10 Fenwood Dr
PawlingNY12564
2 Bedroom Apartments for Rent in Pawling, NY (59 Rentals)
25 Fairway Dr, Unit 2
25 Fairway Dr
PawlingNY12564
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2 Bedroom Apartments
390 Old Pawling Rd
390 Old Pawling RdPawling, NY 12564
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2 Bedroom Apartments
Dutcher House
3 Arch StPawling, NY 12564
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2 Bedroom Apartments
The Woods at Pawling
45 Castagna DrPawling, NY 12564
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Rent Specials
$3,334
Plus Fees
2 Bedroom Apartments Available Sep 10Kinsley
36 Stony Hill RdBethel, CT 06801
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Rent Specials
$2,651 - $4,128
Total Monthly Price
2 Bedroom Apartments Available Aug 9Total Monthly Price
Base Rent
$2,091 - $4,188
Required Monthly Fees
$90
Total Monthly Price
$2,181 - $4,278
Ridgeway Place
10 Clapboard Ridge RdDanbury, CT 06811
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Rent Specials
$2,657 - $3,410
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,070 - $3,280
Required Monthly Fees
$130
Total Monthly Price
$2,200 - $3,410
Overland Crossing
101 Laurel Hill RdBrookfield, CT 06804
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$3,395 - $3,7662 Bedroom Apartments Available Now
Westview Apartments
9 Monticello DrBrewster, NY 10509
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$3,450 - $11,249
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,450 - $11,179
Required Monthly Fees
$70
Total Monthly Price
$3,520 - $11,249
Mayfair Square
71 Mayfair Square RdDanbury, CT 06810
Poughkeepsie Insider: Discovering the City's Hidden Gem Neighborhood for Affordable Renting
Explore Poughkeepsie's diverse neighborhoods, from the historic Academy Street District to the scenic Waterfront. Learn about colleges, NYC access, and community.
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Rent Specials
$2,468 - $3,018
Plus Fees
2 Bedroom Apartments Available NowAbbey Lane
15 Abbey LnDanbury, CT 06810
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$2,880 - $3,065
Total Monthly Price18 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,955 - $2,865
Required Monthly Fees
$200
Total Monthly Price
$2,155 - $3,065
Federal Road Apartments
857A Federal RdBrookfield, CT 06804
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$2,899 - $4,549
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,239 - $5,229
Required Monthly Fees
Varies
Total Monthly Price
Varies
Arrive Danbury
50 Saw Mill RdDanbury, CT 06810
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Rent Specials
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,250 - $2,650
Required Monthly Fees
$50
Total Monthly Price
$2,300 - $2,700
Marin Village
468 Federal RdBrookfield, CT 06804
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Rent Specials
$2,990 - $4,032
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,185 - $4,007
Required Monthly Fees
$25
Total Monthly Price
$2,210 - $4,032
Residences at The Summit
100 Reserve RdDanbury, CT 06810
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Rent Specials
$2,476 - $2,741
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,925 - $5,854
Required Monthly Fees
$90
Total Monthly Price
$2,015 - $5,944
1 Kennedy Flats Apartments
1 Kennedy AveDanbury, CT 06810
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$2,8002 Bedroom Apartments Available Oct 1
RiverBend at Wappingers Falls Apartments
80 Sterling DrWappingers Falls, NY 12590
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$2,344 - $2,948
Plus Fees
2 Bedroom Apartments Available Aug 29The Grand at Stony Hill Village
48 Stony Hill RdBethel, CT 06801
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$2,9502 Bedroom Apartments Contact Us For Availability
Westgate, An Eagle Rock Community
57 W Merritt BlvdFishkill, NY 12524
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Rent Specials
$2,787 - $3,264
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,250 - $3,510
Required Monthly Fees
$115
Total Monthly Price
$2,365 - $3,625
Covered Bridge
9 Covered Bridge RdNewtown, CT 06470
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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Rent Specials
$2,675 - $3,315
Total Monthly Price
2 Bedroom Apartments Available Sep 4Total Monthly Price
Base Rent
$2,425 - $3,315
Required Monthly Fees
$85
Total Monthly Price
$2,510 - $3,400
Brookfield Village Apartments
800 Federal RdBrookfield, CT 06804
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$2,520 - $2,910
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Aug 29Total Monthly Price
Base Rent
$2,095 - $3,050
Total Monthly Price
$2,095 - $3,050
Ashwood Valley Apartments
53 Sand Pit RdDanbury, CT 06810
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$2,885 - $2,935
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,490 - $3,585
Total Monthly Price
$2,490 - $3,585
Eagle Rock Apartments at Fishkill
80 Jefferson BlvdFishkill, NY 12524
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Rent Specials
$2,300 - $2,325
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,300 - $2,325
Total Monthly Price
$2,300 - $2,325
Hopewell Gardens Apartments
228 Route 376Hopewell Junction, NY 12533
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$2,675 - $3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Aug 14Total Monthly Price
Base Rent
$2,185 - $2,950
Required Monthly Fees
$50
Total Monthly Price
$2,235 - $3,000
Brookview Commons
333 Main StDanbury, CT 06810
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$2,000 - $2,3502 Bedroom Apartments Contact Us For Availability
Olde Post Mall Apartments
1-52 Rosilia Ln ExtFishkill, NY 12524
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$1,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,995
Total Monthly Price
$1,995
Barton Commons
34 East StNew Milford, CT 06776
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$1,9422 Bedroom Apartments Available Now
The Hamlet at Carmel
650 Stoneleigh AveCarmel, NY 10512
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$2,200
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOverlook at Fort Hill Apartments
45 Fort Hill RdNew Milford, CT 06776
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$2,2752 Bedroom Apartments Available Now
2205 Mayor Mitchell Court
2205 Mayor Mitchell CtBrewster, NY 10509
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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$2,150 - $2,3502 Bedroom Apartments Available Now
Mountain View Knolls
1-6 Mountainview Knolls DrFishkill, NY 12524
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$2,350 - $2,4502 Bedroom Apartments Contact Us For Availability
Marshall Square
10-14 Marshall RdWappingers Falls, NY 12590
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Rent Specials
$2,630 - $2,900
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,222 - $3,366
Required Monthly Fees
Varies
Total Monthly Price
Varies
The Point at Still River
2 Mountainview TerDanbury, CT 06810
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Contact Us For Pricing2 Bedroom Apartments Contact Us For Availability
Towne Brooke Commons
5 Nabby RdBrookfield, CT 06804
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$2,840
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Aug 14Barnbeck Place
398 Federal RdBrookfield, CT 06804
69 Lanesville Rd
New MilfordCT06776
15 Harry Brook Village
New MilfordCT06776
7 Terrace Pl
New MilfordCT06776
17 Willow Springs
New MilfordCT06776
77 Willow Springs
New MilfordCT06776
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
116 Green Pond Rd
ShermanCT06784
160 Willow Springs
New MilfordCT06776
64 Boardman Rd
New MilfordCT06776
82 Sherry Ln
New MilfordCT06776
1408 Noxon Rd
LagrangevilleNY12540
22 W Ridge Rd
New FairfieldCT06812
2 At 75-79 Merryall Rd
New MilfordCT06776
1403 Scarborough Dr
BrewsterNY10509
11 Bogus Hill Rd
New FairfieldCT06812
60 Leach Hollow Rd
ShermanCT06784
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.
Showing Results 1-50, Page 1 of 2
Pawling, NY Local Guide
Downtown Village of Pawling, New York by English836 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Pawling?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Pawling Studio Apartments | $1,764 | $1,400 | $2,420 |
| Pawling 1 Bedroom Apartments | $2,411 | $1,425 | $3,889 |
| Pawling 2 Bedroom Apartments | $2,927 | $1,942 | $4,549 |
| Pawling 3 Bedroom Apartments | $3,378 | $2,794 | $5,309 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Pawling
See all Apartments in PawlingExplore Pawling
Pawling, NY Local Guide
- Nearby Cities
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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 1,967 square feet priced from $3,595. Willow Grove Apartment Homes has the second largest 2 Bedroom, which is sized at 1,538 square feet and currently listed start at $3,204. Here is today’s list of the largest available 2 Bedroom units in Pawling:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Mayfair Square | Berkely | 1,967 Sq Ft | $3,595 |
| Willow Grove Apartment Homes | 2 Bed/2 Bath Loft-Laurel | 1,538 Sq Ft | $3,204 |
| Covered Bridge | The Sycamore | 1,327 Sq Ft | $3,239 |
| Westview Apartments | 2 Bedroom - 2 Bath with Den and Balcony | 1,287 Sq Ft | $3,766 |
| Arrive Danbury | Bridgeport | 1,246 Sq Ft | $3,129 |
| Federal Road Apartments | Two Bedroom 2.1 | 1,181 Sq Ft | $3,065 |
| 1 Kennedy Flats Apartments | B7 | 1,140 Sq Ft | $2,632 |
| Residences at The Summit | SUMMIT | 1,139 Sq Ft | $3,120 |
| The Point at Still River | 2 Bed 2 Baths - B2 | 1,118 Sq Ft | $2,717 |
| Mountain View Knolls | 2x1 | 1,100 Sq Ft | $2,150 |
Cheapest Available Pawling and Nearby 2 Bedroom Apartments
As of August 07, 2026 the lowest priced 2 Bedroom apartment unit in Pawling, NY is the Two Bed One Bath Model starting from $1,942 at The Hamlet at Carmel in the Putnam County neighborhood. The second most affordable Pawling 2 Bedroom is the 2 Bedroom Model at Barton Commons starting at $1,995 in the Danbury Newtown Monroe neighborhood. The average price for all 2 Bedroom apartments in Pawling is currently $2,927. Here is today’s list of the cheapest available 2 Bedroom options in Pawling:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| The Hamlet at Carmel | Two Bed One Bath | $1,942 |
| Barton Commons | 2 Bedroom | $1,995 |
| Mountain View Knolls | 2x1 | $2,150 |
| Overlook at Fort Hill Apartments | 2 Bedroom | $2,200 |
| 2205 Mayor Mitchell Court | 2 bedroom | $2,275 |
| Hopewell Gardens Apartments | 2BR/1.0BA | $2,300 |
| Abbey Lane | B2 | $2,523 |
| 1 Kennedy Flats Apartments | B13 | $2,566 |
| Marin Village | TYPE C | $2,700 |
| The Point at Still River | 2 Bed 2 Baths - B2 | $2,717 |
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Best Local Schools in Pawling, NY
Pawling Elementary School
Pawling Central School District
Public School - Grades PK-5 (401)
6 out of 10
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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 The Hamlet at Carmel listed at $1,942.
How much is the average rent for a 2 Bedroom Pawling Apartment?
The average rent for a 2 Bedroom Apartment in Pawling is $2,927.
What is the largest available 2 Bedroom Pawling Apartment for rent?
Today's apartment with the most square footage in Pawling is a 1,967 square feet unit starting from $3,595 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 1,303 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
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Written by: Chris Munier
I am Chris, Local Expert for AppartmentHomeLiving.com for Poughkeepsie, New York. I have been a member of the community since 2000, and have witnessed its transformative growth.
First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.