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  • $2,260,000

    110 Old Road, Windham, NY 12496

    7beds
    5,569sqft
    Single Family Residence
    Built in 2023
    5.3 Acres Lot
    $2,346,400 Zestimate®
    $406/sqft
    $7,477 Estimated rent

    Home value

    $2,346,400

    $2.23M - $2.46M

    $7,477/mo

    Zestimate® history
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    What's special

    Open loftPanoramic windowsModern eleganceSophisticated mountain styleMassive islandBreathtaking viewsWhole-house generator
    Luxury Mountain Retreat | 7 Bed • 5.5 Bath • 5 Acres | Direct Windham Mountain Views | Smart Home | No HOA. Experience luxury mountain living in this brand-new custom-built 7-bedroom, 5.5-bath chalet with unobstructed views of Windham Mountain Club, set on 5 private acres just minutes from downtown Windham, NY. Designed with impeccable European craftsmanship, high-end technology, and sophisticated mountain style, this home is ideal as a primary residence, ski retreat, or luxury vacation rental. Sophisticated Interior Design- Step inside to discover an open-concept layout with soaring ceilings, panoramic windows, and a grand great room framed by the mountain landscape. The imported German kitchen and bar feature a hidden pantry, Porcelanosa counters and tile, a massive island, double dishwashers, and a professional Viking 8-burner range—a dream for chefs and entertainers. Throughout the home, every detail reflects artisan precision: handmade white oak floors and stair treads from Vermont, custom European doors from Poland (including a front door valued over 13K), and large-format Porcelanosa tile that creates a spa-like atmosphere. Four en-suite bedrooms, including a private guest suite, provide comfort and privacy. Two laundry rooms—one on each floor for added convenience. The floating glass staircase, open loft, and vaulted living spaces embody modern mountain luxury. Smart Home & Comfort Features- This home integrates advanced smart technology and everyday essentials for a seamless lifestyle: Sonos whole-home audio system, Ring cameras, & ADT security. MyQ Smart Garage controls smart thermostats & water control system. Radiant floor heating throughout and a whole-house generator for peace of mind. Two garages for vehicles, gear, and extra storage. Outdoor Living- Enjoy true mountain living on the Trex wraparound deck with a covered outdoor lounge, perfect for sunrise coffee, sunset dinners, or relaxing after a day on the slopes. The inviting front porch provides additional space to take in the crisp Catskill Mountain air and spectacular views year-round. Prime Catskills Location- Located in Windham, New York, one of the Catskills' most sought-after destinations, this property offers easy access to Windham Mountain Club for skiing, golf, hiking, mountain biking, and year-round recreation. The vibrant Windham village nearby offers boutique shopping, fine dining, and small-town charm- all just 2.5 hours from NYC. Investment Opportunity- Currently used as the owner's personal second home and a successful part-time luxury vacation rental, this property presents excellent income potential for buyers seeking a turn-key investment in the Catskills. Its combination of location, design, and amenities appeals to both high-end vacationers and full-time residents. Key Features Overview: 7 Bedrooms | 5.5 Baths | 5 Private Acres | No HOA -Direct Windham Mountain Club views -Imported German kitchen & Porcelanosa finishes -Handmade Vermont white oak floors & Polish doors- Four en-suites + two laundry rooms- Viking 8-burner range & double dishwashers- Radiant heating & whole-house generator- Full smart home system: Ring, Sonos, ADT, Garage, Thermostats, & Water control - Trex wraparound deck with covered lounge Two garages & ample storage space. This is a rare opportunity to own one of Windham's most striking new luxury homes, offering breathtaking views, modern elegance, and exceptional comfort year-round. Whether you're seeking a vacation home in the Catskills, a smart mountain estate, or an investment property near Windham Mountain, this home captures everything there is to love about upstate New York living at its finest. Windham, NY — The Catskills' premier destination for luxury ski homes and mountain retreats. 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#: 20256123MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Heating
    • Forced Air, Propane, Radiant
    Cooling
    • Central Air
    Appliances
    • Included: Other, Water Heater, Washer, Refrigerator, Range, Propane Cooktop, Microwave, Electric Water Heater, Dryer, Dishwasher
    • Laundry: Inside, Sink
    Features
    • Bar, Entrance Foyer, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Pantry, Smart Home, Smart Thermostat, Walk-In Closet(s), Wet Bar
    • Flooring: Tile, Wood, Other
    • Basement: None
    • Number of fireplaces: 2
    • Fireplace features: Family Room, Gas Log, Great Room
    Interior area
    • Total structure area: 5,569
    • Total interior livable area: 5,569 sqft
    • Finished area above ground: 5,569
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 4
    • Parking features: Off Street, Driveway
    • Attached garage spaces: 4
    • Has uncovered spaces: Yes
    Features
    • Levels: Tri-Level
    • Patio & porch: Deck, Porch
    • Has view: Yes
    • View description: Mountain(s), Trees/Woods, Other
    Lot
    • Size: 5.30 Acres
    • Features: Landscaped, Private, Secluded, Views
    Details
    • Parcel number: 79.0071
    • Zoning: 01
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Frame, Wood Siding, Other
    • Foundation: Concrete Perimeter, Slab
    • Roof: Asphalt,Shingle
    Condition
    • New construction: No
    • Year built: 2023

    Utilities & green energy

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

    Community & neighborhood

    Security
    • Security features: Security System
    Location
    • Region: Windham

    Other

    Other facts
    • Road surface type: Paved

    Price history

    DateEventPrice
    7/6/2026Sold$2,260,000-9.6%$406/sqft
    Source: HVCRMLS #20256123 Report a problem
    4/1/2026Pending sale$2,500,000$449/sqft
    Source: HVCRMLS #20256123 Report a problem
    3/6/2026Contingent$2,500,000$449/sqft
    Source: HVCRMLS #20256123 Report a problem
    2/16/2026Price change$2,500,000-3.8%$449/sqft
    Source: HVCRMLS #20256123 Report a problem
    2/1/2026Price change$2,599,999-3.7%$467/sqft
    Source: HVCRMLS #20256123 Report a problem
    12/21/2025Listed for sale$2,699,999-3.6%$485/sqft
    Source: HVCRMLS #20256123 Report a problem
    12/15/2025Listing removed$2,800,000$503/sqft
    Source: Global MLS #202524965 Report a problem
    11/17/2025Price change$2,800,000-3.4%$503/sqft
    Source: Global MLS #202524965 Report a problem
    9/1/2025Listed for sale$2,900,000+11.6%$521/sqft
    Source: Global MLS #202524965 Report a problem
    10/8/2024Listing removed$2,599,000$467/sqft
    Source: Columbia Greene Northern Dutchess MLS #152967 Report a problem
    6/29/2024Price change$2,599,000-10.3%$467/sqft
    Source: Columbia Greene Northern Dutchess MLS #152967 Report a problem
    5/30/2024Listed for sale$2,899,000+11.5%$521/sqft
    Source: Columbia Greene Northern Dutchess MLS #152967 Report a problem
    1/31/2024Listing removed--
    Source: Columbia Greene Northern Dutchess MLS #150990 Report a problem
    1/16/2024Price change$2,600,000+8.3%$467/sqft
    Source: Columbia Greene Northern Dutchess MLS #150990 Report a problem
    12/27/2023Listed for sale$2,400,000+1510.7%$431/sqft
    Source: Columbia Greene Northern Dutchess MLS #150990 Report a problem
    12/26/2018Listing removed$149,000$27/sqft
    Source: Coldwell Banker Village Green - Windham #120902 Report a problem
    7/2/2018Listed for sale$149,000-57.3%$27/sqft
    Source: Coldwell Banker Village Green - Windham #120902 Report a problem
    12/2/2012Listing removed$349,000$63/sqft
    Source: Coldwell Banker Village Green Realty #85500 Report a problem
    10/20/2012Price change$349,000-7.9%$63/sqft
    Source: Coldwell Banker Village Green Realty #85500 Report a problem
    9/13/2012Price change$379,000-5.2%$68/sqft
    Source: Coldwell Banker Village Green Realty #85500 Report a problem
    8/31/2012Listed for sale$399,800$72/sqft
    Source: Coldwell Banker Village Green Realty #85500 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $994,400
    2024-- $994,400 +155.9%
    2023-- $388,650 +180.3%
    2022-- $138,650 +207.4%
    2021-- $45,100
    2020-- $45,100
    2019-- $45,100
    2018-- $45,100
    2017$369 $45,100
    2016-- $45,100

    Find assessor info on the county website

    Neighborhood: 12496

    Nearby schools

    GreatSchools rating