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 188 N Quaker Hill Road Pawling, NY MLS# 993729
  • Recently Listed
1 of 21
$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 85 Harmony Hill Road Pawling, NY MLS# 988851
$599,900
3

Beds

3.0

Baths

1,640

Sq.Ft.

85 Harmony Hill Road

Pawling, NY

Courtesy of COMPASS GREATER NY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 322 Old Route 22 Pawling, NY MLS# 927208
  • Virtual Tour
1 of 50
$619,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

322 Old Route 22

Pawling, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
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 57 Buhleir Road Pawling, NY MLS# 992269
$649,900
3

Beds

2.0

Baths

1,768

Sq.Ft.

57 Buhleir Road

Pawling, NY

Courtesy of BERKSHIRE HATHAWAY HS NE PROP.
View 921 W Dover Road Pawling, NY MLS# 991179
  • Recently Listed
1 of 36
$715,000
3

Beds

3.1

Baths

3,629

Sq.Ft.

921 W Dover Road

Pawling, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 6 Martingale Way Pawling, NY MLS# 991153
  • Recently Listed with Virtual Tour
1 of 47
$750,000
4

Beds

3.1

Baths

4,687

Sq.Ft.

6 Martingale Way

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 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# 952512
    1 of 31
    OPEN HOUSE: Sunday 5/24 10:00 AM - 12:00 PM
    $900,000
    4

    Beds

    3.1

    Baths

    3,434

    Sq.Ft.

    128 Old Pawling Road

    Pawling, NY

    Courtesy of COMPASS GREATER NY, LLC
    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 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 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 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
    View 618 Quaker Hill Road Pawling, NY MLS# 968589
    • Recently Listed
    1 of 50
    $5,000,000
    8

    Beds

    9.4

    Baths

    15,000

    Sq.Ft.

    618 Quaker Hill Road

    Pawling, NY

    Courtesy of SERHANT LLC
    View 225 Route 22 Pawling, NY MLS# H6215066
    • Virtual Tour
    1 of 33
    $9,750,000
    Studio

    Beds

    0.0

    Baths

    24,321,726

    Sq.Ft.

    225 Route 22

    Pawling, NY

    Courtesy of HOULIHAN LAWRENCE 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

    46

    Estimated median home price

    $597,450
    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 - 200K6
    $200K - 300K4
    $300K - 400K3
    $400K - 500K6
    $500K - 600K4
    $600K - 700K3
    $700K - 800K3
    $800K - 900K2
    $900K - 1M2
    $1M - Max12

    Homes for Sale by Type in Pawling, NY

    Property TypeCount
    Single Family25
    Townhouse0
    Condo1
    Commercial4
    Rental10
    Lots and Land15
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 5/21/2026)

    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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    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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