There’s nothing like city living: The ability to step out of your home and be at any number of amazing restaurants, stores, or cultural hotspots within minutes is one of the many things that makes Chicago great. But, even the most seasoned city dwellers need a respite from the hustle and bustle, and privacy from the thousands of other people going about their days. These seven homes offer just that.
This home may be in the heart of Lincoln Park, but when you’re within its tall brick walls, relaxing in the “secret” garden, you may as well be in the quiet, Italian countryside. Emily Sachs Wong, @properties, 312-286-0800
The elevator to this stunning penthouse opens up to a private hall and foyer—and once you’re inside, you can feel safe in the fact that, when you’re on the 72nd floor, no one is looking in your windows. It’s just you and some insanely amazing views up here. Nancy Tassone, Jameson Sotheby’s, 312-215-9701
This home is located within Lakewood Balmoral, an area of historically preserved single-family homes that feels quaint, quiet, and private. The best part? It’s only a few blocks from the heart of Andersonville, so you get the suburban neighborhood feel, with urban perks. Steve Jurgens, 312 Estates, 773-580-2907
True, a home that’s covered with front-facing windows may not seem too private—but what’s not visible from the front of this house is the outdoor courtyard that’s enclosed by the unique floor plan. Phil Skowron, @properties, 312-506-0200
As far as location goes, it doesn’t get much more ideal than this address. It’s in Ravenswood Manor, a quiet, suburban-feeling pocket of homes tucked in between the bustling Lincoln Square and Albany Park neighborhoods—a hidden gem of an urban oasis. Elizabeth Lothamer, @properties, 773-432-0200
You’d never know it walking past this classic Gold Coast building, but in addition to a bright deck, this home offers a walled-in patio that is not only private, but also gorgeous and sunny. Meladee Hughes, Coldwell Banker, firstname.lastname@example.org
This Lakeview abode is located right off of Lake Shore Drive, but its massive footprint (5+ city lots) and expansive, fenced-in yard make it seem much more like a private estate than a big city house. Brad Lippitz, Koenig Rubloff, 773-404-1144