1742 W School Street — Chicago, IL 60657
Active Under Contract
Chicago, IL 60657

1742 W School Street

$1,274,900
5 beds · 4 baths
Listed at $1,274,900 30 days on market $16,640/yr taxes
01About this home

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.

02Inside the home
03By the numbers
$1,274,900
List price
Square feet
5
Bedrooms
4
Bathrooms
1891
Year built
Lot size
2
Garage spaces
$16,640
Annual taxes
Two to Four Units
Style
30
Days on market
04Features
Heating
Natural GasForced AirSteam
Parking
Garage OwnedDetachedGarage
Construction
Vinyl Siding
Sewer
Public Sewer
05Neighborhood
This home EElementary schoolHHigh school
E Elementary school
Hamilton Elementary School
Chicago, IL
📍0.3 mi🚗1 min🚶7 min
H High school
Lake View High School
Chicago, IL
📍1.0 mi🚗3 min🚶23 min
  • The Green Lady 500 ft
  • Pho's Thai Cuisine 500 ft
  • MK Noodle 600 ft
  • Frasca Pizzeria and Wine Bar 600 ft
  • Bitter Pops 700 ft
  • Thai Thank You 700 ft
  • Whole Foods Market 0.2 mi
  • Speedway 0.3 mi
  • Jewel-Osco 0.4 mi
  • Shell 0.4 mi
  • Sarah Mart 0.5 mi
  • The Corner Store 0.5 mi
  • Wieboldt Park 0.3 mi
  • Klein Park 0.3 mi
  • Fellger Park 0.4 mi
  • Hamlin Park 0.5 mi
  • Sheil Park 0.5 mi
  • Juniper Park 0.6 mi
  • Starbucks 550 ft
  • Chicago Diplomat Cafe 0.3 mi
  • The Bakehouse 0.4 mi
  • Dunkin' 0.4 mi
  • Starbucks 0.4 mi
  • Cafe Tola #3 0.4 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

May 11, 2026
Listed for saleThis listing
Berkshire Hathaway HomeServices Chicago
$1,274,900
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

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08See it for yourself

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09Similar homes
Listed by Berkshire Hathaway HomeServices Chicago · Laura Topp · 773-419-0076
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12642046
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