San Jose, CA 95120 20585 Whispering Oaks Drive

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Presented By: Sweenie Khachi with Homs Real Estate; 9493397775
  • California Regional MLS (CRMLS) - 25 - CA
  • MLS# OC25134772
  • 06/16/2025
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Disclaimer: The information contained in this listing has not been verified by Sell Buy OC Homes and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 2 / 2
  • SQFT • 3,865
  • Garage • 3

Home Details

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

Interior Features for 20585 Whispering Oaks Drive

Bedrooms

Main Level Bedrooms1
Total Bedrooms4

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
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
Stories2
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

Hal Schlegel

Broker Associate
Price $4,888,000
MLS#OC25134772
List Date 06/16/2025
Property Type Single Family
Phone 714.742.6515
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