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What $375K buys in Chicago right now

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Check out homes in Logan Square, West Town, South Loop, 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 $375,000. Vote for your favorite below.

West Town

A living room with a sectional couch, coffee table, and small dining table with two chairs. There is a light over the table and art and a clock on the wall.
A kitchen counter with white cabinets with metal rectangular knobs below. There are metal appliances including a fridge, stovetop, hood, faucet, and dishwasher.
A den/home office space with a wooden desk, two lounge chairs, and shelves with horizontal stacks of books.
A bedroom with a peaked ceiling and a gray bed centered below a single window. There are nightstands and a lamp next to the bed. Photos courtesy of Lee Diamond, Big Shoulders Realty, LLC

Let’s start with this handsome West Town condo located in an old white brick Italianate building along Superior Street. The three-bedroom, two-full-bath home has a bright, contemporary look and a recently remodeled kitchen with stainless steel appliances, white cabinets, and quartz countertops. The residence is a short walk from Eckhart Park and the restaurants lining Chicago Avenue. Own it for $375,000.

Logan Square

A living room with high, pointed ceiling with large windows. Inside there is a couch facing a fireplace and a circular dining table surrounded by four chairs.
A kitchen directly next to the living room with dark cherry wood cabinets, black stone counters, and metal appliances.
A beige bedroom with a white bed between two small windows. There is a ceiling fan and a small balcony accessed by double glass doors.
A second beige bedroom with a white bed in the corner and a small desk to one side. Photos by VHT Studios, courtesy Vesta Preferred LLC

In Logan Square, $375,000 gets you this sunny top-floor condo built in 2008. Located steps from the California Blue Line station, the two-bedroom, two-bathroom unit benefits from hardwood floors, a fireplace, and vaulted cathedral ceilings in its open-plan living and dining area. There’s a large pantry and skylight in the kitchen, and the master suite boasts a private rear balcony.

South Loop

A gray living room with a coffered white ceiling, a sofa, dining table, and chairs. The space has light wood floors and art on the walls.
A kitchen with white cabinets and counters. There are three pendant lights, shelves, and a large island with drawers against the wall.
A bedroom with wood closet doors, a gray bed, glass block windows, and two votive lamps. The walls are painted pale yellow with a graphic of birds on a branch.
A bedroom with an orange accent wall. There are wooden shelves and a wood wardrobe in the corner. Photos courtesy of Cheena Chandra, Jameson Sotheby’s Int’l Realty

Here’s a two-bedroom condo in the South Loop’s Film Exchange Lofts. Built in 1929 by Warner Brothers Pictures the old Art Deco warehouse building features sturdy concrete construction due to the highly flammable nature of film. The converted South Loop unit has 11-foot ceilings, hardwood floors, a gas fireplace, a balcony, and a recently updated kitchen. The asking price was recently reduced to $369,000.

Jefferson Park

An exterior of a brick bungalow with a walk-up front door, large first floor window, and small second floor window.
A white living room with a blue L-shaped sofa, shaggy gray carpet, and a large window facing the street flanked by patterned curtains.
A kitchen with a dining area. The walls and cabinets are white and the backsplash a patterned gray.
A bedroom with a black bed with a blue cover next to a lounge chair and ottoman opposite a window. Photos courtesy of Redfin listing agent Tara Leinenweber

On Chicago’s Northwest Side, this rehabbed single-family brick home dates back to 1951. A recent renovation installed new electric, plumbing, HVAC system, and flooring. The four-bedroom, three-bathroom residence has a bright front room with an oversized picture window as well as an upgraded kitchen, a finished basement family room, and a deck overlooking a grassy backyard and a detached garage. Listed for $345,000, the Jefferson Park home the most affordable of the bunch.


A long living room with a brick wall and wood timber ceiling. The room has a large TV, a blue sofa, and a wood coffee table.
A corner kitchen with white cabinets and brown stone counters. It’s next to a spiral staircase leading down.
A bedroom with a spiral staircase from the level above. The space has a large gray bed, wood beam ceilings, and a curving glass block wall concealing the bathroom.
A roof terrace with wood decking and rails. There is a six-sided picnic table and a row of tall buildings and a baseball stadium is visible beyond. Photos courtesy of Redfin listing agent Tara Leinenweber

This lofty two-level home is in a former 1920s-era industrial building steps from Wrigley Field and the bustling Southport Corridor. It features exposed brick and timber beams, 13-foot ceilings, a cozy den, and a porch. A spiral staircase leads to a lower-level master suite with a bathroom behind a curving glass block wall. The $375,000 asking price includes a garage space and access to a roof deck with views of the Friendly Confines.


Which home would you buy for $375K

This poll is closed

  • 20%
    West Town
    (125 votes)
  • 33%
    Logan Square
    (203 votes)
  • 11%
    South Loop
    (69 votes)
  • 17%
    Jefferson Park
    (104 votes)
  • 17%
    (109 votes)
610 votes total Vote Now