL GROUP - Open Sat, 1 to 4pmNew$1,799,000Active3 beds 2 baths1,371 sq. ft.
6482 Bollinger Road, San Jose, CA 95129
MLS# ML82018329Listed by: INTERO REAL ESTATE SERVICES - New$840,000Active2 beds 2 baths925 sq. ft.
803 Debut Court, San Jose, CA 95134
MLS# ML82018437Listed by: ROBERT SMITH, BROKER - Open Sat, 1 to 4pmNew$1,899,999Active4 beds 3 baths2,124 sq. ft.
910 Foothill Drive, San Jose, CA 95123
MLS# ML81988232Listed by: KW BAY AREA ESTATES - New$1,750,000Active4 beds 3 baths2,313 sq. ft.
327 Crest Drive, San Jose, CA 95127
MLS# ML82018421Listed by: KW BAY AREA ESTATES - New$2,799,888Active3 beds 3 baths1,915 sq. ft.
1349 Happy Valley Avenue, San Jose, CA 95129
MLS# ML82017589Listed by: EXP REALTY OF NORTHERN CALIFORNIA, INC. - Open Wed, 9:30am to 1pmNew$1,189,000Active3 beds 4 baths1,474 sq. ft.
238 Element Road, San Jose, CA 95110
MLS# ML82018404Listed by: COMPASS