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Here’s what $575K buys in Chicago right now

Check out homes in Bucktown, Streeterville, Logan Square, and more

Welcome to Curbed Comparisons, a weekly column that explores what you can buy for a certain dollar amount in various Chicago neighborhoods. We’ve found five homes at or around today’s price of $575,000. Vote for your favorite below.

South Loop

A lofted living room with brick walls, a metal staircase, couches, a coffee table, and a large window.
A kitchen with wood cabinets, black counters, and stainless appliances, a multicolor tile backsplash.
A dining room with high ceilings, stairs up the second level, a piano, and shelves filled with records.
A white bedroom with a white bed and built-in bookshelves. Photos courtesy of RE/MAX Edge listing agent Mark Zipperer

Let’s start our comparison in the South Loop with this roomy two-level condo located in the 1908 Trevi Square loft building on South Michigan Avenue. The 1,850-square-foot duplex offers hardwood floors, high ceilings, exposed brick walls, and a wood-burning fireplace. There’s a private balcony off the main level as well as roof access and the option to build a 950-square-foot deck. Pick it up for $574,900.


A living room and foyer space with hardwood floors, wood trim, and a bay window.
A kitchen with a central island next to a wooden staircase.
A large master bedroom with wood millwork, windows, bed, and seating area.
A sitting room with art on the walls, sofa, chairs, and area rug. Photos by VHT Studios, courtesy of @properties listing agent Michelle Browne

Further south, in the Grand Boulevard community in Chicago’s Bronzeville neighborhood, this totally rehabbed greystone rowhouse dates back to 1890. The four-bedroom, three-and-a-half-bathroom residence combines historic architecture with a modern floorplan technology including a smart doorbell, locks, thermostats, speakers, and a radiant heat floor in the living room. It’s listed for $579,000.


A living area with painted brick walls, timber beams, built-in shelves, fireplace, and seating.
A sitting area with a love seat and rug next to more bookshelves and a large window facing the street.
A contemporary kitchen with marble counters, high-end appliances, and triangular tiles.
Bedroom with a purple accent wall, two nightstand with lamps, and a large walk-in closet. Courtesy Rachel Rand Martell, Berkshire Hathaway HomeServices KoenigRubloff

Located just steps from The 606, this two-bedroom Bucktown home is brimming with stylish designer touches. The bright residence has all the hallmarks of a classic Chicago loft—high timber ceilings, exposed brick walls, and oversized windows—as well as contemporary upgrades including a chic kitchen with a large marble island and custom fixtures and tilework. Recently reduced from $594,000, it is currently seeking $569,000.


A high-rise condo hallway leading to a seating area with water visible out two windows.
An open-plan living room with an L-shaped sofa and a blue kitchen island with three wood stools.
A bedroom with two windows, midcentury modern furniture, and a colorful rug.
A bathroom with a glass shower, square sink, and built-in cabinets above the toilet. Photos courtesy Jeff Lowe/Compass

In downtown’s Streeterville neighborhood, $569,000 buys this condo perched on the 18th floor of 680 N. Lake Shore Drive—known as American Furniture Mart when it was completed in 1926. The renovated two-bedroom, two-bathroom corner unit boasts hardwood floors, an upgraded kitchen with a striking blue island, and impressive northeast views of Lake Michigan. Building amenities include door staff, a fitness center, and an indoor pool.

Logan Square

A living room with a windows, modern art on the walls, and seating around a coffee table. A floating wood staircase leads to the floor above.
A large kitchen with concrete floors, stainless steel appliances, and modern cabinets overlooking a grassy backyard and garage.
A bedroom with white walls, gray carpet, and a single large window.
A modern bathroom with a walk-in shower, white walls, and floating vanity. Courtesy Redfin

Completed in 2014 as part of the Flexhouse development, this contemporary townhouse on the western edge of Logan Square offers a large open living space, three bedrooms, and two bathrooms spread across three levels. Standout features include high ceilings, industrial-looking concrete floors, smart locks and thermostat, and a private rear yard with a detached two-car garage. Listed for $550,000, this North Side home is also the cheapest of the bunch.


Which home would you buy for $575K?

This poll is closed

  • 11%
    South Loop
    (77 votes)
  • 15%
    (99 votes)
  • 29%
    (191 votes)
  • 14%
    (97 votes)
  • 28%
    Logan Square
    (189 votes)
653 votes total Vote Now