19 Bloomingburg Rd
MiddletownNY10940
Cheap Homes for Rent in Middletown, NY from $1,900 (27 Rentals)
Search the lowest-cost Homes available for rent right now in Middletown.
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$1,970Studio Apartments Available Feb 28
133-3 Wickham Ave
133-3 Wickham AveMiddletown, NY 10940
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$1,970Studio Apartments Available Feb 28
154 NY-211
154 NY-211Middletown, NY 10940
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$1,970Studio Apartments Available Feb 28
154 NY-211
154 NY-211Middletown, NY 10940
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$1,970Studio Apartments Available Feb 28
149 Wickham Ave
149 Wickham AveMiddletown, NY 10940
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$1,970Studio Apartments Available Feb 28
73 Cottage St
73 Cottage StMiddletown, NY 10940
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.
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$1,970Studio Apartments Available Feb 28
73 Cottage St
73 Cottage StMiddletown, NY 10940
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$1,970Studio Apartments Available Feb 28
94 Cottage St
94 Cottage StMiddletown, NY 10940
296 Ruth Ct
MiddletownNY10940
390 Crystal Run Rd
MiddletownNY10941
30 Crans Rd
MiddletownNY10941
49 Lake Ave
MiddletownNY10940
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.
985 NY-17M
MiddletownNY10940
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$2,032Studio Apartments Available Feb 6, 2028
138 Wickham Ave
138 Wickham AveMiddletown, NY 10940
14 Liberty St
MiddletownNY10940
56 Watkins Ave
MiddletownNY10940
56 Watkins Ave
MiddletownNY10940
23 W Main St
MiddletownNY10940
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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$2,116Studio Apartments Available Oct 6
79 Montgomery St
79 Montgomery StMiddletown, NY 10940
23 Wawayanda Ave
MiddletownNY10940
34 Broad St
MiddletownNY10940
16 Wallkill Ave
MiddletownNY10940
10 Kensington Way
MiddletownNY10940
10 Kensington Way
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.
358 Concord Ln
MiddletownNY10940
6 Giada Ln
MiddletownNY10940
3 Giada Ln
MiddletownNY10940
Showing Results 1-27, 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 | $2,181 | $1,995 | $2,400 |
| Middletown 3 Bedroom Homes for Rent | $2,466 | $2,000 | $3,000 |
| Middletown 4 Bedroom Homes for Rent | $3,875 | $2,800 | $5,500 |
| Middletown 5 Bedroom Homes for Rent | $3,500 | $3,500 | $3,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Middletown
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Middletown, NY Local Guide
- Middletown Neighborhoods
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Cheapest Neighborhoods for Apartments in Middletown, NY
Pricing Updated: 02/25/2026Current 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 | $8,435 | $817 | 102 |
Cheapest Available Middletown Apartments for Rent
The cheapest available apartment rental in Middletown, NY is a Studio unit found at Stevens Manor Apartments in the Middletown Goshen neighborhood priced from $1,650. Crestwood Apartments in the Downtown Middletown neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,699. Here is today’s list of the most affordable Middletown apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Stevens Manor Apartments | 0BR/1.0BA | Studio,1BA | $1,650 |
| Crestwood Apartments | 1-Bedroom | 1BR,1BA | $1,699 |
| Sutton Hill Apartments | Sutton Hill Type 3 | 1BR,1BA | $1,720 |
| Rockwood Gardens Apartments | 1 Bed, 1 bath | 1BR,1BA | $1,790 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $1,800 |
| Kensington Manor | Original Construction | 2BR,2BA | $1,895 |
| Imperial Gardens Apartment Homes | One Bedroom-772 sqft | 1BR,1BA | $1,945 |
| Stoneridge Manor Apartments | 2 Beds, 2 baths | 2BR,2BA | $2,000 |
| Southgate Middletown | B-1B Floor Plan 2nd Floor 14-25 | 1BR,1BA | $2,150 |
Best Value Apartments for Rent in Middletown, NY
As of February 25, 2026 the best value apartment in the Middletown area is the $1.96 price per square foot 1BR/Den/1.5BA Model at The Regency Club in the in the Presidential Heights neighborhood starting from $2,250. The second greatest value Middletown apartment is the 2 New York Ave Model at 2 New York Ave, Unit 2 starting at $1,950 with a $1.77 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 | $1.96 |
| 2 New York Ave, Unit 2 | 2 New York Ave | 2BR,1BA | $1.77 |
| 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 | $2.72 |
| Country Manor Apartments | 2BR/1.5BA | 2BR,1.5BA | $2.75 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $2.33 |
| Imperial Gardens Apartment Homes | One Bedroom-772 sqft | 1BR,1BA | $2.52 |
| Crestwood Apartments | 1-Bedroom | 1BR,1BA | $2.30 |
| Rockwood Gardens Apartments | 1 Bed, 1 bath | 1BR,1BA | $2.51 |
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.
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.
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Best Local Schools in Middletown, NY
Minisink Valley High School
Minisink Valley Central School District
Public School - Grades 9-12 (1116)
6 out of 10
Minisink Valley Middle School
Minisink Valley Central School District
Public School - Grades 6-8 (806)
5 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 90 Apartments for Rent in Middletown, NY with pricing that ranges from $817 to $3,579. There are also 52 Single Family Homes for rent, Condos, and Townhome rentals currently available in Middletown ranging from $1,950 to $5,500.
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 $1,950 to $5,500 with an average monthly rent of $2,874.
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 $3,020, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $3,000. Four Bedroom Single-Family rentals are also available starting from $2,800 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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.