View 618 Quaker Hill Road Pawling, NY MLS# 968589
$4,750,000
8

Beds

9.4

Baths

15,000

Sq.Ft.

618 Quaker Hill Road

Pawling, NY

Courtesy of SERHANT LLC
View 809 N Quaker Hill Road Pawling, NY MLS# 20262841
$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
$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 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 527 Route 22 Pawling, NY MLS# 1005925
$2,000,000
11,989

Sq.Ft.

527 Route 22

Pawling, NY

Courtesy of MCGRATH PREMIER 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 392 Old Quaker Hill Road Pawling, NY MLS# 1037768
  • Recently Listed
1 of 5
$1,400,000
4

Beds

2.1

Baths

4,136

Sq.Ft.

392 Old 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 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
OPEN HOUSE: Sunday 8/23 12:00 PM - 2:00 PM
$1,199,000
5

Beds

4.0

Baths

4,248

Sq.Ft.

64 S Quaker Hill Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 6 Byrds Hill Road Pawling, NY MLS# 1017929
$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 56 Route 22 Pawling, NY MLS# 980198
$919,900
3,300

Sq.Ft.

56 Route 22

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 128 Old Pawling Road Pawling, NY MLS# 1015365
$899,000
4

Beds

3.1

Baths

3,434

Sq.Ft.

128 Old Pawling Road

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 6 Overlook Road Pawling, NY MLS# R1702616
$729,999
3

Beds

3.0

Baths

2,659

Sq.Ft.

6 Overlook Road

Pawling, NY

Greater Rochester
Courtesy of VILLAGE 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 21 Overlook Drive Pawling, NY MLS# 1029600
  • Virtual Tour
1 of 47
$699,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

21 Overlook Drive

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 3846 Route 55 Pawling, NY MLS# 1035919
  • Recently Listed
1 of 49
$639,000
4

Beds

3.1

Baths

1,696

Sq.Ft.

3846 Route 55

Pawling, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
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 0 Prospect Street Pawling, NY MLS# 1024161
$619,900
3

Beds

2.1

Baths

1,652

Sq.Ft.

0 Prospect Street

Pawling, NY

Courtesy of EXP REALTY

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

52

Estimated median home price

$599,500
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 5
$200K - 300K 6
$300K - 400K 3
$400K - 500K 5
$500K - 600K 7
$600K - 700K 5
$700K - 800K 2
$800K - 900K 1
$900K - 1M 2
$1M - Max 15

Homes for Sale by Type in Pawling, NY

Property Type Count
Single Family 32
Townhouse 0
Condo 0
Commercial 5
Rental 8
Lots and Land 15
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 8/19/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of NYSAMLS. Real estate listings held by firms other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the Listing Brokers Firm Name.

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Weichert Realtors shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright 2026 All rights reserved.

Fair Housing Notice (FHN)-https://www.dos.ny.gov/licensing/docs/FairHousingNotice_new.pdf

Data is updated as of 8/20/2026.

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.