539 W 44th Place, Chicago IL 60609
$625,000

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Property Description

A home distinguished by timeless character and refined craftsmanship. Thoughtfully updated throughout, this impressive 4 bedroom, 3.5 bath, three-level residence showcases elegant finishes, generous living spaces, and exceptional attention to detail. The main level features a beautifully appointed kitchen with quartz countertops, new cabinetry, brass accents, and a substantial island, seamlessly connecting the living and dining spaces for an inviting and sophisticated atmosphere. A beautifully remodeled fireplace adds warmth and distinction to the expansive living area. The second level offers well-proportioned bedrooms, including a spacious primary suite with a private full bathroom. The third level features an impressive fifth bonus room with vaulted ceilings, offering exceptional versatility as a private office, recreation space, or additional living area. The finished basement further enhances the home's functionality with additional space for everyday living and entertaining. Outside, the property continues to impress with new concrete, a private wooden deck, updated front stairs, and a new metal fence that complements the home's commanding presence. A brand-new roof and new vinyl siding are scheduled to be installed soon, further enhancing the property and providing added value for its next owner. Meticulously improved and thoughtfully maintained, this is a distinctive residence offering remarkable space, character, and quality across every level.

Features & Information

Key Details

  • List Price $625,000
  • Property Taxes $6,896
  • Square Feet 2736
  • Year Built 1883
  • Status Contingent
  • Market Time 4

Rooms

  • Total Rooms 8
  • Number of Bedrooms 4
  • Number of Bathrooms 3.1
  • Primary Bedroom

  • Room Size 17X14
  • Floor Level Second
  • Flooring Hardwood
  • Primary Bathroom Full
  • Bedroom 2

  • Room Size 12X10
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 3

  • Room Size 12X10
  • Floor Level Third
  • Flooring Hardwood
  • Bedroom 4

  • Room Size 10X18
  • Floor Level Third
  • Flooring Hardwood
  • Living Room

  • Room Size 31X16
  • Floor Level Main
  • Flooring Hardwood
  • Dining Room

  • Room Size 12X15
  • Floor Level Main
  • Flooring Hardwood
  • Kitchen

  • Room Size 21X15
  • Floor Level Main
  • Flooring Hardwood

Additional Rooms

  • Bonus Room

  • Room Size 11X22
  • Floor Level Fourth
  • Flooring Hardwood
  • Laundry

  • Room Size 10X12
  • Floor Level Basement
  • Flooring Ceramic Tile

Interior Features

  • Appliances

  • Appliances Included Range, Microwave, Refrigerator
  • Heating & Cooling

  • Heating Type Natural Gas
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 1
  • Type of Fireplace Living Room

Exterior Features

  • Building Information

  • Age of Building 100+ Years
  • Recent Rehab Yes
  • Rehab Year 2025
  • Parking

  • # of Cars 2

Location

  • County Cook
  • Township Lake
  • Corporate Limits Chicago
  • Directions to Property 43rd St To Union, South To 44th, East To Wallace, South To 44 Pl To Property.
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District: 299
  • School Name Tilden Career Communty Academy S
  • Property Taxes

  • Tax 6896
  • Tax Year 2023
  • Parcel Identification Number 20043160140000
  • Lot Information

  • Lot Size Less Than .25 Acre

Listed by Javier Figueroa for Realty of America | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 9/19/2026 9:32 PM. 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 Canaryville

One of Chicago’s oldest neighborhoods, Canaryville offers a well-kept residential enclave on the city’s south side. Bordered by the city’s industrial scene, this long-standing community is known best for its expansive dining scene—from classic Chicago pizza eateries to old school taverns, Canaryville’s restaurant options are endless. Rooting for your favorite south side team? With Guaranteed Rate Field nearby, baseball fans will always feel at home in the neighborhood. Looking to expand your cultural horizons? Located in nearby Bronzeville, the Harold Washington Cultural Center boasts a plethora of entertainment options from concerts and poetry readings to live theater that cannot be missed.

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