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Street View
$255,000
Monthly Est:$1,269
5 Beds
2 Baths
--sqft
5430 S May St, Chicago, IL 60609
$255,000
$1,269/moEst:
Get Pre-Approved
Duplex
Built in 1908
$-- HOA
3,049.2 sqft lot
--/sqft
Description
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.
- Houzeo last checked: 7 minutes ago
- Listing updated: October 17, 2026 at 11:13 pm
- Listing Provided by: Tamika Harding (773) 653-6406 | Keller Williams Preferred Rlty (708) 798-1111
- Source: MRED MLS-IL | MLS#: 12668405
Property Details
Status
Active Under Contract
Type
Multi Family
No. of Stories
-
County
City
Neighborhood
Year Built
1908
HOA Fees
-
Finished Area
- sqft
Lot Size
3,049.2 sqft lot
Basement Area
- sqft
MLS Name
MRED MLS
MLS Number
12668405
MLS Status
Contingent
Days on Market
147
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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 2
Interior
Heating
Radiant
Sewer
Public Sewer
Construction
Year Built
Year Built: 1908
Home type
Duplex
Foundation Details
Concrete Perimeter
Roof
Rubber
Construction Materials
Brick
Utilities & Energy
Basement
Unfinished, Walk Up Access, Full
Parking Features
No Garage, Yes, Garage Owned, Detached, Garage
Water Source
Public
Other Features
Community Features
Curbs, Sidewalks, Street Lights
Price History
| Date | Event | Price |
|---|---|---|
10/17/2026 Source: | Contingent (Active Under Contract) | $255,000 $0/sqft |
08/04/2026 Source: | Listed for Sale | $255,000 -8.93% $0/sqft |
07/22/2026 Source: | Listing Removed | $280,000 $0/sqft |
06/19/2026 Source: | Contingent (Active Under Contract) | $280,000 $0/sqft |
06/04/2026 Source: | Listed for Sale | $280,000 $0/sqft |
New City Ranks #144 in Chicago, IL
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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 30, 2026, 05:15AM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market. Based on information submitted to the MLS GRID as of Oct 30, 2026, 05:15AM. All data is obtained from various sources and has not been, and will not be, verified by broker or MLS GRID. Supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS, Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved
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