2 Bedroom Apartments for Rent in Sleepy Hollow, IL (69 Rentals)

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property at 1450 Wing St

$1,870

Total Monthly Price

Total Monthly Price

Base Rent
$1,870

Total Monthly Price
$1,870

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1450 Wing St, Unit 6B

1450 Wing St
ElginIL60123

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.

property at 855 E Main St

$1,970

2 Bedroom Rentals

Available Now

855 E Main St

East DundeeIL60118

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 1335 Abbott Dr

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

1335 Abbott Dr, Unit 3

1335 Abbott Dr
ElginIL60123

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

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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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
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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

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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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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513 Ryan Ln
2 Bedroom Apartments

513 Ryan Ln

513 Ryan LnWest Dundee, IL 60118
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1874 Mark Ave
2 Bedroom Apartments

1874 Mark Ave

1874 Mark AveElgin, IL 60123
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1660 Mark Ave
2 Bedroom Apartments

1660 Mark Ave

1660 Mark AveElgin, IL 60123
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438 S 3rd St
2 Bedroom Apartments

438 S 3rd St

438 S 3rd StWest Dundee, IL 60118
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546 Eichler Dr
2 Bedroom Apartments

546 Eichler Dr

546 Eichler DrWest Dundee, IL 60118
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1145 Royal Blvd
2 Bedroom Apartments

1145 Royal Blvd

1145 Royal BlvdElgin, IL 60123

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.

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 Watermark at The Grove in the Northwest Elgin neighborhood and is 1,280 square feet priced from $2,499. Villages At Canterfield in the Willow Lakes Estates neighborhood has the second largest 2 Bedroom, which is sized at 1,255 square feet and currently listed start at $2,310. Here is today’s list of the largest available 2 Bedroom units in Sleepy Hollow:

Apartment ListingModel NameSquare FootagePriced From
Watermark at The Grove2.2D1,280 Sq Ft$2,499
Villages At CanterfieldRiverbirch1,255 Sq Ft$2,310
1900 at Canterfield Apartment HomesB4- Upper1,185 Sq Ft$2,242
Reserve Randall RoadKingsmill1,104 Sq Ft$2,557
1254-1256 Robinwood Drive1254-1256 Robinwood Drive - 1254-...1,100 Sq Ft$1,450
Wing Park Residencewp-2bl950 Sq Ft$1,800

Cheapest Available Sleepy Hollow 2 Bedroom Apartments

As of August 26, 2026 the lowest priced 2 Bedroom apartment unit in Sleepy Hollow, IL is the 1254-1256 Robinwood Drive - 1254-... Model starting from $1,450 at 1254-1256 Robinwood Drive in the Grant Park neighborhood. The second most affordable Sleepy Hollow 2 Bedroom is the wp-2bs Model at Wing Park Residence starting at $1,750 in the West Ridge Village neighborhood. The average price for all 2 Bedroom apartments in Sleepy Hollow is currently $2,363. Here is today’s list of the cheapest available 2 Bedroom options in Sleepy Hollow:

Apartment ListingModel NamePriced From
1254-1256 Robinwood Drive1254-1256 Robinwood Drive - 1254-...$1,450
Wing Park Residencewp-2bs$1,750
Villages At CanterfieldLaurel-80% AMI$2,187
1900 at Canterfield Apartment HomesB4- Upper$2,242
Watermark at The Grove2.2I$2,325
Reserve Randall RoadKingsmill$2,557

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

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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 1254-1256 Robinwood Drive listed at $1,450.

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 $2,363.

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 1,280 square feet unit starting from $2,499 at Watermark at The Grove.

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 1,104 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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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

Written by: Robin Stewart

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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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

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.

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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.