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1742 W School St, Chicago, IL, 60657

5beds
4baths
--sqft
$1,250,000
--price/sqft
$8,506/moest. monthly cost
$340,240/yrincome needed

About 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.

Getting Around

89
WalkingVery Walkable
69
TransitGood Transit
84
BikeVery Bikeable

Schools

9/10
3/10
Lake View High SchoolGrades 9-121.0 mi

Construction

Condition

  • Year built: 1891

Materials

  • Construction materials: Vinyl Siding

Notable Dates

  • Major remodel year: 2024

Type & Style

  • Home type: MultiFamily
  • Property subType: Multi Family

Interior

Basement

  • Basement: None

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1

Features

  • Window features: Screens

Heating

  • Heating features: Natural Gas,Forced Air,Steam

Property

Details

  • Parcel number: 14194230270000
  • Zoning: MULTI
  • Special condition: List Broker Must Accompany

Features

  • Patio & porch: Deck

Lot

  • Lot size: 3,125 sqft
  • Lot size dimensions: 25x125

Parking

  • Total spaces: 2
  • Parking features: Yes,Garage Owned,Detached,Garage
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Heat Wave
    Heat WaveRelatively High
  • Cold Wave
    Cold WaveModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Heat Wave
Cold Wave
Tsunami

FEMA Declared Disasters Across Illinois Counties

Flood
Other
Severe Storm
Straight Line Winds
Tornado

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $6,320$75,840
Home Insurance *$254$3,048
Property Taxes $1,802$21,624
Electricity $130$1,569
Total$8,506$102,072
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$291,634/yr
40% on housing$255,180/yr
45% on housing$226,826/yr

Illinois FAIR Plan Programs

Illinois FAIR Plan Association

Covered
WildfireWildfire
Add-on available
HailHail
WindWind
Visit Website →
Current Policies
Residential: 1,961Commercial: 62
Total Premiums$4.35M
Total Exposure$370.02M

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 15.1%
15.1%
0%30.0%
Electricity Growth Rate10-year average: 5.5%
5.5%
0%15.0%
Property Taxes Growth Rate2-year average: -0.8%
-0.8%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

--This listing

vs Other Active Listings

Avg $/sqft

ZIP 60657$400
Cook County$225

vs Homes Sold Last Month

Median $/sqft

ZIP 60657$527
Cook County$219

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-22Listed for sale$1,250,000
2026-06-22Listing removed$1,274,900
2026-06-09Contingent$1,274,900
2026-05-11Listed for sale$1,274,900
2019-08-29Listing removed$1,900
2019-07-30Listed for rent$1,900
2015-05-05Listing removed$1,875
2015-03-20Listed for rent$1,875

For Sale by Agent

AgentLaura Topp, ABR,ABRM
BrokerageBerkshire Hathaway HomeServices Chicago

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