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48 Upper Main Street

Callicoon, NY 12723
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Bed 3

Bed

Bath 2

Bath

SqFt1,536

Sqft

Acres1.14

Acres(Lot)

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 d ance 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

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Detail Ic Property Details

Property Type : Residential

Price : $759,000

AD Id : 76802943

MLS Id : 20255409

Beds : 3

Lot Size : 1.14 Acres

Living Area Size : 1,536

Year Built : 1908

County : Sullivan

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Has Basement: Yes Basement: Full, Interior Entry, Unfinished, Walk-Out Access
  • Flooring Information

    Hardwood, Wood
  • Roofing Information

    Metal
  • Interior Features

    Roof: Metal Appliances: Range, Refrigerator
  • Heating & Cooling

    Has Heating: Yes Heating: Ductless, Heat Pump, Hot Water, Oil, Zoned Has Cooling: Yes Cooling: Heat Pump

  • Building Information

    Year Built: 1908 Building Area Total: 1536 Construction Materials: Clapboard, Frame, Stone, Wood Siding Private Pool: No

  • Lot Information

    Main Square Feet: 1.14 Acres Lot Size Acres: 1.14 Lot Size Square Feet: 49658.4 Lot Description: Many Trees, Sloped, Wooded

  • Listing Price Information

    Listing Price: $759000 Original Price: $830000 Cash, Owner May Carry, Submit

  • Tax Information

    Parcel Number: 14.-4-6.1 + 14.-1-1 Tax Lot: 4 Tax Block: 6 Annual Tax: $14852 Tax Legal Desc: tbs

  • Utility Information

    Cable Available, Cable Connected, Electricity Connected, Sewer Connected, Water Connected
  • Location Information

    WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
58 Polster Road, Callicoon, NY, 12723 $465,000 4 2 2,885 2,885 SqFt
12 Mesmer Rd, Callicoon, NY, 12723 $370,000 3 2 1,248 1,248 SqFt
7 Villa Vista Drive #702, Callicoon, NY, 12723 $349,000 3 3 1,438 1,438 SqFt
519 County Route 164, Callicoon, NY, 12723 $599,000 4 2 2,048 2,048 SqFt
22 Kratz Road, Callicoon, NY, 12723 $315,000 3 2 1,150 1,150 SqFt
63 Sky View Drive, Callicoon, NY, 12723 $1,048,000 4 4 3,750 3,750 SqFt
897 County Route 164, Callicoon, NY, 12723 $624,000 3 2 1,495 1,495 SqFt
140 Country Road, Callicoon, NY, 12723 $735,000 3 2 1,540 1,540 SqFt
16 Beechwoods Road, Callicoon, NY, 12723 $40,000 -- -- --
204 Country Road, Callicoon, NY, 12723 $789,000 3 2 1,664 1,664 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. IDX information is provided exclusively for consumers' personal, non - commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 07/20/2026 @ 00:27

MLS: 20255409 LISTED BY: Dara Barr, Keller Williams Upstate NY Pro SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

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