Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather-while still enjoying their own private spaces, a pass through income property with excellent ROI and very low maintenance, or a combination of family home and income property! The Layout: Main Residence; A beautifully appointed duplex featuring a 3-bedroom, 2-bathroom unit and a separate 2-bedroom, 2-bathroom unit. Both units are totally and tastefully renovated to include modern comforts and Catskills warmth. The Guest Cottage; A picturesque, Amish-made studio cabin with a full bath and kitchenette-ideal for guests who appreciate a little extra privacy. Appropriately named the Cutest Cabin. Mountain Living at its Finest: After a day on the slopes, unwind in the hot tub or gather around one of the three separate fire pits and BBQ areas. The property is packed with premium, worry-free upgrades: cozy radiant heating, high-end Kohler fixtures, and a full-property Generac generator for total peace of mind. Minutes from Windham Mountain Club, local dining, and outdoor adventures. Bring the family, bring your vision, and make this Catskills treasure yours.
5628 Route 23
Windham, NY 12496
- Property type
- Status
- Active
- Year built
- 1934
- Lot size
- 1.02 acres
- MLS#
- 11914321
- Beds · Baths
- 6 · 5
Windham, NY.
Windham, New York, is a market our advisors follow closely — its streets, housing stock and setting each shape what a residence here is worth and how it lives day to day. We are glad to walk you through the locale in detail, and how this particular address sits within it.
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Listings updated Oct 14, 2026



