Callicoon, NY homes for sale & real estate

Callicoon, NY Homes for Sale

377-Acre farmland preservation project 102 Radio Tower Road features a new architecturally distinctive 850-square-foot one bedroom guest house and a cleared site for a 2000 square foot main-house. The guest house is ready for immediate occupancy. The main house has been sited to maximize the property's extraordinary setting and long-range views. Water, septic, driveways, electricity, and cable are installed for both the guest house and the main house site. Architectural drawings are 70% complete for the main house; its shovel-ready and can be constructed while you enjoy occupancy in the guest house. 102 Radio Tower Road is located adjacent to a farmland preservation and conservation proje

Callicoon, NY Homes for Sale

Rare, large Catskills offering in the heart of Callicoon. Redesigned in 2025, this turnkey three-story farmhouse blends historic charm with modern updates. Set on a half-acre within walking distance to Main Street restaurants, shops, the movie theater, brewery, and Delaware River access, the property features multiple gathering spaces, an updated kitchen, wood-burning stove, media room, and flexible bedroom configuration designed for large groups. Outdoor amenities include a multi-level deck, stream-side yoga and dining platform, and ample space for entertaining. Successful short term rental history, furnishings package available separately.

Callicoon, NY Homes for Sale

Endless possibilities meet location! Zoned for both commercial and residential use, this unique property offers incredible flexibility for savvy buyers, investors, or entrepreneurs. Situated right on Route 17B at the crossroads of Callicoon, North Branch, and Hortonville, the building is currently configured as two separate living spaces, each featuring its own kitchen and bathroom. Space & Layout Flexibility * Ground Floor (3-Bedroom Unit): A highly visible space perfect for a boutique retail shop, creative studio, or professional offices. It can also remain a spacious 3-bedroom apartment featuring a large eat-in kitchen. * Upper Floor (2-Bedroom Unit): Highlights include a loft-

Callicoon, NY Homes for Sale

A little country club, a little horse country. Set on five private acres in Callicoon’s Beechwoods, Little Holiday Farm is a beautifully updated Catskills farmhouse pairing sweeping pastoral views, a horse ready barn, and direct access to an 18-hole championship golf course. Originally built in 1948 and extensively renovated in 2015, the four-bedroom, two-bath home has the warmth and character you want in an old country house, but with modern comforts. Hardwood floors, beamed ceilings and a gas fireplace bring plenty of cozy charm, while an updated kitchen with stainless-steel appliances keeps things decidedly current. The spacious primary suite feels like a retreat of its own, with i