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 10 E Main Street Pawling, NY MLS# 981338
$599,000
2,185

Sq.Ft.

10 E Main Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 5 Red Tail Court Pawling, NY MLS# 945476
$600,000
4

Beds

2.1

Baths

2,924

Sq.Ft.

5 Red Tail Court

Pawling, NY

Courtesy of HOULIHAN LAWRENCE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 6 Martingale Way Pawling, NY MLS# 991153
  • Virtual Tour
1 of 50
$699,000
4

Beds

3.1

Baths

4,687

Sq.Ft.

6 Martingale Way

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 921 W Dover Road Pawling, NY MLS# 991179
$699,000
3

Beds

3.1

Baths

3,629

Sq.Ft.

921 W Dover Road

Pawling, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
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 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 128 Old Pawling Road Pawling, NY MLS# 1015365
  • Recently Listed
1 of 38
$899,000
4

Beds

3.1

Baths

3,434

Sq.Ft.

128 Old Pawling Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 56 Route 22 Pawling, NY MLS# 980198
$919,900
3,300

Sq.Ft.

56 Route 22

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 6 Byrds Hill Road Pawling, NY MLS# 1017929
  • Recently Listed
1 of 31
$995,000
3

Beds

2.1

Baths

3,035

Sq.Ft.

6 Byrds Hill Road

Pawling, NY

Courtesy of WILLIAM PITT SOTHEBYS INT RLTY
View Old Quaker Hill Road Pawling, NY MLS# 986977
$999,000
Studio

Beds

0.0

Baths

2,979,068

Sq.Ft.

Old Quaker Hill Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 120 Harmony Road Pawling, NY MLS# 811617
$1,250,000
5

Beds

4.1

Baths

3,920

Sq.Ft.

120 Harmony Road

Pawling, NY

Courtesy of HILLSIDE REALTY & DEVELOPMENT
View 64 S Quaker Hill Road Pawling, NY MLS# 1010537
  • Virtual Tour
1 of 41
$1,300,000
5

Beds

4.0

Baths

4,248

Sq.Ft.

64 S Quaker Hill Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 178 Charles Colman Boulevard Pawling, NY MLS# H6329957
$1,350,000
Studio

Beds

0.0

Baths

169,884

Sq.Ft.

178 Charles Colman Boulevard

Pawling, NY

Courtesy of TODAY REALTY CORP.
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 527 Route 22 Pawling, NY MLS# 1005925
$2,450,000
11,989

Sq.Ft.

527 Route 22

Pawling, NY

Courtesy of MCGRATH PREMIER REAL ESTATE
View 3302 Route 55 Pawling, NY MLS# 956656
$2,500,000
6

Beds

6.1

Baths

6,625

Sq.Ft.

3302 Route 55

Pawling, NY

Courtesy of DIXON SMITH REALTY
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

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

50

Estimated median home price

$659,450
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

PriceCount
$0 - 100K1
$100K - 200K4
$200K - 300K4
$300K - 400K2
$400K - 500K7
$500K - 600K6
$600K - 700K4
$700K - 800K1
$800K - 900K2
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Pawling, NY

Property TypeCount
Single Family32
Townhouse0
Condo0
Commercial5
Rental11
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/30/2026)

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.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

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© Copyright 2026 Smart Multiple Listing Service, Inc.

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

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