Gated Apartments for Rent in Chicago, IL Under $5,500 (787 Rentals) Page 9 of 16

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730 W Roscoe St
$1,895 - $2,145
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$1,895 - $2,145
Total Monthly Price
$1,895 - $2,145
Studio to 1 Bedroom Apartment Available Jul 1

730 W Roscoe St

730 W Roscoe StChicago, IL 60657
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1133 N. Dearborn
$1,869 - $4,064
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$1,869 - $4,064
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Studio to 2 Bedroom Apartments Available Jul 1

1133 N. Dearborn

1133 N Dearborn StChicago, IL 60610
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7234 S Jeffery Blvd
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$1,850 - $1,875
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$1,850 - $1,875
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$1,850 - $1,875
3 Bedroom Apartments Available Now

7234 S Jeffery Blvd

7234 S Jeffery BlvdChicago, IL 60649
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2606 N Kimball Ave, Unit 303
$1,795
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$1,795
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$1,795
Studio Apartment Available Aug 1

2606 N Kimball Ave, Unit 303

2606 N Kimball AveChicago, IL 60647
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3825 N Greenview Ave, Unit S
$1,795
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$1,795
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$1,795
Studio Apartment Available Aug 1

3825 N Greenview Ave, Unit S

3825 N Greenview AveChicago, IL 60613
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55 W. Chestnut
$1,789 - $3,323
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$1,789 - $3,323
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Studio to 2 Bedroom Apartments Available Aug 1

55 W. Chestnut

55 W Chestnut StChicago, IL 60610
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1000 N. LaSalle
$1,750 - $3,561
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$1,750 - $3,561
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Studio to 2 Bedroom Apartments Available Jul 1

1000 N. LaSalle

1000-1030 N LaSalle DrChicago, IL 60610
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Showing Results 401-450, Page 9 of 16

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Gated Chicago Apartments

What is the Cheapest Gated apartment in Chicago?

Currently the most affordable Gated Apartment in Chicago is at Stephen's Commons- Senior Living-Age 62+ listed at $595.

How much is the average rent for a Gated Chicago Apartment?

The average rent for a Gated Apartment in Chicago is $2,734.

What is the largest Gated Chicago Apartment for rent?

Today's Gated apartment with the most square footage in Chicago is a 9,999 square feet unit starting from $1,950 at 2249 W Taylor St, Unit G.

What is the average size for Chicago Gated Apartments for rent?

The average size for a Gated rental in Chicago is currently at 789 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

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Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

Written by: Nicole Harms

With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

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Best Neighborhoods to Rent in Near Chicago's Top Employers

Written by: Nicole Harms

Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Written by: Nicole Harms

From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

Articles, How-To's, and Tips

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.