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415 Old Road

Windham, NY 12496
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Bed 3

Bed

Bath 4

Bath

SqFt3,279

Sqft

Acres4

Acres(Lot)

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 lof t 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.

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Detail Ic Property Details

Property Type : Residential

Price : $749,000

AD Id : 74485736

MLS Id : 20254472

Beds : 3

Lot Size : 4 Acres

Living Area Size : 3,279

Year Built : 1988

Garage : 1

County : Greene

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Room Information

    Has Basement: Yes Basement: Finished, Full, Walk-Out Access
  • Flooring Information

    Carpet, Hardwood, Marble, Tile
  • Roofing Information

    Asphalt
  • Interior Features

    Ceiling Fan(s), Double Vanity, Eat-in Kitchen, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Recessed Lighting Roof: Asphalt Appliances: Dishwasher, Exhaust Fan, Electric Range, Microwave, Washer/Dryer Laundry Features: Laundry Room Window Features: Insulated Windows, Wood Frames
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, Baseboard, Hot Water, Oil, Wood Stove Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air

  • Building Information

    Year Built: 1988 Building Area Total: 3279 Construction Materials: Cement Siding, Batts Insulation, Concrete, Frame, Vinyl Siding Stories: 2 Frontage Length: 550 Patio And Porch Features: Deck, Wrap Around Private Pool: No View: Mountain(s), Pond
  • Exterior Features

    Exterior Features: Private Yard

  • Lot Information

    Lot Dimensions: 550x350 Main Square Feet: 4 Acres Lot Size Acres: 4 Lot Size Square Feet: 174240 Lot Description: Corner Lot, Front Yard, Paved, Private, Rectangular Lot

  • Listing Price Information

    Listing Price: $749000 Original Price: $799000 Cash, Conventional

  • Tax Information

    Parcel Number: 26.2,26.1 Tax Lot: 79.00 Tax Block: 2 Tax Year: 2025 Annual Tax: $5789 Tax Legal Desc: 79.00-2-26.2 house 79.00-2-26.1 land tax amount reflects both lots

  • Parking Information

    Driveway, Garage Faces Side, Attached, Garage

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 1

  • Utility Information

    Cable Available, Electricity Connected, Phone Available, Underground Utilities, Water Connected
  • Location Information

    WaterSource: Private, Well Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
436 Big Hollow Road, Windham, NY, 12496 $379,000 3 2 1,400 1,400 SqFt
5359 Main Street #2H., Windham, NY, 12496 $289,000 2 2 838 838 SqFt
591 & 587 Co Rd 56, Windham, NY, 12496 $575,000 3 2 1,376 1,376 SqFt
TBD Boulder Brook Rd Lo.., Windham, NY, 12496 $159,900 -- -- --
3 Leon Macglashan Road, Windham, NY, 12496 $2,495,000 8 4 3,350 3,350 SqFt
3 Leon Macglashan Road, Windham, NY, 12496 $2,495,000 8 4 3,350 3,350 SqFt
9 Pinekill Ln Ln, Windham, NY, 12496 $599,000 3 3 1,680 1,680 SqFt
33 Elm Ridge Road Rd, Windham, NY, 12496 $1,749,000 5 3 3,893 3,893 SqFt
274 Brooksburgh Road #67, Windham, NY, 12496 $399,000 4 4 1,717 1,717 SqFt
274 County Route 65 #55, Windham, NY, 12496 $325,000 2 3 1,295 1,295 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. 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. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 06/04/2026 @ 09:23

MLS: 20254472 LISTED BY: Laurie Hanenberg, Hunter Windham Real Estate SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

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