View 37 W Deer Trail Pawling, NY MLS# 1000847
  • Recently Listed
1 of 29
OPEN HOUSE: Saturday 5/30 12:00 PM - 3:00 PM
$525,000
3

Beds

1.1

Baths

1,955

Sq.Ft.

37 W Deer Trail

Pawling, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 809 N Quaker Hill Road Pawling, NY MLS# 20262841
  • Recently Listed
1 of 56
$3,100,000
3

Beds

3.0

Baths

3,600

Sq.Ft.

809 N Quaker Hill Road

Pawling, NY

UlsterCountyNY
Courtesy of FOUR SEASONS SOTHEBY'S INT.
View 809 QUAKER HILL Road Pawling, NY MLS# 1005064
  • Recently Listed
1 of 50
$3,100,000
3

Beds

3.0

Baths

3,600

Sq.Ft.

809 QUAKER HILL Road

Pawling, NY

Courtesy of FOUR SEASONS SOTHEBYS INTL
The time to sell is now! THE TIME TO SELL IS NOW!
View 168 Old Route 55 Pawling, NY MLS# 1004011
  • Recently Listed with Virtual Tour
1 of 43
OPEN HOUSE: Sunday 5/31 1:00 PM - 3:00 PM
$565,000
2

Beds

2.0

Baths

2,194

Sq.Ft.

168 Old Route 55

Pawling, NY

Courtesy of RE/MAX CLASSIC REALTY
View 527 Route 22 Pawling, NY MLS# 1005925
  • Recently Listed
1 of 32
$2,450,000
11,989

Sq.Ft.

527 Route 22

Pawling, NY

Courtesy of MCGRATH PREMIER REAL ESTATE
View 0 Marble Lane Pawling, NY MLS# 1001644
  • Recently Listed
1 of 9
$249,000
Studio

Beds

0.0

Baths

239,580

Sq.Ft.

0 Marble Lane

Pawling, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 12 John Kane Court Pawling, NY MLS# 998554
  • Recently Listed
1 of 49
$460,000
3

Beds

2.1

Baths

1,920

Sq.Ft.

12 John Kane Court

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 6 Martingale Way Pawling, NY MLS# 991153
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 5/31 12:00 PM - 2:00 PM
$750,000
4

Beds

3.1

Baths

4,687

Sq.Ft.

6 Martingale Way

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 24 Overlook Drive Pawling, NY MLS# 995102
  • Virtual Tour
1 of 50
$689,000
3

Beds

3.1

Baths

3,175

Sq.Ft.

24 Overlook Drive

Pawling, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 921 W Dover Road Pawling, NY MLS# 991179
$715,000
3

Beds

3.1

Baths

3,629

Sq.Ft.

921 W Dover Road

Pawling, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 978 W Dover Road Pawling, NY MLS# 993150
$440,000
3

Beds

3.0

Baths

1,556

Sq.Ft.

978 W Dover Road

Pawling, NY

Courtesy of COLDWELL BANKER REALTY
View 188 N Quaker Hill Road Pawling, NY MLS# 993729
$595,000
3

Beds

2.1

Baths

2,636

Sq.Ft.

188 N Quaker Hill Road

Pawling, NY

Courtesy of GILLIAN STEWART REAL ESTATE
View 41 and 43 Meeting House Road Pawling, NY MLS# 875119
$1,799,000
5

Beds

5.1

Baths

5,390

Sq.Ft.

41 and 43 Meeting House Road

Pawling, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 117 S Quaker Hill Road Pawling, NY MLS# 991553
$859,000
2

Beds

2.0

Baths

2,278

Sq.Ft.

117 S Quaker Hill Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 57 Buhleir Road Pawling, NY MLS# 992269
$629,900
3

Beds

2.0

Baths

1,768

Sq.Ft.

57 Buhleir Road

Pawling, NY

Courtesy of BERKSHIRE HATHAWAY HS NE PROP.
View 34 Meeting House Road Pawling, NY MLS# 965224
  • Virtual Tour
1 of 44
$2,500,000
3

Beds

3.1

Baths

2,292

Sq.Ft.

34 Meeting House Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View Walnut Street Pawling, NY MLS# 991495
$135,000
Studio

Beds

0.0

Baths

31,799

Sq.Ft.

Walnut Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 103 S Harmony Hill Road Pawling, NY MLS# 989668
$775,000
3

Beds

3.0

Baths

3,729

Sq.Ft.

103 S Harmony Hill Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 85 Harmony Hill Road Pawling, NY MLS# 988851
$599,900
3

Beds

3.0

Baths

1,640

Sq.Ft.

85 Harmony Hill Road

Pawling, NY

Courtesy of COMPASS GREATER NY, LLC
View 1141 Old Quaker Hill Road Pawling, NY MLS# 988096
$499,999
2

Beds

1.0

Baths

1,347

Sq.Ft.

1141 Old Quaker Hill Road

Pawling, NY

Courtesy of REAL BROKER NY LLC

About Pawling

Set in a naturally beautiful terrain of wooded hillsides just a few miles from the Connecticut state border, the Pawling area offers a classic small-town environment for those who desire to escape the bustle of the “big city.”  In addition to respected public schools that have earned a reputation for academic excellence, Pawling is also home to a private high school.  Although some businesses operate in Pawling, the town is primarily residential in nature and claims a significant commuter population.  The area’s scattered retail activity meets many of the needs for daily goods and services, although expanded shopping facilities are available just a few miles away in Danbury Mall or Poughkeepsie shopping centers.  Sports and recreational amenities include local parks,  sports courts and fields, athletic leagues, tennis courts, golf courses, multi-purpose trails, lakes with swimming areas, winter sports areas, and country clubs.

Listings in Pawling, NY

49

Estimated median home price

$629,900
Pawling NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Pawling, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Pawling, NY.

Homes for Sale by Price in Pawling, NY

Price Count
$0 - 100K 1
$100K - 200K 6
$200K - 300K 4
$300K - 400K 3
$400K - 500K 4
$500K - 600K 6
$600K - 700K 3
$700K - 800K 3
$800K - 900K 2
$900K - 1M 2
$1M - Max 15

Homes for Sale by Type in Pawling, NY

Property Type Count
Single Family 28
Townhouse 0
Condo 1
Commercial 5
Rental 13
Lots and Land 15
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/30/2026)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.