View 12 Anderson Way Pawling, NY MLS# 908608
$399,000
2

Beds

1.0

Baths

1,160

Sq.Ft.

12 Anderson Way

Pawling, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 27 Washington Court Pawling, NY MLS# 907726
$450,000
2

Beds

2.1

Baths

2,072

Sq.Ft.

27 Washington Court

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 33 Spruce Street Pawling, NY MLS# 862384
  • Virtual Tour
1 of 36
$359,999
2

Beds

2.1

Baths

1,413

Sq.Ft.

33 Spruce Street

Pawling, NY

Courtesy of KELLER WILLIAMS NY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 29 Cunningham Lane Pawling, NY MLS# 908496
$699,000
4

Beds

3.2

Baths

4,199

Sq.Ft.

29 Cunningham Lane

Pawling, NY

Courtesy of GILLIAN STEWART REAL ESTATE
View 94 S Quaker Hill Road Pawling, NY MLS# 907685
  • Virtual Tour
1 of 48
$749,000
4

Beds

3.0

Baths

3,360

Sq.Ft.

94 S Quaker Hill Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 85 Harmony Hill Road Pawling, NY MLS# 891094
$650,000
3

Beds

3.0

Baths

1,640

Sq.Ft.

85 Harmony Hill Road

Pawling, NY

Courtesy of COLDWELL BANKER REALTY
View Walnut Street Pawling, NY MLS# 891370
$159,000
Studio

Beds

0.0

Baths

31,799

Sq.Ft.

Walnut Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 23 Union Street Pawling, NY MLS# 890553
  • Virtual Tour
1 of 28
$419,900
3

Beds

2.0

Baths

1,480

Sq.Ft.

23 Union Street

Pawling, NY

Courtesy of K FORTUNA LIGHTHOUSE REALTY
View 10 E Main Street Pawling, NY MLS# 888846
  • Virtual Tour
1 of 34
$640,000
2,185

Sq.Ft.

10 E Main Street

Pawling, NY

Courtesy of MCGRATH PREMIER REAL ESTATE
View 7 Glen Court Pawling, NY MLS# 887124
$575,000
3

Beds

2.1

Baths

2,318

Sq.Ft.

7 Glen Court

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 14 Akindale Road Pawling, NY MLS# 877006
$975,000
4

Beds

2.1

Baths

3,000

Sq.Ft.

14 Akindale Road

Pawling, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 175 Old Quaker Hill Road Pawling, NY MLS# 884087
$699,000
4

Beds

5.0

Baths

4,018

Sq.Ft.

175 Old Quaker Hill Road

Pawling, NY

Courtesy of RE/MAX ACE REALTY
View 28 Gobblers Knob Road Pawling, NY MLS# 876715
$574,900
3

Beds

2.0

Baths

2,107

Sq.Ft.

28 Gobblers Knob Road

Pawling, NY

Courtesy of EXP REALTY
View 26 Rodina Drive Pawling, NY MLS# 872051
  • Virtual Tour
1 of 23
$799,000
4

Beds

2.1

Baths

3,200

Sq.Ft.

26 Rodina Drive

Pawling, NY

Courtesy of HOME SWEET HOME PROPERTIES
View 215 Little Pond Road Pawling, NY MLS# 872418
$399,000
5

Beds

0.0

Baths

1,062

Sq.Ft.

215 Little Pond Road

Pawling, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 27 Millstream Court Pawling, NY MLS# 866381
  • Virtual Tour
1 of 43
$734,900
4

Beds

2.1

Baths

3,283

Sq.Ft.

27 Millstream Court

Pawling, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 16 Anderson Road Pawling, NY MLS# 853078
$1,175,000
4

Beds

6.0

Baths

3,012

Sq.Ft.

16 Anderson Road

Pawling, NY

Courtesy of COMPASS GREATER NY, LLC
View 36 Elm Street Pawling, NY MLS# 866409
$449,000
3

Beds

1.1

Baths

1,680

Sq.Ft.

36 Elm Street

Pawling, NY

Courtesy of GILLIAN STEWART REAL ESTATE
View 10 E Main Street Pawling, NY MLS# 865930
  • Virtual Tour
1 of 38
$79,000
2,185

Sq.Ft.

10 E Main Street

Pawling, NY

Courtesy of MCGRATH PREMIER REAL ESTATE
View 604 N Quaker Hill Road Pawling, NY MLS# 855450
  • Virtual Tour
1 of 47
$1,450,000
5

Beds

7.1

Baths

5,470

Sq.Ft.

604 N Quaker Hill Road

Pawling, NY

Courtesy of ELLIS SOTHEBY'S INTL 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

58

Estimated median home price

$650,000
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 2
$100K - 200K 5
$200K - 300K 5
$300K - 400K 5
$400K - 500K 5
$500K - 600K 5
$600K - 700K 10
$700K - 800K 6
$800K - 900K 1
$900K - 1M 1
$1M - Max 13

Homes for Sale by Type in Pawling, NY

Property Type Count
Single Family 38
Townhouse 0
Condo 0
Commercial 5
Rental 10
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 11/11/2025)

Information deemed reliable but not guaranteed.

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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