20585 Whispering Oaks Drive

San Jose, CA 95120

Welcome to the ultimate lifestyle of privacy and serenity. Perched atop a private 2.1-acre hilltop with plenty of leveled buildable land, an escalating private driveway with mature eucalyptus and fruit trees and breathtaking long distance sunrise sunset views, this custom English-inspired estate blends timeless craftsmanship and breathtaking 360 degree views from every window and terrace. The 4-bed, 2 full, 2 half bath home, features a dramatic spiral staircase with hand-forged iron railing upon entry, rich marble flooring throughout the main level, elegant details including leaded glass, crystal chandeliers, and three marble fireplaces, and spacious areas with privacy from every room. The formal living and dining rooms provide classic entertaining space, while a downstairs room allows for a private office or an optional guest bedroom flexibility. The expansive family room impresses with coffered ceilings, hidden automatic theatre screen and surround sound speakers, a custom walk-around wet bar great for entertaining and parties, and one of three classical fireplaces. A chef’s dream kitchen features mahogany cabinetry, granite countertops, high-end updated appliances and 6 burner stovetop, a large island with sink, plenty of dining storage, and a sunny spacious breakfast nook with views. Second story features the luxurious large primary suite with a sitting area and a cozy fireplace, joined by two well-sized guest bedrooms and balconies. Recent upgrades include thermal windows, upstairs carpet, kitchen appliances, and fresh interior/exterior paint. Step outside to enjoy multi-level front and back terraces, an enormous patio gazebo with an outdoor kitchen area, a newly plastered custom pool with a solar heating system, a lush grassy yard with stone finishes, all surrounded by mature trees and endless unobstructed meditative views. Lot includes a full acre of county-approved building and land surveys with environmental clearance to expand the main house to total 8 bedrooms or a second ADU or JADU dwelling sized at 1,700 sqft. Land for horses, vineyards, or orchards, with a 3-car garage and ample parking for entertaining and guests. This one-of-a-kind property offers the ultimate privacy and luxury lifestyle all within minutes from the local amenities of Almaden Valley.

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