2 Bedroom Apartments for Rent in Pawling, NY (51 Rentals)

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Dutcher House
2 Bedroom Apartments

Dutcher House

3 Arch StPawling, NY 12564
  • Utilities Included
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Covered Bridge - Newtown
Rent Specials
$2,835 - $3,280
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,993 - $3,350
Required Monthly Fees
$85
Total Monthly Price
$2,078 - $3,435
2 Bedroom Apartments Available Now

Covered Bridge - Newtown

9 Covered Bridge RdNewtown, CT 06470
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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Overland Crossing
$2,804 - $3,020
Total Monthly Price

Total Monthly Price

Base Rent
$2,026 - $2,895
Required Monthly Fees
$125
Total Monthly Price
$2,151 - $3,020
2 Bedroom Apartments Available Nov 1

Overland Crossing

101 Laurel Hill RdBrookfield, CT 06804
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The 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.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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property at 86 CT-37

86 CT-37

New FairfieldCT06812

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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property at 19 Cedar Hill Rd

19 Cedar Hill Rd

New MilfordCT06755

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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Birchwood Commons
2 Bedroom Apartments

Birchwood Commons

1400 Noxon RdLagrangeville, NY 12540
Showing Results 1-50, Page 1 of 2

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. Willow Grove Apartment Homes has the second largest 2 Bedroom, which is sized at 1,538 square feet and currently listed start at $3,335. 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
Willow Grove Apartment Homes2 Bed/2 Bath Loft-Laurel1,538 Sq Ft$3,335
Covered Bridge - NewtownTwo Bedroom 21,327 Sq Ft$3,080
Brookfield Village ApartmentsTwo Bed Two Bath Den Loft 13261,326 Sq Ft$3,310
Westview Apartments2 Bedroom - 2 Bath with Den and Balcony1,287 Sq Ft$3,400
The Grand at Stony Hill VillageD Floorplan1,266 Sq Ft$2,850
Kinsley2B61,198 Sq Ft$3,150
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$2,547
Abbey LaneB11,150 Sq Ft$2,458
Residences at The SummitSUMMIT1,139 Sq Ft$3,217

Cheapest Available Pawling and Nearby 2 Bedroom Apartments

As of September 12, 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 Village Crest Apartments starting at $2,175 . The average price for all 2 Bedroom apartments in Pawling is currently $2,774. 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
Village Crest Apartments2 Bedroom$2,175
Overlook at Fort Hill Apartments2 Bedroom$2,200
7 Oswego RdTwo Bedroom$2,200
2205 Mayor Mitchell Court2 bedroom$2,275
Abbey LaneB2$2,348
Federal Road ApartmentsTwo Bedroom 2.3$2,390
1 Kennedy Flats ApartmentsB9$2,499
The Point at Still River2 Bed 2 Baths - B2$2,640
Ridgeway PlaceConcord$2,697

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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 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 $2,774.

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.

What is the average size for Pawling 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Pawling is currently 1,118 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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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.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.