20585 Whispering Oaks Drive, San Jose CA 95120 | $4,598,000

  • 3 bedrooms
  • 4 bathrooms
  • 3,865 Sq Ft
  • Lot Sq Ft
  • Type: Residential
  • Stories: 2
  • Year Built: 1986
  • MLS#: 306468560
  • Community:

Listing provided courtesy of Sweenie Khachi of Homs Real Estate. Last updated . Listing information © 2025 SANDICOR.

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 guest house, 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 chefs 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 propertys 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.

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Johnny Noris

Call or Text: 858.349.7170