Douglas, by the Numbers: The Median Condominium Rose 16 Percent to $140,000, the Fifth-Smallest Rise Among Chicago Areas With Enough Condo Sales, While the Median House Rose 41 Percent

Mid-century apartment towers beyond brick townhomes and lawns on a level street

The median condominium in Douglas, in Bronzeville on Chicago’s South Side, sold for $140,000 in 2025, up 16 percent from $121,000 in 2019, the fifth-smallest rise among the 37 community areas with enough condominium sales to compare. Condominiums are most of what sells: 75 of the 103 home sales in 2025. The median house rose 41 percent, from $362,500 to $510,000, on 32 sales in 2019 and 21 in 2025.

Grand Boulevard, by the Numbers: The Median Two-to-Six-Flat Rose From $285,000 to $675,000, the Seventh-Largest Rise in Chicago, and the Most Units on the City’s Affordable-Rental List

Greystone two-flats and three-flats facing a wide boulevard with a grassy median

The median two-to-six-flat in Grand Boulevard, in Bronzeville on Chicago’s South Side, sold for $675,000 in 2025, 2.37 times the $285,000 of 2019, the seventh-largest rise among the 46 areas with enough sales to compare and the one market signal of the five in our analysis that is active here. The city’s affordable-rental inventory lists 30 developments with 2,406 units in Grand Boulevard, more units than in any other community area.

Bridgeport, by the Numbers: Company Buyers Rose From 10.9 to 18.3 Percent of Home Sales, One of Two Active Market Signals, and the Median House Rose 25 Percent to $542,500

Brick workers' cottages and two-flats with small front gardens on a level street

Companies bought 18.3 percent of the homes sold in Bridgeport, on Chicago’s South Side, in 2024–25, up from 10.9 percent in 2018–19, the sixth-largest rise of the 75 areas measured and one of the two market signals in our analysis active here. New business licenses are the other: first-time licenses rose from 53 in 2019 to 62 in 2025. The median house sold for $542,500 in 2025, up 25 percent from $435,000 in 2019.

Irving Park, by the Numbers: 264 Former Two-to-Six-Flats Now Classed as Houses, the Sixth-Most in Chicago, and the Median House Up 49 Percent to $670,900

Brick bungalows and two-flats with front lawns on a level, tree-lined street

Of the 324 two-to-six-flat parcels that left the class in Irving Park, on Chicago’s Northwest Side, since 2006, 264 are now classed as single-family houses, the sixth-most of any Chicago community area, after North Center, Lake View, West Town, Lincoln Park and Logan Square. The tax rolls counted 3,342 two-to-six-flats there in 2006 and 3,172 in 2026, and 154 other parcels joined the class. The median house sold for $670,900 in 2025, up 49 percent from $450,000 in 2019.

Hyde Park, by the Numbers: The Median House Rose 17 Percent Since 2019, the Second-Smallest Rise in Chicago, Yet Gained $99,000, Against $90,000 for the Citywide Median

Greystone and brick rowhouses with bay windows under tall shade trees on a level street

The median house in Hyde Park, on Chicago’s South Side, sold for $699,000 in 2025, up 17 percent from $600,000 in 2019, the second-smallest rise among the 70 community areas with enough house sales to compare, after the Near West Side. Citywide the median house rose 39 percent. Condominiums are most of what sells here: 214 of the 263 home sales in 2025, at a median of $230,000.

Rogers Park, by the Numbers: New-Construction Permits Fell From 25 to 7, the Second-Steepest Drop Among Chicago Areas With 20 or More, and the Median Condominium Rose 46 Percent to $226,000

Brick courtyard apartment buildings and three-flats on a level, tree-lined street

Rogers Park, at the northeast corner of Chicago, recorded seven new-construction permits in 2024–25, down from 25 in 2018–19, a 72 percent drop, the second-steepest of the 42 areas with at least 20 permits in the earlier period, after O’Hare. Condominiums are most of what sells: 357 of the 442 home sales in 2025. Their median price was $226,000, up 46 percent from $155,000 in 2019, the eighth-largest rise among the 37 areas with enough condominium sales to compare.

Chicago’s Condo Deconversion Pattern: 69 Buildings Bought in Bulk Since 2018 Left the Tax Rolls as Condominiums, the Nearest Parcels Now Classed as Apartment Buildings or Two-to-Six-Flats

Mid-century high-rise residential towers along a tree-lined lakefront drive on Chicago's North Side

Sixty-nine Chicago condominium buildings bought in bulk since 2018 have left the tax rolls as condominiums, the nearest parcels now classed as apartment buildings or two-to-six-flats; 46 were bought in 2018 through 2020. Chicago requires 85 percent of unit owners to approve such a sale.

Uptown, by the Numbers: The Median Two-to-Six-Flat Nearly Doubled to $1.23 Million, and Company Buyers Fell From 15.5 to 6.6 Percent, the Fourth-Largest Drop in Chicago

Brick two-flats and three-flats with enclosed front porches on a level, tree-lined street

The median two-to-six-flat in Uptown, on Chicago’s Far North Side, sold for $1,230,000 in 2025, 1.91 times the $645,500 of 2019. That is the 14th-largest rise of the 46 areas with enough sales to compare, and the one market signal of the five in our analysis that is active here. Companies bought 6.6 percent of all homes sold in 2024–25, down from 15.5 percent in 2018–19, the fourth-largest drop in the city.

Edgewater, by the Numbers: Company Buyers Fell From 20.4 to 8.4 Percent of Home Sales, the Third-Largest Drop in Chicago, and the Median Condominium Rose to $235,000

Brick courtyard buildings on a level, tree-lined street with a high-rise condominium tower beyond

Companies bought 8.4 percent of the homes sold in Edgewater, on Chicago’s Far North Side, in 2024–25, down from 20.4 percent in 2018–19, the third-largest drop of the 75 areas measured, after the Loop and the Near North Side. Condominiums were 558 of the 652 home sales in 2025, and their median price rose 25 percent from 2019, from $188,190 to $235,000.

Near North Side, by the Numbers: 1,836 Condominium Sales in 2025, the Most in Chicago, and Company Buyers Down From 21.6 to 8.6 Percent of Home Sales

Brick and limestone rowhouses on a level street with condominium towers rising behind them

More condominiums sold on the Near North Side in 2025 than in any other Chicago community area, 1,836 of the 1,926 home sales there, at a median price of $375,000, up 25 percent from 2019. Companies bought 8.6 percent of the homes sold in 2024–25, down from 21.6 percent in 2018–19, the second-largest drop of the 75 areas measured, after the Loop.

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