5514 S Winchester Ave

$315,000
Price
8
Beds
Sq. Ft.
/ Sq. Ft.
Sq. Ft.
per Sq. Ft.

Description

Nice 2 Flat home. Quiet neighborhood. Basement is renovated for in-law, but needs to be finished. The Building has 3 furnaces,( 2- Hi efficiency), 3 water heaters (140 Gals total), 4 electrical meter boxes (1 extra for Basement ) and an electrical service panel on each floor. (200amps total) 4 additional full Closets added. 2ND FLR has new central air conditioning (16 seer hi effiency) It has 5Car parking in rear. photos start with 1st flr.Nice 2 Flat home. Quiet neighborhood. Basement is renovated for in-law, but needs to be finished. The Building has 3 furnaces,( 2- Hi efficiency), 3 water heaters (140 Gals total), 4 electrical meter boxes (1 extra for Basement ) and an electrical service panel on each floor. (200amps total) 4 additional full Closets added. 2ND FLR has new central air conditioning (16 seer hi effiency) It has 5Car parking in rear. photos start with 1st flr.

Property Details for 5514 South Winchester Avenue

Area
CHI - West Englewood
Township
South Chicago
Ownership
Fee Simple
Num Of Parking Spaces
5.0
Heat/Fuel
Natural Gas
LISTING UPDATED: 07/22/2025 12:07 AM

Property Details for 5514 South Winchester Avenue

StatusActive
MLS #12421401
Days on Market202
Taxes$745 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeTwo to Four Units / 2 Flat
Year Built1910
Lot Size0.09 AC / 3,750 SF
CountyCook County

Location

Listing Courtesy of USRealty.com, LLP
Add your commute

Building Information for 5514 South Winchester Avenue

Stories-Residences2Year Built1910Building Size-Lot Size0.09 AC / 3,750 SF

Payment Calculator

$1,619 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,557

Property Taxes

$62

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 5514 South Winchester Avenue

General Information
School Information
  • Elementary School District: 299
  • High School District: 299
  • Middle Or Junior School District: 299
Addtl Parking Information
  • Parking Details: On Site
Property Information
Interior Features
  • Num Of Rooms: 16
  • Bedrooms Total: 8
  • Bedrooms (Below Grade): 0
  • Basement Type: Partially Finished, Full
  • Bedrooms Possible: 8
  • # Full Baths in Building: 3
  • # Half Baths in Building: 0
  • Num of Baths: 3.0
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Public
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2017
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Lot Size: Less Than .25 Acre
  • Lot Dimensions: 30X125
  • Total # Units in Building: 2.0
  • Waterfront: No
  • Construction: Brick
  • General Information: None
  • North Coordinate: 0
  • South Coordinate: 5500
  • East Coordinate: 0
  • West Coordinate: 1900
  • 3 Br Un In Bldg: Yes
Property and Assessments
  • Public Document Count: 0
  • Photos Count: 25
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Multi Family
Unit 1
  • Unit Type Actual Rent: $.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 4
  • Unit Type Type: Unit 1
  • Lease Expiration Date: M2M
Unit 2
  • Unit Type Actual Rent: $.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 4
  • Unit Type Type: Unit 2
  • Lease Expiration Date: M2M

Property History for 5514 South Winchester Avenue

DateEvent & SourcePriceAppreciation
Jul 16, 2025

Listed (Active)

MRED #12421401

$315,000
Jul 4, 2025

Cancelled

MRED #12380717

$315,000
Jun 16, 2025

Contingent

MRED #12380717

Jun 1, 2025

Listed (Active)

MRED #12380717

$315,000
May 31, 2025

Expired

MRED #12358664

$315,000
May 7, 2025

Listed (Active)

MRED #12358664

$315,000
May 7, 2025

Cancelled

MRED #12319783

$325,000
Mar 24, 2025

Cancelled

MRED #12288580

$325,000
Mar 24, 2025

Listed (Active)

MRED #12319783

$325,000
Mar 2, 2025

Listed (Active)

MRED #12288580

$325,000
Feb 28, 2025

Expired

MRED #12288580

$325,000
Feb 11, 2025

Cancelled

MRED #12263009

$350,000
Feb 11, 2025

Listed (Active)

MRED #12288580

$325,000
Jan 2, 2025

Cancelled

MRED #12212457

$350,000
Jan 2, 2025

Listed (Active)

MRED #12263009

$350,000
Nov 18, 2024

Listed (Active)

MRED #12212457

$350,000
Nov 17, 2023

Cancelled

MRED #11864003

$325,000
Aug 18, 2023

Listed (Active)

MRED #11864003

$325,000
Nov 30, 2022

Expired

MRED #11631440

$299,900
Sep 15, 2022

Listed (Active)

MRED #11631440

$299,900
Jan 30, 2009

Sold

MRED #07062637

$13,000
Jan 23, 2009

Sold (Public Record)

Public Record #262899433

$12,000

-68.1% / yr

Jan 16, 2009

Pending

MRED #07062637

Oct 31, 2008

Cancelled

MRED #06854288

$54,990
Oct 31, 2008

Listed (Active)

MRED #07062637

$54,990
Oct 22, 2008

Listed (Active)

MRED #06854288

$79,000
Apr 23, 2008

Cancelled

MRED #06811660

$99,900
Mar 1, 2008

Expired

MRED #06805970

$99,900
Feb 26, 2008

Listed (Active)

MRED #06811660

$99,900
Feb 20, 2008

Listed (Active)

MRED #06805970

$99,900
Feb 10, 2008

Expired

MRED #06721664

$99,900
Nov 2, 2007

Listed (Active)

MRED #06721664

$140,900
Nov 1, 2007

Expired

MRED #06629398

$140,900
Aug 3, 2007

Listed (Active)

MRED #06629398

$147,900
Apr 6, 2006

Sold (Public Record)

Public Record #194350402

$295,000
DateEvent & SourcePrice
07/16/2025

Listed (Active)

MRED #12421401

$315,000
07/04/2025

Cancelled

MRED #12380717

$315,000
06/16/2025

Contingent

MRED #12380717

06/01/2025

Listed (Active)

MRED #12380717

$315,000
05/31/2025

Expired

MRED #12358664

$315,000
05/07/2025

Listed (Active)

MRED #12358664

$315,000
05/07/2025

Cancelled

MRED #12319783

$325,000
03/24/2025

Cancelled

MRED #12288580

$325,000
03/24/2025

Listed (Active)

MRED #12319783

$325,000
03/02/2025

Listed (Active)

MRED #12288580

$325,000
02/28/2025

Expired

MRED #12288580

$325,000
02/11/2025

Cancelled

MRED #12263009

$350,000
02/11/2025

Listed (Active)

MRED #12288580

$325,000
01/02/2025

Cancelled

MRED #12212457

$350,000
01/02/2025

Listed (Active)

MRED #12263009

$350,000
11/18/2024

Listed (Active)

MRED #12212457

$350,000
11/17/2023

Cancelled

MRED #11864003

$325,000
08/18/2023

Listed (Active)

MRED #11864003

$325,000
11/30/2022

Expired

MRED #11631440

$299,900
09/15/2022

Listed (Active)

MRED #11631440

$299,900
01/30/2009

Sold

MRED #07062637

$13,000
01/23/2009

Sold (Public Record)

Public Record #262899433

$12,000

-68.1% / yr

01/16/2009

Pending

MRED #07062637

10/31/2008

Cancelled

MRED #06854288

$54,990
10/31/2008

Listed (Active)

MRED #07062637

$54,990
10/22/2008

Listed (Active)

MRED #06854288

$79,000
04/23/2008

Cancelled

MRED #06811660

$99,900
03/01/2008

Expired

MRED #06805970

$99,900
02/26/2008

Listed (Active)

MRED #06811660

$99,900
02/20/2008

Listed (Active)

MRED #06805970

$99,900
02/10/2008

Expired

MRED #06721664

$99,900
11/02/2007

Listed (Active)

MRED #06721664

$140,900
11/01/2007

Expired

MRED #06629398

$140,900
08/03/2007

Listed (Active)

MRED #06629398

$147,900
04/06/2006

Sold (Public Record)

Public Record #194350402

$295,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5514 South Winchester Avenue

Taxable ValueLand$2,099Additions$7,400Total$9,499
Tax Record2023$745 ($62 / month)
Home Facts
Baths2Total Finished SqFt2,274 SqFtAbove Grade Finished SqFt2,274 SqFtStories2Lot Size3,230 SqFtStyleMulti-Family Res (5+ Units)Year Built1910CountyCOOKAPN20-18-200-018

Schools near 5514 South Winchester Avenue

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - K to 8
Charter - K to 12
Rating
School
Distance
Henderson Elementary School
PublicPK to 8

Englewood STEM High School
Public9 to 12

CICS Basil
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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5514 South Winchester Avenue is a multi-family home for sale in Chicago, IL 60636. This property was listed for sale on July 16, 2025 by USRealty.com, LLP, it's currently listed at $315,000. It has been on the market for a total of 202 days and was last sold on January 30, 2009. This listing's school district is Chicago Public Schools. Nearby schools include Henderson Elementary School, Englewood STEM High School and CICS Basil. 5514 South Winchester Avenue is a 8-bed, 3-bath, multi-family home built in 1910.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of USRealty.com, LLP

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 07/22/2025 12:07 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.