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Windswept Farm - A Premier Catskills Estate Near Windham Mountain Club. Windswept Farm offers the perfect Upstate New York retreat just 4.6 miles from the Windham Mountain Club, 5.2 miles from Christman's Windham House Golf Club, and less than 2.5 hours from NYC. This postcard-perfect estate spans 113 acres at 351 N Settlement Road, with the option to purchase an additional contiguous 34.33 acres at 447 N Settlement Road, creating nearly 150 acres of extraordinary mountain-view countryside. Set against a backdrop of rolling hills, streams, and open meadows, Windswept Farm is ideal for buyers seeking a luxury second home, vacation property, or unique event venue within minutes of Windham's vibrant town center. With plenty of road frontage, it offers unmatched presence and accessibility. The renovated farmhouse showcases timeless elegance and modern comfort. Every detail"”from the reclaimed Australian cypress, oak, and cherry wood floors to the luxury Waterworks and Ettoule finishes"”reflects sophisticated craftsmanship. The home features four bedrooms, three with their own private en-suite bathrooms, offering exceptional comfort for guests. A spacious custom kitchen opens to a bluestone patio that welcomes outdoor entertaining, while the large mudroom with French doors and built-ins provides both style and function. With 5,050 finished square feet (including the heated lower level with a family room and den), there's room to live and gather in luxury. The property includes a three-car detached garage/ carriage house with a finished second floor, easily convertible into a guest house or caretaker's quarters, plus a cow barn, and pristine natural features such as a wide trout stream and picturesque pond. Whether you envision a private equestrian estate, a mountain getaway, or want to explore the possibility of creating an event space, Windswept Farm offers unmatched beauty, flexibility, and convenient proximity to all that Windham has to offer. Property Highlights: 113-acre estate with the option to purchase contiguous 34.33-acre parcel, 4 bedrooms, 3 en-suite baths, 5,050 sq. ft. finished living space, 4.6 miles to Windham Mountain Club and 5.2 miles to Christman's Golf Course, 3-car detached garage/carriage house with finished loft (ideal guest house conversion), Stream, pond, barns, bluestone patio, and mountain views. Less than 2.5 hours from New York City Experience Windswept Farm"”your gateway to the luxury, tranquility, and timeless beauty of the Catskills. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Property Type(s):
Single Family
| Last Updated | 12/26/2025 | Year Built | 1890 |
|---|---|---|---|
| Community | Ashland | Garage Spaces | 3.0 |
| County | Greene |
Additional Details
| AIR | CENTRAL AIR |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | DISHWASHER, Double Oven, DRYER, OTHER, RANGE, RANGE HOOD, REFRIGERATOR, WASHER, Water Heater |
| AREA | Ashland |
| BARN/EQUESTRIAN | Yes |
| CONSTRUCTION | Frame |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | FORCED AIR, HOT WATER, Oil, RADIANT |
| INTERIOR | Granite Counters, High Ceilings, Walk-In Closet(s) |
| LOT | 113.48 acre(s) |
| LOT DESCRIPTION | MEADOW, Pasture, Views, WOODED |
| LOT DIMENSIONS | 113.48 |
| PARKING | Driveway, Heated Garage, Off Street, On Site |
| SEWER | Septic Tank |
| STORIES | 2 |
| STYLE | Farmhouse |
| TAXES | 29114 |
| VIEW | Yes |
| VIEW DESCRIPTION | Meadow, Mountain(s) |
| WATER | Private, Well |
Location
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Listed with Coldwell Banker Village GreenW
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The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskills Region Multiple List Service.
Information is deemed reliable but is not guaranteed accurate by the MLS. 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.
This IDX solution is (c) Diverse Solutions 2026.
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