Dan Loves HousesCompass · Chicago

Neighborhoods · South Side

Kenwood

🏟

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.

Thinking about Kenwood, or a neighborhood like it?

Reach out