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    • Price cut: $10K (7/6)
    $585,000

    6642 S Drexel Ave, Chicago, IL 60637

    5beds
    4,000sqft
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    Single Family Residence
    Built in 1897
    3,136 Square Feet Lot
    $578,500 Zestimate®
    $146/sqft
    $-- HOA

    What's special

    Three spacious ensuite bedroomsDetached two-car garage
    Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.
    34 days
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    674
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    77
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    Zillow last checked:

    Listing updated:

    Listed by:

    David Thomas 773-301-7966,

    Blue Door Dave Inc

    Source: MRED as distributed by MLS GRID,MLS#: 12668277MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bedroom 5, Mud Room, Pantry, Recreation Room, Storage, Utility Room-Lower Level, Walk In Closet
      Primary bedroom
      • Features: Flooring (Hardwood), Bathroom (Full)
      • Level: Second
      • Area: 255 Square Feet
      • Dimensions: 17X15
      Bedroom 2
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 100 Square Feet
      • Dimensions: 10X10
      Bedroom 3
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 180 Square Feet
      • Dimensions: 15X12
      Bedroom 4
      • Features: Flooring (Luxury Vinyl)
      • Level: Basement
      • Area: 120 Square Feet
      • Dimensions: 12X10
      Bedroom 5
      • Features: Flooring (Luxury Vinyl)
      • Level: Basement
      • Area: 110 Square Feet
      • Dimensions: 11X10
      Dining room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 264 Square Feet
      • Dimensions: 22X12
      Family room
      • Features: Flooring (Luxury Vinyl)
      • Level: Basement
      • Area: 324 Square Feet
      • Dimensions: 18X18
      Kitchen
      • Features: Kitchen (Eating Area-Table Space, Island, Pantry-Closet, SolidSurfaceCounter, Updated Kitchen), Flooring (Hardwood)
      • Level: Main
      • Area: 364 Square Feet
      • Dimensions: 26X14
      Laundry
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 55 Square Feet
      • Dimensions: 11X5
      Living room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 288 Square Feet
      • Dimensions: 18X16
      Mud room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 24 Square Feet
      • Dimensions: 6X4
      Pantry
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 40 Square Feet
      • Dimensions: 8X5
      Recreation room
      • Features: Flooring (Other)
      • Level: Basement
      • Area: 306 Square Feet
      • Dimensions: 18X17
      Storage
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 25 Square Feet
      • Dimensions: 5X5
      Other
      • Features: Flooring (Stone)
      • Level: Basement
      • Area: 96 Square Feet
      • Dimensions: 16X6
      Walk in closet
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 49 Square Feet
      • Dimensions: 7X7
      Heating
      • Natural Gas, Forced Air, Sep Heating Systems - 2+, Indv Controls, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Range, Microwave, Dishwasher, Refrigerator, Stainless Steel Appliance(s), Gas Oven, Gas Water Heater
      • Laundry: Upper Level, Multiple Locations
      Features
      • Flooring: Hardwood
      • Basement: Finished,Full
      • Number of fireplaces: 1
      • Fireplace features: Electric, Living Room
      Interior area
      • Total structure area: 4,000
      • Total interior livable area: 4,000 sqft
      • Finished area below ground: 1,300

      Property

      Parking
      • Total spaces: 2.5
      • Parking features: Concrete, Off Alley, Yes, Garage Owned, Detached, Garage
      • Garage spaces: 2.5
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 2
      • Patio & porch: Deck
      • Exterior features: Lighting
      • Fencing: Fenced
      Lot
      • Size: 3,136 Square Feet
      • Dimensions: 25X125
      Details
      • Parcel number: 20231210380000
      • Special conditions: None
      • Other equipment: Ceiling Fan(s)

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Brownstone
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Concrete Perimeter
      • Roof: Rubber
      Condition
      • New construction: No
      • Year built: 1897
      • Major remodel year: 2026

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Lake Michigan, Public

      Community & HOA

      Community
      • Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
      • Security: Carbon Monoxide Detector(s)
      HOA
      • Services included: None
      Location
      • Region: Chicago

      Financial & listing details

      • Price per square foot: $146/sqft
      • Tax assessed value: $250,010
      • Annual tax amount: $5,038
      • Date on market: 6/7/2026
      • Ownership: Fee Simple

        Estimated market value

        $578,500

        $550,000 - $607,000

        $5,438/mo

        Price history

        DateEventPrice
        7/6/2026Price change$585,000-1.7%$146/sqft
        Source: MRED as distributed by MLS GRID #12668277 Report a problem
        6/7/2026Listed for sale$595,000+67.6%$149/sqft
        Source: MRED as distributed by MLS GRID #12668277 Report a problem
        2/23/2026Sold$355,000-38.3%$89/sqft
        Source: MRED as distributed by MLS GRID #12535636 Report a problem
        11/1/2024Listing removed$575,000$144/sqft
        Source: MRED as distributed by MLS GRID #12167176 Report a problem
        10/15/2024Price change$575,000-1.7%$144/sqft
        Source: MRED as distributed by MLS GRID #12167176 Report a problem
        9/18/2024Listed for sale$585,000-4.1%$146/sqft
        Source: MRED as distributed by MLS GRID #12167176 Report a problem
        8/28/2024Listing removed$610,000$153/sqft
        Source: MRED as distributed by MLS GRID #12019146 Report a problem
        8/22/2024Price change$610,000-1.6%$153/sqft
        Source: MRED as distributed by MLS GRID #12019146 Report a problem
        8/9/2024Price change$620,000-0.8%$155/sqft
        Source: MRED as distributed by MLS GRID #12019146 Report a problem
        7/13/2024Price change$625,000-3.8%$156/sqft
        Source: MRED as distributed by MLS GRID #12019146 Report a problem
        4/2/2024Listed for sale$650,000$163/sqft
        Source: MRED as distributed by MLS GRID #12019146 Report a problem
        3/14/2024Listing removed--
        Source: MRED as distributed by MLS GRID #11987854 Report a problem
        2/23/2024Listed for sale$650,000-5.1%$163/sqft
        Source: MRED as distributed by MLS GRID #11987854 Report a problem
        2/23/2024Listing removed--
        Source: MRED as distributed by MLS GRID #11972453 Report a problem
        2/2/2024Listed for sale$685,000-6.2%$171/sqft
        Source: MRED as distributed by MLS GRID #11972453 Report a problem
        2/2/2024Listing removed--
        Source: MRED as distributed by MLS GRID #11952198 Report a problem
        12/28/2023Listed for sale$730,000-2.7%$183/sqft
        Source: MRED as distributed by MLS GRID #11952198 Report a problem
        12/28/2023Listing removed--
        Source: MRED as distributed by MLS GRID #11914312 Report a problem
        11/29/2023Price change$750,000-9.1%$188/sqft
        Source: MRED as distributed by MLS GRID #11914312 Report a problem
        11/21/2023Listed for sale$825,000+230%$206/sqft
        Source: MRED as distributed by MLS GRID #11914312 Report a problem
        11/23/2021Sold$250,000-9.1%$63/sqft
        Source: MRED as distributed by MLS GRID #11278911 Report a problem
        1/19/2021Listing removed--
        Source: MRED as distributed by MLS GRID Report a problem
        12/30/2020Contingent$275,000$69/sqft
        Source: MRED as distributed by MLS GRID #10956894 Report a problem
        12/30/2020Pending sale$275,000$69/sqft
        Source: Intellectual Real Estate Services and Investments #10956894 Report a problem
        12/21/2020Listed for sale$275,000+49.5%$69/sqft
        Source: Intellectual Real Estate Services and Investments #10956894 Report a problem
        9/16/2004Sold$184,000+363.9%$46/sqft
        Source: Public Record Report a problem
        3/25/1994Sold$39,666$10/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $25,001 +56.3%
        2023$3,388 +2.9%$15,999
        2022$3,291 +29.2%$15,999
        2021$2,548 -7.5%$15,999 +3.5%
        2020$2,753 -1.7%$15,459 -11%
        2019$2,801 +1.8%$17,370
        2018$2,753 -12.4%$17,370 -3.4%
        2017$3,143 +1.4%$17,978
        2016$3,101 +10.2%$17,978
        2015$2,814 +33.5%$17,978 +29.1%
        2014$2,107 +2.6%$13,925
        2013$2,054 +0.2%$13,925
        2012$2,051 -16.7%$13,925 -19.1%
        2011$2,462 +17.9%$17,215
        2010$2,088 +14%$17,215
        2009$1,831 -14.4%$17,215 -20.4%
        2008$2,139 +20.6%$21,626
        2007$1,773 -42.9%$21,626
        2006$3,105 +51.4%$21,626 +72.3%
        2005$2,050 +1%$12,548
        2004$2,030 +43.2%$12,548
        2003$1,417 -5.4%$12,548 +23.5%
        2002$1,498 -14.9%$10,163
        2001$1,760 +44%$10,163
        2000$1,222 -0.7%$10,163 +59.8%
        1999$1,230 $6,360
        Find assessor info on the county website

        Monthly payment

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        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: Woodlawn

        Getting around

        68 / 100
        Somewhat Walkable
        70 / 100
        Excellent Transit
        70 / 100
        Very 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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