5430 S May Street — Chicago, IL 60609
Active
Chicago, IL 60609

5430 S May Street

$280,000
5 beds · 2 baths
Listed at $280,000 5 days on market $0/yr taxes
01About this home

Solid, family-owned brick two-flat that has been maintained for more than 50 years and offers great curb appeal. This charming property features hardwood floors throughout both units, blending timeless vintage character with thoughtful modern updates. Each spacious unit offers generous living areas, including a bright sunroom and living room with a vintage fireplace, providing ample space for large furniture and comfortable everyday living. The first-floor kitchen and bathroom have been completely renovated within the last few years, adding modern convenience while preserving the home's character. The first-floor unit also provides direct access to the basement, presenting a potential opportunity for a duplex-down conversion. Both units feature separate dining rooms, eat-in kitchens, and deep pantry storage, making them ideal for daily living and entertaining. The full unfinished basement spans the entire length of the building and offers endless possibilities for additional living space, storage, or future improvements. Outside, you'll find a nice sized backyard perfect for relaxing or entertaining. Recent improvements include: * Back porch rebuilt in 2018 * 75 Gallon Hot water tank replaced in 2023 * First-floor kitchen renovation (2023) * First-floor bathroom renovation (2021) * Boiler professionally serviced annually This property is being Sold As-Is. Don't miss this rare opportunity to own a maintained, character-filled two-flat with excellent potential and long-term pride of ownership.

02Inside the home
03By the numbers
$280,000
List price
Square feet
5
Bedrooms
2
Bathrooms
1908
Year built
0.07 ac
Lot size
2
Garage spaces
$0
Annual taxes
Two to Four Units
Style
5
Days on market
04Features
Heating
Radiant
Parking
No GarageGarage OwnedDetachedGarage
Construction
Brick
Sewer
Public Sewer
05Neighborhood
  • S2 Express Grill 0.6 mi
  • Jamaica Island Jerk Chicken 0.6 mi
  • Subway 0.8 mi
  • Popeyes 1.0 mi
  • Little Caesars 1.0 mi
  • Tom's Place Pancake House 1.0 mi
  • Shell 0.4 mi
  • Marathon 0.6 mi
  • Citgo 0.6 mi
  • Citgo 0.7 mi
  • Citgo 0.8 mi
  • Clark's Pump-N-Shop 1.0 mi
  • Sherman (John) Park 0.2 mi
  • Moran Park 0.4 mi
  • Luna Park 0.4 mi
  • Park No. 421 0.4 mi
  • Park No. 437 0.4 mi
  • Wagner Park 0.5 mi
  • Dunkin' 0.5 mi
  • Dunkin' 1.0 mi
  • Momentum Coffee 1.1 mi
  • Back of the Yards Coffeehouse 1.1 mi
  • Starbucks 1.2 mi
  • Dunkin' 1.2 mi
POI data via Mapbox · OpenStreetMap contributors
06History

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

Jun 4, 2026
Listed for saleThis listing
Keller Williams Preferred Rlty
$280,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

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08See it for yourself

Stand in the kitchen.
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09Similar homes
Listed by Keller Williams Preferred Rlty · Tamika Harding · 773-653-6406
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12668405
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