$759,000
 $4,074 est/mo Sourced by Back At You

48 Upper Main Street,Callicoon, NY 12723

Callicoon, NY 12723

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Description

Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structuresa former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshopeach 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 possibilityevery 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 buildingit’s a living story waiting for its next author. Offering includes two tax parcels .89 acres and .25

Details

MLS #925634
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1908
Days On Site331
Listing Provided ByKeller Williams Upstate NYProp | Dara Barr

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet1,536
BasementY
Story(s)1
Acreage1.14

Interior

CoolingDuctless, Electric, Multi Units
HeatingElectric, Forced Air, Heat Pump, Hot Water, Oil, Propane
Interior FeaturesFirst 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
Window FeaturesFloor to Ceiling Windows, Oversized Windows, Wood Frames
AppliancesDishwasher, Electric Oven, Refrigerator

Exterior

Construction MaterialsClapboard, Frame, Stone
Foundation DetailsStone
Lot FeaturesNear Shops, Part Wooded, See Remarks, Sloped, Stone/Brick Wall, Views, Wooded

Parking

Garage Yes / NoNo
Parking FeaturesDriveway, Off Street, Parking Lot, Shared Driveway

Utilities

UtilitiesCable Connected, Electricity Connected, Sewer Connected, Water Connected
SewerPublic Sewer

Taxes

Tax Year2025
Tax Assessed Value397800
Tax Annual Amount14852

Area Information

StateNY
CountySullivan County
CityCallicoon
Zip Code12723
School DistrictSullivan West High School At Lak
Elementary SchoolSullivan West Elementary
High SchoolSullivan West High School At Lak
Sourced by Back At You

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Learn More About This Property

StateNY
CountySullivan County
CityCallicoon
Zip Code12723
School DistrictSullivan West High School At Lak
Elementary SchoolSullivan West Elementary
High SchoolSullivan West High School At Lak
Sourced by Back At You
Listing Updated: July 17, 2026 at 9:06:56 AM PDT