View 41 and 43 Meeting House Road Pawling, NY MLS# 875119
    1 of 48
    OPEN HOUSE: Saturday 5/2 2:00 PM - 4:00 PM
    $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 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
    The time to sell is now! THE TIME TO SELL IS NOW!
    View Old Quaker Hill Road Pawling, NY MLS# 986977
    • Recently Listed
    1 of 13
    $999,000
    Studio

    Beds

    0.0

    Baths

    2,979,068

    Sq.Ft.

    Old Quaker Hill Road

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 128 Old Pawling Road Pawling, NY MLS# 952512
    $950,000
    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 26 Rodina Drive Pawling, NY MLS# 951810
    • 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 103 S Harmony Hill Road Pawling, NY MLS# 989668
    • Recently Listed
    1 of 50
    $785,000
    3

    Beds

    3.0

    Baths

    1,872

    Sq.Ft.

    103 S Harmony Hill Road

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 36 Horseshoe Path Pawling, NY MLS# 962435
    • Virtual Tour
    1 of 42
    $775,000
    3

    Beds

    2.1

    Baths

    4,627

    Sq.Ft.

    36 Horseshoe Path

    Pawling, NY

    Courtesy of Weichert Realtors - Rockland County Regional Office
    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 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 85 Harmony Hill Road Pawling, NY MLS# 988851
    • Recently Listed
    1 of 22
    $599,900
    3

    Beds

    3.0

    Baths

    1,640

    Sq.Ft.

    85 Harmony Hill Road

    Pawling, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 168 Old Route 55 Pawling, NY MLS# 954200
    $565,000
    2

    Beds

    2.0

    Baths

    2,196

    Sq.Ft.

    168 Old Route 55

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    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 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 1141 Old Quaker Hill Road Pawling, NY MLS# 988096
    • Recently Listed
    1 of 16
    OPEN HOUSE: Saturday 5/2 11:00 AM - 2:00 PM
    $499,999
    2

    Beds

    1.0

    Baths

    1,347

    Sq.Ft.

    1141 Old Quaker Hill Road

    Pawling, NY

    Courtesy of REAL BROKER NY LLC
    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 20 Saratoga Street Pawling, NY MLS# 955463
    $485,000
    3

    Beds

    3.1

    Baths

    2,503

    Sq.Ft.

    20 Saratoga Street

    Pawling, NY

    Courtesy of COLDWELL BANKER REALTY
    View 40 Walnut Street Pawling, NY MLS# 947839
    $425,000
    4

    Beds

    1.1

    Baths

    1,776

    Sq.Ft.

    40 Walnut Street

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 7 Juniper Lane Pawling, NY MLS# 955676
    $420,000
    2

    Beds

    2.0

    Baths

    2,596

    Sq.Ft.

    7 Juniper Lane

    Pawling, NY

    Courtesy of REAL BROKER NY LLC

    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

    42

    Estimated median home price

    $557,111
    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 - 300K3
    $300K - 400K4
    $400K - 500K5
    $500K - 600K4
    $600K - 700K2
    $700K - 800K3
    $800K - 900K0
    $900K - 1M3
    $1M - Max11

    Homes for Sale by Type in Pawling, NY

    Property TypeCount
    Single Family22
    Townhouse0
    Condo1
    Commercial4
    Rental12
    Lots and Land14
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 4/29/2026)

    Information deemed reliable but not guaranteed.

    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.