5958 S Winchester Avenue
Chicago, IL, 60636
$140,000
4 Beds
2 Baths
1,607 SqFt
0 Acres
Add
Add
$140,000
5958 S Winchester Avenue
Chicago, IL, 60636
MLS #MRD12600641 image #0MLS #MRD12600641 image #1MLS #MRD12600641 image #2MLS #MRD12600641 image #3MLS #MRD12600641 image #4MLS #MRD12600641 image #5MLS #MRD12600641 image #6MLS #MRD12600641 image #7
Currently zoned as a single family, the property features 5 bedrooms and 2 bathrooms above grade, with a finished basement that includes 2 additional bedrooms and 1 bathroom. The first floor offers 3 bedrooms and 1 bathroom and has been recently updated with fresh paint and refinished flooring. The second floor includes 2 bedrooms, 1 bathroom, a full kitchen, and separate front and rear entrances, making it ideal for extended living arrangements. Additional features include an enclosed rear staircase, a roof that is approximately 2 years old, and a well maintained boiler. Great opportunity for an investor or owner occupant looking for space and value

Property Details

Price:
$140,000
MLS #:
MRD12600641
Status:
Active Under Contract
Beds:
4
Baths:
2
Type:
Single Family
Neighborhood:
chiwestenglewood
Listed Date:
Mar 24, 2026
Finished Sq Ft:
1,607
Year Built:
1908
Chi – West EnglewoodChiwestenglewood

Schools

School District:
299

Interior

Bathrooms
2 Full Bathrooms
Cooling
Window Unit(s)
Heating
Radiator(s)

Exterior

Construction Materials
Vinyl Siding

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$738
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing

Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

More About Debra

Mortgage Calculator

 

Map

Current real estate data for Single Family in Chicago as of Jun 04, 2026
2,633
Single Family Listed
70
Avg DOM
241
Avg $ / SqFt
$594,937
Avg List Price

Community

Subdivisions in Chicago

Similar Listings Nearby

broker reciprocity
MLS# MRD12664374broker reciprocity
401 E 91st Street
Chicago, IL

$180,000

4.9 miles away

broker reciprocity
MLS# MRD12639484broker reciprocity
5308 S Peoria Street
Chicago, IL

$179,900

1.6 miles away

broker reciprocity
MLS# MRD12576484broker reciprocity
8101 S Harvard Avenue
Chicago, IL

$179,000

3.4 miles away

broker reciprocity
MLS# MRD12613388broker reciprocity
9232 S EGGLESTON Avenue
Chicago, IL

$178,000

4.5 miles away

broker reciprocity
MLS# MRD12614161broker reciprocity
39 W 83rd Street
Chicago, IL

$178,000

3.8 miles away

broker reciprocity
MLS# MRD12538622broker reciprocity
5918 S Albany Avenue
Chicago, IL

$175,000

1.4 miles away

broker reciprocity
MLS# MRD12606511broker reciprocity
2102 W 73rd Street
Chicago, IL

$175,000

1.6 miles away

broker reciprocity
MLS# MRD12638262broker reciprocity
7216 S South Chicago Avenue
Chicago, IL

$175,000

3.9 miles away

broker reciprocity
MLS# MRD12654306broker reciprocity
8818 S Cottage Grove Avenue
Chicago, IL

$175,000

5.0 miles away

broker reciprocity
MLS# MRD12664639broker reciprocity
7535 S Vernon Avenue
Chicago, IL

$174,999

3.6 miles away

Property Summary

    5958 S Winchester Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60636. It is listed for $140,000 and features 4 beds, 2 baths, and has approximately 1,607 square feet of living space, and was originally constructed in 1908. The current price per square foot is $87. The average price per square foot for Single Family listings in Chicago is $241. The average listing price for Single Family in Chicago is $594,937. To schedule a showing of MLS#mrd12600641 at 5958 S Winchester Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
5958 S Winchester Avenue
Chicago, IL