2 Bedroom Apartments for Rent in Middletown, NY (60 Rentals)

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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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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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property at 3 Sabrina Ct

3 Sabrina Ct

MiddletownNY10940
property at 63 Ruth Ct

63 Ruth Ct

MiddletownNY10940
property at 59-61-61 North St

59-61-61 North St

MiddletownNY10940
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Brewery Apartments
2 Bedroom Apartments

Brewery Apartments

133 Lake AveMiddletown, NY 10940
  • Utilities Included
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Deerfield Commons
2 Bedroom Apartments

Deerfield Commons

2 Edward Diana WayMiddletown, NY 10941
  • Utilities Included
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Eagle's Point
2 Bedroom Apartments

Eagle's Point

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

33 Crescent Pl

33 Crescent PlMiddletown, NY 10940
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Sunrise Gardens
2 Bedroom Apartments

Sunrise Gardens

5 Fortune Rd WMiddletown, NY 10941
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Middletown, NY Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: May 05, 2025

There are currently 44 available 2 Bedroom apartment units in Middletown, NY neighborhoods that range in price from $698 to $4,580. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Middletown Goshen44$2,240$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 Downtown Middletown 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
Golf Links Apartments2 Beds, 2 baths1,142 Sq Ft$2,350
The Point at Sutton HillThe Point Type B1,111 Sq Ft$2,420
The Park At MainC1,076 Sq Ft$2,425
Northwoods ApartmentsNW Unit Type B1,050 Sq Ft$2,320

Cheapest Available Middletown 2 Bedroom Apartments

As of May 05, 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 Downtown Middletown neighborhood. The second most affordable Middletown 2 Bedroom is the 2-Bedroom Model at Crestwood Apartments starting at $1,950 . The average price for all 2 Bedroom apartments in Middletown is currently $2,567. 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
Sutton Hill ApartmentsSutton Hill Type 5$1,950
Country Manor ApartmentsTwo Bedroom$2,000
Stoneridge Manor Apartments2 Beds, 2 baths$2,000
Imperial Gardens Apartment HomesTwo Bedroom-933 sqft$2,150
Rockwood Gardens Apartments2 Beds, 1 bath$2,200
Stevens Manor Apartments2 Bedroom$2,200
Boulder Pointe Apartments2 Bedrooms | 2 Bathrooms$2,252

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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 $2,567.

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 945 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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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.