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$830,000

Est. payment - /mo

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3 Beds

2 Baths

1,536 SqFt

Active

48 Upper Main ST Callicoon, NY 12723

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Jonathan Greene

jonathan@trustgreene.com +1(973) 873-0734

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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 $540

MLS Listing ID 925634

Style Other

Bedrooms 3

Full Baths 1

Half Baths 1

HOA Y/N No

Rental Info No

Year Built 1908

Annual Tax Amount $14,852

Lot Size 1.140 Acres

Acres 1.14

Property Sub-Type Single Family Residence

Source onekey2

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 County

Rooms

Basement Bilco Door(s), Full, Storage Space, Unfinished

Interior

Interior Features First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Entrance Foyer, High Ceilings, High Speed Internet, Natural Woodwork, Original Details, Tile Counters, Washer/Dryer Hookup

Heating Electric, Forced Air, Heat Pump, Hot Water, Oil, Propane

Cooling Ductless, Electric, Multi Units

Flooring Wood

Fireplace No

Appliance Dishwasher, Electric Oven, Refrigerator

Exterior

Parking Features Driveway, Off Street, Parking Lot, Shared Driveway

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

Garage false

Private Pool No

Building

Lot Description Near Shops, Part Wooded, See Remarks, Sloped, Stone/Brick Wall, Views, Wooded

Foundation Stone

Sewer Public Sewer

Water Public

Level or Stories One

Structure Type Clapboard,Frame,Stone

Schools

Elementary Schools Sullivan West Elementary

Middle Schools Sullivan West High School At Lake Huntington

High Schools Sullivan West

School District Sullivan West

Others

Senior Community No

Special Listing Condition None

Listed by Keller Williams Upstate NYProp • Dara Barr

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Jonathan Greene

Broker of Record | License ID: 1433604

+1(973) 873-0734

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48 Upper Main ST Callicoon, NY 12723

Jonathan Greene

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

Others

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48 Upper Main ST