7837 S Winchester Avenue, Chicago, IL 60620 - Photo 1

1/1

$279,000

Sold
Closed
Multi-Family
4 Total Beds
Updated 13 days ago

1/1

Property Description

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.

Full Property Details

Full Property Details for 7837 S Winchester Ave

General

Sold For: $279,000
Taxes: $1,484 (2023)
Status: Closed
Type: Multi-Family
Source: MRED
MLS ID: 12605788
Added to Site: 98 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 2

Bedrooms

Total Bedrooms: 4

Parking

Total Spaces: 2
Parking Features: Off-Alley, Alley Access, Yes, Owned

Location

Area: CHI - Auburn Gresham
County: Cook
Driving Directions: Take the 79th Street exit from I-94. Head west on 79th Street (away from the expressway). Continue straight for about 2.5-3 miles. Turn right (north) onto South Winchester Avenue. Drive about 0.2 miles (2-3 blocks). Arrive at 7837 South Winchester Avenue - it will be on your right-hand side.

School Information

School District: 299
Midd School District: 299

Heating & Cooling

Heating Type: Natural Gas, Steam

Utilities

Water: Lake Michigan, Public

Structural Information

Construction: Brick
Exterior Const.: Brick
Basement Desc.: Unfinished, Full
Foundation: Concrete Perimeter
Roof: Flat
Year Built: 1926
Built Before 1978: Yes

Unit Information

Units in Building: 2

Lot Features

Lot Size Range: Less than .25 Acre
Lot Dimensions: 25 x 125

Financial Considerations

Assessment Year: 1926
Tax Amount: $1,484
Tax Year: 2023

Disclosures and Reports

Ownership: Fee Simple
Property ID: 20304290130000

Listed by Keller Williams ONEChicago
Sold by Real People Realty

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— 7837 S Winchester Ave —

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Schools

Schools serving 7837 S Winchester Ave

School District:Chicago Public School District 299

Name	Grades	Distance
Barton Elementary School, Chicago, IL 7650 South Wolcott Avenue, Chicago, IL 60620	PK-8	0.3 mi
Hirsch Metropolitan High School 7740 South Ingleside Avenue, Chicago, IL 60619	9-12	3.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 7837 S Winchester Ave

Date

Details

Price

Change

Source

5/29/2026

Sold

$279,000

-3.76%

MLS

4/02/2026

Listed

$289,900

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5
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Price Reduced

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Active
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6
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Closed
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Beds
2
Total Baths

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Beds
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Total Baths
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Beds
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7837 S Winchester Avenue, Chicago, IL 60620 (MLS# 12605788) is a Multi-Family property that was sold at $279,000 on May 29, 2026. Want to learn more about 7837 S Winchester Avenue? Do you have questions about finding other Multi-Family real estate for sale in Auburn Gresham? You can browse all Auburn Gresham real estate or contact a Coldwell Banker agent to request more information.

7837 S Winchester Ave Chicago, IL 60620