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Two to Four Units · Chicago, IL
$649,000
7 beds · 4 baths
441 E 42nd Street, Chicago, IL, 60653
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Discover an incredible investment opportunity at 441 E 42nd Street, a classic Chicago greystone nestled in one of the city's most sought-after and historic neighborhoods. Recently updated in 2021. Perfectly positioned just minutes from downtown, Lake Shore Drive, and an abundance of shopping, dining, and entertainment options, this property offers both convenience and long-term value. This expansive three-unit building boasts over 4,000 square feet of above-grade living space, presenting endless possibilities for investors and homeowners alike. Whether you're looking to maintain it as a high-performing multi-unit property, live in one unit while generating rental income, or de-convert the entire building into a stunning single-family residence, the flexibility here is unmatched. The first-floor unit duplexes into the basement, offering the unique opportunity to create a spacious two-level owner's unit or incorporate a private in-law suite. With its grand greystone architecture, generous layout, and prime location, this property is truly an investor's dream. Don't miss your chance to own a piece of Chicago history with unlimited potential to customize, expand, and maximize returns. Property being sold AS-IS.
— the listing agent’s description

The home

7 beds
4 baths
Built in 1882
0.09-acre lot
Two to Four Units

What it’ll cost

$10,889 taxes / yr
No HOA
26 days on dwello

Estimated monthly payment

$4,547/mo
Principal & interest$3,451
Property taxes$907
Homeowners insurance$189
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Tour this home

In person, on your schedule — a dwello agent meets you there.
WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
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26 days on dwello
Price history
Listed for sale
Apr 1, 2026
$649,000
Property taxes
2025
Annual tax bill (MLS)
$10,889/yr
Assessed value
2025
County assessor
$54,001~$540,010 mkt
2024
$54,001~$540,010 mkt
2023
$31,001~$310,010 mkt
2022
$31,001~$310,010 mkt
2021
$31,001~$310,010 mkt
2020
$34,031~$340,310 mkt
2019
$37,397~$373,970 mkt
2018
$37,397~$373,970 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 GasSteamRadiator(s)Space HeaterBrickConcretePublic SewerGarage Faces SideYes
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Nia Crawford · Realty of America, LLC
Listing last updated Apr 25, 2026 · data refreshed from the MLS Jun 17, 2026, 6:12 PM CT
Based on information submitted to the MLS GRID as of Jun 17, 2026, 6:12 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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