Homes for Sale in Pawling, NY
Pawling sits in the eastern Hudson Valley of Dutchess County, New York, just over the Connecticut line, a country town of village streets, horse farms, and wooded hillsides with a Metro-North station of its own. Search current homes for sale in Pawling, create a free account to save this search and get alerts on new listings, or call William Raveis Lifestyles Realty at (860) 868-0511 to work with a local agent.
Find Homes for Sale in Pawling, NY
Pawling blends a walkable village with the open, rural landscape that draws weekend and full-time residents from New York City and the Litchfield Hills alike. Its housing runs from in-village homes near the shops and the train to country properties, farmhouses, and lakeside homes around Whaley Lake, with the Appalachian Trail and the Great Swamp threading through the countryside. William Raveis Lifestyles Realty works across the Connecticut and New York border country and knows how Pawling inventory moves from the village to the outlying farms. Explore the wider area through Dutchess County homes for sale, or look east to Sherman CT real estate.
Frequently Asked Questions
- Where is Pawling, NY?
- Pawling is in eastern Dutchess County, New York, in the Hudson Valley along the Connecticut border near Sherman and New Fairfield. It has its own Metro-North station on the Harlem Line.
- What kinds of homes are in Pawling, NY?
- Pawling has village homes near its downtown and train station along with country properties, farmhouses, and lakeside homes around Whaley Lake. Its mix of a walkable village and open countryside appeals to both commuters and weekend residents.
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of August 24, 2026 8:52 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.