Redfin

Housing affordability is the worst it has been in a century, but there are still some options that won't totally break the bank.

This architecture is iconic, but comes with quite the price tag.

See what's available in the enclave of the city that was popularized by Potter Palmer.

If you don’t mind being close and cozy with your neighbors, these homes could be a great fit for city dwellers.

The pink Century of Progress house could be yours — sort of. You'll actually be taking over a 52-year lease, as the property is owned by the National Park Service.

Take a look at these classic homes just outside of the city.

These five homes were once inhabited by the likes of gangsters, famous writers, and even a military leader of the Plymouth colony.

A nod to the region's past, these farm-centric homes are open, airy, and agricultural.

These low-slung homes are a call back to the 1950s and 60s.

Imagine yourself across the pond in these five properties.