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  • $1,400,000

    351 N Settlement Road, Ashland, NY 12407

    4beds
    3,610sqft
    Single Family Residence
    Built in 1890
    113.48 Acres Lot
    $1,515,400 Zestimate®
    $388/sqft
    $4,346 Estimated rent

    Home value

    $1,515,400

    $1.23M - $1.88M

    $4,346/mo

    Zestimate® history
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    What's special

    Picturesque pondMountain views
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Regina Tortorella 914-466-0329,

    Coldwell Banker Village GreenW,

    Aaron Perer,

    Coldwell Banker Village GreenW

    Bought with:

    Regina Tortorella, 40pe1174707

    Coldwell Banker Village GreenW

    Source: HVCRMLS,MLS#: 20256144MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Heating
    • Hot Water, Oil, Radiant
    Cooling
    • Central Air
    Appliances
    • Included: Other, Water Heater, Washer, Refrigerator, Range Hood, Range, Dryer, Double Oven, Dishwasher
    • Laundry: Inside, Laundry Room, Sink
    Features
    • Granite Counters, High Ceilings, Walk-In Closet(s)
    • Flooring: Hardwood, Varies, Wood
    • Has basement: No
    • Number of fireplaces: 3
    • Fireplace features: Living Room, Masonry
    Interior area
    • Total structure area: 3,610
    • Total interior livable area: 3,610 sqft
    • Finished area above ground: 3,610
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 3
    • Parking features: On Site, Off Street, Heated Garage, Driveway
    • Garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Patio & porch: Covered, Patio, Porch
    • Fencing: Partial
    • Has view: Yes
    • View description: Meadow, Mountain(s)
    Lot
    • Size: 113.48 Acres
    • Features: Pond on Lot, Meadow, Pasture, Views, Wooded
    Details
    • Additional structures: Barn(s), Garage(s)
    • Parcel number: 77.00221
    • Zoning: 01

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Farmhouse
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Roof: Composition
    Condition
    • New construction: No
    • Year built: 1890

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Security
    • Security features: Security System
    Location
    • Region: Ashland

    Other

    Other facts
    • Road surface type: Asphalt

    Price history

    DateEventPrice
    5/26/2026Sold$1,400,000-6.7%$388/sqft
    Source: Public Record Report a problem
    3/19/2026Sold$1,500,000-6.2%$416/sqft
    Source: HVCRMLS #20256144 Report a problem
    2/10/2026Pending sale$1,599,000$443/sqft
    Source: HVCRMLS #20256144 Report a problem
    1/11/2026Contingent$1,599,000$443/sqft
    Source: HVCRMLS #20256144 Report a problem
    12/26/2025Listed for sale$1,599,000-11.1%$443/sqft
    Source: HVCRMLS #20256144 Report a problem
    7/25/2024Listing removed--
    Source: HVCRMLS #20230186 Report a problem
    2/15/2024Price change$1,799,000-10%$498/sqft
    Source: Columbia Greene Northern Dutchess MLS #145108 Report a problem
    6/4/2023Listed for sale$1,999,999-65.8%$554/sqft
    Source: Columbia Greene Northern Dutchess MLS #145108 Report a problem
    1/6/2023Listing removed--
    Source: BHHS broker feed Report a problem
    8/3/2022Price change$5,850,000-0.8%$1,620/sqft
    Source: BHHS broker feed #202210675 Report a problem
    5/16/2022Price change$5,900,000+0.9%$1,634/sqft
    Source: Berkshire Hathaway HomeServices New England Properties #3741366 Report a problem
    1/25/2022Price change$5,850,000-0.8%$1,620/sqft
    Source: Global MLS #202210675 Report a problem
    1/12/2022Listed for sale$5,900,000+96.7%$1,634/sqft
    Source: Columbia Greene Northern Dutchess MLS #140563 Report a problem
    8/7/2021Listing removed--
    Source: Columbia Greene Northern Dutchess MLS #133417 Report a problem
    7/20/2021Price change$2,999,999+0%$831/sqft
    Source: Berkshire Hathaway HomeServices #H6081486 Report a problem
    10/28/2020Listed for sale$2,999,000-45.5%$831/sqft
    Source: Columbia Greene Northern Dutchess MLS #133417 Report a problem
    8/9/2020Listing removed$5,500,000$1,524/sqft
    Source: Berkshire Hathaway Blake #202024646 Report a problem
    8/6/2020Listed for sale$5,500,000+224.5%$1,524/sqft
    Source: Berkshire Hathaway HomeServices Blake, REALTORS� #133417 Report a problem
    5/22/2019Listing removed$1,695,000$470/sqft
    Source: Coldwell Banker Village GreenW #20181962 Report a problem
    5/21/2018Listed for sale$1,695,000-38.4%$470/sqft
    Source: Coldwell Banker Village Green - Windham #120969 Report a problem
    2/19/2016Listing removed$2,750,000$762/sqft
    Source: Select Sotheby's International Realty #102930 Report a problem
    11/23/2015Listed for sale$2,750,000-45%$762/sqft
    Source: Select Sotheby's International Realty #102930 Report a problem
    7/10/2015Listing removed$5,000,000$1,385/sqft
    Source: Select Sotheby's International Realty #91227 Report a problem
    3/19/2015Price change$5,000,000+2%$1,385/sqft
    Source: Select Sotheby's International Realty #91227 Report a problem
    2/27/2015Price change$4,900,000-2%$1,357/sqft
    Source: Select Sotheby's International Realty #98033 Report a problem
    7/24/2014Listed for sale$5,000,000+1566.7%$1,385/sqft
    Source: Select Sotheby's International Realty #98033 Report a problem
    7/29/2002Sold$300,000+5.3%$83/sqft
    Source: Public Record Report a problem
    3/7/2000Sold$285,000$79/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $655,700 -10.1%
    2024-- $729,000 -60.3%
    2023-- $1,837,700
    2022-- $1,837,700
    2021-- $1,837,700 +135.2%
    2020-- $781,400
    2019-- $781,400
    2018-- $781,400
    2017$18,470 $781,400
    2016-- $781,400
    2015-- $781,400 +107.7%
    2014-- $376,200
    2013-- $376,200
    2012-- $376,200
    2011-- $376,200
    2010-- $376,200
    2009-- $376,200
    2008-- $376,200 +5.6%
    2007-- $356,200
    2006-- $356,200 +18.7%
    2005-- $300,000 +19.6%
    2004-- $250,800 -16.4%
    2003-- $300,000 +88.7%
    2002-- $159,000 +16.5%
    2001-- $136,500

    Find assessor info on the county website

    Neighborhood: 12407

    Nearby schools

    GreatSchools rating