Chicago Outdoor Spaces

It doesn’t matter what your preference is – whether it’s a rooftop terrace, a balcony with breathtaking views, or a private backyard escape, Chicago has it all. We’ve rounded up ten of the best outdoor spaces in Chicago, all with unique characteristics that truly separate them from the rest of the pack.

Be sure to let us know which one is your dream property!

Near North Side, Chicago | $12,500,000 | 6bed/6.3ba

This sleek, sensational home is the result of an outstanding renovation of an industrial Chicago architectural landmark. It incorporates the best of outdoor spaces: sunlight, park and city views! What you’re seeing here is just the backyard and pool house; the rooftop deck features incredible city views. No matter where you’re at in this home, beautiful views surround you.

Gold Coast, Chicago | $3,750,000 | 3bed/3.1ba

Surround yourself with the city in this lovely Gold Coast condo! This condo features a 24’ x 12’ terrace with irrigated custom plantings, lighting, and a gas line. With an outdoor space like this, you’ll find yourself wanting to spend as much time outside as you can. We can’t say we’d blame you.

River North, Chicago | $2,650/mo | 2bed/2ba

This shared rooftop space has it all. City views, tables for gatherings, and lounge chairs for those days you’re just trying to take in some sun. Any Chicagoan can tell you that there isn’t much that beats having access to a rooftop deck in the summer time.

River North, Chicago | $929,000 | 2bed/2ba

Absolutely stunning.  Very few words are needed to describe this breathtaking balcony space!  Whether you want to watch the sunset over the city or you’re more interested in those late summer nights, this is truly the balcony for you.  We can’t think of a better way to take in Chicago than a glass of wine by the fire.

Lincoln Park, Chicago | $2,550,000 | 5bed/4.1ba

A private oasis in Lincoln Park that is not to be missed! This private rooftop deck affords you every opportunity to enjoy those Chicago summer days and nights. Astounding city views surround you everywhere you look.  This is the perfect space for family gatherings or just a day of basking in the sun.

Streeterville, Chicago | $1,350,000 | 3bed/3ba

Seeking waterfront living but a tremendous city location? This is the condo for you!  This condo in its highly sought after Streeterville location is perfect for the water loving city dweller. Imagine being able to have your morning coffee and read the paper on this balcony every morning.  That sounds like a dream to us.

West Town, Chicago | $3,999,000 | 5bed/5.2ba

The perfect family offering, this West Town single family home is not to be missed!  This amazing outdoor space affords you every opportunity to entertain all of your loved ones. If this isn’t enough space for you, don’t fret.  There is also an enormous garage roof deck for all your entertaining needs.

Lakeview, Chicago | $1,175,000 | 3bed/3ba

The bachelor pad of your dreams awaits you with this Lakeview condo! This property features a rooftop deck unlike any other. An entertainment paradise, this rooftop deck features a dry bar, sitting area, bath, and a putting green. Practice your short game while you enjoy a cold one, all at your own place. Why would you ever want to leave?

The Loop, Chicago | $1,999,000 | 3bed/2.1ba

The 45’ terrace that this Loop condo features offers views that you’d be hard-pressed to find elsewhere in the city. Whether you prefer views of the lake or views of the city, it can all be yours at this property. With the length of this terrace the opportunities for what you could do with the space are endless.

Near North Side, Chicago | $1,295,000 | 4bed/4.1ba

Perfectly situated in Chicago’s Gold Coast neighborhood, this fabulous townhome sits in an unbeatable location, just across the street from Newberry Park.  The private deck featured at this property is perfect for those sunny Chicago days. A private sanctuary within the bustling city sounds like a perfect getaway to us.