One of the Chicago area’s smaller neighborhood pockets, this hip haven offers a close-knit community and a small-town vibe nestled in the big city. Don’t be fooled, though; the area is lively, arty, and full of character, making Bucktown uber-attractive to the millennial crowd. 

The community is home to a diverse population, consisting of younger professionals looking to be close to Lincoln Park without those more lofty home prices. Housing stock runs the gamut, consisting of converted industrial lofts, modernist mansions, and historical brown- and gray-stones. You can expect to pay upwards of $2M for a single-family home and around $500K for a condo.  

In the past, the neighborhood factories supported a sizable working-class population; now, those factories are stunning lofts with exposed brick, backdropped on tree-lined streets. Check out the very stylish Clock Tower Lofts, Damen Avenue shopping and dining, the 606 Trail, and The Robey Hotel to get a feel for the little city. 

This high-end ‘hood is unsurprisingly attractive to those who embrace an outdoor lifestyle and the bold art and music scene that was established here in the 90s and never left. If you’re looking for swanky meets gritty, you’ve found the town that will meet all your needs.