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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON JUL 03 2025 AT 2:53 AM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

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55 Upper Main St

callicoon, NY 12723

$398,000

  • 2 BR
    1 BA
    APPROX. 1,288 SF

INTERESTED? LET'S CONNECT

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.

Details

1,288 Sq Ft

5,663 Sq Ft Exterior Space

Single Family Home

$3,528 Annual Tax

Built in 1940

MLS/Listing ID 842191

Amenities & Features

Parking - Garage

Parking - Carport

Construction - Frame

Style - Farmhouse

Heating - Heat Pump

Cooling - Central Air

Parking - Driveway

Washer Hookup

Inside

Electric Dryer Hookup

Pantry

Open Floor Plan

Refrigerator

Electric Water Heater

Electric Range

Electric Oven

Dryer

Style - Cottage

Construction - Wood Siding

Heating - Electric

High Speed Internet

Washer/Dryer Hookup

Washer

Listing Courtesy of KELLER WILLIAMS HUDSON VALLEY, BARRY BECKER - 917-892-0749

ONEKEY

Source of Data: ONEKEY MLS

Interested in 55 Upper Main St?