
2 Bedroom Apartments for Rent in Pawling, NY (46 Rentals)


Federal Road Apartments

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Covered Bridge - Newtown

Kinsley

Ridgeway Place
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Overland Crossing

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Residences at The Summit

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Mayfair Square

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Crown Point Apartments

Westview Apartments

The Grand at Stony Hill Village

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Ashwood Valley Apartments

RiverBend at Wappingers Falls Apartments

Brookfield Village Apartments
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Westgate, An Eagle Rock Community

1 Kennedy Flats Apartments

Eagle Rock Apartments at Fishkill

Hopewell Gardens

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Brookview Commons West

Olde Post Mall Apartments

Overlook at Fort Hill Apartments

2205 Mayor Mitchell Court
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Barnbeck Place - Brookfield's Best Apartment Living

Danbury Tower

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Simeon Village- AGE RESTRICTED

Marshall Square Apartments

Towne Brooke Commons

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Willow Grove Apartment Homes

Barton Commons

The Point at Still River

30 Twin Oaks
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466 Danbury Rd

1531 NY-22

7 Twin Oaks

1206 Chelsea Cove S

24 Crescent Dr

155 Squash Hollow Rd
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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 | $1,712 | $1,300 | $2,151 |
| Pawling 1 Bedroom Apartments | $2,317 | $1,400 | $3,094 |
Pawling 2 Bedroom Apartments | $2,795 | $1,950 | $4,174 |
| Pawling 3 Bedroom Apartments | $3,140 | $2,770 | $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 2,421 square feet priced from $4,174. Westview Apartments has the second largest 2 Bedroom, which is sized at 1,287 square feet and currently listed start at $3,692. Here is today’s list of the largest available 2 Bedroom units in Pawling:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Mayfair Square | Saville | 2,421 Sq Ft | $4,174 |
| Westview Apartments | 2 Bedroom - 2 Bath with Den and Balcony | 1,287 Sq Ft | $3,692 |
| Brookfield Village Apartments | Two Bed Two Bath Loft 1256 | 1,256 Sq Ft | $3,210 |
| Kinsley | 2B6 | 1,198 Sq Ft | $3,150 |
| Willow Grove Apartment Homes | 2 Bed/2 Bath-Laurel Terrace | 1,193 Sq Ft | $3,005 |
| Federal Road Apartments | Two Bedroom 2.1 | 1,181 Sq Ft | $2,642 |
| 1 Kennedy Flats Apartments | B1 | 1,135 Sq Ft | $2,413 |
| Ridgeway Place | Cambridge | 1,122 Sq Ft | $2,672 |
| Eagle Rock Apartments at Fishkill | B3 | 1,097 Sq Ft | $2,795 |
| The Grand at Stony Hill Village | B Floorplan | 1,095 Sq Ft | $2,595 |
Cheapest Available Pawling and Nearby 2 Bedroom Apartments
As of November 01, 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 2 Bedroom Model at Overlook at Fort Hill Apartments starting at $2,200 . The average price for all 2 Bedroom apartments in Pawling is currently $2,795. 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 |
| Overlook at Fort Hill Apartments | 2 Bedroom | $2,200 |
| 7 Oswego Rd | Two Bedroom | $2,200 |
| 2205 Mayor Mitchell Court | 2 bedroom | $2,275 |
| Hopewell Gardens | 2BR/1.0BA | $2,400 |
| 1 Kennedy Flats Apartments | B9 | $2,413 |
| Abbey Lane | B2 | $2,419 |
| Federal Road Apartments | Two Bedroom 2.1s | $2,530 |
| The Grand at Stony Hill Village | B Floorplan | $2,595 |
| Ridgeway Place | Cambridge | $2,672 |
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 ArticleDon'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
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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
Getting Around Pawling, NY
Walk Score®
33 / 100
Car-Dependent
Most errands require a car
Bike Score®
24 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $2,795.
What is the largest available 2 Bedroom Pawling Apartment for rent?
Today's apartment with the most square footage in Pawling is a 2,421 square feet unit starting from $4,174 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 1,525 sq ft.
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
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For many people, obstacles can arise during the rental application process for a variety of issues.








