20585 Whispering Oaks Drive, San Jose, CA

$4,598,000

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3

Beds

4

Baths

3,865

Square feet

2.10

Acres

About 20585 Whispering Oaks Drive

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.

Features of 20585 Whispering Oaks Drive

MLS® # OC25134772
Price $4,598,000
Bedrooms 3
Bathrooms 4.00
Full Baths 2
Half Baths 2
Square Footage 3,865
Acres 2.10
Year Built 1986
Type Residential
Sub-Type Detached
Style Tudor/French Normandy
Status Active

Community Information

Address 20585 Whispering Oaks Drive
Area SAN JOSE (95120)
City San Jose
County Santa Clara
State CA
Zip Code 95120

Amenities

Parking Spaces 3
Parking Garage - Three Door,Garage Door Opener
# of Garages 3
View Panoramic,Valley/Canyon,Pool,Trees/Woods
Is Waterfront No
Has Pool Yes
Pool Private,Solar Heat

Interior

Interior Features Balcony,Bar,Granite Counters,Recessed Lighting,Stone Counters,Wet Bar
Appliances Dishwasher,6 Burner Stove,Double Oven,Electric Oven,Gas Oven
Heating Forced Air Unit
Cooling Central Forced Air
Fireplace Yes
Fireplaces FP in Family Room,FP in Living Room
# of Stories 2
Stories 2 Story

Exterior

Roof Stone

Additional Information

Date Listed June 16th, 2025
Days on Market 105
Zoning RR-SR
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeHoms Real Estate

Listing Map

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