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    7837 S Winchester Avenue Chicago, IL 60620

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    Claim this Listing
    For Sale
    Under Contract
    $289,900

    MULTI_FAMILY - Chicago, IL

    Property size:
    2,278 SF
    Price / SF:
    $127/SF
    Added:
    Apr 2, 2026
    Days on Market:
    37
    Last Refresh:
    May 8 at 12:06 am

    Property Features for 7837 S Winchester Avenue

    General Information

    Property type
    Residential Multi Family
    Property subtype
    Other
    Bedrooms
    4
    Bathrooms
    2
    Rooms
    Bathroom 1, Bedroom 1, Bedroom 4, Bedroom 2, Basement, Bedroom 3, Bathroom 2
    Parking
    2
    Parking features
    Off Alley, Owned, Alley
    Basement
    Full, Unfinished
    Standard status
    Active Under Contract
    APN
    20304290130000
    Size
    2,278 SF

    Taxes and HOA fees

    Tax Year
    2023
    Tax Annual Amount
    1484

    Utilities

    Sewer type
    Public Sewer
    Heating system
    Steam, Natural Gas
    Water source
    Public

    Building Details

    Year built
    1926
    Building materials
    Brick
    Roof type
    Flat

    We can help!

    Listing Contact
    Jerome Harper

    Listing agent Jerome Harper License #475177533

    Listing office Keller Williams ONEChicago 2211 N Elston Ave STE 400, Chicago, IL

    Listing date Apr 2, 2026

    MLS# 12605788 Listing URL

    Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    HighLights

    • Live in one unit and rent the other, offsetting mortgage costs.
    • Recently replaced roof, gutters, and tuckpointing (completed in 2025).
    • Updated flooring throughout the property.
    • Solid brick construction in an established neighborhood.
    • Full, unfinished basement with good ceiling height offers potential for additional living space or storage.
    • Close proximity to public transit, local dining, and other South Side amenities.

    Overview

    Updated Chicago Two-Flat Investment

    This well-maintained brick 2-flat, constructed in 1926 and thoughtfully updated, is located in the Auburn Gresham neighborhood. The property offers 2,278 square feet of living space across two units, featuring a total of four bedrooms and two full baths. Updates include new roofing, gutters, and tuckpointing completed in 2025, along with updated flooring throughout. The full unfinished basement has good ceiling height, offering options for additional living space or storage. The boiler is 12 years old, functional and well maintained. Auburn Gresham is close to public transit, local dining, and other South Side amenities. This Chicago two-flat offers a chance to plant roots in an established neighborhood while building real wealth from day one. Live in one unit, rent the other, and let your tenant help cover your mortgage. It is suited for buyers looking for a real asset.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Duplexes

    Suggested Use

    Real Estate Agency Law Firm Restaurant Spa & Massage Center Dental Office Hair Salon Nail Salon Building Supply Gym & Fitness Center Accounting Firm

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Chicago
    County
    Cook
    State
    Illinois
    Longitude
    -87.671424
    Latitude
    41.750839

    FAQs

    What type of property is this?
    Duplex - Well-maintained 2-flat in Auburn Gresham, updated and ready.
    Where is this duplex located?
    The property is located at 7837 S Winchester Avenue Chicago, IL.
    What is the asking price?
    The asking price for this property is $289,900.
    What are key features of this property?
    This property features: Live in one unit and rent the other, offsetting mortgage costs.; Recently replaced roof, gutters, and tuckpointing (completed in 2025).; Updated flooring throughout the property.
    More about this property
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