Old Town

Technically part of Lincoln Park, but with way too much pizzaz to go unrecognized as its own neighborhood, Old Town is the charming oasis you’ve been looking for. With Victorian architecture dating back to the 1850s when German immigrants settled here—combined with some serious quirk—this area appeals to various artsy, eclectic, and sophisticated locals. 

For decades, Old Town has been hosting fairs and festivals; in fact, its fair (called “Old Town Holiday”) is how Old Town got its name; previously, the area was called North Town. Now, it’s home to one of Chicago's most renowned street festivals, the Old Town Art Fair. The fair celebrates the start of summer with a lively scene of spectacular art and the exquisite sounds of musical notes. 

Old Town is just a small pocket of Lincoln Park, but it has loads of attractions that won’t disappoint, including: 

  • Old Town Triangle Association- a committee that serves the local community and offers an array of events, classes, and recreational activities 
  • Old Town School of Folk Music- a school and a concert venue featuring talent from all over the world 
  • The Second City- the uber-famous comedy club that hosts uber-famous comedians (Saturday Night Live alums aplenty here) 
  • Old Town Ale House - a neighborhood landmark that serves celebrities, politicians, and your neighbor, Joe alike
  • Chicago History Museum - Chi-Town isn’t short of historical content, and you can learn all about it here, including about Old Town’s civil rights activism during the 60s 

This dense neighborhood offers a mix of single-family homes and vintage condos with unconventional (yet alluring) tree-lined streets. The average condo sells for $500K+, and the average single-family home will run you around $1.5M.

If you’re in the market for some stellar bars, restaurants, and ice cream joints, and want proximity to Lake Michigan and Chicago, and find history, art, music, and architecture fascinating, you’d be lucky to call Old Town home.

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Ryan's initial interest in real estate began when he worked construction in the summers between his college years. He loved seeing it all come together and the work it takes to build great property.

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