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$140,000
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Property Description
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
Full Property Details
Full Property Details for 5958 S Winchester Ave
General
- Price: $140,000
- Taxes: $738 (2023)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12600641
- Updated: 3/30/2026
- Added to Site: 10 day(s) ago
Interior
- Basement: Finished, F
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
- Bedrooms(Blw Grade): 1
Location
- Area: CHI - West Englewood
- County: Cook
- Township: Lake
- Driving Directions: Take Winchester Ave south to 59th ave and till the property
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Window Unit(s)
- Heating Type: Radiator(s)
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Construction: Vinyl Siding
- Exterior Const.: Vinyl Siding
- Basement: Yes
- Basement Desc.: Finished, Full
- Square Feet: 1,607
- Sq. Ft. Source: Estimated
- Year Built: 1908
- Built Before 1978: Yes
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 25 x 125
Financial Considerations
- Assessment Year: 1908
- Tax Amount: $738
- Tax Year: 2023
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 20184000450000
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Schools
Schools serving 5958 S Winchester Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Earle Elementary School 2040 West 62nd Street, Chicago, IL 60636 | PK-8 | 0.3 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 5958 S Winchester Ave
Date
Details
Price
Change
Source
3/24/2026
Listed
$140,000
47.85%
MLS
8/16/2002
Sold
$94,688
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5958 S Winchester Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$738
—
$6,900
97%
2023
$738
2%
$3,499
—
2022
$720
2%
$3,499
—
2021
$704
-65%
$3,499
-61%
2020
$1,984
-1%
$8,906
-11%
2019
$2,010
2%
$10,007
—
2018
$1,977
-14%
$10,007
-6%
2017
$2,301
7%
$10,688
—
2016
$2,141
9%
$10,688
—
2015
$1,959
9%
$10,688
10%
2014
$1,802
2%
$9,714
—
2013
$1,767
1%
$9,714
—
2012
$1,743
—
$9,714
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5958 S Winchester Ave
5958 S Winchester Avenue, Chicago, IL 60636 (MLS# 12600641) is a Single Family property with 5 bedrooms and 2 full bathrooms. 5958 S Winchester Avenue is currently listed for $140,000 and was received on March 24, 2026. Want to learn more about 5958 S Winchester Avenue? Do you have questions about finding other Single Family real estate for sale in West Englewood? You can browse all West Englewood real estate or contact a Coldwell Banker agent to request more information.

