2 Bedroom Apartments for Rent in Middletown, NY (65 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 91 North St

$1,840 - $2,300

2 Bedroom Rentals

Available Now

91 North St

MiddletownNY10940

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 10 Kensington Way

$2,250

2 Bedroom, 2 Bath Condo for Rent

Available Now

10 Kensington Way

MiddletownNY10940

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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property at 3 Giada Ln

$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

3 Giada Ln

MiddletownNY10940
property at 49 Lake Ave

$2,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

49 Lake Ave

MiddletownNY10940
property at 6 Giada Ln

$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

6 Giada Ln

MiddletownNY10940
property at 51 Deer Ct Dr

$2,400

2 Bedroom, 3 Bath Condo for Rent

Available Now

51 Deer Ct Dr

MiddletownNY10940
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Eagle's Point
2 Bedroom Apartments

Eagle's Point

221 Ruth CtMiddletown, NY 10940
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33 Crescent Pl
2 Bedroom Apartments

33 Crescent Pl

33 Crescent PlMiddletown, NY 10940
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59 Horton Ave
2 Bedroom Apartments

59 Horton Ave

59 Horton AveMiddletown, NY 10940
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10 King St
2 Bedroom Apartments

10 King St

10 King StMiddletown, NY 10940
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Middletown, NY Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: January 23, 2026

There are currently 45 available 2 Bedroom apartment units in Middletown, NY neighborhoods that range in price from $698 to $3,579. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Middletown Goshen45$2,192$698

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, NY is found at Southgate Middletown in the Middletown Goshen neighborhood and is 1,302 square feet priced from $2,795. Sterling Parc at Middletown has the second largest 2 Bedroom, which is sized at 1,231 square feet and currently listed start at $2,697. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Southgate MiddletownB - 2B3 2nd Floor1,302 Sq Ft$2,795
Sterling Parc at MiddletownRidgebury1,231 Sq Ft$2,697
Kensington ManorOriginal Construction1,150 Sq Ft$1,895
The Point at Sutton HillThe Point Type B1,111 Sq Ft$2,480
The Park At MainC1,076 Sq Ft$2,425
Boulder Pointe Apartments2 Bedrooms | 2 Bathrooms954 Sq Ft$2,322
Crestwood Apartments2-Bedroom950 Sq Ft$1,950

Cheapest Available Middletown 2 Bedroom Apartments

As of January 23, 2026 the lowest priced 2 Bedroom apartment unit in Middletown, NY is the Original Construction Model starting from $1,895 at Kensington Manor in the Presidential Heights neighborhood. The second most affordable Middletown 2 Bedroom is the 2-Bedroom Model at Crestwood Apartments starting at $1,950 in the Downtown Middletown neighborhood. The average price for all 2 Bedroom apartments in Middletown is currently $2,248. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
Kensington ManorOriginal Construction$1,895
Crestwood Apartments2-Bedroom$1,950
Stoneridge Manor Apartments2 Beds, 2 baths$2,000
Sutton Hill ApartmentsSutton Hill Type 4$2,010
Imperial Gardens Apartment HomesTwo Bedroom-916 sqft$2,035
Stevens Manor Apartments2BR/1.0BA$2,150
Rockwood Gardens Apartments2 Beds, 1 bath$2,200
Boulder Pointe Apartments2 Bedrooms | 2 Bathrooms$2,317
The Park At MainB$2,400
Sterling Parc at MiddletownMeadows$2,466

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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Middletown, NY

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

Explore Middletown, NY Rentals by Map

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See the most popular apartments and homes in Middletown, NY

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Frequently Asked Questions about 2 Bedroom Middletown Apartments

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

The average rent for a 2 Bedroom Apartment in Middletown is $2,248.

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

Today's apartment with the most square footage in Middletown is a 1,302 square feet unit starting from $2,795 at Southgate Middletown.

What is the average size for Middletown 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Middletown is currently 1,045 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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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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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.