1742 W School Street, Chicago IL 60657
$1,250,000

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Property Description

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.

Features & Information

Key Details

  • List Price $1,250,000
  • Property Taxes $16,640
  • Year Built 1891
  • Status Contingent
  • List Market Time 38

Units

  • Unit 1

  • Floor 1
  • Rooms 7
  • Beds 2
  • Baths 1
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher, Microwave, Window Air Conditioner, Laundry Hook-Up, Hardwood Floors, Walk-In Closet
  • Rent $3,000/mo
  • Tenant Pays Electric,Gas,Heat
  • Lease Expires 04/27
  • Unit 2

  • Floor 2
  • Rooms 7
  • Beds 1
  • Baths 1
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher, Microwave, Window Air Conditioner, Garage/Space, Laundry Hook-Up, Hardwood Floors, Walk-In Closet
  • Rent $2,375/mo
  • Tenant Pays Electric,Gas,Heat,Parking
  • Lease Expires 05/27
  • Unit 3

  • Floor 3
  • Rooms 8
  • Beds 2
  • Baths 1.1
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher, Microwave, Central Air Conditioner, Laundry Hook-Up, Cathedral Ceilings, Hardwood Floors, Skylights/Windows, Walk-In Closet
  • Rent $3,600/mo
  • Tenant Pays Electric,Gas,Heat
  • Lease Expires 09/26

Exterior Features

  • Parking

  • # of Cars:  2

Building Information

  • Number of Units 3
  • Age of Building 100+ Years

Location

  • County Cook
  • Township Lake View
  • Corporate Limits Chicago
  • Directions to Property Ravenswood To School, One Way Heading East To Property
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District: 299
  • School Name Lake View High School
  • Property Taxes

  • Tax 16640.38
  • Tax Year 2024
  • Parcel Identification Number 14194230270000

Listed by Laura Topp for Berkshire Hathaway HomeServices Chicago | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 9/27/2026 7:02 AM. 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.

Explore West Lakeview

A quaint neighborhood just north of Chicago’s bustling downtown, West Lakeview is a community with a rich history. Once home of one of the city’s largest shopping districts—including longtime area favorites Paulina Market and Dinkel’s Bakery—and business corridors along Lincoln and Southport Avenues, West Lakeview is a vibrant area drawing people from all over the city and suburbs. Many locals find car-free commuting a breeze, with West Lakeview well-served by a variety of public transportation options. This northside community offers an amazing range of shopping, dining, and entertainment options perfectly suited to every taste. West Lakeview is also home to several award-winning schools, including the highly regarded Burley and Blaine School Districts.

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