500 N Lakeshore is a glassy Streeterville high-rise sitting right next to Bennett Park, and the building leans hard into the lakefront with a rooftop pool and cabanas looking out over Lake Michigan plus a terrace with fire pits. Inside, units get floor-to-ceiling windows, 9-foot ceilings, Snaidero kitchens, and in-unit washer/dryers, and there's an Equinox-equipped fitness center if you want to skip the gym membership. You can grab a coffee at Cupitol two minutes away, catch live music at Winter's Jazz Club, and the green space at Bennett Park is basically your front yard. Whole Foods is a 7-minute walk for groceries, and the Grand stop on the Red Line is your nearest train at about 17 minutes out.