Neighborhoods · South Side
Why people love it
Mansion blocks with houses by Frank Lloyd Wright and his contemporaries, on lots that do not exist north of the river.
What's drawing people
Houses up about 62% since 2013, from roughly $479,000 to roughly $775,000.
The value
Roughly six small multi-unit buildings sell here a year. This is a house market, not a building market.
What people say about Kenwood
Kenwood has some of the finest houses in Chicago and almost no small apartment buildings. If you are shopping for a two-flat, that second fact matters more than the first.
South Kenwood holds the mansion blocks: enormous late-nineteenth and early-twentieth century houses on lots several times a standard Chicago lot, several by Frank Lloyd Wright and his contemporaries, much of it landmarked. North Kenwood is denser and more mixed, with more vacant land left from mid-century clearance and more recent construction on it.
What both halves share is that small multifamily barely exists. County records show roughly 134 parcels classed as 2-to-6 units across the whole community area, and about six sales a year. Even stretching to a five-year window it is six. There is no median worth publishing, so this page charts houses.
Kenwood houses ran a median near $775,000 in 2025 against about $479,000 in 2013, up roughly 62%, or about 4% a year. That is a steadier line than Hyde Park's next door and it has climbed in most years of the series.
The Obama Presidential Center opened a short distance southeast in June 2026, a roughly $850 million campus projected to draw up to a million visitors a year. Kenwood is close enough to feel it and far enough that I would not build a purchase around it.
What I would tell a buyer: if you want a landmark house, this is one of the few places in Chicago that still has them at prices a North Side buyer finds hard to believe, and the work is patience and relationships rather than searching, because they come up rarely and often sell quietly.
If you want a building that pays for itself, Kenwood cannot give you one. Bronzeville is directly north with a real 2-to-4 unit market and I would rather send you there than waste your time here.
Last updated August 2026.
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