A 470 sq ft condo on the second floor of a three-story brick building from 1917, a small place with one bedroom, one bathroom and nothing else. Uptown is a lakefront neighborhood, but this is a small unit in a building more than a century old, and it sold for US$137,000 in January 2025, not far from the US$125,000 it fetched five years earlier.
Wooden back porch and stairs
Basement level in the building
Small homeHome illustration
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Albany Park
Top-floor two-bedroom in a 1916 brick building
$384,200Local price · US$270K
797 sq ft (74 m²)2 bed1 bath
The top floor of a three-story, nine-unit brick building from 1916: an 800 sq ft home with two bedrooms and one bathroom, and a wooden porch and stairs that climb the back of the building to the third floor. It is on a quiet residential street two blocks from Lawrence Avenue, the old Koreatown, and it sold in April 2026 for US$270,000, about the neighborhood median for a two-bedroom condo.
Three-story wooden back porch and stairs
Top-floor unit
Family homeHome illustration
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Portage Park
1920s brick bungalow
$711,400Local price · US$500K
1,744 sq ft (162 m²)3 bed2 bath
A brick bungalow from 1925. The first floor has the living and dining rooms, one bedroom and a kitchen enlarged by opening up what was once a fourth bedroom; two more bedrooms are upstairs under the roof, and both bathrooms have been redone. The basement is still unfinished and cooling comes from window units. It sold in October 2026 for US$500,000, nearly the same as this year's neighborhood median for a three-bedroom house (US$510,000).
Sunroom off the backyard
Fenced backyard with a stone patio
Two-car garage off the alley
Unfinished basement with high ceilings
Upscale homeHome illustration
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Lincoln Park
Three-story house with an elevator
$5,925,000Local price · US$4.16M
4,338 sq ft (403 m²)5 bed4.5 bath
A three-story house built in 2015 on the site of an old two-story brick house torn down in 2013. An elevator stops at all four levels, a breezeway links the house to the garage out back, and the garage roof is a deck. It first sold for US$3.85 million in 2015 and sold again for US$4,164,500 in December 2025, a little above the median of about US$3.99 million for Lincoln Park houses built since 2015.
Elevator serving all four levels
Roof deck over the garage
Two fireplaces
Two-car garage with a breezeway to the house
Lower-level rec room
Top endHome illustration
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Gold Coast
Full-floor penthouse
$14,410,000Local price · US$10.1M
5,403 sq ft (502 m²)4 bed4 bath
A penthouse taking up the entire top residential floor of a 24-story glass tower from 2016. It was bought as a raw shell and the interior built out over two years, with the downtown skyline to the south and Lake Michigan to the east. It sold with four parking spaces for US$10,125,000 in March 2025, the most expensive home sale in the city of Chicago that year.
Private elevator landing
Large outdoor terrace
Shared outdoor pool and spa
24-hour doorman
Four parking spaces
Prices and measurements
We compare the homes listed here. Prices exclude taxes and fees.
Converted prices use exchange rates from 2026-10-15.