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  • $2,250,000

    42 Woodley Rd, Winnetka, IL 60093

    4beds
    4,225sqft
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    Single Family Residence
    Built in 1965
    0.9 Acres Lot
    $-- Zestimate®
    $533/sqft
    $-- HOA

    What's special

    Gorgeous 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.
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    Zillow last checked:

    Listed by:

    Peggy Lewis 847-374-0200,

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12673083MLS Logo

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      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)
      • 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

      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: $533/sqft
      • Tax assessed value: $1,324,280
      • Annual tax amount: $25,026
      • Ownership: Fee Simple
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/9/2026Listing removed$2,250,000$533/sqft
        Source: MRED as distributed by MLS GRID #12533727 Report a problem
        5/14/2026Price change$2,250,000-18.2%$533/sqft
        Source: MRED as distributed by MLS GRID #12533727 Report a problem
        4/13/2026Price change$2,750,000-21.3%$651/sqft
        Source: MRED as distributed by MLS GRID #12533727 Report a problem
        1/15/2026Listed for sale$3,495,000$827/sqft
        Source: MRED as distributed by MLS GRID #12533727 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $132,428
        2023$24,118 +5.3%$132,428
        2022$22,902 +9.9%$132,428 +26.3%
        2021$20,835 +2.5%$104,833
        2020$20,322 -2.6%$104,833 -13.3%
        2019$20,872 -2.7%$120,927 +2%
        2018$21,452 -6.2%$118,576 -12.5%
        2017$22,859 +1.1%$135,447
        2016$22,610 +4.3%$135,447 +11.3%
        2015$21,669 +2%$121,743
        2014$21,243 +5.2%$121,743
        2013$20,186 -7%$121,743 -13.3%
        2012$21,706 +4.8%$140,393
        2011$20,707 +0.1%$140,393
        2010$20,691 -14.6%$140,393 -24.8%
        2009$24,215 +4.7%$186,629 -5%
        2008$23,137 +7.3%$196,452
        2007$21,560 +28.1%$196,452 +50%
        2006$16,832 +1%$131,011
        2005$16,658 +2.2%$131,011
        2004$16,305 -5.8%$131,011 +2.4%
        2003$17,317 -2.1%$128,000
        2002$17,691 +20.8%$128,000
        2001$14,641 +1.6%$128,000 +19.8%
        2000$14,409 $106,859
        1999$14,409 $106,859

        Find assessor info on the county website

        Monthly payment

        Est. payment

          Payment breakdown

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          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 60093

          Getting around

          12 / 100
          Car-Dependent
          35 / 100
          Somewhat Bikeable

          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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