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For sale
  • Listing Provided by: 

    Sweenie Khachi DRE #02047541 9493397775,

    Homs Real Estate

    $4,888,000

    20585 Whispering Oaks Dr, San Jose, CA 95120

    4beds
    3,865sqft
    : 
    Single Family Residence
    Built in 1986
    2.1 Acres Lot
    $4,765,300 Zestimate®
    $1,265/sqft
    $-- HOA

    What's special

    Mature treesHidden theater screenCustom wet barCustom solar-heated poolMarble flooringDramatic spiral staircaseMarble fireplaces
    Experience unmatched privacy and 360 degree views from this English-inspired custom estate on 2.1 acres atop a hilltop and buildble leveled land for an ADU. The 4 bed, 2 full plus 2 half bath home features a dramatic spiral staircase, marble flooring, leaded glass, crystal chandeliers, and 3 marble fireplaces. Classic entertaining spaces in both formal living and dining rooms, a spacious family room with coffered ceilings, hidden theater screen, custom wet bar, and chef’s kitchen with mahogany cabinetry, granite counters, and high-end appliances. Upstairs includes a the primary suite with fireplace and sitting area, plus two guest bedrooms with balconies. Enjoy outdoor multi-level terraces, a lush grassy yard with stone finishes, a custom solar-heated pool, all surrounded by mature trees and endless unobstructed meditative views. Property includes county-approved surveys and environmental clearance for expansion, potential for an addition to total 8 bedrooms to main house or a separate private 1,700 sq ft ADU/JADU in a private area near the top of the road. Land surrounds both the north and sound ends of the property for expansion. Plenty of space for horses, vineyards, or orchards, plus a 3-car garage and ample guest parking. Top schools include Williams, Bret Harte and Leland High.
    39 days
    on Zillow
    |
    1,247
    |
    38
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    Zillow last checked: 7 hours ago

    Listing updated: August 06, 2025 at 07:48pm

    Listing Provided by:

    Sweenie Khachi DRE #02047541 9493397775,

    Homs Real Estate

    Source: CRMLS,MLS#: OC25134772MLS LogoOriginating MLS: California Regional MLS
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 20585 Whispering Oaks Dr.

    Next available tour time:Tomorrow at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 2
    • 1/2 bathrooms: 2
    • Main level bathrooms: 2
    • Main level bedrooms: 1
    Rooms
    • Room types: Bedroom, Entry/Foyer, Family Room, Foyer, Kitchen, Laundry, Living Room, Primary Bedroom, Other
    Primary bedroom
    • Features: Primary Suite
    Bedroom
    • Features: Bedroom on Main Level
    Bathroom
    • Features: Bathroom Exhaust Fan, Bathtub, Dual Sinks, Granite Counters, Jetted Tub, Stone Counters, Separate Shower, Walk-In Shower
    Family room
    • Features: Separate Family Room
    Kitchen
    • Features: Granite Counters, Kitchen Island, Self-closing Cabinet Doors
    Heating
    • Electric, Forced Air
    Cooling
    • Central Air
    Appliances
    • Included: 6 Burner Stove, Double Oven, Dishwasher, Electric Cooktop, Electric Oven, Gas Oven
    • Laundry: Laundry Room
    Features
    • Wet Bar, Built-in Features, Balcony, Cathedral Ceiling(s), Eat-in Kitchen, Granite Counters, High Ceilings, Stone Counters, Recessed Lighting, Storage, Bar, Bedroom on Main Level, Entrance Foyer, Primary Suite, Walk-In Closet(s)
    • Flooring: Carpet, Stone
    • Has fireplace: Yes
    • Fireplace features: Family Room, Living Room, Primary Bedroom
    • Common walls with other units/homes: No Common Walls
    Interior area
    • Total interior livable area: 3,865 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Door-Multi, Driveway Up Slope From Street, Garage, Garage Door Opener, Guest, Paved
    • Attached garage spaces: 3
    Features
    • Levels: Two,Multi/Split
    • Stories: 2
    • Entry location: 1
    • Patio & porch: Rear Porch, Deck, Front Porch, Patio, Stone
    • Exterior features: Barbecue, Lighting
    • Has private pool: Yes
    • Pool features: Private, Solar Heat
    • Has view: Yes
    • View description: Canyon, Panoramic, Pool, Trees/Woods
    Lot
    • Size: 2.1 Acres
    • Features: 2-5 Units/Acre, Lawn
    Details
    • Parcel number: 74208048
    • Zoning: RR-SR
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Tudor
    • Property subtype: Single Family Residence
    Materials
    • Roof: Stone
    Condition
    • New construction: No
    • Year built: 1986

    Utilities & green energy

    • Sewer: Septic Type Unknown
    • Water: Public

    Community & HOA

    Community
    • Features: Foothills, Mountainous
    • Security: Security System, Fire Sprinkler System, Smoke Detector(s)
    Location
    • Region: San Jose

    Financial & listing details

    • Price per square foot: $1,265/sqft
    • Tax assessed value: $1,197,556
    • Annual tax amount: $13,761
    • Date on market: 7/3/2025
    • Listing terms: Cash,Cash to New Loan,Conventional
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