2 Bedroom Apartments for Rent in Sleepy Hollow, NY (25 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.

property at 46 Hudson St

46 Hudson St

Sleepy HollowNY10591
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Van Tassell Apartments
2 Bedroom Apartments

Van Tassell Apartments

95 Beekman AveSleepy Hollow, NY 10591
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1 Riverside Dr
2 Bedroom Apartments

1 Riverside Dr

1 Riverside DrSleepy Hollow, NY 10591
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20-22 Clinton St
2 Bedroom Apartments

20-22 Clinton St

20-22 Clinton StSleepy Hollow, NY 10591
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115 Cortlandt St
2 Bedroom Apartments

115 Cortlandt St

115 Cortlandt StSleepy Hollow, NY 10591

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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175 Washington
2 Bedroom Apartments

175 Washington

175 WashingtonSleepy Hollow, NY 10591
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76 Chestnut St
2 Bedroom Apartments

76 Chestnut St

76 Chestnut StSleepy Hollow, NY 10591
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16 Andrews Ln
2 Bedroom Apartments

16 Andrews Ln

16 Andrews LnSleepy Hollow, NY 10591
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19 Chestnut St
2 Bedroom Apartments

19 Chestnut St

19 Chestnut StSleepy Hollow, NY 10591
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50 Wildey Street
2 Bedroom Apartments

50 Wildey Street

50 Wildey StTarrytown, NY 10591

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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Sleepy Hollow Gardens
2 Bedroom Apartments

Sleepy Hollow Gardens

177 White Plains RdTarrytown, NY 10591
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45-49 Main St
2 Bedroom Apartments

45-49 Main St

45-49 Main StTarrytown, NY 10591

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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178 Cortlandt St
2 Bedroom Apartments

178 Cortlandt St

178 Cortlandt StTarrytown, NY 10591
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74 Wildey St
2 Bedroom Apartments

74 Wildey St

74 Wildey StTarrytown, NY 10591

Sleepy Hollow, NY Local Guide

Largest Available Sleepy Hollow 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Sleepy Hollow, NY is found at Emerson in the Watch Hill neighborhood and is 1,254 square feet priced from $6,222. NorthLight in the Tappan Manor neighborhood has the second largest 2 Bedroom, which is sized at 1,101 square feet and currently listed start at $5,900. Here is today’s list of the largest available 2 Bedroom units in Sleepy Hollow:

Apartment ListingModel NameSquare FootagePriced From
EmersonB71,254 Sq Ft$6,222
NorthLight2 Bed/2 Bath-B11,101 Sq Ft$5,900
EverbendB04971 Sq Ft$3,789

Cheapest Available Sleepy Hollow 2 Bedroom Apartments

As of August 04, 2025 the lowest priced 2 Bedroom apartment unit in Sleepy Hollow, NY is the B01 Model starting from $3,455 at Everbend in the Watch Hill neighborhood. The second most affordable Sleepy Hollow 2 Bedroom is the 2 Bed/2 Bath-B1 Model at NorthLight starting at $5,900 in the Tappan Manor neighborhood. The average price for all 2 Bedroom apartments in Sleepy Hollow is currently $5,408. Here is today’s list of the cheapest available 2 Bedroom options in Sleepy Hollow:

Apartment ListingModel NamePriced From
EverbendB01$3,455
NorthLight2 Bed/2 Bath-B1$5,900
EmersonB7$6,222

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

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Getting Around Sleepy Hollow, NY

Walk Score®

80 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

32 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about 2 Bedroom Sleepy Hollow Apartments

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 $5,408.

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 1,254 square feet unit starting from $6,222 at Emerson.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.