Listing Detail

San Jose, CA 95120 20585 Whispering Oaks Drive

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Presented By: Sweenie Khachi with Homs Real Estate; 9493397775
  • MLS# OC25134772
  • 06/16/2025
  • Request Tour
  • Request Info
  • Beds • 3
  • Full/Half Baths • 2 / 2
  • SQFT • 3,865
  • Garage • 3

Home Details

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.
Presented By: Sweenie Khachi with Homs Real Estate; 9493397775

Interior Features for 20585 Whispering Oaks Drive

Bedrooms

Main Level Bedrooms1
Total Bedrooms3

Bathrooms

Half Baths2
Main Level Bathrooms2
Total Baths4

Other Interior Features

LivingAreaSourceAppraiser
Air Conditioning Y/NYes
Basement (Y/N)No
Common WallsNoCommonWalls
Fireplace FeaturesFamilyRoom, LivingRoom, PrimaryBedroom
Fireplace Y/NYes
FlooringCarpet, Stone
Heating Y/NYes
Interior AmenitiesWetBar, BuiltInFeatures, Balcony, CathedralCeilings, EatInKitchen, GraniteCounters, HighCeilings, StoneCounters, RecessedLighting, Storage, Bar, BedroomOnMainLevel, EntranceFoyer, PrimarySuite, WalkInClosets
Laundry FeaturesLaundryRoom
Total Stories2

Other Rooms

Entry Level1

General for 20585 Whispering Oaks Drive

Additional Parcels Y/NNo
AppliancesSixBurnerStove, DoubleOven, Dishwasher, ElectricCooktop, ElectricOven, GasOven
Architectural StyleTudor
Attached Garage Yes
Carport Y/NNo
CitySan Jose
Community FeaturesFoothills, Mountainous
CoolingCentralAir
CountySanta Clara
DirectionsOff McKean Rd south from Almaden Expressway / Harry Road
Elementary SchoolGraystone
Entry Location1
Expected Active Date 2025-07-03
Facing DirectionNorth
Full Baths2
Garage Spaces3.0
Garage Y/NYes
HOANo
HOA Fee$0.0
HeatingElectric, ForcedAir
High SchoolLeland
High School DistrictSanta Clara Unified
Home Warranty Y/NNo
Land Lease Y/NNo
Lease Considered Y/NNo
Lease Renewal Y/NNo
LevelsTwo, MultiSplit
Listing TermsCash, CashToNewLoan, Conventional
Living Area UnitsSquareFeet
Lot Size Square Feet91536.0
Lot Size UnitsSquareFeet
Middle/Junior High SchoolBret Harte
MobileHomeRemainsYNNo
New ConstructionNo
Number Of Units Total1
Occupancy TypeOwner
Patio/Porch FeaturesRearPorch, Deck, FrontPorch, Patio, Stone
Pool FeaturesPrivate, SolarHeat
PostalCitySAN JOSE
Property Attached Y/NNo
Property Sub Type AdditionalSingleFamilyResidence
Property SubtypeSingleFamilyResidence
Property TypeResidential
Rent Control Y/NNo
RoofStone
Security FeaturesSecuritySystem, FireSprinklerSystem, SmokeDetectors
Senior Community Y/NNo
SewerSepticTypeUnknown
Special Listing ConditionsStandard
Standard StatusActive
StatusActive
Stories Count2
Structure TypeHouse
Tax Lot2
ViewCanyon, Panoramic, Pool, TreesWoods
Virtual TourClick here
Year Built1986
Year Built SourceAppraiser
ZoningRR-SR

Exterior for 20585 Whispering Oaks Drive

Crops Included Y/NNo
Exterior AmenitiesBarbecue, Lighting
Horse Y/NNo
Irrigation Water Rights Y/NNo
Lot FeaturesTwoToFiveUnitsAcre, Lawn
Lot Size Acres2.1014
Lot Size Area91536.0
Lot Size SourceAssessor
Parking FeaturesDoorMulti, DrivewayUpSlopeFromStreet, Garage, GarageDoorOpener, Guest, Paved
Private PoolYes
Road Frontage TypeCountryRoad, CountyRoad
SpaNo
Total Parking3.0
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Leland High School
Middle School Bret Harte Middle School
Elementary School Graystone Elementary School

Roger Jarnigan

Realtor®
Price $4,598,000
MLS#OC25134772
List Date 06/16/2025
Property Type Single Family
Phone 818.521.4535
Request Tour
Request Info
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