5350 S Winchester Ave

$140,000
Price
4
Beds
Sq. Ft.
/ Sq. Ft.
Sq. Ft.
per Sq. Ft.

Description

Quiet block in upcoming new city neighborhood! Seller is motivated yet comps in area show lots of room to make this vacant BRICK 2 flat with 4 beds and 3 bath (yet a very large living room to add a third bedroom in one of the apartments) a basic rental or a splendid work of art at whatever level of creativity you desire! Great possibilities!. Turn this in to a wonderful investment property or your home that will generate income with also a clean unfinished basement with its own entrance (not pictured)...Quiet block in upcoming new city neighborhood! Seller is motivated yet comps in area show lots of room to make this vacant BRICK 2 flat with 4 beds and 3 bath (yet a very large living room to add a third bedroom in one of the apartments) a basic rental or a splendid work of art at whatever level of creativity you desire! Great possibilities!. Turn this in to a wonderful investment property or your home that will generate income with also a clean unfinished basement with its own entrance (not pictured) to expand or leave as is! Enclosed back porches as well as a garage! The amount of work will be at your discretion but... you are invited to come see for yourself!

Property Details for 5350 South Winchester Avenue

Area
CHI - New City
Township
Lake
Ownership
Fee Simple
Num Of Garage Spaces
1.0
Num Of Parking Spaces
1.0
Heat/Fuel
Forced Air
Zoning
MULTI
LISTING UPDATED: 12/15/2025 12:07 AM

Property Details for 5350 South Winchester Avenue

StatusActive
MLS #12389065
Days on Market189
Taxes$3,300 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeTwo to Four Units / 2 Flat
Year Built1905
Lot Size0.06 AC / 2,784 SF
CountyCook County

Location

Listing Courtesy of Century 21 IMPACT
Add your commute

Building Information for 5350 South Winchester Avenue

Stories-Residences2Year Built1905Building Size-Lot Size0.06 AC / 2,784 SF

Payment Calculator

$967 per month

30 year fixed, 6.28% Interest

Principal and Interest

$692

Property Taxes

$275

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 5350 South Winchester Avenue

General Information
School Information
  • Elementary School District: 299
  • Elementary School: Fulton Elementary School
  • High School District: 299
  • High School: Tilden Achievement Academy High
  • 2nd Alternate Elementary School: HENDERSON ELEMENTARY SCHOOL
  • Middle Or Junior School District: 299
Addtl Parking Information
  • Parking Details: No Garage, Yes, Garage Owned, Detached, Garage
Property Information
Interior Features
  • Num Of Rooms: 8
  • Bedrooms Total: 4
  • Bedrooms (Below Grade): 0
  • Community Features: Sidewalks, Street Lights, Street Paved
  • Basement Type: Finished, Full
  • Bedrooms Possible: 4
  • # Full Baths in Building: 3
  • # Half Baths in Building: 0
  • Room Type: Enclosed Porch
  • Num of Baths: 3.0
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan, Public
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Lot Size: Less Than .25 Acre
  • Lot Dimensions: 2784
  • Total # Units in Building: 2.0
  • Waterfront: No
  • Construction: Brick
  • Roof Type: Tar/Gravel
  • General Information: School Bus Service,Commuter Bus
  • North Coordinate: 0
  • South Coordinate: 5350
  • East Coordinate: 0
  • West Coordinate: 2000
  • 3 Br Un In Bldg: No
Property and Assessments
  • Public Document Count: 0
  • Photos Count: 5
  • OpenHouse Count: 1
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Multi Family
Income & Expenses
  • Gross Income: $2,400.00
Unit 1
  • Unit Type Actual Rent: $800.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 2
  • Unit Type Type: Unit 1
  • Lease Expiration Date: 06/18
Unit 2
  • Unit Type Actual Rent: $800.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 2
  • Unit Type Type: Unit 2
  • Lease Expiration Date: 07/18

Property History for 5350 South Winchester Avenue

DateEvent & SourcePriceAppreciation
Dec 9, 2025

Price Change

MRED #12389065

$140,000
Oct 27, 2025

Price Change

MRED #12389065

$175,999
Oct 27, 2025

Listed (Active)

MRED #12389065

$176,611
Sep 12, 2025

Temporarily Off Market

MRED #12389065

$175,999
Jun 10, 2025

Listed (Active)

MRED #12389065

$176,611
Nov 24, 2017

Cancelled

MRED #09652492

$59,000
Jun 7, 2017

Listed (Active)

MRED #09652492

$65,900
DateEvent & SourcePrice
12/09/2025

Price Change

MRED #12389065

$140,000
10/27/2025

Price Change

MRED #12389065

$175,999
10/27/2025

Listed (Active)

MRED #12389065

$176,611
09/12/2025

Temporarily Off Market

MRED #12389065

$175,999
06/10/2025

Listed (Active)

MRED #12389065

$176,611
11/24/2017

Cancelled

MRED #09652492

$59,000
06/07/2017

Listed (Active)

MRED #09652492

$65,900

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

Public Records for 5350 South Winchester Avenue

Taxable ValueLand$1,809Additions$7,690Total$9,499
Tax Record2023$2,015 ($168 / month)
Home Facts
Baths2Total Finished SqFt1,652 SqFtAbove Grade Finished SqFt1,652 SqFtStories2Lot Size2,784 SqFtStyleMulti-Family Res (5+ Units)Year Built1908CountyCOOKAPN20-07-416-042

Schools near 5350 South Winchester Avenue

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Charter - K to 12
Charter - K to 8
Public - 10 to 12
Rating
School
Distance
Fulton Elementary School
PublicPK to 8

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.

Neighborhood Map and Transit

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5350 South Winchester Avenue is a multi-family home for sale in Chicago, IL 60609. This property was listed for sale on June 10, 2025 by Century 21 IMPACT, it's currently listed at $140,000. This listing's school district is Chicago Public Schools. Nearby schools include Fulton Elementary School, Horzion Science Academy - Southwest Charter and CICS Basil. 5350 South Winchester Avenue is a 4-bed, 3-bath, multi-family home built in 1905.

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 Century 21 IMPACT

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 12/15/2025 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.