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What $775K buys in Chicago right now

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Compare homes in Bridgeport, Lakeview, Old Irving Park, and more

Welcome to Curbed Comparisons, a weekly column that explores what one can buy for a certain dollar amount in various Chicago neighborhoods. We’ve found five homes at or around today’s price of $775,000. Vote for your favorite below.

Ukrainian Village

A living room with a sofa and two chairs facing a wall-mounted TV. The second-floor room overlooks a school and sports field across the street.
A contemporary kitchen with brown wood and dark gray cabinets. There is an island topped with quartz stone.
A low bed with a patterned spread sits in a room connected to a large closet and hallway staircase.
A rooftop deck with wood plank decking, two red chairs, and a small basketball hoop. Photos by Redfin, courtesy listing agent Michael Linden

Let’s start with this contemporary two-level condo in Chicago’s East Ukrainian Village. Built in 2016, the three-bedroom home spans 1,800 square feet and features an open-plan living area, a private rooftop deck, and a sleek kitchen with a quartz waterfall island with a breakfast bar. The master suite, which includes a large walk-in closet and a steam shower in the bathroom, overlooks the William H. Wells Community Academy High School and its soccer field. It’s listed for $780,000.

Old Irving Park

A twisting carved wood staircase in a foyer with stained glass windows and an old radiator.
A wood dining table surrounded by six chairs in a room with wood-trimmed bay windows and shelves.
A wood breakfast table with four yellow chairs next to dark blue cabinets.
A renovated bathroom with peaked ceilings and a subway tile-lined walk-in shower. Photos by Christopher Dimock, courtesy Erin Brandenburg

Lovers of older homes will also find plenty to like about this well-preserved 1898 American Foursquare in Old Irving Park. A raised porch leads to charming foyer with a grand staircase, art glass windows, and abundant wood trim. The old-school touches are enhanced by modern upgrades including an updated kitchen with custom blue painted cabinets and a master suite with a huge walk-in shower. A finished basement and large outdoor space make the five-bedroom property an attractive family-friendly proposition for $775,000.


A traditional living room with beige carpets, wood crown moldings, and a bay window facing a tree-lined tree.
A white and pale blue kitchen with a black granite island with a sink. There are two high-back stools and two pendant lights hanging from the ceiling.
A small kitchen in the home’s second-floor unit. The room has hardwood floors and no furniture.
An unstaged second-floor room with historic wood trim and columns. Photos by VHT Studios, courtesy Michael Giliano of Compass

In the South Side community of Bridgeport, $799,000 buys this handsome brick building dating back to 1909. Essentially two homes in one, the property includes a three-bedroom unit on the main level and second three-bedroom unit on the second floor, which can be rented out for extra income. It comes with original crown molding and wood beam coffered ceilings as well as a rooftop deck and both side and rear patios.

South Loop

An entry foyer with large windows, a wooden dry bar, and oversized fig plant.
A front room with a blue velvet couch next to a small dining area with a circular wood table surrounded by four chairs.
A bright kitchen with white cabinets, concrete counters, stainless appliances, and hanging plants.
A bedroom with neutral bed with a tall upholstered headboard in front a gray accent wall. A door on the left leads to a bathroom with white vanity cabinets. Photos by VHT Studios, courtesy Cindi Sodolski of Compass

Located on a quiet street in the South Loop’s Prairie District, this refreshed three-bedroom townhouse offers updated interiors and three private outdoor areas including a rooftop terrace. Built in 2001, the home boasts a brick fireplace, refinished hardwood floors, renovated bathrooms, and a bright kitchen with new appliances, concrete counters, and a subway tile backsplash. Previously listed for $825,000, the home is back on the market and is now available for $775,000.


An exterior of a brick rowhouse with a detailed cornice and large bay window behind green shutters.
A staircase landing lined with stained glass windows and a reclaimed wood door mounted as art.
A colorful bedroom with orange walls, and oversized red trunk at the foot of  the bed, and a keyhole style door opening.
A massive free-standing step-in shower with colorful tile mosaic work and an overhead rain spout.  Photos courtesy Susan Lawrence of @properties

Buyers looking for a different kind of townhouse, will not be let down by the unusual Alta Vista Terrace property near Wrigley Field. Inside they’ll find some seriously funky features including hand-painted walls and ceiling murals, playful stained glass, a striking mosaic waterfall shower, and a Moorish keyhole door leading to the master suite. The eclectic home, which comes with all of its artwork, is asking $770,000. It may not be for everyone, but it could serve as an eye-catching vacation rental during baseball season.


Which home would you choose?

This poll is closed

  • 19%
    Ukrainian Village
    (181 votes)
  • 40%
    Old Irving Park
    (364 votes)
  • 5%
    (49 votes)
  • 24%
    South Loop
    (226 votes)
  • 9%
    (90 votes)
910 votes total Vote Now