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  • Price cut: $34.5K (10/13)
    $350,000

    5445 S Winchester Ave, Chicago, IL 60609

    4beds
    --sqft
    : 
    $2,799/mo
    Get pre-qualified
    Multi Family
    Built in 1918
    -- sqft lot
    $345,800 Zestimate®
    $--/sqft
    $-- HOA

    What's special

    New fenceHard-wired security camerasNew windowsNew sidingAll-new appliancesNew plumbingNew electrical
    Completely gut-rehabbed and fully renovated, this property is truly move-in ready with extensive new construction and upgrades throughout. The renovation includes all-new appliances, individual new HVAC systems for each unit, new electrical, new plumbing, new windows, a new roof, new siding, and a new fence. The property also features hard-wired security cameras for added peace of mind. From the major mechanical systems to the exterior improvements, virtually every aspect of the property has been newly updated. A rare opportunity to own a property with the benefits of a brand-new renovation without the uncertainty and expense of an older, partially updated building.
    33 days
    240
    21

    Zillow last checked:

    Listing updated:

    Listed by:

    Vanessa Carlson 800-403-8716,

    Elite Value Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12764451MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Electric
      Appliances
      • Included: Multiple Water Heaters
      Features
      • Basement: Other,Full,Walk-Out Access

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Enclosed, Yes
      • Has uncovered spaces: Yes
      Lot
      • Size: 3,125 Square Feet
      • Dimensions: 25X125
      • Features: Corner Lot
      Details
      • Parcel number: 20074250180000
      • Zoning: MULTI
      • Special conditions: None
      • Other equipment: Ceiling Fan(s)

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1918
      • Major remodel year: 2026

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Lake Michigan

      Community & HOA

      Community
      • Features: Sidewalks, Street Lights, Street Paved
      • Security: Security System, Carbon Monoxide Detector(s)
      Location
      • Region: Chicago

      Financial & listing details

      • Tax assessed value: $44,990
      • Annual tax amount: $1,567
      • Date on market: 9/20/2026
      • Ownership: Fee Simple

        Estimated market value

        $345,800

        $329,000 - $363,000

        $2,149/mo

        Price history

        DateEventPrice
        10/13/2026Price change$350,000-9%
        Source: MRED as distributed by MLS GRID #12764451 Report a problem
        9/25/2026Price change$384,500-3.8%
        Source: MRED as distributed by MLS GRID #12764451 Report a problem
        9/20/2026Listed for sale$399,500+233.2%
        Source: MRED as distributed by MLS GRID #12764451 Report a problem
        7/1/2022Listing removed--
        Source: MRED as distributed by MLS GRID #11371137 Report a problem
        4/9/2022Listed for sale$119,900-50%
        Source: MRED as distributed by MLS GRID #11371137 Report a problem
        1/1/2015Listing removed$240,000
        Source: Classic Realty Group #08550984 Report a problem
        3/6/2014Listed for sale$240,000+700%
        Source: Classic Realty Group #08550984 Report a problem
        12/23/2009Sold$30,000+100%
        Source: Public Record Report a problem
        9/30/2009Sold$15,000-90.9%
        Source: MRED as distributed by MLS GRID #07314530 Report a problem
        5/9/2005Sold$165,000+103.7%
        Source: Public Record Report a problem
        5/17/2004Sold$81,000-37.7%
        Source: Public Record Report a problem
        10/8/2002Sold$130,000+106.3%
        Source: Public Record Report a problem
        6/19/1995Sold$63,000
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- --
        2023-- --
        2022$931 +2.9%$4,499
        2021$905 -42.2%$4,499 -35.6%
        2020$1,566 -3.5%$6,986 -13%
        2019$1,624 +1.7%$8,030
        2018$1,597 -41.2%$8,030 -35.9%
        2017$2,715 +7.5%$12,528
        2016$2,526 +9.2%$12,528
        2015$2,312 -2.1%$12,528 -0.8%
        2014$2,362 +2%$12,633
        2013$2,316 +1.3%$12,633
        2012$2,285 -10.8%$12,633 -19.6%
        2011$2,563 -0.5%$15,707
        2010$2,575 +4.3%$15,707
        2009$2,469 +43.5%$15,707 -15.6%
        2008$1,720 -35.5%$18,619
        2007$2,666 -1.1%$18,619
        2006$2,695 +129.2%$18,619 +158.8%
        2005$1,176 +0.1%$7,195
        2004$1,175 +2.2%$7,195
        2003$1,149 +7.1%$7,195 +21.7%
        2002$1,073 +3.7%$5,914
        2001$1,035 +3.9%$5,914
        2000$996 $5,914 +15.2%
        1999-- $5,132
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Back of the Yards

        Getting around

        66 / 100
        Somewhat Walkable
        62 / 100
        Good Transit

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: 299

        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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