466 Danbury Rd
New MilfordCT06776
Cheap Homes for Rent in Pawling, NY from $1,900 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Pawling.
84-88-88 E Main St
PawlingNY12564
112 Willow Springs
New MilfordCT06776
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.
21 CT-39
ShermanCT06784
1531 NY-22
WingdaleNY12594
224 Fox Run Ln
CarmelNY10512
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.
Showing Results 1-6, Page 1 of 1
Pawling, NY Local Guide
Downtown Village of Pawling, New York by English836 is licensed under CC BY-SA 3.0
How much does it cost to rent a home in Pawling?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Pawling 2 Bedroom Homes for Rent | $2,775 | $1,900 | $3,800 |
| Pawling 3 Bedroom Homes for Rent | $4,139 | $2,500 | $10,000+ |
| Pawling 4 Bedroom Homes for Rent | $5,222 | $3,400 | $8,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Pawling
Explore Pawling
Pawling, NY Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Simeon Village- AGE RESTRICTED | Studio Unit | Studio,1BA | $1,450 |
| Innovation Studios | Furnished Studio | Studio,1BA | $1,475 |
| Barton Commons | 1 Bedroom | 1BR,1BA | $1,630 |
Best Value Apartments for Rent in Pawling, NY and Nearby
As of November 03, 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 Two Bed Two Bath Loft 1256 Model at Brookfield Village Apartments starting at $3,210 with a $2.56 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Mayfair Square | Dover | 2BR,2.5BA | $1.95 |
| Brookfield Village Apartments | Two Bed Two Bath Loft 1256 | 2BR,2BA | $2.56 |
| Abbey Lane | B2 | 2BR,2BA | $2.23 |
| 7 Oswego Rd | Two Bedroom | 2BR,2BA | $2.50 |
| Willow Grove Apartment Homes | 1 Bed/1 Bath-Crossbrook | 1BR,1BA | $2.78 |
| Emporium Plaza Apartments | 1 x 1 | 1BR,1BA | $2.25 |
| 2205 Mayor Mitchell Court | 2 bedroom | 2BR,1BA | $2.45 |
| Ashwood Valley Apartments | The Madison | 1BR,1BA | $2.57 |
| 7 Hospital Ave | 1 Bedroom | 1BR,1BA | $2.23 |
| Barton Commons | 1 Bedroom | 1BR,1BA | $2.66 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read Article
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 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 Pawling area?
If you’re an expert on all things Pawling, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Best Local Schools in Pawling, NY
Pawling Elementary School
Pawling Central School District
Public School - Grades PK-4 (389)
6 out of 10
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Pawling, NY Rentals by Map
See the most popular apartments and homes in Pawling, NY
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 39 Single Family Homes for rent, Condos, and Townhome rentals currently available in Pawling ranging from $1,900 to $10,000.
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 $1,900 to $10,000 with an average monthly rent of $3,552.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.