With the Chicago Bears and Green Bay Packers facing off tomorrow, one of football’s biggest rivalries has us thinking about another rivalry in Chicago real estate: backyards vs. rooftop decks.

Because when it comes to watching the big game, where you gather with friends and family matters almost as much as what’s happening on the field.

Whether you’re hosting a backyard tailgate or enjoying the Chicago skyline from a rooftop deck, outdoor living space can play a major role in your homebuying decision.

Does a Backyard Increase the Value of a Chicago Home?

A private backyard can be a major selling point, especially for buyers looking for room to entertain, grill, garden or let kids and pets play.

In neighborhoods like Lincoln Square and Budlong Woods, outdoor space can make a property especially appealing to buyers who want the convenience of city living with room to spread out.

For football fans, there’s something special about hosting a Sunday tailgate without ever leaving home.

Is a Rooftop Deck a Good Investment in Chicago?

Rooftop decks offer a different kind of home-field advantage.

For buyers considering condos, townhomes or properties with limited yard space, a rooftop deck can provide valuable outdoor entertaining space without sacrificing the urban lifestyle.

Imagine watching the Bears with friends, grilling before kickoff and enjoying views of the Chicago skyline.

However, buyers should consider maintenance, accessibility, building regulations and potential association restrictions before purchasing.

Which Outdoor Space Has Better Resale Value?

There’s no universal winner.

A backyard may appeal more to families, pet owners and buyers seeking privacy. A rooftop deck may attract buyers who prioritize entertaining, city views and low-maintenance outdoor living.

Location, condition, usable square footage and buyer demand all influence resale value.

What Should Chicago Homebuyers Look for in Outdoor Space?

At The O’Connor Group, we encourage buyers to think beyond the interior of a home and consider how they’ll actually live in it.

Where will you host your friends? Celebrate holidays? Watch the Bears take on the Packers?

Backyard or rooftop deck, the best home-field advantage is finding a space that fits your lifestyle.

And unlike tomorrow’s rivalry, this one doesn’t have to have a loser.

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