7829 S Winchester Avenue — Chicago, IL 60620
Active Under Contract
▼ $20,000
Chicago, IL 60620

7829 S Winchester Avenue

$560,000
11 beds · 3 baths
$20,000 below original 32 days on market $5,826/yr taxes
01About this home

Exceptional investment opportunity in the Auburn Gresham/Gresham area! This classic Chicago all-brick 4-unit multi-family building offers strong income potential with 11 total bedrooms and 4 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 detached 3-car garage for added convenience and rental value. 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.

02Inside the home
03By the numbers
$560,000
List price
Square feet
11
Bedrooms
3
Bathrooms
1927
Year built
Lot size
2
Garage spaces
$5,826
Annual taxes
Two to Four Units
Style
32
Days on market
04Features
Heating
Natural Gas
Parking
Garage OwnedDetachedGarage
Construction
Brick
Sewer
Public Sewer
05Neighborhood
  • Krispy's Chicken & Seafood 450 ft
  • Pepe's Mexican Restaurant 550 ft
  • Dolphin's Fish & Chicken 600 ft
  • Burger King 0.5 mi
  • Shark's Fish & Chicken 0.6 mi
  • McDonald's 0.6 mi
  • Citgo 600 ft
  • Dearborn Wholesale Grocers 800 ft
  • Village Food Mart 0.2 mi
  • Shell 0.4 mi
  • Walmart Neighborhood Market 0.6 mi
  • Marathon 0.6 mi
  • Dawes Park 0.4 mi
  • Murray Park 0.6 mi
  • O'Hallaren Park 0.7 mi
  • Renaissance Park 0.8 mi
  • Dr. Martin Luther King, Jr. Park 0.9 mi
  • Foster Park 0.9 mi
  • Dunkin' 0.6 mi
  • Dunkin' 1.0 mi
  • Dunkin' 1.1 mi
  • Brewer Coffee & Custard 1.2 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

May 11, 2026
Price reducedThis listing
Century 21 IMPACT
$560,000
−$20,000
Mar 13, 2026
Listed for saleThis listing
Century 21 IMPACT
$580,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by Century 21 IMPACT · Sachet White
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12591657
Talk to an agent