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.
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.
Property Details
Price:
$899,000
MLS #:
R1697474
Status:
Active
Beds:
6
Baths:
5
Type:
Single Family
Subtype:
SingleFamilyResidence
Neighborhood:
windham194600
Listed Date:
Jul 10, 2026
Finished Sq Ft:
3,080
Total Sq Ft:
3,080
Lot Size:
182,952 sqft / 1.02 acres (approx)
Year Built:
1931
See this Listing
Schools
School District:
Windham-Ashland-Jewett
Interior
Appliances
Dryer, Dishwasher, Electric Oven, Electric Range, Microwave, Oil Water Heater, Refrigerator, Washer
Bathrooms
5 Full Bathrooms
Cooling
Other, See Remarks
Fireplaces Total
1
Flooring
Hardwood, Other, See Remarks, Varies
Heating
Electric, Oil, Other, See Remarks, Baseboard, Radiant
Interior Features
Ceiling Fans, Cathedral Ceilings, Separate Formal Living Room, Home Office, Second Kitchen, Bedroom On Main Level, Main Level Primary, Primary Suite
Levels
Two
Main Level Bathrooms
3
Main Level Bedrooms
3
Exterior
Architectural Style
Two Story
Construction Materials
Frame, Spray Foam Insulation, Vinyl Siding, Wood Siding
Exterior Features
Blacktop Driveway, Deck, Patio, Propane Tank Owned
Lot Features
Irregular Lot
Other Structures
Guest House
Parking Features
No Garage, Circular Driveway, Driveway
Patio And Porch Features
Deck, Patio
Roof
Metal
Stories
2
Financial
Taxes
$9,232
Map
Community
- Address5628 Route 23 Windham NY
- CityWindham
- CountyGreene
- Zip Code12496
Market Summary
Current real estate data for Single Family in Windham as of Sep 11, 2026
1
Single Family Listed
63
Avg DOM
292
Avg $ / SqFt
$899,000
Avg List Price
Property Summary
- 5628 Route 23 Windham NY is a Single Family for sale in Windham, NY, 12496. It is listed for $899,000 and features 6 beds, 5 baths, and has approximately 3,080 square feet of living space, and was originally constructed in 1931. The current price per square foot is $292. The average price per square foot for Single Family listings in Windham is $292. The average listing price for Single Family in Windham is $899,000. To schedule a showing of MLS#r1697474 at 5628 Route 23 in Windham, NY, contact your Concrete Jungle Realty agent at 3472420937.
Similar Listings Nearby
Courtesy of Windstar Realty Group LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the New York State Alliance of MLSs. Detailed information about real estate listings held by brokerage firms other than Concrete Jungle Realty include the name of the listing broker. Neither the listing company nor Concrete Jungle Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. New York State Alliance of MLSs. All rights reserved. 5628 Route 23
Windham, NY