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.
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 46 Harmony Hill Road Pawling, NY MLS# 1037637
  • Recently Listed
1 of 47
$599,000
3

Beds

2.1

Baths

1,828

Sq.Ft.

46 Harmony Hill Road

Pawling, NY

Courtesy of EXIT REALTY CONNECTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
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 17 Spring Street Pawling, NY MLS# 1022255
$575,000
3

Beds

2.0

Baths

2,202

Sq.Ft.

17 Spring Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 37 W Deer Trail Pawling, NY MLS# 1000847
$525,000
3

Beds

1.1

Baths

1,955

Sq.Ft.

37 W Deer Trail

Pawling, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 66 Reservoir Road Pawling, NY MLS# 1033232
  • Recently Listed with Virtual Tour
1 of 50
$525,000
3

Beds

3.0

Baths

1,950

Sq.Ft.

66 Reservoir Road

Pawling, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 40 Harmony Road Pawling, NY MLS# 1014153
  • Virtual Tour
1 of 50
$499,000
4

Beds

2.1

Baths

1,968

Sq.Ft.

40 Harmony Road

Pawling, NY

Courtesy of EXP REALTY
View 22 Hickory Lane Pawling, NY MLS# 1029865
$499,000
3

Beds

4.0

Baths

2,188

Sq.Ft.

22 Hickory Lane

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 17 Townsend Boulevard Pawling, NY MLS# 922875
$460,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

17 Townsend Boulevard

Pawling, NY

Courtesy of HOWARD HANNA RAND REALTY
View 12 John Kane Court Pawling, NY MLS# 998554
$460,000
3

Beds

2.1

Baths

1,920

Sq.Ft.

12 John Kane Court

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 35 Gobblers Knob Road Pawling, NY MLS# 1016673
  • Virtual Tour
1 of 44
$450,000
2

Beds

2.0

Baths

2,096

Sq.Ft.

35 Gobblers Knob Road

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 28 Birch Terrace Pawling, NY MLS# 1020651
$375,000
2

Beds

1.0

Baths

816

Sq.Ft.

28 Birch Terrace

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 357 W Dover Road Pawling, NY MLS# 1026446
$365,000
3

Beds

2.1

Baths

2,137

Sq.Ft.

357 W Dover Road

Pawling, NY

Courtesy of VYLLA HOME
View 16 Evergreen Way Pawling, NY MLS# 1028659
$360,000
2

Beds

2.1

Baths

1,413

Sq.Ft.

16 Evergreen Way

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 00 Route 55 Pawling, NY MLS# 1037478
  • Recently Listed
1 of 4
$300,000
Studio

Beds

0.0

Baths

222,156

Sq.Ft.

00 Route 55

Pawling, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 0 Route 55 Pawling, NY MLS# 1037481
  • Recently Listed
1 of 4
$250,000
Studio

Beds

0.0

Baths

161,172

Sq.Ft.

0 Route 55

Pawling, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 0 Marble Lane Pawling, NY MLS# 1001644
$249,000
Studio

Beds

0.0

Baths

239,580

Sq.Ft.

0 Marble Lane

Pawling, NY

Courtesy of HOULIHAN LAWRENCE 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

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.