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Two to Four Units · Chicago, IL
$1,200,000
8 beds · 4 baths
2040 W Charleston Street, Chicago, IL, 60647
A brick-and-mortar place to make your own — room to make it home.
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What’s special

A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic brick four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath, hardwood floors throughout, in-unit laundry, and independently updated mechanicals - HVAC, electrical, and plumbing serving each unit separately. Several systems were replaced between 2019 and 2024, and Unit 1F was fully remodeled in 2020, keeping deferred maintenance light for years to come. Gated entry, a shared deck, and two to three exterior parking spaces at the rear round out the building. Location does the heavy lifting on rental demand here: the 606 Trail, Walsh Playground, and Mariano's all sit within a short walk, the Blue Line is under a mile away, and I-94 access is just blocks off - the kind of walkability that keeps units leased and turnover low. A brick walk-up of this vintage is some of Bucktown's most resilient building stock, ideally suited to a long-term hold. Strong bones, a strong corner of the city, and a stabilized, fully-performing asset in one of Chicago's most in-demand neighborhoods.
— the listing agent’s description

The home

8 beds
4 baths
Built in 1887
0.05-acre lot
Two to Four Units

What it’ll cost

$15,039 taxes / yr
No HOA
7 days on dwello

Estimated monthly payment

$7,983/mo
Principal & interest$6,380
Property taxes$1,253
Homeowners insurance$350
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WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
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7 days on dwello
Price history
Listed for sale
Jul 22, 2026
$1,200,000
Property taxes
2025
Annual tax bill (MLS)
$15,039/yr
Assessed value
2026
County assessor
$74,602~$746,020 mkt
2025
$74,602~$746,020 mkt
2024
$74,602~$746,020 mkt
2023
$67,046~$670,460 mkt
2022
$67,046~$670,460 mkt
2021
$77,000~$770,000 mkt
2020
$54,346~$543,460 mkt
2019
$60,385~$603,850 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Forced AirVinyl SidingPublic SewerDrivewayYes

Schools nearby

CICS Bucktown · 0.2 mi
Pulaski International School · 0.3 mi
Drummond Elementary School · 0.4 mi
Saint Mary of the Angels School · 0.5 mi
Puerto Rican High School · 0.6 mi
This listing didn’t include assigned schools, so these are the closest schools (OpenStreetMap) — not necessarily the attendance-zoned schools. Confirm assignment with the district.
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Grigory Pekarsky · Vesta Preferred LLC
Listing last updated Jul 28, 2026 · data refreshed from the MLS Jul 28, 2026, 5:09 AM CT
Based on information submitted to the MLS GRID as of Jul 28, 2026, 5:09 AM 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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