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  • $2,495,000

    3 Leon Macglashan Road, Windham, NY 12496

    8beds
    3,350sqft
    Single Family Residence
    Built in 1887
    210 Acres Lot
    $2,287,700 Zestimate®
    $745/sqft
    $-- HOA

    What's special

    Scenic viewpointsExpansive living spacesTimeless architectural detailsExpansive acreageCrystal-clear streamsOriginal hand-hewn beamsCozy nooks
    Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan Road Nestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities. Every corner of this land tells a story, blending the allure of yesteryear with the comfort and functionality of modern living. The centerpiece is a majestic 10-bedroom farmhouse, meticulously crafted with original hand-hewn beams, expansive living spaces, and timeless architectural details. Each room reflects a careful balance of rustic character and modern convenience, offering the perfect environment for family gatherings, creative retreats, or hosting guests. The home's generous layout includes multiple living areas, formal dining spaces, cozy nooks, and a chef-inspired kitchen ready for culinary adventures. Step outside and discover a landscape of sublime wonder. Two crystal-clear streams meander through open meadows, surrounded by mature forests and wildlife habitats. This property offers a rare combination of seclusion and accessibility, with trails and pathways that invite exploration, reflection, or adventure. With over 210 acres, there is room for equestrian pursuits, hiking, sustainable farming, or a private compound. The land's unrestricted potential makes it a perfect canvas for those seeking a retreat, a creative haven, or even a boutique inn or event venue. Beyond the natural beauty, the property's strategic location allows you to enjoy the cultural and recreational richness of the Catskills. Local attractions, hiking trails, ski resorts, and charming nearby towns provide seasonal and year-round experiences, while the estate's expansive acreage ensures ultimate privacy. Whether watching the sunrise over the mountains, listening to the streams, or entertaining friends in the warm embrace of the farmhouse, every day feels like a retreat into timeless elegance. Additional features include ample outbuildings, stone walls, and scenic viewpoints that further enhance the property's charm. The estate's mix of meadows, forested areas, and waterways provides a rare combination of natural beauty and functional versatility. Whether your dream is a serene family retreat, an artist's sanctuary, a sustainable farm, or a private resort, this property delivers the space, privacy, and inspiration to bring that vision to life. This is a once in a lifetime opportunity to own one of the most distinctive and desirable properties in the Catskills. Its combination of historic elegance, natural splendor, and boundless potential ensures that 3 Leon Macglashan Road is not just a home, but a legacy to cherish for generations. Discover a property where every sunrise feels like a masterpiece, every stream whispers serenity, and every room tells a story. Here, rustic elegance meets timeless wonder, creating an experience unlike any other in the region. For those seeking a rare estate with soul, character, and endless possibilities, this is the address where dreams are realized, adventures begin, and memories last a lifetime.
    80 days
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    183
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    11
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    Zillow last checked: 8 hours ago

    Listing updated: October 21, 2025 at 05:08pm

    Listing by:

    Serhant LLC 646-480-7668,

    Cameron Ashkarkhizani 845-514-4905,

    Jake Garay 914-772-2603,

    Serhant LLC

    Source: HVCRMLS,MLS#: 20254706MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 8
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Heating
    • Baseboard, Hot Water, Oil, Steam
    Appliances
    • Included: Oven, Gas Range, Electric Water Heater, Dishwasher, Convection Oven
    Features
    • Dry Bar, High Speed Internet
    • Flooring: Wood
    • Has basement: No
    Interior area
    • Total structure area: 3,350
    • Total interior livable area: 3,350 sqft
    • Finished area above ground: 5,500
    • Finished area below ground: 1,200

    Property

    Features
    • Levels: Tri-Level
    • Patio & porch: Deck, Patio, Porch
    • Exterior features: Courtyard, Fire Pit, Garden, Lighting, Private Yard, Storage
    • Has view: Yes
    • View description: Creek/Stream, Mountain(s), Park/Greenbelt, Pasture, Rural, Trees/Woods
    • Has water view: Yes
    • Water view: Creek/Stream
    Lot
    • Size: 210 Acres
    • Features: Pond on Lot, Many Trees, Native Plants, Near Public Transit, Private
    Details
    • Additional structures: Barn(s)
    • Parcel number: 97.00179.1
    • Zoning: 01

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Farmhouse
    • Property subtype: Single Family Residence
    Materials
    • Frame, Plaster, Vinyl Siding
    • Foundation: Block
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1887

    Utilities & green energy

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

    Community & HOA

    Location
    • Region: Maplecrest

    Financial & listing details

    • Price per square foot: $745/sqft
    • Tax assessed value: $538,100
    • Annual tax amount: $9,387
    • Date on market: 9/30/2025
    • Road surface type: Paved

    Estimated market value

    $2,287,700

    $2.17M - $2.40M

    $3,166/mo

    Price history

    Price history
    DateEventPrice
    9/30/2025Listed for sale$2,495,000+159.9%$745/sqft
    Source: HVCRMLS #20254706 Report a problem
    12/24/2020Sold$960,000-70.5%$287/sqft
    Source: HVCRMLS #126975 Report a problem
    3/9/2015Listing removed$3,250,000$970/sqft
    Source: Select Sotheby's International Realty #959000 Report a problem
    7/11/2013Price change$3,250,000-18.8%$970/sqft
    Source: Select Sotheby's International Realty #959000 Report a problem
    3/21/2013Listed for sale$4,000,000$1,194/sqft
    Source: Select Sotheby's International Realty #959000 Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    BuyAbility℠ payment

    Estimated monthly payment
    All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
    HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
    Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
    See how much you could borrow to make a competitive offer.

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    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 12454

    Nearby schools

    GreatSchools rating

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