2 Bedroom Apartments for Rent in Pawling, NY (48 Rentals)

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Dutcher House
2 Bedroom Apartments

Dutcher House

3 Arch StPawling, NY 12564
  • Utilities Included

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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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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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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property at 10 Blueberry Ln

10 Blueberry Ln

New MilfordCT06776

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.

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7 Hospital Ave
2 Bedroom Apartments

7 Hospital Ave

7 Hospital AveDanbury, CT 06810
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Birchwood Commons
2 Bedroom Apartments

Birchwood Commons

1400 Noxon RdLagrangeville, NY 12540
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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 1,974 square feet priced from $3,774. Kinsley in the Hawleyville neighborhood has the second largest 2 Bedroom, which is sized at 1,450 square feet and currently listed start at $3,850. Here is today’s list of the largest available 2 Bedroom units in Pawling:

Apartment ListingModel NameSquare FootagePriced From
Mayfair SquareDover1,974 Sq Ft$3,774
Kinsley2B31,450 Sq Ft$3,850
Covered Bridge - NewtownTwo Bedroom 21,327 Sq Ft$2,995
Willow Grove Apartment Homes2 Bed/2 Bath-Birchwood Terrace1,273 Sq Ft$3,082
Brookfield Village ApartmentsTwo Bed Two Bath Loft 12481,248 Sq Ft$3,210
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$2,592
Residences at The SummitSUMMIT1,139 Sq Ft$3,237
The Point at Still River2 Bed 2 Baths1,118 Sq Ft$2,694
The Grand at Stony Hill VillageB Floorplan1,095 Sq Ft$2,800
1 Kennedy Flats ApartmentsB21,068 Sq Ft$2,868

Cheapest Available Pawling and Nearby 2 Bedroom Apartments

As of July 25, 2025 the lowest priced 2 Bedroom apartment unit in Pawling, NY is the 2 bdrm Model starting from $1,700 at Hopewell Gardens in the Victoria Estates neighborhood. The second most affordable Pawling 2 Bedroom is the Two Bedroom Unit Model at Simeon Village- AGE RESTRICTED starting at $2,000 in the Danbury Newtown Monroe neighborhood. The average price for all 2 Bedroom apartments in Pawling is currently $3,104. Here is today’s list of the cheapest available 2 Bedroom options in Pawling:

Apartment ListingModel NamePriced From
Hopewell Gardens2 bdrm$1,700
Simeon Village- AGE RESTRICTEDTwo Bedroom Unit$2,000
Village Crest Apartments2 Bedroom$2,175
Overlook at Fort Hill Apartments2 Bedroom$2,200
2205 Mayor Mitchell Court2 bedroom$2,275
Covered Bridge - NewtownTwo Bed Incentive$2,359
Federal Road ApartmentsTwo Bedroom 2.3$2,435
Eagle Rock Apartments at FishkillB1$2,480
7 Oswego RdTwo Bedroom$2,500
The Point at Still River2 Bed 2 Baths$2,670

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Pawling, NY

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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

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 Hopewell Gardens listed at $1,700.

How much is the average rent for a 2 Bedroom Pawling Apartment?

The average rent for a 2 Bedroom Apartment in Pawling is $3,104.

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 $3,774 at Mayfair Square.

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.