5937 S Maplewood Avenue — Chicago, IL 60629
Active Under Contract
Chicago, IL 60629

5937 S Maplewood Avenue

$299,999
5 beds · 2 baths
Listed at $299,999 34 days on market $2,638/yr taxes
01About this home

Discover the immense potential of this stately brick two-unit, perfectly positioned for a high-end restoration. The versatile first-floor layout features 2 bedrooms and 1 bath, offering the unique opportunity to duplex into the basement for a sprawling owner's suite. The second floor provides a generous 3-bedroom, 1-bath residence bathed in natural light. Set on a serene, tree-lined block within a rapidly appreciating pocket of the city, this property is a canvas for your architectural vision. Outdoors, enjoy a deep, fenced backyard and a secure 2-car garage. Sold as-is, this is a strategic acquisition for the discerning investor or an owner-occupant looking to customize their dream residence from the ground up.

02Inside the home
03By the numbers
$299,999
List price
Square feet
5
Bedrooms
2
Bathrooms
1913
Year built
Lot size
2
Garage spaces
$2,638
Annual taxes
Two to Four Units
Style
34
Days on market
04Features
Heating
Radiator(s)
Parking
DetachedGarage
Construction
Brick
Sewer
Public Sewer
05Neighborhood
  • KFC 950 ft
  • Subway 0.2 mi
  • Taqueria Vallarta 0.3 mi
  • Garifuna Flava 0.4 mi
  • 5 Estrellas Restaurant 0.5 mi
  • Papa T's 0.6 mi
  • Mi Mexico 500 ft
  • Mobil Mart 950 ft
  • Aldi 0.3 mi
  • Citgo 0.3 mi
  • BP Shop 0.5 mi
  • Clark's Pump-N-Shop 0.7 mi
  • Gage Park 0.6 mi
  • Park No. 585 0.6 mi
  • Lindblom Park 0.6 mi
  • Oakley Park 0.7 mi
  • Montgomery Park 0.8 mi
  • McDonald's PlayPlace 0.8 mi
  • Dunkin' 0.3 mi
  • Dunkin' 0.8 mi
  • Starbucks 1.0 mi
  • Dunkin' 1.1 mi
  • Dunkin' 1.2 mi
  • Dunkin' 1.3 mi
POI data via Mapbox · OpenStreetMap contributors
06History

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

May 1, 2026
Listed for saleThis listing
Compass
$299,999
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 Compass · Elias Masud
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12636169
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