2 Bedroom Apartments for Rent in Sleepy Hollow, NY (32 Rentals)

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property at 46 Hudson St

46 Hudson St

TarrytownNY10591

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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50 Wildey Street
2 Bedroom Apartments

50 Wildey Street

50 Wildey StTarrytown, NY 10591
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115 Cortlandt St
2 Bedroom Apartments

115 Cortlandt St

115 Cortlandt StTarrytown, NY 10591
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175 Washington
2 Bedroom Apartments

175 Washington

175 WashingtonTarrytown, NY 10591
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31 Beekman Ave
2 Bedroom Apartments

31 Beekman Ave

31 Beekman AveTarrytown, NY 10591
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76 Chestnut St
2 Bedroom Apartments

76 Chestnut St

76 Chestnut StTarrytown, NY 10591
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16 Andrews Ln
2 Bedroom Apartments

16 Andrews Ln

16 Andrews LnTarrytown, NY 10591
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78 Wildey St
2 Bedroom Apartments

78 Wildey St

78 Wildey StTarrytown, NY 10591
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23-25 Clinton St
2 Bedroom Apartments

23-25 Clinton St

23-25 Clinton StTarrytown, NY 10591
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172 Beekman Ave
2 Bedroom Apartments

172 Beekman Ave

172 Beekman AveTarrytown, NY 10591
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19 Chestnut St
2 Bedroom Apartments

19 Chestnut St

19 Chestnut StTarrytown, NY 10591

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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45-49 Main St
2 Bedroom Apartments

45-49 Main St

45-49 Main StTarrytown, NY 10591
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178 Cortlandt St
2 Bedroom Apartments

178 Cortlandt St

178 Cortlandt StTarrytown, 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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74 Wildey St
2 Bedroom Apartments

74 Wildey St

74 Wildey StTarrytown, NY 10591
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Sleepy Hollow Gardens
2 Bedroom Apartments

Sleepy Hollow Gardens

177 White Plains RdTarrytown, NY 10591
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1 Riverside Dr
2 Bedroom Apartments

1 Riverside Dr

1 Riverside DrTarrytown, NY 10591
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56 Windle Park
2 Bedroom Apartments

56 Windle Park

56 Windle ParkTarrytown, NY 10591
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20-22 Clinton St
2 Bedroom Apartments

20-22 Clinton St

20-22 Clinton StTarrytown, NY 10591
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40 Depeyster St
2 Bedroom Apartments

40 Depeyster St

40 Depeyster 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.

Sleepy Hollow, NY Local Guide

Largest Available Sleepy Hollow and Nearby 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 $5,111. NorthLight in the Tappan Manor neighborhood has the second largest 2 Bedroom, which is sized at 1,162 square feet and currently listed start at $5,957. Here is today’s list of the largest available 2 Bedroom units in Sleepy Hollow:

Apartment ListingModel NameSquare FootagePriced From
EmersonB71,254 Sq Ft$5,111
NorthLight2 Bed/2 Bath-B71,162 Sq Ft$5,957
EverbendB05971 Sq Ft$3,132

Cheapest Available Sleepy Hollow and Nearby 2 Bedroom Apartments

As of September 19, 2025 the lowest priced 2 Bedroom apartment unit in Sleepy Hollow, NY is the B01 Model starting from $2,880 at Everbend in the Watch Hill neighborhood. The second most affordable Sleepy Hollow 2 Bedroom is the B7 Model at Emerson starting at $5,111 . The average price for all 2 Bedroom apartments in Sleepy Hollow is currently $5,161. Here is today’s list of the cheapest available 2 Bedroom options in Sleepy Hollow:

Apartment ListingModel NamePriced From
EverbendB01$2,880
EmersonB7$5,111
NorthLight2 Bed/2 Bath-B1$5,805

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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

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 $5,161.

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 $5,111 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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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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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.