5355 New York 23, Windham, NY, 12496 | $689,000

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

Features

  • Bedrooms: 5
  • Units: 4
  • Year Built: 1965
  • Acreage: 0.24
  • Est. Taxes: $3,836
  • School District: Wind-Ash-Jewett
  • MLS#: 20262874
  • Days on Market: 12 days
  • Website: https://www.raveis.com
    /prop/20262874/5355newyork23_windham_ny?source=qrflyer
Copyright © 2026  Hudson Valley Catskill Region MLS
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Source: Hudson Valley Catskills Region
Listing courtesy of Shaw Country Realty, Inc.

William Raveis Family of Services

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Customer Service

888.699.8876

Contact@raveis.com

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
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  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

5355 New York 23, Windham, NY, 12496

$689,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $551,200 $551,200 $551,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.990% 6.490% 5.625%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.370% 6.615% 5.866%
Monthly Tax Payment $320 $320 $320
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,301 $3,480 $4,540
Total Monthly Payment $3,713 $3,892 $4,952

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.