New Listing - 06/01/2026


5355 New York 23, Windham, NY, 12496

5355 New York 23, Windham, NY, 12496

5 beds

1965

CALLING INVESTORS - PRIME WINDHAM VILLAGE OPPORTUNITY Rare opportunity in the heart of Windham Village with exceptional commercial and residential development potential. Positioned in one of the Catskills' most desirable four-season destinations, this property offers investors the chance to capitalize on the continued growth and popularity of Windham. Windham is truly ''the place to be,'' attracting visitors year-round with its breweries, restaurants, movie theater, live entertainment venues, walking paths, golf, and outdoor recreation -- all just minutes to skiing at Windham Mountain Club. This property presents tremendous upside potential for: • Mixed-use commercial/residential development • Retail with upscale apartments above • Boutique hospitality or vacation rental concepts • Restaurant, brewery, or entertainment venue • Expanded multi-unit residential use A major value-added component already exists through participation in the NYC Watershed/CWC flood mitigation program. The current ownership has completed the first three phases of approvals and applications, positioning the project for construction application status. Approximately 3/4 of associated cost is covered for: • Elevating the building due to flood zone • Constructing a new foundation • Relocating utilities to the first floor To preserve continuity within the approved program, ownership is structured through 5355 Main Street, LLC, allowing a purchaser to step directly into the existing approval process and benefits already secured. Additionally, prior approvals from the Town of Windham included: • A rear addition • Expanded first-floor commercial space • Relocation of apartments to upper levels Ownership was also advised that a future third floor of apartments would likely receive approval, creating even greater residential income potential. With strong tourism, growing demand, and limited village inventory, this is a strategic opportunity for investors and developers seeking a high-visibility property with approvals, infrastructure planning, and substantial upside already in motion


Status:

Active

Type:

Multi-family

Units:

4

Zoning:

01

Acreage:

0.24

Est. Taxes:

$3,836

Assessment

$169,500

School District:

Wind-Ash-Jewett

MLS #:

20262874


Community Info

School Info

Walk Score

Mass Transit

Yelp


Copyright ©2026 Hudson Valley Catskill Region MLS
Listing courtesy of Shaw Country Realty, Inc.