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5445 S WINCHESTER Avenue Chicago IL 60621US4 Bed, 2.00 Bath (2 Full Bath), 12764451
5445 S WINCHESTER Avenue ChicagoIL60621
399500.0000 1/1/1900 12:00:00 AM
Realty Executives Ambassador
9999 W. 143rd StreetOrland ParkIL60462
708-349-1111
1 /

Courtesy of: Vanessa Carlson, Illinois Discount Realty, irealtymls@aol.com

5445 S WINCHESTER Avenue
Chicago IL 60621 US

Save
1 /

Courtesy of: Vanessa Carlson, Illinois Discount Realty, irealtymls@aol.com

Realty Executives Ambassador
9999 W. 143rd Street
Orland Park, IL, US 60462
708-349-1111

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5445 S WINCHESTER Avenue
Chicago IL 60621 US

$399,500

Active Listing ID 12764451
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4 bed
bath icon
2.00 Bath (2 Full)
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Other

$399,500

Active Listing ID 12764451
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5445 S WINCHESTER Avenue Completely gut-rehabbed and fully renovated, this property is truly move-in ready with extensive new construction and upgrades throughout. The renovation includes all-new appliances, individual new HVAC systems for each unit, new electrical, new plumbing, new windows, a new roof, new siding, and a new fence. The property also features hard-wired security cameras for added peace of mind. From the major mechanical systems to the exterior improvements, virtually every aspect of the property has been newly updated. A rare opportunity to own a property with the benefits of a brand-new renovation without the uncertainty and expense of an older, partially updated building.

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Property Features

  • Facts
  • Property Type: Residential Multi Family
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • Roof Type: Asphalt
  • Heating Fuels: Electric (Heating), Natural Gas
  • Additional Features
  • Basement

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Other
  • listprice: 399500
  • unparsedaddress: 5445 S WINCHESTER Avenue
  • postalcity: Chicago
  • stateorprovince: IL
  • country: US
  • postalcode: 60621
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 0
  • livingareaunits: Square Feet
  • latitude: 41.79445
  • longitude: -87.67276
  • listagentfullname: Vanessa Carlson
  • listagentemail: irealtymls@aol.com
  • listagentkey: 3yd-MREDIL-163651
  • listagentmlsid: 163651
  • listagentpreferredphone: (708) 542-4577
  • listagentofficephone: 8004038716
  • listofficekey: 3yd-MREDIL-18972
  • listofficemlsid: 18972
  • disclaimer: Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MREDIL
  • yearbuilt: 1918
  • listingcontractdate: 2026-09-20
  • listagenturl: https://www.irealtyflatfeebrokerage.com
  • countyorparish: Cook
  • parcelnumber: 20074250180000
  • elementaryschooldistrict: 299
  • middleorjuniorschooldistrict: 299
  • highschooldistrict: 299
  • constructionmaterials: Vinyl Siding
  • heating: Electric (Heating), Natural Gas
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 2
  • parkingfeatures: Driveway
  • roof: Asphalt
  • waterfrontyn: False
  • franchiseaffiliation: None
  • rooms: Basement, Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Bedroom 4, Bedroom 3
  • basement: Walk-Out Access, Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -87.67276, 41.79445
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"iRealty Flat Fee Brokerage, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"irealtymls@aol.com", "ListBrokerageCity":"Elmhurst", "ListBrokerageCountry":"US", "ListBrokerageEmail":"irealtymls@aol.com", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/c5ababf0229f3dd401229fe23e24001ak-c1385650465r.png", "ListBrokerageName":"iRealty Flat Fee Brokerage, Inc.", "ListBrokeragePhone":"(708) 542-4577", "ListBrokeragePostalCode":"60126", "ListBrokerageStateOrProvince":"IL", "ListBrokerageUnitNumber":"21", "ListBrokerageUnparsedAddress":"381 N York", "ListBrokerageWebsiteUrl":"https://www.irealtyflatfeebrokerage.com", "ListOfficeAddress1":"54 Samuel Dr. ", "ListOfficeAddress2":"21", "ListOfficeBrokerMlsId":"18972", "ListOfficeCity":"Streamwood", "ListOfficeCountry":"US", "ListOfficeEmail":"irealtymls@aol.com", "ListOfficePostalCode":"60107", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential Income, Chicago, IL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5445-S-Winchester-Ave_Chicago_IL_60609_M84491-02474?f=listhub&s=MREDIL&m=12764451&c=rexren", "MLSModificationTimestamp":"2026-09-21 16:58:04", "Neighborhoods":[{"Description":null, "Name":"CHI - New City"}], "PostalCode":null, "RoomCount":14, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":1567, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/21/2026 5:09:33 PM GMT
Source Updated Date: 9/25/2026 12:54:57 PM GMT

Courtesy of: Vanessa Carlson, Illinois Discount Realty, irealtymls@aol.com

Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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