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$140,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 1,607 Sq. Ft.
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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 for 5958 S Winchester Ave

General

  • Price: $140,000
  • Taxes: $738 (2023)
  • Status: Contingent
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12600641
  • Updated: 5/5/2026
  • Added to Site: 60 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

Listed by eXp Realty

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Listing agent

— 5958 S Winchester Ave —

  • eXp Realty

(708) 512-4729

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 5958 S Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Earle Elementary School
2040 West 62nd Street, Chicago, IL 60636
PK-80.3 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/24/2026
Listed
$140,000
47.85%
MLS
8/16/2002
Sold
$94,688
—
Public Record
Get Price Alerts and Save Property
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 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
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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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.

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