Cheap Homes for Rent in Downtown Middletown Neighborhood of Howells, NY from $1,900 (12 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Done

Search the lowest-cost Homes available for rent right now in the Downtown Middletown area of Howells.

property at 49 Lake Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

49 Lake Ave, Unit 2

49 Lake Ave
MiddletownNY10940
property at 56 Watkins Ave

$2,100

3 Bedroom, 1 Bath Home for Rent

Available Now

56 Watkins Ave

MiddletownNY10940

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.

property at 3 Giada Ln

$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

3 Giada Ln, Unit 1

3 Giada Ln
MiddletownNY10940
property at 6 Giada Ln

$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

6 Giada Ln, Unit 6

6 Giada Ln
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.

Downtown Middletown, Howells, NY Local Guide

Cheapest Available Downtown Middletown Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
Crestwood Apartments1-Bedroom1BR,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 ListingModel NameBed/BathPrice Per Sq.Ft.
366 North St, Unit #2366 North St4BR,1BA$2.29
Crestwood Apartments1-Bedroom1BR,1BA$2.30
52 Cottage St, Unit 30652 Cottage StStudio ,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 Article
Decorative image

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 Article
Decorative image

Cash 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 Article
Decorative image

Quick 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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Downtown Middletown, Howells, NY

Ranked #2

Among cities in New York for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

decorative image of woman handing cat to small boy

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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.