2 Bedroom Apartments for Rent in Sleepy Hollow, IL (75 Rentals)

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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property at 855 E Main St

$1,875

2 Bedroom Rentals

Available Now

855 E Main St

East DundeeIL60118

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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property at 211 Edwards Ave

$1,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

211 Edwards Ave

West DundeeIL60118
property at 1335 Abbott Dr

$1,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

1335 Abbott Dr

ElginIL60123
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The Greens of Elgin
2 Bedroom Apartments

The Greens of Elgin

801 N McLean BlvdElgin, IL 60123
Senior Living
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Penny Center
2 Bedroom Apartments

Penny Center

201 Penny AveEast Dundee, IL 60118
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1566 Mark Ave
2 Bedroom Apartments

1566 Mark Ave

1566 Mark AveElgin, IL 60123

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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1560 Mark Ave
2 Bedroom Apartments

1560 Mark Ave

1560 Mark AveElgin, IL 60123
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1862 Mark Ave
2 Bedroom Apartments

1862 Mark Ave

1862 Mark AveElgin, IL 60123
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1219 Fairwood Ct
2 Bedroom Apartments

1219 Fairwood Ct

1219 Fairwood CtElgin, IL 60123
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1680 Mark Ave
2 Bedroom Apartments

1680 Mark Ave

1680 Mark AveElgin, IL 60123
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1836 Mark Ave
2 Bedroom Apartments

1836 Mark Ave

1836 Mark AveElgin, IL 60123
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635 Edwards Ave
2 Bedroom Apartments

635 Edwards Ave

635 Edwards AveWest Dundee, IL 60118
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Showing Results 1-50, Page 1 of 2

Sleepy Hollow, IL Local Guide

Largest Available Sleepy Hollow 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Sleepy Hollow, IL is found at The Villages at Canterfield in the Willow Lakes Estates neighborhood and is 1,279 square feet priced from $2,100. Watermark at The Grove in the Northwest Elgin neighborhood has the second largest 2 Bedroom, which is sized at 1,225 square feet and currently listed start at $2,515. Here is today’s list of the largest available 2 Bedroom units in Sleepy Hollow:

Apartment ListingModel NameSquare FootagePriced From
The Villages at CanterfieldC31,279 Sq Ft$2,100
Watermark at The Grove2.2BF1,225 Sq Ft$2,515
1900 at Canterfield Apartment HomesB4- Upper1,185 Sq Ft$2,021
Reserve Randall RoadKingsmill1,104 Sq Ft$2,245
Wing Park Residencewp-2bl950 Sq Ft$1,750

Cheapest Available Sleepy Hollow 2 Bedroom Apartments

As of January 03, 2026 the lowest priced 2 Bedroom apartment unit in Sleepy Hollow, IL is the wp-2bs Model starting from $1,700 at Wing Park Residence in the West Ridge Village neighborhood. The second most affordable Sleepy Hollow 2 Bedroom is the B3- Upper Model at 1900 at Canterfield Apartment Homes starting at $1,999 in the Sandy Creek Estates neighborhood. The average price for all 2 Bedroom apartments in Sleepy Hollow is currently $2,236. Here is today’s list of the cheapest available 2 Bedroom options in Sleepy Hollow:

Apartment ListingModel NamePriced From
Wing Park Residencewp-2bs$1,700
1900 at Canterfield Apartment HomesB3- Upper$1,999
The Villages at CanterfieldC3$2,100
Reserve Randall RoadKingsmill$2,245
Watermark at The Grove2.2BF$2,515

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Sleepy Hollow, IL Rentals by Map

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See the most popular apartments and homes in Sleepy Hollow, IL

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Frequently Asked Questions about 2 Bedroom Sleepy Hollow Apartments

What is the Cheapest apartment in Sleepy Hollow with 2 Bedroom?

Currently the most affordable 2 Bedroom in Sleepy Hollow is at Wing Park Residence listed at $1,700.

How much is the average rent for a 2 Bedroom Sleepy Hollow Apartment?

The average rent for a 2 Bedroom Apartment in Sleepy Hollow is $2,236.

What is the largest available 2 Bedroom Sleepy Hollow Apartment for rent?

Today's apartment with the most square footage in Sleepy Hollow is a 1,279 square feet unit starting from $2,100 at The Villages at Canterfield.

What is the average size for Sleepy Hollow 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Sleepy Hollow is currently 977 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.

Articles, How-To's, and Tips

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!