
Cheap Homes for Rent in Middletown, NY from $1,600 (14 Rentals)
Search the lowest-cost Homes available for rent right now in Middletown.


102 North St

59-61-61 North St

268 Concord Ln

47 Monhagen Ave

77 Grand Ave

26 North St
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.

5 Sycamore Dr

1 Spring St, Unit 6

42 Prince St

3 Sabrina Ct
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.

105 Sheffield Dr

1 Spring St, Unit 1

3 Sabrina Ct
Middletown, NY Local Guide

How much does it cost to rent a home in Middletown?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Middletown 2 Bedroom Homes for Rent | $2,257 | $1,690 | $2,800 |
Middletown 3 Bedroom Homes for Rent | $2,840 | $2,300 | $4,000 |
Middletown 4 Bedroom Homes for Rent | $3,125 | $2,500 | $4,300 |
Middletown 5 Bedroom Homes for Rent | $3,500 | $3,500 | $3,500 |
Middletown 7 Bedroom Homes for Rent | $5,000 | $5,000 | $5,000 |
Browse Top Homes for Rent in Middletown
Explore Middletown
Middletown, NY Local Guide
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Cheapest Neighborhoods for Apartments in Middletown, NY
Pricing Updated: 07/21/2025Current apartment rentals in the Middletown, NY area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Middletown Apartments for rent:
Neighborhood | Median Price | Min Price | Available Units |
---|---|---|---|
Middletown Goshen | $6,920 | $594 | 99 |
Cheapest Available Middletown Apartments for Rent
 The cheapest available apartment rental in Middletown, NY is a Studio unit found at Crestwood Apartments in the Downtown Middletown neighborhood priced from $1,450. Stevens Manor Apartments in the Middletown Goshen neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,525. Here is today’s list of the most affordable Middletown apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Crestwood Apartments | Studio | Studio,1BA | $1,450 |
Stevens Manor Apartments | Studio | Studio,1BA | $1,525 |
Rockwood Gardens Apartments | 1 Bed, 1 bath | 1BR,1BA | $1,625 |
The 211 Luxury Lofts | 1 Bed 1 Bath | 1BR,1BA | $1,695 |
Slatewood Apartments | 1 Bed | 1BR,1BA | $1,750 |
Best Value Apartments for Rent in Middletown, NY
As of July 21, 2025 the best value apartment in the Middletown area is the $2.05 price per square foot 1BR/Den/1.5BA Model at The Regency Club in the in the Presidential Heights neighborhood starting from $2,350. The second greatest value Middletown apartment is the C Model at The Park At Main starting at $2,425 with a $2.25 price per square foot in the Presidential Heights neighborhood. Here is today’s list of the best values for Middletown apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
The Regency Club | 1BR/Den/1.5BA | 1BR,1.5BA | $2.05 |
The Park At Main | C | 2BR,2BA | $2.25 |
559 County Route 50, Unit 2 | 559 County Route 50 | 2BR,1BA | $1.67 |
10 W Main St, Unit BEAUTIFUL OPEN SPACE APT | 10 W Main St | Studio ,1BA | $1.75 |
Rockwood Gardens Apartments | 2 Beds, 1 bath | 2BR,1BA | $2.36 |
Kensington Manor | New Construction | 1BR,1BA | $2.18 |
Sutton Hill Apartments | Sutton Hill Type 5 | 2BR,1.5BA | $2.39 |
Slatewood Apartments | 1 Bed | 1BR,1BA | $2.26 |
Imperial Gardens Apartment Homes | One Bedroom-772 sqft | 1BR,1BA | $2.42 |
Crestwood Apartments | 1-Bedroom Large | 1BR,1BA | $2.47 |
Quick Rent Budget Calculator
How much rent can you afford?
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Frequently Asked Questions about Middletown
What type of rentals are currently available in Middletown?
There are currently 96 Apartments for Rent in Middletown, NY with pricing that ranges from $594 to $4,242. There are also 50 Single Family Homes for rent, Condos, and Townhome rentals currently available in Middletown ranging from $1,675 to $5,000.
What is the current price range for Rental Homes in Middletown?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Middletown ranges from $1,675 to $5,000 with an average monthly rent of $3,076.
How much are larger Three and Four Bedroom Rentals in Middletown?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Middletown range from $1,800 to $3,148, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,300 to $4,000. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,500.
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.

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.

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.

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.

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.