Cheap Homes for Rent in Pawling, NY from $2,100 (5 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 Pawling.

property at 21 CT-39

$2,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

21 CT-39

ShermanCT06784

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.

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.

property at 11 Bogus Hill Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

11 Bogus Hill Rd

New FairfieldCT06812

Pawling, NY Local Guide

Cheapest Available Pawling Apartments for Rent and Nearby

 

The cheapest available apartment rental in Pawling, NY is a Studio unit found at Simeon Village- AGE RESTRICTED in the Danbury Newtown Monroe neighborhood priced from $1,450. Innovation Studios in the Danbury Newtown Monroe neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,475. Here is today’s list of the most affordable Pawling apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Simeon Village- AGE RESTRICTEDStudio UnitStudio,1BA$1,450
Innovation StudiosFurnished StudioStudio,1BA$1,475
7 Hospital Ave1 Bedroom1BR,1BA$1,725

Best Value Apartments for Rent in Pawling, NY and Nearby

As of December 25, 2025 the best value apartment in the Pawling area is the $1.95 price per square foot Dover Model at Mayfair Square in the in the Danbury Newtown Monroe neighborhood starting from $3,844. The second greatest value Pawling apartment is the 2 Bed/2 Bath-Laurel Terrace Model at Willow Grove Apartment Homes starting at $2,925 with a $2.45 price per square foot in the Danbury Newtown Monroe neighborhood. Here is today’s list of the best values for Pawling apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Mayfair SquareDover2BR,2.5BA$1.95
Willow Grove Apartment Homes2 Bed/2 Bath-Laurel Terrace2BR,2BA$2.45
Ashwood Valley ApartmentsThe Newberry2BR,2BA$2.14
Westgate, An Eagle Rock CommunityB32BR,2BA$2.52
25 Church St2 bedroom2BR,1BA$2.23
Emporium Plaza Apartments1 x 11BR,1BA$2.25
2205 Mayor Mitchell Court2 bedroom2BR,1BA$2.45
Ridgeway PlaceAmherst1BR,1BA$2.66
Village Crest Apartments1BR/1.0BA1BR,1BA$2.48
7 Hospital Ave1 Bedroom1BR,1BA$2.30

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

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Pawling, NY Rentals by Map

View Map
Pawling, NY Apartments Map
View Map
Pawling, NY Rental Homes Map

Frequently Asked Questions about Pawling

What type of rentals are currently available in Pawling?

There are currently 49 Apartments for Rent in Pawling, NY with pricing that ranges from $1,300 to $6,000. There are also 33 Single Family Homes for rent, Condos, and Townhome rentals currently available in Pawling ranging from $2,100 to $35,000.

What is the current price range for Rental Homes in Pawling?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Pawling ranges from $2,100 to $35,000 with an average monthly rent of $7,227.

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 How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

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.

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!