Stretching along the Upper Delaware Scenic Byway, the town of Callicoon is a town defined by its rural natural landscape and devotion to local traditions.

The real estate landscape is a mix of detached single-family homes, apartments, condos, farmhouses, and seasonal housing. Large houses with spacious lawns boast incredible views of the Poconos. Architecture is a mix of Art Deco, colonial, rustic, and modern facades. People flock to the area for its desirable upstate location and wealth of residential options. A large population of the housing market is reserved for second vacation homes, a testament to the thriving tourism industry in Callicoon.

Known for its laid-back rural lifestyle and small-town hospitality, Callicoon has plenty of sights and entertainments for locals and visitors alike. Cafes and local shops stand shoulder to shoulder with quaint antique stores and gourmet markets. Wineries and farmer’s markets are a staple for the area. The bustling city center houses flea markets, galleries, and upscale restaurants. Annual events like the tractor parade and the Delaware River canoe regatta draw in heavy foot traffic.

It’s no surprise that outdoor recreation is a huge draw for the area. Residents enjoy adventurous activities like canoeing, kayaking, rafting, and swimming. A vast array of preserved wildland offers opportunities to marvel at nature and enjoy pursuits like hiking, fishing, bird watching, and camping. Those looking for outdoor cultural opportunities can head just miles down the road to Woodstock, Bethel Woods Center for the Arts, or the Monticello Raceway.

Recent Listings in Callicoon