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  • $3,495,000

    42 Woodley Rd, Winnetka, IL 60093

    4beds
    4,225sqft
    : 
    Single Family Residence
    Built in 1965
    0.9 Acres Lot
    $-- Zestimate®
    $827/sqft
    $-- HOA

    What's special

    Unique mid-century contemporaryGorgeous landscaped groundsSoaring teak ceilingsTons of windows
    Rarely available unique mid-century contemporary in the heart of Winnetka. Your own private paradise with a flowing interior perfect for entertaining! Soaring teak ceilings add to the Aspen style influence. Tons of windows look out to the gorgeous landscaped grounds enhanced by a pool and gazebo. This home has been beautifully maintained by the current owners.
    19 days
    |
    3,996
    |
    120
    |

    Zillow last checked: 8 hours ago

    Listing updated: January 20, 2026 at 10:07pm

    Listing courtesy of:

    Peggy Lewis 847-374-0200,

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12533727MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 6
    • Full bathrooms: 3
    • 1/2 bathrooms: 3
    Rooms
    • Room types: Maid Room, Family Room
    Primary bedroom
    • Features: Flooring (Carpet), Bathroom (Full)
    • Level: Main
    • Area: 713 Square Feet
    • Dimensions: 23X31
    Bedroom 2
    • Features: Flooring (Carpet)
    • Level: Main
    • Area: 437 Square Feet
    • Dimensions: 19X23
    Bedroom 3
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 180 Square Feet
    • Dimensions: 12X15
    Bedroom 4
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 180 Square Feet
    • Dimensions: 12X15
    Dining room
    • Features: Flooring (Travertine)
    • Level: Main
    • Area: 221 Square Feet
    • Dimensions: 13X17
    Family room
    • Features: Flooring (Travertine)
    • Level: Main
    • Area: 299 Square Feet
    • Dimensions: 23X13
    Other
    • Level: Basement
    • Area: 1560 Square Feet
    • Dimensions: 30X52
    Kitchen
    • Features: Kitchen (Breakfast Room), Flooring (Ceramic Tile)
    • Level: Main
    • Area: 493 Square Feet
    • Dimensions: 17X29
    Laundry
    • Features: Flooring (Ceramic Tile)
    • Level: Main
    • Area: 198 Square Feet
    • Dimensions: 9X22
    Living room
    • Features: Flooring (Travertine), Window Treatments (Wood Frames)
    • Level: Main
    • Area: 368 Square Feet
    • Dimensions: 16X23
    Other
    • Level: Main
    • Area: 432 Square Feet
    • Dimensions: 12X36
    Heating
    • Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
    • Laundry: Main Level
    Features
    • Vaulted Ceiling(s), Dry Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Bookcases, Granite Counters
    • Windows: Skylight(s), Wood Frames
    • Basement: Finished,Partial
    • Number of fireplaces: 2
    • Fireplace features: Family Room, Living Room
    Interior area
    • Total structure area: 5,596
    • Total interior livable area: 4,225 sqft
    • Finished area below ground: 1,372
    Video & virtual tour

    Property

    Parking
    • Total spaces: 2
    • Parking features: Gravel, Garage Door Opener, Yes, Garage Owned, Detached, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Stories: 1.5
    • Patio & porch: Deck
    • Pool features: In Ground
    Lot
    • Size: 0.9 Acres
    • Dimensions: 254 x 155
    • Features: Corner Lot, Landscaped
    Details
    • Additional structures: Gazebo, Guest House
    • Parcel number: 05291000770000
    • Special conditions: List Broker Must Accompany

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Frame, Stone
    • Foundation: Concrete Perimeter
    • Roof: Shake
    Condition
    • New construction: No
    • Year built: 1965

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    HOA
    • Services included: None
    Location
    • Region: Winnetka

    Financial & listing details

    • Price per square foot: $827/sqft
    • Tax assessed value: $1,324,280
    • Annual tax amount: $25,026
    • Date on market: 1/15/2026
    • Ownership: Fee Simple
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    1/15/2026Listed for sale$3,495,000$827/sqft
    Source: MRED as distributed by MLS GRID #12533727 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2023$24,118 +5.3%$132,428
    2022$22,902 +9.9%$132,428 +26.3%
    2021$20,835 +2.5%$104,833

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $20,571/mo
    Principal & interest
    $13552
    Property taxes
    $5796
    Home insurance
    $1223

      Climate risks

      Neighborhood: 60093

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Avoca West Elementary School
      • Middle: Marie Murphy School
      • High: New Trier Twp H.S. Northfield/Wi
      • District: 37

      Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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