351 N Settlement Road, Ashland, NY 12407

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Property Description

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 Christmans 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 Windhams 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), theres 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 caretakers 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 Christmans 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.

351 N Settlement Road | MLS# 20256144

This single family home located at 351 N Settlement Road, Ashland, NY 12407 is currently listed for sale with an asking price of $1,599,000. This property was built in 1890 and has 4 bedrooms and 3 full and 1 partial baths with 3610 sq. ft. N Settlement Road is located within the Wind-Ash-Jewett school district. Search Ashland real estate on debbie-falcone.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fireplaces: 3
Fuel Type: Oil
Garage: 3
Heating: Hot Water, Oil, Radiant
Home Style: Farmhouse
Lot Size: 113.48 Acres
Roof Type: Composition
Stories: 2.0
Taxes: $29,114
Year Built: 1890

Amenities

Granite Counters
High Ceilings
Walk-In Closet(s)

Feature Descriptions

Appliances: Other, Water Heater, Washer, Refrigerator, Range Hood, Range, Dryer, Double Oven, Dishwasher
Days on Site: 66
Exterior: Frame
Fireplace: Living Room, Masonry
Flooring: Hardwood, Varies, Wood
Laundry: Inside, Laundry Room, Sink
Lot: Pond on Lot, Meadow, Pasture, Views, Wooded
Parcel #: 77.00-2-21
Parking: On Site, Off Street, Heated Garage, Driveway
Patio/Porch: Covered, Patio, Porch
Road Surface: Asphalt
Security: yes
Security Features: Security System
Sewer: Septic Tank
SQFT Total: 3610
Water: Well
Wooded: Yes

Local Schools

School District: Wind-Ash-Jewett

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Estimated Payment

$ 6,451.22 per month $3,558.68 Principal & Interest $2,426.17 Property Tax $466.38 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Coldwell Banker Village GreenW

Shown By

Agent Name: Debbie Falcone
Agent Phone: (516) 695-9460
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 1:12:32 AM EST) or Global MLS (last updated Tue 03/03/2026 1:06:55 AM EST) or New York State Alliance MLS (last updated Tue 03/03/2026 1:10:29 AM EST) or Hudson Valley Catskill Region MLS (last updated Tue 03/03/2026 12:11:14 AM EST) or OneKey MLS (last updated Tue 03/03/2026 1:10:05 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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