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It depends on the amenities of the building, IMO.
The “cool” factor is most associated with the high end/high amenity buildings (and $$)
For me, the convenience of everything downtown (including a 20 minute walk to the office) is why I do it.
Live in a high rise in LP, lol
I moved from LP/LV to Lakeshore East. Love it. But i think there are some new apartments open in recent years. I’d try them out as well.
What made you want to move and was it worth it
Yes. Nice views, amenities, walkability
Yes Chicago is the city to live downtown. You can be in a high-end luxury building with amazing views, pool, gym (and much more amenities depending on the building). Also, the best walkability. It makes most sense if you work in or near downtown.
No. High HOA, no car, no yard, gets dark in the winter, gets lonely, gets cold. Do it for the summer though 😇
Rather not have to depend on a car than deal with all the road rage and parking headaches. Unless you have dogs a yard is more beneficial. There are buildings with big terraces, grills, and large dog runs. It helps having the riverwalk and plenty of dog parks walking distance downtown. It only gets lonely for people who are loners...most nice buildings downtown host plenty of resident events.
I love living downtown, give it a try!
Rising Star
I used to live downtown and loved the views and thought it was cool as shit. I wasn’t a huge fan of living in River North/downtown/Streeterville area.
I like the neighborhood in LP A LOT better. Better vibes, less downtown insanity, more young people around.
I guess it depends on your taste. I’ve never lived in a high-rise, but I used to have many friends who did. I liked the idea of it in my mid-20s, but the older I get, the more I recoil from it. Most high-rises feel like dirty hotels to me—everything is shared publicly, and there’s very little sense of privacy.
If you have a dog, it’s especially inconvenient: waiting for elevators, navigating common areas, and dealing with crowds quickly becomes a hassle. The buildings and apartments themselves often lack character—very boring and cookie-cutter.
I’ve realized that I much prefer brownstone townhomes. They offer urban living while still providing private spaces like a porch or a small front yard. Even the shared areas feel more manageable when you’re only sharing them with two or three neighbors.
I think the dog point is very true. Overall, I think you made a great post about how it’s dependent on a personal preference.