
2 Bedroom Apartments for Rent in Pawling, NY (52 Rentals)


63 River Rd

Federal Road Apartments

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Ridgeway Place

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Covered Bridge - Newtown

Kinsley
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.

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Overland Crossing

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Mayfair Square

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Residences at The Summit

Marin Village

Westview Apartments

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Arrive Danbury

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1 Kennedy Flats Apartments

The Grand at Stony Hill Village

Brookfield Village Apartments

RiverBend at Wappingers Falls Apartments
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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Ashwood Valley Apartments

Westgate, An Eagle Rock Community

Eagle Rock Apartments at Fishkill

Hopewell Gardens Apartments

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Brookview Commons West - Studios, 1BR, 2BR Apartments

25 Church St

Olde Post Mall Apartments

Overlook at Fort Hill Apartments

2205 Mayor Mitchell Court

Barnbeck Place - Brookfield's Best Apartment Living
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.

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Willow Grove Apartment Homes

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Simeon Village- AGE RESTRICTED

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The Point at Still River

Barton Commons

Marshall Square

Danbury Tower

1531 NY-22

706 Beekman Rd

11 Bogus Hill Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

1206 Chelsea Cove S

37 Newfane Rd

54 Brothers Rd

24 Crescent Dr

155 Squash Hollow Rd

21 Reading Rd

8 Cedar Point Dr
Pawling, NY Local Guide

How much does it cost to rent an apartment in Pawling?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Pawling Studio Apartments | $1,795 | $1,300 | $2,267 |
| Pawling 1 Bedroom Apartments | $2,328 | $1,600 | $3,156 |
Pawling 2 Bedroom Apartments | $2,822 | $1,950 | $4,579 |
| Pawling 3 Bedroom Apartments | $3,104 | $2,500 | $6,000 |
Browse Top Apartments in Pawling
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Pawling, NY Local Guide
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Largest Available Pawling and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Pawling, NY is found at Mayfair Square in the Danbury Newtown Monroe neighborhood and is 1,974 square feet priced from $3,844. Willow Grove Apartment Homes has the second largest 2 Bedroom, which is sized at 1,538 square feet and currently listed start at $3,115. Here is today’s list of the largest available 2 Bedroom units in Pawling:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Mayfair Square | Dover | 1,974 Sq Ft | $3,844 |
| Willow Grove Apartment Homes | 2 Bed/2 Bath Loft-Laurel | 1,538 Sq Ft | $3,115 |
| Brookview Commons West - Studios, 1BR, 2BR Apartments | BCW-B3-6th | 1,377 Sq Ft | $2,995 |
| Abbey Lane | B6 | 1,291 Sq Ft | $2,500 |
| Westview Apartments | 2 Bedroom - 2 Bath with Den and Balcony | 1,287 Sq Ft | $3,650 |
| The Grand at Stony Hill Village | D Floorplan | 1,266 Sq Ft | $2,850 |
| Kinsley | 2B6 | 1,198 Sq Ft | $3,150 |
| Federal Road Apartments | Two Bedroom 2.1 | 1,181 Sq Ft | $2,641 |
| 1 Kennedy Flats Apartments | B4 | 1,177 Sq Ft | $2,571 |
| Ashwood Valley Apartments | The Newberry | 1,165 Sq Ft | $2,490 |
Cheapest Available Pawling and Nearby 2 Bedroom Apartments
As of December 25, 2025 the lowest priced 2 Bedroom apartment unit in Pawling, NY is the Two Bedroom Unit Model starting from $2,000 at Simeon Village- AGE RESTRICTED in the Danbury Newtown Monroe neighborhood. The second most affordable Pawling 2 Bedroom is the Two-Bedroom Apartment- Coming Soon Model at Hopewell Gardens Apartments starting at $2,050 in the Victoria Estates neighborhood. The average price for all 2 Bedroom apartments in Pawling is currently $2,822. Here is today’s list of the cheapest available 2 Bedroom options in Pawling:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Simeon Village- AGE RESTRICTED | Two Bedroom Unit | $2,000 |
| Hopewell Gardens Apartments | Two-Bedroom Apartment- Coming Soon | $2,050 |
| Abbey Lane | B2 | $2,140 |
| Overlook at Fort Hill Apartments | 2 Bedroom | $2,200 |
| 2205 Mayor Mitchell Court | 2 bedroom | $2,275 |
| Towne Brooke Commons | Newbury | $2,450 |
| 25 Church St | 2 bedroom | $2,450 |
| Federal Road Apartments | Two Bedroom 2.3 | $2,478 |
| 1 Kennedy Flats Apartments | B13 | $2,481 |
| Ashwood Valley Apartments | The Newberry | $2,490 |
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.
Best Local Schools in Pawling, NY
Pawling Elementary School
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 2 Bedroom Pawling Apartments
What is the Cheapest apartment in Pawling with 2 Bedroom?
Currently the most affordable 2 Bedroom in Pawling is at Simeon Village- AGE RESTRICTED listed at $2,000.
How much is the average rent for a 2 Bedroom Pawling Apartment?
The average rent for a 2 Bedroom Apartment in Pawling is $2,822.
What is the largest available 2 Bedroom Pawling Apartment for rent?
Today's apartment with the most square footage in Pawling is a 1,974 square feet unit starting from $3,844 at Mayfair Square.
What is the average size for Pawling 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Pawling is currently 1,350 sq ft.
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

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.

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.

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!







