$289,900

beds

baths

7837 S Winchester Avenue

Chicago, Illinois 60620

Name: 7837 S Winchester Avenue, Chicago, IL 60620
Price: 289900 USD
Availability: InStock

New / MLS #12605788 / Multiple Unit (2-4) / Auburn Gresham

Listing information updated 4/2/2026 at 3:23pm

This well-maintained brick 2-flat in Auburn Gresham is exactly what smart buyers are looking for -- 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. Built in 1926 and thoughtfully updated of the years, this solid Chicago two-flat offers 2,278 square feet of living space across two units, four bedrooms, and two full baths. The big-ticket items have already been addressed -- new roof, gutters, and tuckpointing completed in 2025, along with updated flooring throughout. The full unfinished basement has good ceiling height, giving a future owner real options for additional living space, or storage. The boiler is 12 years old, functional and well maintained. Auburn Gresham is a neighborhood with deep roots and a strong sense of community, close to public transit, local dining, and everything the South Side has to offer. For the buyer who wants more than a house and is looking for a real asset, this one is worth a close look.

See it in person

Open House

11:00am - 1:00pm Saturday, April 4th, 2026 4/4/26

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1:00pm - 3:00pm Sunday, April 5th, 2026 4/5/26

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Full Features

Exterior Type:

Brick

Basement:

Unfinished,Full

Beds Above Grade:

Heating System:

Natural Gas, Steam

Pool:

Age:

91-100 Years

Roof Type:

Flat

Parking Type:

Off Alley,Alley Access,Yes,Owned

Parking Spaces:

Room Count:

Water Front:

Square Feet:

N/A

Lot Size:

Less Than .25 Acre

Taxes & Assessments

Tax Amount:

$1,484

Tax Year:

2023

Location

Zip Code:

60620

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Exterior Type:

Brick

Basement:

Unfinished,Full

Beds Above Grade:

Heating System:

Natural Gas, Steam

Pool:

Age:

91-100 Years

Roof Type:

Flat

Parking Type:

Off Alley,Alley Access,Yes,Owned

Parking Spaces:

Room Count:

Water Front:

Square Feet:

N/A

Lot Size:

Less Than .25 Acre

Tax Amount:

$1,484

Tax Year:

2023

Zip Code:

60620

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Listing Office: Keller Williams ONEChicago

Listing Office Phone: 312.216.2422

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 4/2/2026 at 3:23pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.

7837 S Winchester Avenue

Chicago, Illinois 60620