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$339,000

  • For Sale
  • Active
  • Multi-Family
  • 7 Total Beds
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This is a 2 Flat Apartment Building. The first floor has 6 rooms with 1 bath and the second floor has 7 rooms with 1 bath and new central air conditioner. Each apartment has it's own electrical panel on each floor. The basement is partially finished, 4 rooms and bath studded out with most mechanicals done.

Full Property Details for 5514 S Winchester Ave

General

  • Price: $339,000
  • Taxes: $1,500 (2025)
  • Status: Active
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12702013
  • Updated: 7/16/2026
  • Added to Site: 49 day(s) ago

Interior

  • Basement: Partially

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Upper - Full Baths: 2

Bedrooms

  • Total Bedrooms: 7

Location

  • Area: CHI - West Englewood
  • County: Cook
  • Township: South Chicago
  • Driving Directions: Take Garfield Blvd to Winchester ave and turn go south.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Heating & Cooling

  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Partially Finished, Full
  • Roof: Rubber
  • Year Built: 1910
  • Built Before 1978: Yes

Unit Information

  • Units in Building: 2

Lot Features

  • Lot Size (Acres): 0.8
  • Lot Size Range: .50 to .99 Acre
  • Lot Dimensions: 25 x 130

Financial Considerations

  • Assessment Year: 1910
  • Tax Amount: $1,500
  • Tax Year: 2025
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 20182000180000

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Schools serving 5514 S Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Henderson Elementary School
5650 South Wolcott Avenue, Chicago, IL 60636
PK-80.2 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 5514 S Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/10/2026
Listed
$339,000
2725%
MLS
1/23/2009
Sold
$12,000
—
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 5514 S Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$745
—
$13,000
37%
2023
$745
8%
$9,499
—
2022
$687
20%
$9,499
—
2021
$571
-13%
$9,499
4%
2020
$660
-11%
$9,168
-13%
2019
$739
2%
$10,539
—
2018
$725
-49%
$10,539
-21%
2017
$1,409
-47%
$13,341
—
2016
$2,672
9%
$13,341
—
2015
$2,445
9%
$13,341
10%
2014
$2,251
2%
$12,134
—
2013
$2,207
1%
$12,134
—
2012
$2,177
—
$12,134
—
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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5514 S Winchester Avenue, Chicago, IL 60636 (MLS# 12702013) is a Multi-Family property with 2 units containing 7 bedrooms and 0 full bathrooms. 5514 S Winchester Avenue is currently listed for $339,000 and was received on July 10, 2026. Want to learn more about 5514 S Winchester Avenue? Do you have questions about finding other Multi-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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