Callicoon, NY homes for sale & real estate

Callicoon, NY Homes for Sale

Restful slumbers, lazy days astride a babbling brook and sharing laughs with friends and family around a campfire on your patio: all this and more could be yours at 4260 State Route 17B, a private retreat on 1.32 acres surrounded by a low ridge of wooded hills and facing Joe Brook, a year-round brook in fabulous Callicoon NY, Sullivan County's town for fun, food and frolic. 4260 State Route 17B embodies the Catskills lifestyle with its bucolic setting, but just minutes to the towns of Callicoon and Narrowsburg where you can enjoy taverns, shopping, restaurants, a bakery and coffee houses. Set far back from the road and at a perfect angle to enjoy the view of a vast yard and Joe Brook, this

Callicoon, NY Homes for Sale

Single-family home with legal accessory apartment. Live in one and rent the other. Large spacious two-family home with in-ground pool and sauna, tons of potential, and a giant detached 2/3 car garage. Just a short stroll from the charm of downtown Jeffersonville and minutes from the world-renowned Bethel Woods Center for the Arts, this beautifully appointed Colonial home artfully balances leisure, versatility, and charm. Home features a connected accessory apartment, perfect for in-laws, a mother-daughter setup, or generating supplemental rental income. This is a rare find for the area. Use a single-family residence or income-producing property.

Callicoon, NY Homes for Sale

On over 4 Acres, this beautifully maintained raised ranch features 4 bedrooms, 2 baths, and is nicely updated with refinished hardwood floors throughout on 2 parcels. All major systems are less than 6 years old. The home offers spacious living areas filled with natural light, a welcoming back deck with a fire pit, and over 4 acres of peaceful, lightly wooded land: perfect for outdoor enjoyment. Located just 2 miles from public access to the Delaware River, this property combines comfort and convenience with the best of Catskills living. Enjoy being moments from Callicoon’s vibrant downtown, home to the county’s best farmers market, local restaurants, bars, a movie theater, and m

Callicoon, NY Homes for Sale

Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structures—a former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshop—each chapter leaving its mark in the woodwork, wainscoting, and soaring ceilings that remain today. Now reimagined by artists, the building bridges eras with a rare blend of authenticity and modern livability. A bright three-bedroom, two-bath residence offers comfort and warmth with custom cabinetry, solid wood floors, and rich natural light. Beyond, the structure unfol