2 Bedroom Apartments for Rent in Middletown, NY (74 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 1 Sabrina Ct

1 Sabrina Ct

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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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 102 North St

102 North St

MiddletownNY10940
property at 1 Spring St

1 Spring St, Unit 5

1 Spring St
MiddletownNY10940
property at 3 Sabrina Ct

3 Sabrina Ct

MiddletownNY10940
property at 1 Spring St

1 Spring St, Unit 6

1 Spring St
MiddletownNY10940
property at 59-61-61 North St

59-61-61 North St

MiddletownNY10940
property at 4 Clemson Park

4 Clemson Park

MiddletownNY10940
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Middletown, NY Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: July 03, 2025

There are currently 51 available 2 Bedroom apartment units in Middletown, NY neighborhoods that range in price from $698 to $4,370. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Middletown Goshen51$2,177$698

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, NY is found at The Regency Club in the Presidential Heights neighborhood and is 1,172 square feet priced from $2,500. Kensington Manor has the second largest 2 Bedroom, which is sized at 1,150 square feet and currently listed start at $1,895. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
The Regency Club2BR/2BA1,172 Sq Ft$2,500
Kensington ManorOriginal Construction1,150 Sq Ft$1,895
The Point at Sutton HillThe Point Type B1,111 Sq Ft$2,420
The Park At MainC1,076 Sq Ft$2,425
Boulder Pointe Apartments2 Bedrooms | 2 Bathrooms954 Sq Ft$2,270

Cheapest Available Middletown 2 Bedroom Apartments

As of July 03, 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 Sutton Hill Type 5 Model at Sutton Hill Apartments starting at $1,950 in the Middletown Goshen neighborhood. The average price for all 2 Bedroom apartments in Middletown is currently $2,437. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
Kensington ManorOriginal Construction$1,895
Sutton Hill ApartmentsSutton Hill Type 5$1,950
Crestwood Apartments2-Bedroom$1,950
Country Manor ApartmentsTwo Bedroom$2,000
Stoneridge Manor Apartments2 Beds, 2 baths$2,000
Imperial Gardens Apartment HomesTwo Bedroom-933 sqft$2,060
Stevens Manor Apartments2 Bedroom$2,200
Rockwood Gardens Apartments2 Beds, 1 bath$2,200
Boulder Pointe Apartments2 Bedrooms | 2 Bathrooms$2,266
The Point at Sutton HillThe Point Type B$2,420

Quick Rent Budget Calculator

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Best Local Schools in
Middletown, NY

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Remember the 3 Rules of Real Estate:
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Explore Middletown, NY Rentals by Map

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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 $2,437.

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

Today's apartment with the most square footage in Middletown is a 1,172 square feet unit starting from $2,500 at The Regency Club.

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

The average size for a 2 Bedroom rental in Middletown is currently 1,471 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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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.

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

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.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.