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Active
  • Price cut: $16K (8/18)
    $449,000

    2237 S Oakley Ave, Chicago, IL 60608

    4beds
    2,100sqft
    : 
    $3,351/mo
    Get pre-qualified
    Single Family Residence
    Built in 1888
    3,125 Square Feet Lot
    $442,100 Zestimate®
    $214/sqft
    $-- HOA

    What's special

    Great Location On This Single Family With 3 levels of Living space!! Little Italy and West Pilsen Location....the Best of Two worlds. Walk to Little Italy Restaurants and Pilsen nigth life.. Minutes To University Of,Illinois ,Rush and Cook County Hospitals. Few Minutes From I-290 & I55 express ways!!.. and......Downtown,,,, Waooooo...this a 4 Bedroom 2.5 Bath Single Family Home with 2,5 Brick Car Garage....
    38 days
    1,092
    56

    Zillow last checked:

    Listing updated:

    Listed by:

    Joel Mandujano 773-719-5207,

    Midwest Real Estate Brokerage LLC

    Source: MRED as distributed by MLS GRID,MLS#: 12715696MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: No additional rooms
      Primary bedroom
      • Features: Bathroom (Full)
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13X12
      Bedroom 2
      • Level: Main
      • Area: 132 Square Feet
      • Dimensions: 12X11
      Bedroom 3
      • Level: Lower
      • Area: 132 Square Feet
      • Dimensions: 12X11
      Bedroom 4
      • Level: Basement
      • Area: 121 Square Feet
      • Dimensions: 11X11
      Dining room
      • Level: Main
      • Dimensions: COMBO
      Kitchen
      • Level: Main
      • Area: 120 Square Feet
      • Dimensions: 12X10
      Laundry
      • Level: Basement
      • Area: 42 Square Feet
      • Dimensions: 6X7
      Living room
      • Level: Main
      • Area: 182 Square Feet
      • Dimensions: 13X14
      Heating
      • Natural Gas
      Cooling
      • Central Air
      Features
      • Basement: Cellar,Full
      Interior area
      • Total structure area: 0
      • Total interior livable area: 2,100 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Yes, Detached, Garage
      • Garage spaces: 2
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 1.5
      Lot
      • Size: 3,125 Square Feet
      • Dimensions: 25x125
      Details
      • Parcel number: 17301020220000
      • Special conditions: Exceptions-Call List Office

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      Condition
      • New construction: No
      • Year built: 1888
      • Major remodel year: 2025

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Lake Michigan

      Community & HOA

      HOA
      • Services included: None
      Location
      • Region: Chicago

      Financial & listing details

      • Price per square foot: $214/sqft
      • Tax assessed value: $240,010
      • Annual tax amount: $5,064
      • Date on market: 7/25/2026
      • Ownership: Fee Simple

        Estimated market value

        $442,100

        $420,000 - $464,000

        $3,300/mo

        Price history

        DateEventPrice
        8/18/2026Price change$449,000-3.4%$214/sqft
        Source: MRED as distributed by MLS GRID #12715696 Report a problem
        8/6/2026Price change$465,000-2.1%$221/sqft
        Source: MRED as distributed by MLS GRID #12715696 Report a problem
        7/25/2026Listed for sale$475,000+29.3%$226/sqft
        Source: MRED as distributed by MLS GRID #12715696 Report a problem
        7/25/2026Listing removed$2,850$1/sqft
        Source: Zillow Rentals Report a problem
        7/8/2026Listed for rent$2,850$1/sqft
        Source: Zillow Rentals Report a problem
        7/25/2025Listing removed$367,500$175/sqft
        Source: MRED as distributed by MLS GRID #12364395 Report a problem
        5/15/2025Listed for sale$367,500+98.6%$175/sqft
        Source: MRED as distributed by MLS GRID #12364395 Report a problem
        9/30/2022Sold$185,000-7.5%$88/sqft
        Source: MRED as distributed by MLS GRID #11483485 Report a problem
        8/16/2022Contingent$199,999$95/sqft
        Source: MRED as distributed by MLS GRID #11483485 Report a problem
        8/4/2022Listed for sale$199,999-9.1%$95/sqft
        Source: MRED as distributed by MLS GRID #11483485 Report a problem
        8/4/2022Listing removed--
        Source: MRED as distributed by MLS GRID #11466235 Report a problem
        7/16/2022Listed for sale$219,999-53.2%$105/sqft
        Source: MRED as distributed by MLS GRID #11466235 Report a problem
        3/30/2015Sold$470,000-0.9%$224/sqft
        Source: Berkshire Hathaway HomeServices Koenig Rubloff #08836722_60647_2 Report a problem
        5/30/2009Listing removed$474,500$226/sqft
        Source: Homes.com #07161628 Report a problem
        3/20/2009Price change$474,500+16%$226/sqft
        Source: Homes.com #07161628 Report a problem
        2/27/2009Listed for sale$409,000+235.2%$195/sqft
        Source: Homes.com #07142166 Report a problem
        8/16/1999Sold$122,000$58/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$4,822 -4.8%$24,001 +0%
        2023$5,064 +19.6%$24,000
        2022$4,233 +1.8%$24,000
        2021$4,156 +63.9%$24,000 +65.7%
        2020$2,536 -0.3%$14,488 -10%
        2019$2,545 +1.8%$16,098
        2018$2,501 -0.6%$16,098 +6.8%
        2017$2,517 0%$15,068
        2016$2,518 +10.4%$15,068
        2015$2,280 +19.6%$15,068 +17.3%
        2014$1,907 -9.4%$12,845 -9.5%
        2013$2,104 +0.2%$14,197
        2012$2,100 -9.1%$14,197 -22.4%
        2011$2,311 +5.6%$18,301
        2010$2,189 +13.5%$18,301
        2009$1,928 +14.3%$18,301 -1%
        2008$1,687 +22.8%$18,477
        2007$1,374 -48.2%$18,477
        2006$2,652 +25.4%$18,477 +42.8%
        2005$2,115 +1%$12,941
        2004$2,093 +2.2%$12,941
        2003$2,048 +16.7%$12,941 +32.5%
        2002$1,755 +3.8%$9,767
        2001$1,691 +27.1%$9,767
        2000$1,331 -0.7%$9,767 +41%
        1999$1,340 $6,929
        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.
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        Climate risks

        Neighborhood: Heart of Chicago

        Getting around

        87 / 100
        Very Walkable
        67 / 100
        Good Transit
        64 / 100
        Bikeable

        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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