Oakland

Chicago, Illinois

Overview

Bordering the coast of Lake Michigan, Oakland is a quiet neighborhood on Chicago's south side. With scenic views of the glittering lake and Chicago's towering skyline, this promising neighborhood is sure to continue growing in the coming years.

Homes in Oakland

Where To Live

Oakland’s residences are all found to the west of Lake Shore Drive while the land to the east of this major expressway is dedicated to public parks. With several bridges connecting pedestrians to the lake path, homeowners anywhere in Oakland can easily reach the city's coastal green spaces. Many homes in this lakeside neighborhood are surprisingly affordable, though there are more luxurious options as well as vintage rehabs that merit a higher price tag.

Around Oakland

Where To Eat

With much of the area zoned for residential use, you won’t find many restaurants within Oakland’s borders. However, residents can find several local establishments just outside the neighborhood. Yassa African Restaurant is a popular choice for traditional Senegalese fare, while Norman’s Bistro offers a creative menu of American Creole dishes with a Brazilian twist.

Friday Night Fun

Art enthusiasts can check out one of the local galleries for a variety of displays from Oakland artists. Just as the community is quick to support each other in creative endeavors, they will also celebrate successes together with gatherings at one of the local dance venues. While there aren’t many bars in the area, there are a few classy joints where you can enjoy a glass of fine wine on a special evening out.

The Perfect Sunday

Join your neighbors at a restaurant where you can take your time with lunch and coffee. These establishments often host live music on Sundays, so even if you're not in the mood for dessert, stick around for some classic Chicago jazz. Afterwards, head to Mandrake Park to burn off some calories with a pickup game on the basketball courts or take a walk to Oakwood Beach and watch the waves roll in.

Living Here

Locals Love

Community gatherings • Proximity to Lake Michigan • Local art scene

Homes for Sale

Think Oakland might be the right neighborhood for you?

There are plenty of potential dream homes for sale!

View Listings in Oakland

Chicago - South Side

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McKinley Park

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Archer Heights

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Brighton Park

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Oakland

A creative community

Bronzeville

Live where jazz was raised

Back Of The Yards

Cool, casual, and cultured

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