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Listed by: Keller Williams Upstate NY Pro

$799,000

Est. payment - /mo

3 Beds

2 Baths

1,536 SqFt

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 1,536 sqft

Price per Sqft $520

MLS Listing ID 20255409

Style Other

Bedrooms 3

Full Baths 1

Year Built 1908

Annual Tax Amount $14,852

Tax Year 14852

Lot Size 1.140 Acres

Acres 1.14

Property Sub-Type Single Family Residence

Source Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)

Property Description

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 unfolds into vast and inspiring spaces: a 60-by-34-foot gymnasium with a 20-foot ceiling and stage; a luminous upper-floor dance studio spanning nearly sixty feet; art studios inspired by gigantic windows bringing in nature and sunlight, open workrooms, and a full stacked stone-foundation basement with walk-in access. At roughly 13,000 square feet on over an acre, the property invites both vision and versatility. Zoned for mixed use, it can evolve into a gallery and performance venue, a live-work compound, a wellness retreat, or a community hub. Every beam and window suggests possibility—every echo in the old gym reminds you that this building was made for voices, for movement, for gathering. Surrounded by ornamental trees and perennial gardens, and just a short stroll from Callicoon's beloved cafes, the farmers' market, and the Delaware River, 48 Upper Main offers both privacy and presence. It is that rare piece of architecture that feels both anchored in history and untethered in potential. Updated infrastructure includes a new metal roof and a new boiler (with a copper manifold that will inspire envy). A place where authenticity reigns, light abounds, and inspiration seems to gather naturally within the walls. 48 Upper Main Street isn't just a building—it's a living story waiting for its next author. Offering includes two tax parcels .89 acres and .25

Location

State NY

County Sullivan

Area Delaware

Zoning B1

Rooms

Basement Full, Interior Entry, Unfinished, Walk-Out Access

Interior

Heating Ductless, Heat Pump, Hot Water, Oil, Zoned

Cooling Heat Pump

Flooring Hardwood, Wood

Inclusions stove in apt, fridge in apt

Exterior

Fence Partial

Utilities Available Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Roof Type Metal

Garage No

Building

Lot Description Many Trees, Sloped, Wooded

Foundation Stone

Sewer Public Sewer

Water Public

Architectural Style Other

Schools

High Schools Sullivan West Central Schools

School District Sullivan West Central Schools

Others

Tax ID 14.-4-6.1 + 14.-1-1

Acceptable Financing Cash, Owner May Carry, Submit

Listing Terms Cash, Owner May Carry, Submit

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NEARBY SCHOOL & BUSINESS

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Hudson Valley Team

+1(845) 460-4663

Agent/Team Manager

48 Upper Main ST Callicoon, NY 12723