$279,900
500 W 42nd Street
Chicago, IL, 60609
Welcome to 500 W 42nd St, a classic Chicago bungalow that blends timeless character with everyday comfort in the heart of Canaryville-just minutes from downtown. From the moment you arrive at this charming corner-lot home, you’re greeted by an inviting presence: mature city streets, a fenced yard that wraps the property, and the feeling of privacy and space that’s rare this close to the Loop. Inside discover warm hardwood floors that flow through the main level, creating a sense of continuity and comfort. The living and dining areas are bathed in natural light from multiple exposures, giving the home a bright, airy feel throughout the day. The first floor offers two well-sized bedrooms, each with that cozy, restful quality you want at the end of the day, and a full bath conveniently located nearby. Upstairs, you’ll find two additional bedrooms-versatile spaces that can serve as sleeping quarters, guest rooms, hobby spaces, or a quiet retreat separate from the main level. The layout gives everyone room to spread out without losing the intimate feel of a true bungalow. The partially finished basement expands your living space even further. An office provides a quiet, dedicated spot for working from home or managing day-to-day life, while the family room invites movie nights, game days, or a comfortable play area. This level offers a second bath for added convenience, making it easy to host guests or create a separate hangout zone. Many updates including a new roof and windows in 2020, new back porch 2021 and new central air in 2016. Outside, the fenced yard feels like your own private pocket of the city-perfect for grilling, gardening, or simply unwinding in the fresh air. Being on a corner lot adds to the sense of openness, with more light and breathing room than you typically find in the city. An exterior parking space adds everyday practicality, eliminating the stress of circling for street parking. Set in Chicago’s historic Canaryville neighborhood, this home puts you close to everything: – Quick access to downtown Chicago for work, dining, and nightlife – Just a few short blocks to public transportation, making your commute simple and car-optional – A nearby park where you can enjoy green space, playgrounds, and a casual atmosphere. 500 W 42nd St offers the comfort of bungalow living, the flexibility of four true bedrooms plus a partially finished basement, and the convenience of a location that keeps you connected to the best of the city. This is a home where you can settle in, spread out and enjoy the feel of a classic Chicago neighborhood-just moments from it all. Being offered as-is.
Property Details
Price:
$279,900
MLS #:
MRD12630912
Status:
Active Under Contract
Beds:
4
Baths:
2
Type:
Single Family
Neighborhood:
chinewcity
Listed Date:
May 14, 2026
Finished Sq Ft:
1,408
Year Built:
1890
Schools
School District:
299
Interior
Appliances
Range, Microwave, Portable Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
Partial
Flooring
Hardwood
Heating
Natural Gas
Interior Features
1st Floor Bedroom, 1st Floor Full Bath
Laundry Features
Main Level, Gas Dryer Hookup
Exterior
Architectural Style
Traditional
Construction Materials
Frame
Fencing
Fenced
Lot Features
Corner Lot
Parking Features
Concrete, Off Street, Side Apron, Yes, Owned
Parking Spots
1
Parking Total
1
Patio And Porch Features
Patio, Porch
Roof
Asphalt
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$3,557
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
More About DebraMortgage Calculator
Map
Current real estate data for Single Family in Chicago as of Jun 05, 2026
2,671
Single Family Listed
70
Avg DOM
241
Avg $ / SqFt
$594,792
Avg List Price
Community
- Address500 W 42nd Street Chicago IL
- CityChicago
- CountyCook
- Zip Code60609
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Property Summary
- 500 W 42nd Street Chicago IL is a Single Family for sale in Chicago, IL, 60609. It is listed for $279,900 and features 4 beds, 2 baths, and has approximately 1,408 square feet of living space, and was originally constructed in 1890. The current price per square foot is $199. The average price per square foot for Single Family listings in Chicago is $241. The average listing price for Single Family in Chicago is $594,792. To schedule a showing of MLS#mrd12630912 at 500 W 42nd Street in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
500 W 42nd Street
Chicago, IL





