Historic Listing Announcement: 48 Upper Main Street, Callicoon, NY

Callicoon, New York – [10/23/25]

We are pleased to announce the listing of the distinguished property at 48 Upper Main Street, Callicoon, NY 12723. This remarkable building—a historic former schoolhouse built in 1908—stands as an architectural anchor in the heart of the village of Callicoon, New York and is now poised for its next chapter of purpose and preservation.

A Unique Historic Offering

Originally constructed in 1908 to serve as the “Union School” for the community, the ~13,000 square foot mixed use structure has transitioned over the decades from educational use, to industrial and repair functions (including a piano repair factory), and now awaits a visionary new owner.

The listing includes two tax parcels—.89 acres and .25 acres—with the building’s new

infrastructure enhancements including a recently installed metal roof and an upgraded boiler system. This property offers both the authenticity of historic architecture and the flexibility for adaptive reuse—whether as a commercial venue, creative workspace, hospitality use or other inventive redevelopment.

Building in Context: Callicoon’s Rich Heritage

The village of Callicoon is richly steeped in history. The name “Callicoon” derives from the Dutch “Kollikoonkill” meaning “wild turkey creek,” referencing the countless wild turkeys that once roamed the region. Founded on land originally part of the Hardenburgh Patent, the area became incorporated as the Town of Callicoon in 1842. In 1888, a devastating fire nearly wiped out the entire Main Street area of Callicoon, and the community rebuilt swiftly—earning the village a reputation for resilience and architectural renewal. Today, Callicoon sits on the banks of the Delaware River and has evolved from its lumber and raft transporting heritage into a modern Catskills community of culture, nature and creative enterprise.

Why This Listing Matters

• Historic significance: One of the few remaining large, early 20th century institutional buildings in the village.

• Adaptive potential: With its generous interior volume and updated infrastructure, the property is well positioned for a variety of uses.

• Location: Directly on Callicoon’s Upper Main Street—an area popular with tourists, creatives, and local residents alike.

• Community synergy: This listing presents an opportunity to be part of the village’s ongoing story of revitalization.

Next Steps & Contact

For more information, detailed images or to arrange a private viewing, please contact:

Dara Barr, Listing agent, Licensed Real Estate Salesperson

Keller Williams Upstate NY Properties

Phone: (585) UPSTATE or (917) 523-1782

Email: darabarr@gmail.com

Instagram: @theupstatehousehunter

We invite media, local stakeholders and potential buyers to engage with this offering, and join us in celebrating a landmark property with deep roots and bright possibilities in the heart of Callicoon.