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What $375K buys around Chicago right now

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See properties in West Loop, South Loop, Hyde Park, 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 found five homes at or around today’s price of $375,000. Vote for your favorite below.

West Loop

A living area with timber beam ceilings and brick walls. There is a kitchen with black cabinets and a stone-lined island with a fireplace in the middle.
A corner sitting area with a blue sectional couch, two windows, art on the walls, and a record player.
A bedroom with blue walls and a white bed. There are wood beams overhead and a block on the wall. A walk-in closet is visible in the next room.
A second bedroom, staged with a daybed and media console, overlooks taller warehouse buildings out large windows. Photos by Redfin, courtesy Redfin agent Keith Brand

Let’s start things off with this two-bedroom timber loft in Chicago’s hot West Loop neighborhood. The handsome condo has rustic exposed brick walls and includes a bright corner living area with an attached balcony and a stone-lined kitchen island with a built-in gas fireplace. Get it for $374,900.

South Loop

A living room with a fireplace topped by a flat TV. there are shelves on either side and the ceiling is rendered in raw concrete.
A view of the living room and an attached kitchen with white cabinets, gray stone counters, pendant lights, and two stools.
A white bed with a wood headboard flanked by nightstands and lamps. There’s a glassy balcony door and tall buildings are visible out the window.
Wicker patio furniture and a grill on a balcony overlooking the tall and short buildings of Chicago’s South Loop and Lake Michigan.

In the South Loop, $365,000 gets you this two-bedroom, two-bathroom condo perched on the 21st floor of a South Michigan Avenue high-rise. The sunny corner unit features custom living room shelves, raw concrete ceilings, and a gas-burning fireplace. The icing on the cake are two separate balconies for grilling, entertaining, and taking in city and lake vistas.

Belmont Cragin

A brick and stone clad Tudor-style bungalow with a peaked roof and grassy front yard.
Living room with hardwood floors, a sofa, and media center. There’s a large bay window offering views of other bungalows on the block.
An interior hallways with glimpses of a living room, dining, room, study, and stairs to the basement.
A bed and two chairs sit in a room with peaked, sloping ceilings, wood floors, and a skylight. Photos by Redfin, courtesy Redfin agent Isaac Torres

For buyers looking for a single-family home, consider this four-bedroom, three-bathroom example in the heart of Chicago’s “bungalow belt” in Belmont Cragin on the city’s Northwest Side. The quaint abode has a brick and stone exterior with Tudor Revival touches and a renovated interior sports hardwood floors, crown moldings, and a finished basement. The family-friendly residence seeks $365,000.

Hyde Park

A living room with a fireplace surrounded by black tiles. There’s a tan sofa and two windows with long blue curtains.
A U-shaped kitchen with black cabinets, white stone counters, and stainless steel appliances.
A four-post wooden bed stands in the corner of a bedroom with high, sloping ceilings. There’s also three dressers, a mirror, and a window.
A kids bedroom with bunkbeds, a white dresser, and walls that are pink and black-and-white striped. Photos by Redfin, courtesy Lamar Austin

Spread out in this roomy 2,400-square-foot Hyde Park townhouse. Spanning three levels, the home includes three bedrooms, three bathrooms, and an open living room connected to a kitchen with stainless appliances, quartz counters, and a breakfast bar. The South Side property is convenient to the University of Chicago as well as Washington Park, and it can be yours for $374,999.

Gold Coast

A sunken living room with wood flooring and an oversized glass block wall. A fireplace and curving staircase are also visible.
A compact kitchen with white marble counters overlooks a living area with a flower-like chandelier.
A bedroom with dark walls, a gray bedspread, and sliding frosted glass closets along one wall.
A bathroom featuring tiles on one wall across from glass blocks and wallpaper of trees. There’s a tub and a floating rectangular vanity. VHT Studio, courtesy @properties agent Jeanne Keating

Last but not least, is this duplex home in the Gold Coast’s landmarked Frank Fisher studios—a 1930s-era Art Moderne designed by Andrew Rebori and Edgar Miller. The cozy one-bedroom (plus den) residence features glass block windows, a wood-burning fireplace, a curved staircase, and access to a charming interior courtyard shared by neighbors. At $359,000, the historic property is also the most affordable of the bunch.


Which home would you choose for $375,000?

This poll is closed

  • 21%
    West Loop
    (206 votes)
  • 18%
    South Loop
    (173 votes)
  • 16%
    Belmont Cragin
    (155 votes)
  • 9%
    Hyde Park
    (92 votes)
  • 34%
    Gold Coast
    (328 votes)
954 votes total Vote Now