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 Prospect Street Pawling, NY MLS# 985758
$135,000
Studio

Beds

0.0

Baths

18,731

Sq.Ft.

Prospect Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 16 Juniper Lane Pawling, NY MLS# 977687
  • Virtual Tour
1 of 38
$385,000
2

Beds

2.0

Baths

1,639

Sq.Ft.

16 Juniper Lane

Pawling, NY

Courtesy of BRIANTE REALTY GROUP, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11 Cushing Green S Pawling, NY MLS# 980295
$375,000
2

Beds

2.1

Baths

1,723

Sq.Ft.

11 Cushing Green S

Pawling, NY

Courtesy of HOWARD HANNA RAND REALTY
View 5 Old Field Circle Pawling, NY MLS# 978698
$549,222
3

Beds

2.1

Baths

2,104

Sq.Ft.

5 Old Field Circle

Pawling, NY

Courtesy of MARK SEIDEN REAL ESTATE TEAM
View 10 E Main Street Pawling, NY MLS# 981338
$640,000
2,185

Sq.Ft.

10 E Main Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 58 Pine Drive Pawling, NY MLS# 978836
$530,000
3

Beds

1.1

Baths

1,706

Sq.Ft.

58 Pine Drive

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 Lakeview Drive Pawling, NY MLS# 962482
$87,500
Studio

Beds

0.0

Baths

20,038

Sq.Ft.

Lakeview Drive

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 15 Dykeman Street Pawling, NY MLS# 961857
$215,000
Studio

Beds

0.0

Baths

33,106

Sq.Ft.

15 Dykeman Street

Pawling, NY

Courtesy of DEBELLIS REAL ESTATE LLC
View 10 Timberline Trail Pawling, NY MLS# 960733
$387,000
2

Beds

2.1

Baths

1,413

Sq.Ft.

10 Timberline Trail

Pawling, NY

Courtesy of HOWARD HANNA RAND REALTY
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 17 Townsend Boulevard Pawling, NY MLS# 922875
$495,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

17 Townsend Boulevard

Pawling, NY

Courtesy of HOWARD HANNA RAND REALTY
View 128 Old Pawling Road Pawling, NY MLS# 952512
$900,000
4

Beds

3.1

Baths

3,434

Sq.Ft.

128 Old Pawling Road

Pawling, NY

Courtesy of COMPASS GREATER NY, LLC
View 20 Hickory Lane Pawling, NY MLS# 952786
$140,000
Studio

Beds

0.0

Baths

20,038

Sq.Ft.

20 Hickory Lane

Pawling, NY

Courtesy of MCGRATH REALTY INC
View Lot 21 Cox Road Pawling, NY MLS# 917652
$229,000
Studio

Beds

0.0

Baths

242,629

Sq.Ft.

Lot 21 Cox Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View Lot 25 Brady Brook Farm Road Pawling, NY MLS# 918929
$229,000
Studio

Beds

0.0

Baths

288,803

Sq.Ft.

Lot 25 Brady Brook Farm 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 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 Lot C Oblong Lane Pawling, NY MLS# H6305414
$190,000
Studio

Beds

0.0

Baths

355,014

Sq.Ft.

Lot C Oblong Lane

Pawling, NY

Courtesy of HOWARD HANNA RAND 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

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

PriceCount
$0 - 100K1
$100K - 200K6
$200K - 300K4
$300K - 400K3
$400K - 500K4
$500K - 600K6
$600K - 700K3
$700K - 800K3
$800K - 900K2
$900K - 1M2
$1M - Max15

Homes for Sale by Type in Pawling, NY

Property TypeCount
Single Family28
Townhouse0
Condo1
Commercial5
Rental13
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(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.