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Welcome to 539 W 44th Place, a beautifully updated and well-maintained traditional Chicago home offering three levels of living space, featuring 4 bedrooms, 3.5 bathrooms, plus a spacious third-floor bonus room ideal for a home office, recreation room, studio, or additional flex space. The main level offers an inviting layout highlighted by a recently remodeled fireplace and a renovated kitchen featuring quartz countertops, updated cabinetry, brass hardware, and an island. Upstairs, you'll find generously sized bedrooms and recently remodeled bathrooms, including the primary ensuite. The third floor features a spacious bonus room with vaulted ceilings, offering an entire additional area that can easily adapt to your lifestyle, whether used as a home office, recreation room, studio, or flex space. Step outside to a backyard designed for relaxing and entertaining, featuring newly poured concrete, a wooden patio deck, and updated fencing. With thoughtful improvements throughout and major mechanical systems consistently maintained, this home offers an excellent combination of space, style, and functionality. **Recent Updates & Features:** * New backyard concrete - completed within the last year * Wooden patio deck for outdoor entertaining * New front metal fencing * Renovated kitchen with newer cabinetry and quartz countertops * Brass cabinet hardware throughout kitchen * Primary ensuite bathroom remodeled within the last year * Second-level bathroom remodeled within the last year * Living room fireplace remodeled within the last year * New interior doors throughout - completed within the last year * New metal railings throughout all three levels- within the last year * Furnace, water heater, and two central A/C units regularly maintained * New front entrance stairs and partial new concrete at the front entrance - completed approximately six months ago
| DAYS ON MARKET | 2 | LAST UPDATED | 8/20/2026 |
|---|---|---|---|
| TRACT | Canaryville | YEAR BUILT | 1883 |
| COMMUNITY | CHI - New City | GARAGE SPACES | 2.0 |
| COUNTY | Cook | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| School District | Tilden Career Communty Academy S |
|---|---|
| Elementary School | Alexander Graham Elementary Scho |
| High School | Tilden Career Communty Academy S |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AREA | CHI - New City |
| BASEMENT | Finished, Full, Yes |
| CONSTRUCTION | Brick, Vinyl Siding |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Natural Gas |
| LOT | 3123 sq ft |
| LOT DIMENSIONS | 25x125 |
| PARKING | Garage Door Opener, Detached, Garage |
| SEWER | Public Sewer |
| STYLE | Traditional |
| SUBDIVISION | Canaryville |
| TAXES | 6896 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Realty of America
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Copyright 2026 MRED. All rights reserved.

The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.

