View 16 Juniper Lane Pawling, NY MLS# 977687
    1 of 3
    OPEN HOUSE: Sunday 4/12 11:00 AM - 1:00 PM
    $375,000
    2

    Beds

    2.0

    Baths

    1,639

    Sq.Ft.

    16 Juniper Lane

    Pawling, NY

    Courtesy of BRIANTE REALTY GROUP, LLC
    View 11 Cushing Green S Pawling, NY MLS# 980295
    • Recently Listed
    1 of 34
    OPEN HOUSE: Saturday 4/11 12:00 PM - 2:00 PM
    $375,000
    2

    Beds

    2.1

    Baths

    1,723

    Sq.Ft.

    11 Cushing Green S

    Pawling, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 5 Old Field Circle Pawling, NY MLS# 978698
    • Recently Listed
    1 of 35
    OPEN HOUSE: Sunday 4/12 2:30 PM - 4:00 PM
    $549,222
    3

    Beds

    2.1

    Baths

    2,104

    Sq.Ft.

    5 Old Field Circle

    Pawling, NY

    Courtesy of MARK SEIDEN REAL ESTATE TEAM
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 10 E Main Street Pawling, NY MLS# 981338
    • Recently Listed
    1 of 10
    $640,000
    2,185

    Sq.Ft.

    10 E Main Street

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 58 Pine Drive Pawling, NY MLS# 978836
    • Recently Listed
    1 of 28
    $530,000
    3

    Beds

    1.1

    Baths

    1,706

    Sq.Ft.

    58 Pine Drive

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 56 Route 22 Pawling, NY MLS# 980198
    • Recently Listed
    1 of 16
    $919,900
    3,300

    Sq.Ft.

    56 Route 22

    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 Lakeview Drive Pawling, NY MLS# 962482
    $87,500
    Studio

    Beds

    0.0

    Baths

    20,038

    Sq.Ft.

    Lakeview Drive

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 15 Kirby Hill Road Pawling, NY MLS# 965662
    • Virtual Tour
    1 of 37
    $14,995,000
    4

    Beds

    3.1

    Baths

    3,942

    Sq.Ft.

    15 Kirby Hill Road

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 15 Dykeman Street Pawling, NY MLS# 961857
    $220,000
    Studio

    Beds

    0.0

    Baths

    33,106

    Sq.Ft.

    15 Dykeman Street

    Pawling, NY

    Courtesy of DEBELLIS REAL ESTATE LLC
    View 10 Timberline Trail Pawling, NY MLS# 960733
    $387,000
    2

    Beds

    2.1

    Baths

    1,413

    Sq.Ft.

    10 Timberline Trail

    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 168 Old Route 55 Pawling, NY MLS# 954200
    $599,000
    2

    Beds

    2.0

    Baths

    2,196

    Sq.Ft.

    168 Old Route 55

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    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 1125 Old Quaker Hill Road Pawling, NY MLS# 952611
    $875,000
    3

    Beds

    2.0

    Baths

    2,048

    Sq.Ft.

    1125 Old Quaker Hill Road

    Pawling, NY

    Courtesy of HOMESMART HOMES & ESTATES
    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
    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 14 Old Route 55 Pawling, NY MLS# 938640
    $269,950
    3

    Beds

    1.0

    Baths

    1,653

    Sq.Ft.

    14 Old Route 55

    Pawling, NY

    Courtesy of KW MIDHUDSON
    View 20 Hickory Lane Pawling, NY MLS# 952786
    $150,000
    Studio

    Beds

    0.0

    Baths

    20,038

    Sq.Ft.

    20 Hickory Lane

    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

    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

    40

    Estimated median home price

    $573,861
    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 - 200K4
    $200K - 300K4
    $300K - 400K4
    $400K - 500K5
    $500K - 600K4
    $600K - 700K2
    $700K - 800K3
    $800K - 900K1
    $900K - 1M1
    $1M - Max11

    Homes for Sale by Type in Pawling, NY

    Property TypeCount
    Single Family23
    Townhouse0
    Condo1
    Commercial4
    Rental15
    Lots and Land11
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 4/10/2026)

    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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    © Copyright 2026 Smart Multiple Listing Service, Inc.

    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.

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