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$140,000 Contingent

  • For Sale
  • Contingent
  • Multi-Family
  • 4 Total Beds
  • 1 Car Garage
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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!!!

Full Property Details for 5350 S Winchester Ave

General

  • Price: $140,000
  • Taxes: $3,300 (2023)
  • Status: Contingent
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12389065
  • Updated: 12/24/2025
  • Added to Site: 223 day(s) ago

Rental Information

  • Complex Features: Sidewalks, Street Lights, Street Paved

Interior

  • Basement: Finished, F

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Upper - Full Baths: 3

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Other Features: School Bus Service, Commuter Bus

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: No Garage, Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - New City
  • County: Cook
  • Township: Lake
  • Driving Directions: Take 53rd W to S Winchester and make a left on S Winchester and the property will be on your right.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Fulton Elementary School
  • High School: Tilden Achievement Academy High
  • Private School: Tilden Achievement Academy High

Heating & Cooling

  • Heating Type: Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan, Public

Structural Information

  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Finished, Full
  • Roof: Tar/Gravel
  • Year Built: 1905
  • Built Before 1978: Yes

Unit Information

  • Units in Building: 2

Lot Features

  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 2784
  • Zoning: MULTI

Financial Considerations

  • Assessment Year: 1905
  • Tax Amount: $3,300
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: List Broker Must Accompany
  • Property ID: 20074160420000

Listed by Century 21 IMPACT

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— 5350 S Winchester Ave —

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Be ready to buy your new home!

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NMLS#: 1598647

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with our affiliated in-house agency

Request a Quote

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

Schools serving 5350 S Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Fulton Elementary School, Chicago, IL
5300 South Hermitage Avenue, Chicago, IL 60609
PK-80.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5350 S Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/09/2025
Price Reduced
$140,000
-20.45%
MLS
6/27/2025
Price Reduced
$175,999
-0.35%
MLS
6/10/2025
Listed
$176,611
—
MLS
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 5350 S Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$2,015
3%
$9,499
—
2022
$1,965
3%
$9,499
—
2021
$1,910
23%
$9,499
37%
2020
$1,553
220%
$6,927
189%
2019
$485
2%
$2,397
—
2018
$477
-24%
$2,397
-17%
2017
$628
8%
$2,898
—
2016
$584
-77%
$2,898
-79%
2015
$2,576
12%
$13,955
14%
2014
$2,296
2%
$12,280
—
2013
$2,251
1%
$12,280
—
2012
$2,222
—
$12,280
—
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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5350 S Winchester Avenue, Chicago, IL 60609 (MLS# 12389065) is a Multi-Family property with 2 units containing 4 bedrooms and 0 full bathrooms. 5350 S Winchester Avenue is currently listed for $140,000 and was received on June 10, 2025. Want to learn more about 5350 S Winchester Avenue? Do you have questions about finding other Multi-Family real estate for sale in New City? You can browse all New City real estate or contact a Coldwell Banker agent to request more information.

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