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Beds
Baths
Sq.Ft.
9 Bridle Way
Pawling, NY
11 Stanley Drive
12 Tower Hill Road
401 W Dover Road
13 Rebecca Drive
49 Millstream Court
139 S Harmony Hill Road
Route 22
264 Quaker Hill Road
41 W Deer Trail
5 Henry Street
265 Old Pawling Road
10 Evergreen Way
106 Route 22
46 Harmony Hill Road
0 Route 55
00 Route 55
3846 Route 55
66 Reservoir Road
14 Akindale Road
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.
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.
(Data as of 10/8/2026)
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