20585 Whispering Oaks

San Jose, CA, 95120
For Sale $4,888,000
  • 4beds
  • 3.5baths
  • 3,865sqft
  • 2.10acres
Build for the future on this private 2.1-acre hilltop estate with county-approved surveys and environmental clearance for expansion. This English-inspired custom home offers 3 bedrooms plus an office, optional 4th/guest bedroom, 2 full and 2 half baths, and is surrounded by leveled land ideal for a separate 1,700 sq ft ADU/JADU, perfect for multi-generational living. The residence features a dramatic spiral staircase, marble flooring, leaded glass, crystal chandeliers, and 3 marble fireplaces. Entertain in formal living and dining rooms, a spacious family room with coffered ceilings, hidden theater screen, wet bar, and a chef’s kitchen with mahogany cabinetry, granite counters, and high-end appliances. The upstairs primary suite includes a fireplace, sitting area, and private balcony, joined by two additional bedrooms with views. Outdoors, enjoy multi-level terraces, a lush grassy yard, custom solar-heated pool, and mature landscaping with unobstructed 360 degree views. The property’s north and south ends provide ample flat land for expansion, horses, vineyards, or orchards, with a 3-car garage and generous guest parking. Top-rated schools: Williams, Bret Harte, and Leland High.

Get in touch

Interested in this property or one like it? Reach out today to talk with advertising agent Shen Schulz.

Listed by:
Sweenie Khachi with Homs Real Estate
(949) 339-7775
20585 Whispering Oaks is a Residential Single Family Residence property located in San Jose, California, featuring a 2.101 acre lot, 3,865 sqft, 4 bedrooms, 3.5 full baths, MLS #OC25134772.

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Data last modified: 2025-08-20 05:12:40