Skip main navigation
Contingent
  • Price cut: $10K (7/23)
    $615,000

    5108 W Winona St, Chicago, IL 60630

    4beds
    2,090sqft
    : 
    $4,632/mo
    Get pre-qualified
    Single Family Residence
    Built in 1924
    3,789 Square Feet Lot
    $611,100 Zestimate®
    $294/sqft
    $-- HOA

    What's special

    Flexible first-floor layoutWalk-in pantryBright kitchenAbundant storageSeparate dining roomAmple cabinetryCorian countertops
    Charming and spacious 2-story home in highly desirable Jefferson Park! Boasting 2,090 SQFT of pristine living space, this excellent-condition residence offers a flexible first-floor layout featuring an L-shaped living room, separate dining room, powder room, and a bedroom with an adjacent private office. The bright kitchen features Corian countertops, ample cabinetry, and a walk-in pantry. Upstairs, discover a true primary suite with a walk-in closet, two additional generously sized bedrooms, and a full hallway bath. The huge, unfinished basement features exterior access, a laundry area, and abundant storage along with potential for additional finished living space. Enjoy outdoor living on the large back deck overlooking the yard. Includes a 1.5-car garage plus an additional exterior parking space. Equipped with 2 heating zones, 2nd-floor central AC, and 1st-floor window cooling units. Updates include: (2025) dishwasher & refrigerator, (2024) washer, (2020) stove, microwave, & chest freezer, (2018) dryer. Windows replaced in various years: (2022-kitchen, 2021-2nd flr, 2009/10 - 1st flr) with lifetime warranties. Unbeatable location with easy expressway access and just steps to the Jefferson Park Blue Line and METRA stations!
    48 days
    178
    5

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Jack Guest (773)443-8300,

    Coldwell Banker Realty

    Source: MRED as distributed by MLS GRID,MLS#: 12701721MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Workshop, Storage, Office
      Primary bedroom
      • Features: Flooring (Carpet), Bathroom (Full)
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 15X13
      Bedroom 2
      • Features: Flooring (Vinyl)
      • Level: Second
      • Area: 240 Square Feet
      • Dimensions: 20X12
      Bedroom 3
      • Features: Flooring (Vinyl)
      • Level: Second
      • Area: 190 Square Feet
      • Dimensions: 19X10
      Bedroom 4
      • Features: Flooring (Vinyl)
      • Level: Main
      • Area: 100 Square Feet
      • Dimensions: 10X10
      Dining room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 100 Square Feet
      • Dimensions: 10X10
      Family room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 182 Square Feet
      • Dimensions: 14X13
      Kitchen
      • Features: Flooring (Ceramic Tile)
      • Level: Main
      • Area: 220 Square Feet
      • Dimensions: 22X10
      Living room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 204 Square Feet
      • Dimensions: 17X12
      Office
      • Features: Flooring (Carpet)
      • Level: Main
      • Area: 66 Square Feet
      • Dimensions: 11X6
      Storage
      • Level: Basement
      • Area: 100 Square Feet
      • Dimensions: 10X10
      Other
      • Level: Basement
      • Area: 165 Square Feet
      • Dimensions: 15X11
      Heating
      • Natural Gas, Forced Air, Sep Heating Systems - 2+
      Cooling
      • Central Air, Window Unit(s), Wall Unit(s)
      Appliances
      • Included: Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer
      • Laundry: In Unit
      Features
      • 1st Floor Bedroom, Walk-In Closet(s)
      • Windows: Insulated Windows
      • Basement: Unfinished,Exterior Entry,Full
      Interior area
      • Total structure area: 0
      • Total interior livable area: 2,090 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Door Opener, Yes, Garage Owned, Detached, Owned, Garage
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 2
      • Patio & porch: Deck
      • Fencing: Fenced
      Lot
      • Size: 3,789 Square Feet
      • Dimensions: 30x125
      Details
      • Parcel number: 13094000360000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1924

      Utilities & green energy

      • Electric: Circuit Breakers, Fuses
      • Sewer: Public Sewer
      • Water: Lake Michigan, Public

      Community & HOA

      Community
      • Features: Park
      HOA
      • Services included: None
      Location
      • Region: Chicago

      Financial & listing details

      • Price per square foot: $294/sqft
      • Tax assessed value: $470,000
      • Annual tax amount: $6,357
      • Date on market: 7/15/2026
      • Ownership: Fee Simple

        Estimated market value

        $611,100

        $581,000 - $642,000

        $3,974/mo

        Price history

        DateEventPrice
        7/27/2026Contingent$615,000$294/sqft
        Source: MRED as distributed by MLS GRID #12701721 Report a problem
        7/23/2026Price change$615,000-1.6%$294/sqft
        Source: MRED as distributed by MLS GRID #12701721 Report a problem
        7/15/2026Listed for sale$625,000+15.7%$299/sqft
        Source: MRED as distributed by MLS GRID #12701721 Report a problem
        5/23/2018Sold$540,000$258/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$6,358 -5.4%$47,000 +20.5%
        2023$6,721 -0.6%$39,000
        2022$6,759 +1.8%$39,000
        2021$6,641 +3.5%$39,000 +13.5%
        2020$6,417 -0.3%$34,372 -10%
        2019$6,437 +1.7%$38,192
        2018$6,326 +2.4%$38,192 +19.1%
        2017$6,181 +4.3%$32,073
        2016$5,927 +9.8%$32,073
        2015$5,400 +8.7%$32,073 +9.4%
        2014$4,967 +2.2%$29,320
        2013$4,858 +0.8%$29,320
        2012$4,817 -21.9%$29,320 -26.8%
        2011$6,168 -0.9%$40,056
        2010$6,227 +4.2%$40,056
        2009$5,974 +8.4%$40,056 -11.2%
        2008$5,513 +66.1%$45,114
        2007$3,319 -23.9%$45,114
        2006$4,359 +22.1%$45,114 +54.8%
        2005$3,569 +3.1%$29,143
        2004$3,461 +4%$29,143
        2003$3,328 -3.5%$29,143 +38.8%
        2002$3,449 -1%$21,000
        2001$3,484 +21.2%$21,000 -5%
        2000$2,875 -0.2%$22,105 +30.5%
        1999$2,882 $16,938
        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: Jefferson Park

        Getting around

        78 / 100
        Very Walkable
        75 / 100
        Excellent Transit
        72 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Beaubien Elementary School
        • Middle: Beaubien Elementary School
        • High: Taft High School
        • 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts