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Detached Single · Chicago, IL
$149,900
5 beds · 1.5 baths · 1,107 sqft
5020 S May Street, Chicago, IL, 60609
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Excellent 1st time buyers or investment opportunity! This spacious 5-bedroom, 1.5-bath home is ideal for 1st time buyers or as a large family rental residence with room to grow. The main level offers four bedrooms and a full bath, while the mostly finished basement includes a generous family room, fifth bedroom, half bath, and ample storage. The oversized eat-in kitchen provides plenty of cabinet space and table room. Recent updates include brand new carpeting, newer roof (2020) and hot water heater (2023). The property sits on a fenced lot with a 6-foot chain-link fence-great for tenants or families seeking space and security. With high demand for large-unit rentals in the area, this property is ready to generate steady cash flow. Property is a great match for investors seeking rental property.
— the listing agent’s description

The home

5 beds
1.5 baths
1,107 sqft
Built in 1893
Lot 25X125
Detached Single

What it’ll cost

$135 / sqft
$1,125 taxes / yr
No HOA
28 days on dwello

Estimated monthly payment

$935/mo
Principal & interest$797
Property taxes$94
Homeowners insurance$44
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Tour this home

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WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
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28 days on dwello
Price history
Listed for sale
Feb 5, 2026
$149,900
Property taxes
2025
Annual tax bill (MLS)
$1,125/yr
Assessed value
2025
County assessor
$5,601~$56,010 mkt
2024
$5,601~$56,010 mkt
2023
$4,000~$40,000 mkt
2022
$4,000~$40,000 mkt
2021
$4,000~$40,000 mkt
2020
$5,452~$54,520 mkt
2019
$6,126~$61,260 mkt
2018
$6,126~$61,260 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

NoneNatural GasRadiantVinyl SidingPublic Sewer
Neighborhood
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MLS listing dataMRED
Listed by James Morris · JMRI Corp
Listing last updated Jun 17, 2026 · data refreshed from the MLS Jun 17, 2026, 6:35 PM CT
Based on information submitted to the MLS GRID as of Jun 17, 2026, 6:35 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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