Situated in southeast Dutchess county in the foothills of the Berkshires, Pawling is a gorgeous slice of upstate charm with plenty of family-friendly entertainments.

Residents in this rural haven have a broad range of housing options. The real estate market includes single-family homes, apartments, and larger estates. The land in Pawling is diverse, with sprawling farmland and mountainside terrain giving way to densely packed pockets of residential areas. The architecture is a blend of stately Colonials, handsome Victorians, and more modern facades. Rural at its core, homeowners in Pawling enjoy spacious lawns and ample green space. People are drawn to the area for its tranquil atmosphere and well-connected transportation system to other areas of upstate New York.

There’s a small but dedicated commercial hub in Pawling. Community theaters and libraries share the street with local eateries and cafes. Nightlife is limited, but most residents and visitors see the town’s calm atmosphere in the evenings as a luxury. More extensive shopping and dining options are just a short distance away in nearby Danbury and Poughkeepsie.

Pawling boasts a robust outdoor recreation industry. Favorite activities include golfing, hiking, swimming, horseback riding, and boating. From the tidy beaches at Lakeside Park to the famed Appalachian Trail, public parkland is abundant in this mountainside town. The Pawling Nature Reserve offers visitors an opportunity to marvel at wildlife amidst a dynamic backdrop of waterfalls and forests.

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