7837 S Winchester Avenue
Chicago, IL 60620
4
Bed
2
Bath
This well-maintained brick 2-flat in Auburn Gresham is exactly what smart buyers are looking for -- a chance to plant roots in an established neighborhood while building real wealth from day one. Live in one unit, rent the other, and let your tenant help cover your mortgage. Built in 1926 and thoughtfully updated of the years, this solid Chicago two-flat offers 2,278 square feet of living space across two units, four bedrooms, and two full baths. The big-ticket items have already been addressed -- new roof, gutters, and tuckpointing completed in 2025, along with updated flooring throughout. The full unfinished basement has good ceiling height, giving a future owner real options for additional living space, or storage. The boiler is 12 years old, functional and well maintained. Auburn
Property Details
Map
Map
Features
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Bedroom Information
Total Bedroom: 4Bathroom Information
Total Baths: 2Room Information
Rooms Total: 10Interior Features
Roof: FlatRoofing Information
Flat -
Flooring Information
Construction Materials: Brick -
Heating & Cooling
Heating: Natural Gas, Steam WaterSource: Lake Michigan, Public
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Building Information
Year Built: 1926
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Lot Information
Lot Dimensions: 25x125 Lot Size: Less Than .25 AcreProperty Information
Property Type: Residential Income Sub Type: Two to Four Units
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Listing Price Information
Original List Price:$289900
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Tax Information
Annual Tax: $1484 Tax Year: 2023 Parcel Number: 20304290130000 Tax Exemption: Homeowner,Senior
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Parking Information
Total Parking: 2 Off Alley, Alley Access, Yes, Owned
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Utility Information
Sewer: Public Sewer Water Source: Lake Michigan, Public -
Location Information
City: Chicago Direction: Take the 79th Street exit from I-94. Head west on 79th Street (away from the expressway). Continue straight for about 2.5-3 miles. Turn right (north) onto South Winchester Avenue. Drive about 0.2 miles (2-3 blocks). Arrive at 7837 South Winchester Avenue - it will be on your right-hand side.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 7955 S Sangamon Street, Chicago, IL, 60620 | $124,999 | 6 | 2 | -- | |
| 8219 S Honore Street, Chicago, IL, 60620 | $350,000 | 6 | 3 | 3,100 | 3,100 SqFt |
| 8120 S Loomis Boulevard, Chicago, IL, 60620 | $399,900 | 6 | 2 | -- | |
| 7824 S Wolcott Avenue, Chicago, IL, 60620 | $181,300 | 3 | 1 | 1,223 | 1,223 SqFt |
| 9133 S Halsted Street, Chicago, IL, 60620 | $254,900 | 4 | 2 | 1,017 | 1,017 SqFt |
| 8012 S Honore Street, Chicago, IL, 60620 | $525,000 | 10 | 4 | -- | |
| 9444 S Union Avenue, Chicago, IL, 60620 | $105,500 | 3 | 1 | 1,017 | 1,017 SqFt |
| 8242 S Damen Avenue, Chicago, IL, 60620 | $280,000 | 4 | 2 | 1,111 | 1,111 SqFt |
| 8347 S Green Street, Chicago, IL, 60620 | $199,900 | 4 | 2 | 1,985 | 1,985 SqFt |
| 7704 S Carpenter Street, Chicago, IL, 60620 | $379,900 | 8 | 3 | -- |
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ByOwner last updated this listing 06/23/2026 @ 06:20
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