48 Upper Main Street
Callicoon, NY 12723
3
Bed
2
Bath
1,536Sqft
1.14Acres(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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 3Bathroom Information
Total Baths: 2 Full Baths: 1 Half Baths: 1Room Information
Rooms Total: 7 Basement: Full, Storage Space, Unfinished -
Flooring Information
Wood -
Interior Features
Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Entrance Foyer, High Ceilings, High Speed Internet, Natural Woodwork, Tile Counters Appliances: Dishwasher, Electric Oven, Refrigerator Window Features: Wood Frames -
Heating & Cooling
Has Heating: Yes Heating: Electric, Forced Air, Heat Pump, Hot Water, Oil, Propane Has Cooling: Yes Cooling: Ductless, Electric, Multi Units
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Building Information
Year Built: 1908 Building Area Total: 13669 Construction Materials: Clapboard, Frame, Stone Private Pool: No
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Lot Information
Lot Size Acres: 1.14 Lot Size Square Feet: 49658 Lot Description: Sloped, See Remarks, Views, Wooded
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Listing Price Information
Listing Price: $759000 Original Price: $830000
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Tax Information
Parcel Number: 2600-014-0-0001-001-000 Annual Tax: $14852
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Parking Information
Driveway, Off Street, Parking Lot, Shared Driveway
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School Information
Elementary School: Sullivan West ElementaryJunior High School: SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTONSenior High School: Sullivan West High School At Lake Huntington -
Utility Information
Cable Connected, Electricity Connected, Sewer Connected, Water Connected -
Location Information
WaterSource: Public
How much is this property worth?
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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 |
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ByOwner last updated this listing 07/20/2026 @ 00:12
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