21 W Main St, Unit B
21 W Main St
MiddletownNY10940
Cheap Homes for Rent in Middletown, NY from $1,500 (19 Rentals)
Search the lowest-cost Homes available for rent right now in Middletown.
94 Inwood Rd
MiddletownNY10941
20 John St
MiddletownNY10940
21 Clark St
MiddletownNY10940
49 Lake Ave
MiddletownNY10940
84 Foster Rd
MiddletownNY10941
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
266 Ruth Ct
MiddletownNY10940
366 Concord Ln
MiddletownNY10940
close
View Me
23 Wawayanda Ave
MiddletownNY10940
close
View Me
close
View Me
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.
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
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.
close
View Me
Showing Results 1-19, Page 1 of 1
Middletown, NY Local Guide
Shops in Middletown by Doug Kerr is licensed under CC BY 2.0
How much does it cost to rent a home in Middletown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middletown 2 Bedroom Homes for Rent | $2,236 | $1,700 | $2,500 |
| Middletown 3 Bedroom Homes for Rent | $2,607 | $2,150 | $3,300 |
| Middletown 4 Bedroom Homes for Rent | $3,666 | $3,200 | $4,500 |
| Middletown 5 Bedroom Homes for Rent | $3,600 | $3,600 | $3,600 |
Browse Top Homes for Rent in Middletown
Explore Middletown
Middletown, NY Local Guide
- Middletown Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Neighborhoods for Apartments in Middletown, NY
Pricing Updated: 12/31/2025Current 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 | $8,970 | $594 | 108 |
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. Sutton Hill Apartments in the Middletown Goshen neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,720. 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 |
| Sutton Hill Apartments | Sutton Hill Type 3 | 1BR,1BA | $1,720 |
| Cottage Suites | The Presidential Suite | Studio,1BA | $1,800 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $1,800 |
| Imperial Gardens Apartment Homes | One Bedroom-772 sqft | 1BR,1BA | $1,820 |
Best Value Apartments for Rent in Middletown, NY
As of December 31, 2025 the best value apartment in the Middletown area is the $1.53 price per square foot 2 Bed 1 Bath Model at The 211 Luxury Lofts in the in the Downtown Middletown neighborhood starting from $2,300. The second greatest value Middletown apartment is the New Construction Model at Kensington Manor starting at $1,895 with a $2.18 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 211 Luxury Lofts | 2 Bed 1 Bath | 2BR,1BA | $1.53 |
| Kensington Manor | New Construction | 1BR,1BA | $2.18 |
| Northwoods Apartments | NW Unit Type C | 1BR,1BA | $2.65 |
| Sterling Parc at Middletown | Highland | 1BR,1BA | $2.76 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $2.33 |
| The Point at Sutton Hill | The Point Type C | 1BR,1BA | $2.81 |
| Imperial Gardens Apartment Homes | One Bedroom-772 sqft | 1BR,1BA | $2.36 |
| Southgate Middletown | B-1B 3rd Floor | 1BR,1BA | $2.79 |
| Crestwood Apartments | 1-Bedroom | 1BR,1BA | $2.37 |
| Rockwood Gardens Apartments | 1 Bed, 1 bath | 1BR,1BA | $2.69 |
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.
Read Article
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.
Read ArticleCash 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.
Read ArticleQuick 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.
Let everyone know!
Do you know the Middletown area?
If you’re an expert on all things Middletown, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Best Local Schools in Middletown, NY
Minisink Valley High School
Minisink Valley Central School District
Public School - Grades 9-12 (1172)
6 out of 10
Minisink Valley Middle School
Minisink Valley Central School District
Public School - Grades 6-8 (775)
4 out of 10
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Middletown, NY Rentals by Map
See the most popular apartments and homes in Middletown, NY
Frequently Asked Questions about Middletown
What type of rentals are currently available in Middletown?
There are currently 87 Apartments for Rent in Middletown, NY with pricing that ranges from $594 to $4,675. There are also 67 Single Family Homes for rent, Condos, and Townhome rentals currently available in Middletown ranging from $1,500 to $4,500.
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 $1,500 to $4,500 with an average monthly rent of $2,821.
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 $1,411 to $4,675, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,150 to $3,300. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $2,285.
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
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!