Exceptional Investment Opportunity in the Heart of Callicoon

Presenting a rare chance to acquire a distinctive mixed-use property comprising two buildings in the vibrant center of Callicoon—a flourishing Catskills destination beloved by full-time residents, weekenders, and discerning investors alike.

Building One – 27 Lower Main Street
Anchoring Main Street with charm and presence, this structure features a thoughtfully renovated ground-floor retail space, currently home to The Clothesline, a women’s boutique. Above, a spacious three-bedroom apartment—formerly the residence of Callicoon Fine Arts, a noted contemporary gallery—offers an airy, move-in-ready layout. Highlights include an expansive living room, an eat-in kitchen with washer & dryer, generous closet space, and a dining area with a secondary entrance leading to a large shared courtyard and parking.

Building Two – 34 Dorrer Drive
Ideally sited opposite Callicoon Creek Park and the Delaware River, this building enjoys high visibility, particularly on weekends during the renowned Callicoon Farmers Market. The sun-filled ground floor, with its glass-enclosed vestibule and wide plank wood flooring, lends itself perfectly to a wine bar, café, salon, gallery, or creative office.

Callicoon is in the midst of an exciting cultural and commercial renaissance, anchored by the success of venues like the Western Inn and Black Walnut. Future developments include the transformation of the Callicoon Depot into the county’s official visitor center and the creation of a 48-acre waterfront park—further enhancing the town’s allure. Conveniently located just 25 minutes from Livingston Manor, Roscoe, and Narrowsburg, and a mere two hours from New York City.

This is a rare opportunity to own a centerpiece property in one of the region’s most ascendant towns—ready for a visionary owner to elevate it to its next chapter.

• 2 Buildings in the center of Callicoon NY

• Two income-generating commercial storefronts

• Two residential apartments

• Expansive courtyard and parking