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5445 S WINCHESTER Avenue Chicago, IL $ 399,500
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5445 S WINCHESTER Avenue
$ 399,500
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5445 S WINCHESTER Avenue

Chicago, IL, 60621
$ 399,500
Bedrooms4 Baths2.0 Sq 2,000

Monthly Estimate*

$ 2,522

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Multi-Family Home for sale in Chicago, IL

for $399,500 with 4 bedrooms and 2 full baths. This 2,000 square foot home was built in 1918.

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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Multi-Family Active

Price

$ 399,500

Bedrooms

4

Full Bath

2

Property Type

Multi-Family

Taxes

$ 1,567

Style

Year Built

1918

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12764451
Features
General
Sewer Public Sewer
Heating Natural Gas Electric
Possession Closing
Roof Asphalt
Zoning MULTI
Construction Materials Aluminum Siding
Year Built 1918
Township Lake
Tax Year 2025
Ownership Fee Simple
Community Features Sidewalks Street Lights Street Paved
County Cook
New Construction N
Property Type Residential Income Two to Four Units
Total Rooms 14
Status New
Directions ake I-90/I-94 to 55th St. Exit. Head west on 55th St. then south on Winchester Ave. Property is located on the west side of the street.
City Chicago
High School District 299
MLS Area CHI - New City
Tax Annual Amount 1567
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
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Interior
Basement Other Full Walk-Out Access
Total Bedrooms 4
Total Baths 2
Bedrooms Possible 4
Full Baths Building 2
Half Baths Building 0
Total Number of Units 2
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Exterior
Parking Features Driveway Enclosed Yes
Lot Features Corner Lot
Water Source Lake Michigan
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 25X125
Lot Size Acres 0
Waterfront Y/N N
Other Equipment Security System CO Detectors Ceiling Fan(s) Multiple Water Heaters
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* Excluded Features
List By
Illinois Discount Realty

Broker

IREALTYMLS@aol.com; ILLINOISDISCOUNTREALTY@gmail.COM

Email

Affordability Calculator

$2,653
Per Month
95%
5%
0%
Monthly Principal & Interest
$2,522
Monthly Property Taxes
$131
Monthly 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
566059 Elementary School
566846 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
9/20/2026$399,500 Listed Price

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5445 S WINCHESTER Avenue, Chicago, IL, 60621 is a Multi-Family Home for sale at $399,500 with 2,000 sqft. 5445 S WINCHESTER Avenue has 4 bedrooms, 2.0 baths, and was built in 1918. The property's zip code is 60621 which is in Chicago, IL

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