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Two to Four Units · Chicago, IL
$499,000
7 beds · 3 baths
4211 W Gladys Avenue, Chicago, IL, 60624
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a large 4-bedroom unit, the first floor features a 3-bedroom unit, and the finished basement includes a 2-bedroom, 1-bath layout with a generous family room-perfect for an in-law suite or extended family living. With ample space and flexible configurations, the basement provides excellent additional living or rental potential. Whether you are looking for an owner-occupied home with extra income or a solid investment property, this Greystone delivers size, updates, and versatility. Truly a must-see property with too many improvements to list!
— the listing agent’s description

The home

7 beds
3 baths
Built in 1905
Lot 25 X 125
Two to Four Units

What it’ll cost

$3,156 taxes / yr
No HOA
113 days on dwello

Estimated monthly payment

$3,062/mo
Principal & interest$2,653
Property taxes$263
Homeowners insurance$146
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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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113 days on dwello
Price history
Listed for sale
Jan 19, 2026
$499,000
Earlier records
Sold
Sep 8, 2025
$250,000
From MLS records — independently verify.
Property taxes
2025
Annual tax bill (MLS)
$3,156/yr
Assessed value
2025
County assessor
$22,000~$220,000 mkt
2024
$22,000~$220,000 mkt
2023
$9,000~$90,000 mkt
2022
$9,000~$90,000 mkt
2021
$9,000~$90,000 mkt
2020
$13,560~$135,600 mkt
2019
$15,410~$154,100 mkt
2018
$15,410~$154,100 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Natural GasStonePublic SewerYesOwned
Neighborhood
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MLS listing dataMRED
Listed by Shaheen Pervaiz · Exit Strategy Realty
Listing last updated Jun 16, 2026 · data refreshed from the MLS Jun 17, 2026, 6:32 PM CT
Based on information submitted to the MLS GRID as of Jun 17, 2026, 6:32 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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