View 41 and 43 Meeting House Road Pawling, NY MLS# 875119
    1 of 46
    OPEN HOUSE: Sunday 8/2 1:00 PM - 3:00 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 64 S Quaker Hill Road Pawling, NY MLS# 1010537
    • Virtual Tour
    1 of 41
    $1,235,000
    5

    Beds

    4.0

    Baths

    4,248

    Sq.Ft.

    64 S Quaker Hill Road

    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 6 Byrds Hill Road Pawling, NY MLS# 1017929
    $995,000
    3

    Beds

    2.1

    Baths

    3,035

    Sq.Ft.

    6 Byrds Hill Road

    Pawling, NY

    Courtesy of WILLIAM PITT SOTHEBYS INT RLTY
    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 128 Old Pawling Road Pawling, NY MLS# 1015365
    $899,000
    4

    Beds

    3.1

    Baths

    3,434

    Sq.Ft.

    128 Old Pawling Road

    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 6 Overlook Road Pawling, NY MLS# R1702616
    • Recently Listed
    1 of 50
    $729,999
    3

    Beds

    3.0

    Baths

    2,659

    Sq.Ft.

    6 Overlook Road

    Pawling, NY

    Greater Rochester
    Courtesy of VILLAGE REALTY
    View 6 Martingale Way Pawling, NY MLS# 991153
    • Virtual Tour
    1 of 50
    $699,000
    4

    Beds

    3.1

    Baths

    4,687

    Sq.Ft.

    6 Martingale Way

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 921 W Dover Road Pawling, NY MLS# 991179
    $699,000
    3

    Beds

    3.1

    Baths

    3,629

    Sq.Ft.

    921 W Dover Road

    Pawling, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 21 Overlook Drive Pawling, NY MLS# 1029600
    • Recently Listed with Virtual Tour
    1 of 47
    OPEN HOUSE: Sunday 8/2 10:00 AM - 12:00 PM
    $699,000
    3

    Beds

    2.1

    Baths

    1,460

    Sq.Ft.

    21 Overlook Drive

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 57 Buhleir Road Pawling, NY MLS# 992269
    $629,900
    3

    Beds

    2.0

    Baths

    1,768

    Sq.Ft.

    57 Buhleir Road

    Pawling, NY

    Courtesy of BERKSHIRE HATHAWAY HS NE PROP.
    View 0 Prospect Street Pawling, NY MLS# 1024161
    $619,900
    3

    Beds

    2.1

    Baths

    1,652

    Sq.Ft.

    0 Prospect Street

    Pawling, NY

    Courtesy of EXP REALTY
    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 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
    • Recently Listed
    1 of 43
    OPEN HOUSE: Saturday 8/1 12:00 PM - 2:00 PM
    $575,000
    3

    Beds

    2.0

    Baths

    2,202

    Sq.Ft.

    17 Spring Street

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 168 Old Route 55 Pawling, NY MLS# 1004011
    • Virtual Tour
    1 of 43
    $565,000
    2

    Beds

    2.0

    Baths

    2,194

    Sq.Ft.

    168 Old Route 55

    Pawling, NY

    Courtesy of RE/MAX CLASSIC 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

    $619,900
    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 - 200K5
    $200K - 300K3
    $300K - 400K3
    $400K - 500K6
    $500K - 600K6
    $600K - 700K5
    $700K - 800K2
    $800K - 900K1
    $900K - 1M3
    $1M - Max14

    Homes for Sale by Type in Pawling, NY

    Property TypeCount
    Single Family31
    Townhouse0
    Condo0
    Commercial5
    Rental9
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 8/1/2026)

    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 8/1/2026.

    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.