2 Bedroom Apartments for Rent in Middletown, NY (71 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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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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property at 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 100 Hillside Dr

100 Hillside Dr

MiddletownNY10941

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 49 Lake Ave

49 Lake Ave

MiddletownNY10940
property at 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 6 Giada Ln

6 Giada Ln

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 6 Giada Ln

6 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 5 Giada Ln

5 Giada Ln

MiddletownNY10940
property at 18 E Main St

18 E Main St

MiddletownNY10940
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Brewery Apartments
2 Bedroom Apartments

Brewery Apartments

133 Lake AveMiddletown, NY 10940
  • Utilities Included

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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Middletown, NY Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: November 02, 2025

There are currently 42 available 2 Bedroom apartment units in Middletown, NY neighborhoods that range in price from $698 to $3,490. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Middletown Goshen42$2,153$698

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, NY is found at The 211 Luxury Lofts in the Downtown Middletown neighborhood and is 1,500 square feet priced from $2,300. The Regency Club in the Presidential Heights neighborhood has the second largest 2 Bedroom, which is sized at 1,172 square feet and currently listed start at $2,350. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
The 211 Luxury Lofts2 Bed 1 Bath1,500 Sq Ft$2,300
The Regency Club2BR/2BA1,172 Sq Ft$2,350
Kensington ManorOriginal Construction1,150 Sq Ft$1,895
The Park At MainC1,076 Sq Ft$2,425
Northwoods ApartmentsNW Unit Type A1,056 Sq Ft$2,405

Cheapest Available Middletown 2 Bedroom Apartments

As of November 02, 2025 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 $2,242. 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
Imperial Gardens Apartment HomesTwo Bedroom-933 sqft$2,020
Stevens Manor Apartments2BR/1.0BA$2,150
Rockwood Gardens Apartments2 Beds, 1 bath$2,200
The 211 Luxury Lofts2 Bed 1 Bath$2,300
The Regency Club2BR/2BA$2,350
The Park At MainB$2,400
Northwoods ApartmentsNW Unit Type A$2,405

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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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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Best Local Schools in
Middletown, NY

School data provided by Great Schools

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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Getting Around Middletown, NY

Walk Score®

47 / 100

Car-Dependent

Most errands require a car

Bike Score®

32 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about 2 Bedroom Middletown Apartments

What is the Cheapest apartment in Middletown with 2 Bedroom?

Currently the most affordable 2 Bedroom in Middletown is at Kensington Manor listed at $1,895.

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

The average rent for a 2 Bedroom Apartment in Middletown is $2,242.

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

Today's apartment with the most square footage in Middletown is a 1,500 square feet unit starting from $2,300 at The 211 Luxury Lofts.

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

The average size for a 2 Bedroom rental in Middletown is currently 1,044 sq ft.

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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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! 

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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.