Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
Listing photo for 415 Old Road, Windham, NY
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415 Old Road,

Windham, NY

$749,000

3 Beds
3½ Baths
3,729 Sqft
4.00 Acres
1 Garages

Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for days on nearby Windham Ski slopes and return to a spacious chalet featuring an open great room with a warm fireplace in the sunken living area. The property includes ample space for holiday gatherings or casual meals at the kitchen island. The main floor consists of two large bedrooms, a full bathroom, laundry facilities, and a half bath adjacent to the kitchen. Upstairs, a primary suite and loft provide additional privacy and comfort. The sought-after family room is equipped with a supplementary kitchen, wood-burning stove, quality ski furnishings, pool table, dart games, extra office/sleeping space, and another full bathroom. A convenient one-car garage ensures secure late-night arrivals and easy access. The home boasts a new heating system, full-house air conditioning, and high-quality finishes including marble, hardwood and carpet flooring, wood doors and trim, skylights, and vaulted ceilings—creating a true mountain chalet ambiance. Offered furnished and turnkey, this custom-built home has never before been on the market and is ready for its next owners. Located just minutes from Windham Club, it offers access to year-round activities and the potential to become your dream mountain residence.

Facts & Features
MLS® # 20254472
Price $749,000
Bedrooms 3
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 3,729
Acres 4.00
Year Built 1988
Type Residential
Sub-Type Single Family Residence
Style Chalet
Status Active
MLS ucbr
Community Information
Address 415 Old Road
Area Windham
City Windham
County Greene
State NY
Zip Code 12496
Amenities
Utilities Cable Available, Electricity Connected, Phone Available, Water Connected, Underground Utilities
Parking Garage Faces Side, Driveway
# of Garages 1
View Mountain(s), Pond
Is Waterfront No
Interior
Interior Features Ceiling Fan(s), Double Vanity, Eat-in Kitchen, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Recessed Lighting, Recreation Room
Appliances Washer/Dryer, Microwave, Exhaust Fan, Electric Range, Dishwasher
Heating Baseboard, Hot Water, Oil
Cooling Ceiling Fan(s), Central Air
Has Basement Yes
Basement Finished, Full, Walk-Out Access
Fireplace Yes
# of Fireplaces 1
Fireplaces Living Room, Masonry, Wood Burning Stove
Stories Three Or More
Exterior
Exterior Batts Insulation, Concrete, Frame, Vinyl Siding
Exterior Features Private Yard
Lot Description Pond on Lot, Corner Lot, Front Yard, Paved, Private, Rectangular Lot
Roof Asphalt
Construction Batts Insulation, Concrete, Frame, Vinyl Siding
Foundation Concrete Perimeter
School Information
District Wind-Ash-Jewett
Additional Information
Date Listed September 19th, 2025
Days on Market 214
Zoning R
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Hunter Windham Real Estate
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Listing information last updated on April 22nd, 2026 at 4:35am EDT.