
Cheap Homes for Rent in Downtown Middletown Neighborhood of Howells, NY from $1,900 (12 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Middletown area of Howells.


23 W Main St

49 Lake Ave, Unit 2

138 Wickham Ave

14 Liberty St

56 Watkins Ave
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.

56 Watkins Ave

23 Wawayanda Ave

34 Broad St

3 Giada Ln, Unit 1

6 Giada Ln, Unit 6

67 Hulse Ave
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.
Downtown Middletown, Howells, NY Local Guide

How much does it cost to rent a home in Downtown Middletown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Middletown 2 Bedroom Homes for Rent | $2,195 | $2,000 | $2,375 |
| Downtown Middletown 3 Bedroom Homes for Rent | $2,472 | $2,100 | $3,800 |
| Downtown Middletown 4 Bedroom Homes for Rent | $3,175 | $2,800 | $3,500 |
Browse Homes for Rent in this Neighborhood
There are currently 12 rentals with your search options within a 2 mile radius of the Downtown Middletown Neighborhood of Howells, NY.
Explore Howells
Downtown Middletown, Howells, NY Local Guide
- Nearby Howells neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Downtown Middletown Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Crestwood Apartments | 1-Bedroom | 1BR,1BA | $1,699 |
Best Value Apartments for Rent in Downtown Middletown, NY
As of March 09, 2026 the best value apartment in the Downtown Middletown area is the $2.29 price per square foot 366 North St Model at 366 North St, Unit #2 in the in the Downtown Middletown neighborhood starting from $2,285. The second greatest value Downtown Middletown apartment is the 1-Bedroom Model at Crestwood Apartments starting at $1,699 with a $2.30 price per square foot in the Downtown Middletown neighborhood. Here is today’s list of the best values for Downtown Middletown apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 366 North St, Unit #2 | 366 North St | 4BR,1BA | $2.29 |
| Crestwood Apartments | 1-Bedroom | 1BR,1BA | $2.30 |
| 52 Cottage St, Unit 306 | 52 Cottage St | Studio ,1BA | $7.80 |
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 ArticleThe 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.
Pet Friendly LifestyleDowntown Middletown, Howells, NY
Ranked #2
Among cities in New York for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Downtown Middletown, Howells, NY
Presidential Park Elementary School
Middletown Twin Towers Middle School
School data provided by Great Schools
Frequently Asked Questions about Downtown Middletown
What type of rentals are currently available in Downtown Middletown?
There are currently 53 Apartments for Rent in Downtown Middletown, NY with pricing that ranges from $1,500 to $3,024. There are also 23 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Middletown ranging from $1,900 to $3,800.
What is the current price range for Rental Homes in Downtown Middletown?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Middletown ranges from $1,900 to $3,800 with an average monthly rent of $2,435.
How much are larger Three and Four Bedroom Rentals in Downtown Middletown?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Middletown range from $2,350 to $3,024, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $3,800. 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.