5445 S Winchester Avenue Chicago, IL 60621

Property Photo: 5445 S Winchester Avenue IL 60621

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Midwest Real Estate Data as distributed by MLS GRID / Listed By: Illinois Discount Realty

5445 S Winchester Avenue Chicago, IL 60621

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$399,500 ^(USD)

BED

BATH

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Description

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.

MLS #:
12764451

Taxes
$1,567(2025)

Type
Multifamily

Year Built
1918

School District
299

County
Cook County

Listed By

Vanessa Carlson, Illinois Discount Realty

Source
Midwest Real Estate Data
Last checked Sep 20 2026 at 2:42 PM GMT+0000

Bathroom Details

Interior Features

Co Detectors
Ceiling Fan(s)
Security System
Multiple Water Heaters

Lot Information

Corner Lot

Property Features

Foundation: Concrete Perimeter

Heating and Cooling

Electric
Natural Gas

Basement Information

Other
Full
Walk-Out Access

Exterior Features

Roof: Asphalt

Utility Information

Utilities: Water Source: Lake Michigan
Sewer: Public Sewer

Parking

Driveway
Enclosed
Yes

Location

Map View | Street View

Listing to Address

Address to Listing

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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price

Down payment

Interest rate

Mortgage calculator estimates are provided by The Corcoran Group and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.

Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.

Based on information submitted to the MLS GRID as of 9/20/2026 14:42. 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.

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