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
Active
$689,000
5355 New York 23, Windham, NY 12496
5beds
--baths
2,500sqft
Multi Family
Built in 1965
-- sqft lot
$-- Zestimate®
$276/sqft
$-- HOA
What's special
- 37 days |
- 127 |
- 7 |
Zillow last checked:
Listing updated:
Listed by:
Shaw Country Realty, Inc. 518-734-3500,
Carol Shaw 518-322-8831
Source: HVCRMLS,MLS#: 20262874
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
Interior area
- Total structure area: 2,500
- Total interior livable area: 2,500 sqft
- Finished area above ground: 2,500
- Finished area below ground: 0
Property
Lot
- Size: 10,454 Square Feet
Details
- Parcel number: 78.19122
- Zoning: 01
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Condition
- New construction: No
- Year built: 1965
Community & HOA
Location
- Region: Windham
Financial & listing details
- Price per square foot: $276/sqft
- Tax assessed value: $169,500
- Annual tax amount: $3,836
- Date on market: 6/1/2026
Estimated market value
Not available
Estimated sales range
Not available
$2,009/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Listed for sale | $689,000$276/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12496
Nearby schools
GreatSchools rating
- 6/10Windham Ashland Central SchoolGrades: PK-12Distance: 0.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Greene County
- Windham
- 12496
- 5355 New York 23








