5436 W Jackson Boulevard — Chicago, IL 60644
Active
Chicago, IL 60644

5436 W Jackson Boulevard

$499,000
12 beds · 4 baths
Listed at $499,000 5 days on market $6,831/yr taxes
01About this home

Rarely available Austin 4-flat with strong income potential and substantial capital improvements throughout the years. Property appraised at $500,000 in July 2023. Recent unit updates include a 2025 rehab of Unit 1E and a 2022 rehab of Unit 1W. Major building improvements include a rubber roof installed on both the building and garage in 2015, with maintenance touch-ups completed in 2021, and a rear porch rebuilt to code in 2013. The property features individual furnaces for each unit and the basement, installed in 2004, with the furnace in Unit 2E replaced in 2010. All furnaces are serviced annually, and tenants pay for their own heat. Additional improvements include the replacement of all 72 windows with high-efficiency double-pane Low-E aluminum windows; a 75-gallon water heater installed in December 2022; copper plumbing added on the west side and part of the east side of the building in 2006; and sewer lines repaired with a new liner in 2026, which includes a limited warranty. Two two-car garages generate an additional $100 per garage per month ($200 total), bringing the property's total monthly income to approximately $5,250. Note: Only one of the two garages is currently rented. Unit 1W is leased through Section 8. Unit 2W is rented below market value in exchange for tenant assistance with building maintenance. Property is sold AS-IS. Highest and Best offers by Sunday, 5/17 @ 7:00 pm.

02Inside the home
03By the numbers
$499,000
List price
Square feet
12
Bedrooms
4
Bathrooms
1922
Year built
Lot size
4
Garage spaces
$6,831
Annual taxes
Two to Four Units
Style
5
Days on market
04Open houses
Saturday
May 16
3:30pm–5:30pm
05Features
Heating
Natural Gas
Parking
GarageGarage OwnedDetached
Construction
Brick
Sewer
Public Sewer
06Neighborhood
  • MacArthur's Restaurant 0.3 mi
  • Uncle Remus 0.4 mi
  • The Licking 0.5 mi
  • McDonald's 0.6 mi
  • Ted’s Place 0.6 mi
  • Whale Fish and Chicken 0.6 mi
  • BP Shop 0.3 mi
  • Leamington Foods 0.3 mi
  • Gulf 0.5 mi
  • Aldi 0.7 mi
  • Falcon Food Mart 0.8 mi
  • BP Shop 0.8 mi
  • Moore Park 0.4 mi
  • North Playground 0.4 mi
  • Columbus Park 0.5 mi
  • Cottonwood Park 0.6 mi
  • Levin Park 0.8 mi
  • Austin Town Hall Park 0.9 mi
  • Eastgate Café 0.9 mi
  • Dunkin' 0.9 mi
  • Buzz Cafe 1.0 mi
  • Dunkin' 1.1 mi
  • The Happy Apple Pie Shop 1.1 mi
  • New Sound Cafe 1.1 mi
POI data via Mapbox · OpenStreetMap contributors
07History

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

May 12, 2026
Listed for saleThis listing
Baird & Warner
$499,000
Sourced from MRED. Older events appear here as our history backfill completes.
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Listed by Baird & Warner · Debra Taitel · 312-371-7355
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12638557