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55 Upper Main Street, 
Callicoon, NY 12723

$398,000


2

Beds


1

Bath


1,288

Sq Ft


Single Family

Active

Listed by

Barry Becker

Keller Williams Hudson Valley

Last updated:

May 30, 2025, 11:54 AM

MLS#

842191

Source:

One Key MLS

About This Home

55 Upper Main Street

Stylized, Convenient, In-Town 1940s Cottage with Modern Updates & Endless Possibilities! Home went through complete renovation! Welcome to this beautifully updated 1940s cottage—a perfect blend of classic character and modern convenience, right in the heart of town. With 2 spacious bedrooms and a renovated full bathroom, this home offers move-in ready comfort and style. The generous kitchen boasts modern appliances and ample space for cooking and gathering, while the light-filled insulated sunroom is your new favorite spot for morning coffee or an afternoon book—complete with doors that lead directly to the backyard. Upstairs, you'll find two versatile bonus rooms just waiting for your imagination—ideal for a home office, guest space, yoga room, or creative studio. The covered front porch sets the scene for relaxing evenings with a view of the neighborhood buzz. Downstairs, the full stacked stone basement offers a blank canvas with walk-out access—dream up a wine tasting room, cigar lounge, home theater, or hobby cave. Under the sunroom, you’ll find a flexible carport or patio area for entertaining or storage. A side driveway leads to a garage primed for transformation into a home gym, artist’s workshop, or remote office. And yes, there’s a fenced yard and even an outdoor shower for those who enjoy rinsing off under the open sky! Located just a short stroll from the river, this home is within easy walking distance to local shops, dining, live entertainment, and the beloved town movie theater—offering the ideal balance of small-town charm and modern lifestyle.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1940

Price Summary

398,000

$309 per Sq. Ft.

MLS #:

842191

Last Updated:

May 30, 2025, 11:54 AM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,288 Sq. Ft.


Structure

Structure

Architectural Style:

Cottage, Farmhouse

Building Area:

2,088 Sq. Ft.

Year Built:

1940


Lot

Lot Size (Sq. Ft):

5,663


Finances & Disclosures

Finances

Price:

$398,000

Price per Sq. Ft:

$309 per Sq. Ft.

Source:One Key MLS
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