View 36 Horseshoe Path Pawling, NY MLS# 962435
  • Recently Listed with 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
  • Recently Listed
1 of 6
$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
  • Recently Listed with 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 79 W Main Street Pawling, NY MLS# 957324
$595,000
3

Beds

2.0

Baths

2,254

Sq.Ft.

79 W Main Street

Pawling, NY

Courtesy of MCGRATH REALTY INC
View 15 Dykeman Street Pawling, NY MLS# 961857
$225,000
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
    1 of 50
    OPEN HOUSE: Sunday 3/15 11:00 AM - 1:00 PM
    $599,000
    2

    Beds

    2.0

    Baths

    1,428

    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 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 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 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
    View 13 Cushing Green S Pawling, NY MLS# 949667
    $425,000
    2

    Beds

    2.1

    Baths

    1,567

    Sq.Ft.

    13 Cushing Green S

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    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 145 Mountain View Drive Pawling, NY MLS# 24145821
    $520,000
    3

    Beds

    2.1

    Baths

    1,631

    Sq.Ft.

    145 Mountain View Drive

    Pawling, NY

    View 104 North Garden Drive Pawling, NY MLS# 936279
    $39,000,000
    9

    Beds

    9.6

    Baths

    55,000

    Sq.Ft.

    104 North Garden Drive

    Pawling, NY

    Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
    View 64 S Quaker Hill Road Pawling, NY MLS# 930472
    $1,175,000
    5

    Beds

    4.0

    Baths

    4,248

    Sq.Ft.

    64 S Quaker Hill Road

    Pawling, NY

    Courtesy of MCGRATH REALTY INC
    View 51 Estate Drive Pawling, NY MLS# 940027
    $169,000
    Studio

    Beds

    0.0

    Baths

    213,139

    Sq.Ft.

    51 Estate Drive

    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

    40

    Estimated median home price

    $596,750
    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 - 100K2
    $100K - 200K7
    $200K - 300K3
    $300K - 400K2
    $400K - 500K4
    $500K - 600K4
    $600K - 700K2
    $700K - 800K3
    $800K - 900K1
    $900K - 1M1
    $1M - Max11

    Homes for Sale by Type in Pawling, NY

    Property TypeCount
    Single Family19
    Townhouse0
    Condo1
    Commercial4
    Rental13
    Lots and Land15
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 3/11/2026)

    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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