500 W 42nd Street — Chicago, IL 60609
Active Under Contract
Chicago, IL 60609

500 W 42nd Street

$279,900
4 beds · 2 baths · 1,408 sqft
Listed at $279,900 6 days on market $3,557/yr taxes
01About this home

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.

02Inside the home
03By the numbers
$279,900
List price
1,408
Square feet
4
Bedrooms
2 full
Bathrooms
1890
Year built
Lot size
1
Garage spaces
$3,557
Annual taxes
Traditional
Style
6
Days on market
04Features
Heating
Natural Gas
Cooling
Partial
Appliances
RangeMicrowavePortable DishwasherRefrigeratorWasherDryer
Parking
ConcreteOff StreetSide ApronOwned
Construction
Frame
Sewer
Public SewerStorm Sewer
05Neighborhood
  • Pizza Nova Express 850 ft
  • Takito Grill 1000 ft
  • Village Inn 0.2 mi
  • Kelly's Tavern 0.3 mi
  • Subway 0.4 mi
  • Nicky's Gyros 0.4 mi
  • Clark's Pump-N-Shop 0.3 mi
  • BP Shop 0.4 mi
  • Citgo 0.4 mi
  • Mobil Mart 0.5 mi
  • BP Shop 0.6 mi
  • Fairplay Foods 0.7 mi
  • Princeton Village Park 850 ft
  • Taylor-Lauridsen Park 0.2 mi
  • Eden Place Nature Center 0.3 mi
  • McInerney Park 0.5 mi
  • Fuller Park 0.5 mi
  • Metcalfe Park 0.6 mi
  • Snack Shop 0.4 mi
  • The Stockyard Coffeehouse 0.6 mi
  • Dunkin' 0.8 mi
  • Sip & Savor 1.0 mi
  • Starbucks 1.1 mi
  • Iron Café 1.2 mi
POI data via Mapbox · OpenStreetMap contributors
06History

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

May 14, 2026
Listed for saleThis listing
Baird & Warner
$279,900
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 Baird & Warner · Catherine Simon-Vobornik · 312-501-4048
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12630912
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