539 W 44th Street

Chicago, IL
$ 299,000 Beds 3 Baths 2 Sq 1,855
Monthly Estimate* How much can I afford?

Check out this charming Canaryville 3 bedrooms, 2 full bath, and a finished basement with built-in bar! The main level features a functional floor plan with a spacious eat-in kitchen that flows into an enclosed porch, providing flexible space for a mudroom, home office, or additional storage. Ideally situated in the heart of Canaryville, this home is close to neighborhood parks, restaurants, schools, and public transportation. Enjoy easy access to both the Red and Orange Lines, downtown Chicago, and major expressways while still enjoying the charm and community feel that make Canaryville such a sought-after neighborhood. Welcome Home!

Active

  • Price
  • $ 299,000
  • City
  • Chicago
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • COOK
  • Half Bathrooms
  • 0
  • Area
  • CHI - New City
  • Lot Size
  • Zip
  • 60609
  • Sqr Footage
  • 1,855
  • Year Built
  • 1891
  • Taxes
  • $ 4220
  • Style
  • Bungalow
  • MLS#
  • 12739291
Listed By: Coldwell Banker Real Estate Group
Data Source: Midwest Real Estate Data (MRED)

Features

General

Living Area 1855
Sewer Public Sewer
Heating Natural Gas
Cooling Central Air
Possession Closing
Roof Asphalt
Appliances Range,Microwave,Refrigerator,Washer,Dryer
Garage Spaces 2
Association Fee Includes None
Architectural Style Bungalow
Construction Materials Vinyl Siding,Brick,Frame
Year Built 1891
Electric Circuit Breakers
Township Lake
Tax Year 2024
Ownership Fee Simple
Community Features Sidewalks,Street Lights,Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction No
Property Type Residential
Subdivision Name Canaryville
Total Rooms 7
Full Baths 2
Status Active
Directions Halsted,Union or Wallace to 44th Street to address
City Chicago
High School District 299
MLS Area CHI - New City
Tax Annual Amount 4220
Additional Parcels Y/N No
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
Property Type Detached Single

Interior Features

Basement Finished,Full
Laundry Features In Unit,Laundry Closet
Total Bedrooms 2
Room Type Enclosed Porch,Recreation Room
LivingAreaSource Estimated
Total Baths 2
Bedrooms Possible 3

Exterior Features

Parking Features Yes,Detached,Garage
Water Source Lake Michigan
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 25 X 125
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Naperville, IL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

8/21/2026 Listed $299,000

Property vs Zip Code Average in 60609

Price
AVG $310K
$300K
Taxes
AVG $2,687
$4,220
Year Built
AVG 1922
1891
Visits
AVG 179
101
Data Provided by Inside Real Estate®

Areas That We Cover

539 W 44th Street Chicago, IL is a Single Family Home for sale at $299000 with 1855 sqft and a lot size of Acre(s). 539 W 44th Street Chicago has 3 bedrooms, 2 baths and was built in 1891. The property's zip code is 60609 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.