20585 Whispering Oaks Drive, San Jose, California 95120, San Jose, - bed, bath

About this home
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 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.
Price History
| Subject | Average Home | Neighbourhood Ranking (81 Listings) | |
|---|---|---|---|
| Beds | 4 | 4 | 50% |
| Baths | 4 | 3 | 85% |
| Square foot | 3,865 | 2,228 | 95% |
| Lot Size | 91,536 | 8,721 | 98% |
| Price | $4.6M | $2.28M | 98% |
| Price per square foot | $1,190 | $1,020 | 80% |
| Built year | 1986 | 9865987 | 85% |
| HOA | |||
| Days on market | 125 | 160 | 38% |

