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

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Dutcher House
2 Bedroom Apartments

Dutcher House

3 Arch StPawling, NY 12564
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Covered Bridge - Newtown
$2,835 - $3,130
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $3,350
Required Monthly Fees
$85

Total Monthly Price
$2,335 - $3,435
2 Bedroom Apartments Contact Us For Availability

Covered Bridge - Newtown

9 Covered Bridge RdNewtown, CT 06470
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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
$2,804 - $3,010
Total Monthly Price

Total Monthly Price

Base Rent
$2,026 - $2,885
Required Monthly Fees
$125

Total Monthly Price
$2,151 - $3,010
2 Bedroom Apartments Available Nov 18

Overland Crossing

101 Laurel Hill RdBrookfield, CT 06804
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Residences at The Summit
Rent Specials
$3,023 - $3,180
Total Monthly Price

Total Monthly Price

Base Rent
$2,084 - $3,930
Required Monthly Fees
$25

Total Monthly Price
$2,109 - $3,955
2 Bedroom Apartments Available Now

Residences at The Summit

100 Reserve RdDanbury, CT 06810
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Mayfair Square
Rent Specials
$3,474 - $4,104
Total Monthly Price

Total Monthly Price

Base Rent
$3,474 - $4,104
Required Monthly Fees
$70

Total Monthly Price
$3,544 - $4,174
2 Bedroom Apartments Available Now

Mayfair Square

71 Mayfair Square RdDanbury, CT 06810
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Crown Point Apartments
$2,650 - $3,050
Total Monthly Price

Total Monthly Price

Base Rent
$2,285 - $3,300

Total Monthly Price
$2,285 - $3,300
2 Bedroom Apartments Contact Us For Availability

Crown Point Apartments

50 Saw Mill RdDanbury, CT 06810
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Ashwood Valley Apartments
$2,490 - $2,860
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,065 - $2,970

Total Monthly Price
$2,065 - $2,970
2 Bedroom Apartments Available Dec 6

Ashwood Valley Apartments

53 Sand Pit RdDanbury, CT 06810
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Brookview Commons West
$2,975 - $3,025
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,095 - $2,975
Required Monthly Fees
$50

Total Monthly Price
$2,145 - $3,025
2 Bedroom Apartments Available Nov 15

Brookview Commons West

333 Main StDanbury, CT 06810
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Willow Grove Apartment Homes
$2,778 - $3,283
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,551 - $3,283
Required Monthly Fees
$82

Total Monthly Price
$2,633 - $3,365
2 Bedroom Apartments Available Now

Willow Grove Apartment Homes

101 Avalon Lake RdDanbury, CT 06810
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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 466 Danbury Rd

466 Danbury Rd

New MilfordCT06776
property at 7 Twin Oaks

7 Twin Oaks

New MilfordCT06776
property at 155 Squash Hollow Rd

155 Squash Hollow Rd

New MilfordCT06755
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Birchwood Commons
2 Bedroom Apartments

Birchwood Commons

1400 Noxon RdLagrangeville, NY 12540

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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Pawling, NY Local Guide

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 ListingModel NameSquare FootagePriced From
Mayfair SquareSaville2,421 Sq Ft$4,174
Westview Apartments2 Bedroom - 2 Bath with Den and Balcony1,287 Sq Ft$3,692
Brookfield Village ApartmentsTwo Bed Two Bath Loft 12561,256 Sq Ft$3,210
Kinsley2B61,198 Sq Ft$3,150
Willow Grove Apartment Homes2 Bed/2 Bath-Laurel Terrace1,193 Sq Ft$3,005
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$2,642
1 Kennedy Flats ApartmentsB11,135 Sq Ft$2,413
Ridgeway PlaceCambridge1,122 Sq Ft$2,672
Eagle Rock Apartments at FishkillB31,097 Sq Ft$2,795
The Grand at Stony Hill VillageB Floorplan1,095 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 ListingModel NamePriced From
Simeon Village- AGE RESTRICTEDTwo Bedroom Unit$2,000
Overlook at Fort Hill Apartments2 Bedroom$2,200
7 Oswego RdTwo Bedroom$2,200
2205 Mayor Mitchell Court2 bedroom$2,275
Hopewell Gardens2BR/1.0BA$2,400
1 Kennedy Flats ApartmentsB9$2,413
Abbey LaneB2$2,419
Federal Road ApartmentsTwo Bedroom 2.1s$2,530
The Grand at Stony Hill VillageB Floorplan$2,595
Ridgeway PlaceCambridge$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.

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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.

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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.

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

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Getting Around Pawling, NY

Walk Score®

33 / 100

Car-Dependent

Most errands require a car

Bike Score®

24 / 100

Somewhat Bikeable

Minimal bike infrastructure

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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.

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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.