2 Bedroom Apartments for Rent in Crestwood, IL (134 Rentals)

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5513 W 129th Pl
2 Bedroom Apartments

5513 W 129th Pl

5513 W 129th PlCrestwood, IL 60445
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5517 129th Pl
2 Bedroom Apartments

5517 129th Pl

5517 129th PlCrestwood, IL 60445
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14048 Willow Ln
2 Bedroom Apartments

14048 Willow Ln

14048 Willow LnCrestwood, IL 60445
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12817 Hill Dr
2 Bedroom Apartments

12817 Hill Dr

12817 Hill DrCrestwood, IL 60445
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5416 W 129th Pl
2 Bedroom Apartments

5416 W 129th Pl

5416 W 129th PlCrestwood, IL 60445
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5728 128th St
2 Bedroom Apartments

5728 128th St

5728 128th StCrestwood, IL 60445
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13959 Dori Ln
2 Bedroom Apartments

13959 Dori Ln

13959 Dori LnCrestwood, IL 60445
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5706 129th St
2 Bedroom Apartments

5706 129th St

5706 129th StCrestwood, IL 60445

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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13951 Dori Ln
2 Bedroom Apartments

13951 Dori Ln

13951 Dori LnCrestwood, IL 60445
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12818 Hill Dr
2 Bedroom Apartments

12818 Hill Dr

12818 Hill DrCrestwood, IL 60445
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13951 Leonard Dr
2 Bedroom Apartments

13951 Leonard Dr

13951 Leonard DrCrestwood, IL 60445
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5420 129th Pl
2 Bedroom Apartments

5420 129th Pl

5420 129th PlCrestwood, IL 60418
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14052 Kilpatrick
2 Bedroom Apartments

14052 Kilpatrick

14051 Kilpatrick AveCrestwood, IL 60418

Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

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3847 W 124th Pl
2 Bedroom Apartments

3847 W 124th Pl

3847 W 124th PlAlsip, IL 60803
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3638 147th Pl
2 Bedroom Apartments

3638 147th Pl

3638 147th PlMidlothian, IL 60445
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14600 Keystone
2 Bedroom Apartments

14600 Keystone

14600 Keystone AveMidlothian, IL 60445

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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3626 147th Pl
2 Bedroom Apartments

3626 147th Pl

3626 147th PlMidlothian, IL 60445
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3625 147th St
2 Bedroom Apartments

3625 147th St

3625 147th StMidlothian, IL 60445

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

Crestwood, IL Local Guide

Largest Available Crestwood 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Crestwood, IL is found at Orchard Estates Apartments in the South Chicago neighborhood and is 950 square feet priced from $1,850. Woodland Court Apartments has the second largest 2 Bedroom, which is sized at 900 square feet and currently listed start at $1,800. Here is today’s list of the largest available 2 Bedroom units in Crestwood:

Apartment ListingModel NameSquare FootagePriced From
Orchard Estates ApartmentsRenovated 2 Bed 1 Bath950 Sq Ft$1,850
Woodland Court ApartmentsPremier 2 Bed 1 Bath900 Sq Ft$1,800
Meadow View Apartments2 Bedroom small536 Sq Ft$1,123

Cheapest Available Crestwood 2 Bedroom Apartments

As of September 13, 2026 the lowest priced 2 Bedroom apartment unit in Crestwood, IL is the 2 Bedroom small Model starting from $1,123 at Meadow View Apartments in the South Chicago neighborhood. The second most affordable Crestwood 2 Bedroom is the Premier 2 Bed 1 Bath Model at Woodland Court Apartments starting at $1,800 . The average price for all 2 Bedroom apartments in Crestwood is currently $1,592. Here is today’s list of the cheapest available 2 Bedroom options in Crestwood:

Apartment ListingModel NamePriced From
Meadow View Apartments2 Bedroom small$1,123
Woodland Court ApartmentsPremier 2 Bed 1 Bath$1,800
Orchard Estates ApartmentsRenovated 2 Bed 1 Bath$1,850

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about 2 Bedroom Crestwood Apartments

What is the largest available 2 Bedroom Crestwood Apartment for rent?

Today's apartment with the most square footage in Crestwood is a 950 square feet unit starting from $1,850 at Orchard Estates Apartments.

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

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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Written by: Nicole Harms

I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Written by: Nicole Harms

Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

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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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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.