Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
5 Beds
0 Baths
2,500 sqft

$689,000

5355 New York 23, Windham NY, 12496

Price per sqft$275.60
Built in1965
Property size2,500 sqft
Property typeMulti-family

Overview

Active

Listed Jun 1, 2026

Updated 2 weeks ago

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

$4,584/mo

Est. mortgage payment based on a $689,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20262874

Interior Features

Bedrooms
5
Bathrooms
0
Basement
No

Exterior Features

Lot Size
0.24 Acres

Other Property Details

Taxes
$3,836
Tax Frequency
Annually
MLS provider logo

Listed by Carol Shaw with Shaw Country Realty, Inc.
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 9/29/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 9/29/2026 at 3:26 AM UTC

 

Powered by Luxury Presence