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$1,274,900
17 Days On Site

1742 W School Street
Chicago, IL 60657

For Sale|Multi Family|Active
5
Beds
4
Total Baths
1891
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Berkshire Hathaway HomeServices Chicago
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(773) 998-2401
1742 W School Street1742 W School Street1742 W School Street1742 W School Street
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This is a rare opportunity to own a legal 3-unit building in the heart of Roscoe Village. Featuring a stately facade and impressive curb appeal, the property sits on a beautiful, tree-lined block in one of Chicago's most desirable neighborhoods-offering the perfect blend of stability and upside for investors or owner-occupants alike. Each unit offers a well-designed layout with in-unit washer and dryer, individual heating and cooling expenses, separate hot water tanks, and private outdoor space-highly desirable features that attract and retain quality tenants. The building is consistently easy to rent, with thoughtfully structured leases that include detailed riders and built-in rent increases. As leases turn over, there is additional opportunity to further enhance income, as they are currently rented below market value. Rents listed are estimated market values. Current rents are $2695 for unit 1, $2375 for unit 2 including parking, and $2790 for unit 3, plus $165/month for the additional parking spot. The property also includes a backyard and a 2-car garage. For those seeking an owner-occupied option, the unique two-level top-floor unit presents an exceptional opportunity to live comfortably while generating income below.

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Listing Snapshot
Price 
$1,274,900
Days On Site 
17 Days
Bedrooms 
5
Inside Area (SqFt) 
N/A
Total Baths 
4
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1891
MLS® Number 
12642046
Status 
Active
Property Tax 
$16,640.38
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
a week agoStatus changed to Active
2 weeks agoPrice changed to $1,274,900
2 weeks agoListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
2
Parking 
DetachedGarage
Parking Spaces 
2
Property Sub Type 
Multi Family
Sewer 
Public Sewer
Water Source 
Public
Zoning 
MULTI
Interior Features
Basement 
None
Heating 
Natural GasForced AirSteam
Window Features 
Screens
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Exterior Features
Construction Details 
Vinyl Siding
Patio And Porch 
Deck
Windows/Doors 
Screens
Community Features
Community Features 
CurbsSidewalksStreet Lights
MLS Area 
CHI - Lake View
School District 
Lake View High School
Township 
Lake View
Schools
School District
Lake View High School
Elementary School
Hamilton Elementary School
Middle School
Unknown
High School
Lake View High School
Listing Courtesy of MRED as distributed by MLS Grid of Berkshire Hathaway HomeServices Chicago



Based on information submitted to the MLS GRID as of 2026-05-25 05:56 AM UTC. All data is obtained from various sources and may not have been 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.
Last checked: 2026-05-25 05:56 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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