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$560,000 -$20,000 (-3.45%) Price Reduced

  • For Sale
  • Active
  • Multi-Family
  • 9 Total Beds
  • 2 Car Garage
  • Updated 1 day ago
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Exceptional investment opportunity in the Auburn Gresham/Gresham area! This classic Chicago all-brick 3-unit multi-family building offers strong income potential with 9 total bedrooms and 3 bathrooms across spacious units. Each unit features generous living areas, separate dining spaces, and well-sized bedrooms, providing comfortable layouts for tenants or owner-occupants. The property also includes a full basement with additional storage and potential, along with a detached 3-car garage for added convenience and rental value. Built in 1927, this solid structure presents a great value-add opportunity for investors looking to renovate, stabilize, or expand their portfolio. Conveniently located near schools, parks, shopping, and public transportation, making it attractive for long-term tenants. Perfect for house hacking or income-producing investment in a growing South Side neighborhood.

Full Property Details for 7829 S Winchester Ave

General

  • Price: $560,000
  • Taxes: $5,826 (2024)
  • Status: Active
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12591657
  • Updated: 4/2/2026
  • Added to Site: 21 day(s) ago

Interior

  • Basement: Unfinished

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 9

Additional Information

  • Other Features: School Bus Service, Commuter Bus, Commuter Train, Interstate Access

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - Auburn Gresham
  • County: Cook
  • Township: Lake
  • Driving Directions: South on Damen to 78th. East on 78th, south on Winchester.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Heating & Cooling

  • Heating Type: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Unfinished, Full
  • Year Built: 1927
  • Built Before 1978: Yes
  • Remodeled/Updated: 2021

Unit Information

  • Units in Building: 3

Lot Features

  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 25 x 125

Financial Considerations

  • Assessment Year: 1927
  • Tax Amount: $5,826.35
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 20304290100000

Listed by Century 21 IMPACT

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— 7829 S Winchester Ave —

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NMLS#: 1598647

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

Schools serving 7829 S Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Barton Elementary School, Chicago, IL
7650 South Wolcott Avenue, Chicago, IL 60620
PK-80.2 mi
Hirsch Metropolitan High School
7740 South Ingleside Avenue, Chicago, IL 60619
9-123.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 7829 S Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/02/2026
Price Reduced
$560,000
-3.45%
MLS
3/13/2026
Listed
$580,000
241.18%
MLS
2/26/2021
Sold
$170,000
—
Public Record
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 7829 S Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$4,220
3%
$20,000
—
2022
$4,114
2%
$20,000
—
2021
$4,022
1%
$20,000
11%
2020
$3,998
-2%
$17,949
-12%
2019
$4,098
2%
$20,397
—
2018
$4,029
-15%
$20,397
-7%
2017
$4,737
7%
$22,004
—
2016
$4,407
9%
$22,004
—
2015
$4,032
17%
$22,004
18%
2014
$3,451
2%
$18,598
—
2013
$3,383
365%
$18,598
359%
2012
$727
—
$4,053
—
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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7829 S Winchester Avenue, Chicago, IL 60620 (MLS# 12591657) is a Multi-Family property with 3 units containing 9 bedrooms and 0 full bathrooms. 7829 S Winchester Avenue is currently listed for $560,000 and was received on March 13, 2026. Want to learn more about 7829 S Winchester Avenue? Do you have questions about finding other Multi-Family real estate for sale in Auburn Gresham? You can browse all Auburn Gresham real estate or contact a Coldwell Banker agent to request more information.

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