5514 S Winchester Avenue Chicago, IL ^$ 339,000

5514 S Winchester Avenue

^$ 339,000

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5514 S Winchester Avenue

Chicago, IL, 60636

^$ 339,000

Bedrooms7 Baths2.0 Sq 2,500

Monthly Estimate*

^$ 2,140

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Multi-Family Home for sale in Chicago, IL

for $339,000 with 7 bedrooms and 2 full baths. This 2,500 square foot home was built in 1910 on a lot size of 0.8.

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.

Multi-Family Active

Price

^$ 339,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 1,500

Style

Traditional

Lot Size

0.8

Year Built

1910

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12702013

Features

General

Sewer Public Sewer

Heating Natural Gas Forced Air

Possession Closing

Roof Rubber

Architectural Style Traditional

Construction Materials Brick

Year Built 1910

Township South Chicago

Tax Year 2025

Ownership Fee Simple

County Cook

New Construction N

Property Type Residential Income Two to Four Units

Total Rooms 13

Status Active

Directions Take Garfield Blvd to Winchester ave and turn go south.

City Chicago

High School District 299

MLS Area CHI - West Englewood

Tax Annual Amount 1500

Standard Status Active

Middle/Junior School District 299

Elementary School District 299

Interior

Basement Partially Finished Full

Total Bedrooms 7

Total Baths 2

Bedrooms Possible 7

Full Baths Building 2

Half Baths Building 0

Total Number of Units 2

Exterior

Water Source Public

Total Parking 0

Lot Dimensions 25x130

Lot Size Acres 0.8

Waterfront Y/N N

* Excluded Features

List By

Listwithfreedom.Com

Broker

Htorn@listwithfreedom.com

Affordability Calculator

$2,265

Per Month

Monthly Principal & Interest: $2,140
Monthly Property Taxes: $125
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Multi-family listings in Chicago, IL

Average List Price ^$629,475

Percent of Sale Price 86%

About Chicago, IL

2,755,380 Population

-4% Since 2002

^$53,088 Median Income

36.07 Median Age

25% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

566059 Elementary School

566846 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
7/10/2026	$339,000		Listed Price

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5514 S Winchester Avenue, Chicago, IL, 60636 is a Multi-Family Home for sale at $339,000 with 2,500 sqft and a lot size of 0.8. 5514 S Winchester Avenue has 7 bedrooms, 2.0 baths, and was built in 1910. The property's zip code is 60636 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Data is updated as of 7/16/2026.

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5514 S Winchester Avenue

Multi-Family Home for sale in Chicago, IL

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