Dan Loves HousesCompass · Chicago

Neighborhoods · Far Southwest Side

Auburn Gresham

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Why people love it

Bungalow and two-flat blocks with a strong community-organization presence and real reinvestment behind it.

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What's drawing people

Up 479% since 2013, from about $55,000 to about $319,000, on 200-plus sales a window.

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The value

One of the better yield stories left on the South Side at this basis.

What people say about Auburn Gresham

Auburn Gresham does not get written about much, which is part of why the numbers look the way they do.

The neighborhood runs roughly from 75th to 89th between Racine and the Dan Ryan. The housing is the South Side standard in the best sense: brick bungalows, two-flats and three-flats built in the 1920s, on blocks laid out to a consistent pattern.

It has one of the more active community-organization networks in the city, and there has been real reinvestment along 79th Street over the last decade. That is the kind of thing that shows up in property values five years later rather than immediately.

County records put the median 2-to-4 unit sale at roughly $55,000 in 2013 and about $319,000 in 2025, up around 479%, or 15.8% a year, on 212 or more sales per window. The last two years moved hard: $260,000 to $298,000 to $319,000.

At that basis against South Side rents, the yield still works, which is increasingly rare. Auburn Gresham is one of the few places I can point an investor to where the arithmetic has not been erased by the run.

The caveat is the same as everywhere on this side of the city: block-level variation is wide, vacancy is real in places, and condition needs verifying in person. The median is a starting point, not an answer.

Last updated August 2026.

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