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Active
    • $899,000

    5628 Route 23, Windham, NY 12496

    6beds
    3,080sqft
    Single Family Residence
    Built in 1931
    1.02 Acres Lot
    $855,500 Zestimate®
    $292/sqft
    $-- HOA

    What's special

    Totally and tastefully renovatedBeautifully appointed duplexHot tubCozy radiant heatingHigh-end kohler fixturesPicturesque amish-made studio cabin
    Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather—while still enjoying their own private spaces, a pass through income property with excellent ROI and very low maintenance, or a combination of family home and income property! The Layout: Main Residence; A beautifully appointed duplex featuring a 3-bedroom, 2-bathroom unit and a separate 2-bedroom, 2-bathroom unit. Both units are totally and tastefully renovated to include modern comforts and Catskills warmth. The Guest Cottage; A picturesque, Amish-made studio cabin with a full bath and kitchenette—ideal for guests who appreciate a little extra privacy. Appropriately named the Cutest Cabin. Mountain Living at its Finest: After a day on the slopes, unwind in the hot tub or gather around one of the three separate fire pits and BBQ areas. The property is packed with premium, worry-free upgrades: cozy radiant heating, high-end Kohler fixtures, and a full-property Generac generator for total peace of mind. Minutes from Windham Mountain Club, local dining, and outdoor adventures. Bring the family, bring your vision, and make this Catskills treasure yours.
    34 days
    |
    700
    |
    27
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Windstar Realty Group LLC 607-442-4000,

    Susan L. Miller 518-898-4660

    Source: NYSAMLSs,MLS#: R1697474MLS LogoOriginating MLS: Otsego-Delaware

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 5
      • Main level bathrooms: 3
      • Main level bedrooms: 3
      Bedroom 1
      • Level: First
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bedroom 4
      • Level: Second
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Other
      • Level: First
      Other
      • Level: Second
      Other
      • Level: Second
      Heating
      • Electric, Oil, Other, See Remarks, Baseboard, Radiant
      Cooling
      • Other, See Remarks
      Appliances
      • Included: Dryer, Dishwasher, Electric Oven, Electric Range, Microwave, Oil Water Heater, Refrigerator, Washer
      Features
      • Ceiling Fan(s), Cathedral Ceiling(s), Separate/Formal Living Room, Home Office, Second Kitchen, Bedroom on Main Level, Main Level Primary, Primary Suite
      • Flooring: Hardwood, Other, See Remarks, Varies
      • Basement: Full
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,080
      • Total interior livable area: 3,080 sqft

      Property

      Parking
      • Parking features: No Garage, Circular Driveway, Driveway
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Patio
      • Exterior features: Blacktop Driveway, Deck, Patio, Propane Tank - Owned
      Lot
      • Size: 1.02 Acres
      • Dimensions: 366 x 210
      • Features: Irregular Lot
      Details
      • Additional structures: Guest House
      • Parcel number: 95.0118
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Two Story
      • Property subtype: Single Family Residence
      Materials
      • Frame, Spray Foam Insulation, Vinyl Siding, Wood Siding
      • Foundation: Block, Poured
      • Roof: Metal
      Condition
      • Resale
      • Year built: 1931

      Utilities & green energy

      • Sewer: Connected
      • Water: Well
      • Utilities for property: Electricity Connected, High Speed Internet Available, Sewer Connected

      Community & HOA

      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $292/sqft
      • Tax assessed value: $281,600
      • Annual tax amount: $9,232
      • Date on market: 7/10/2026
      • Cumulative days on market: 6 days
      • Listing terms: Cash,Conventional

        Estimated market value

        $855,500

        $813,000 - $898,000

        $7,704/mo

        Price history

        DateEventPrice
        7/23/2026Price change$899,000-35.6%$292/sqft
        Source: NYSAMLSs #R1697474 Report a problem
        10/9/2025Price change$1,395,000-0.4%$453/sqft
        Source: NY State MLS #11586812 Report a problem
        5/29/2025Price change$1,400,000+40.1%$455/sqft
        Source: NY State MLS #11483494 Report a problem
        4/26/2025Price change$999,000+14.2%$324/sqft
        Source: NY State MLS #11483494 Report a problem
        1/9/2025Listed for sale$875,000-26.2%$284/sqft
        Source: Columbia Greene Northern Dutchess MLS #155675 Report a problem
        2/26/2024Listing removed--
        Source: Columbia Greene Northern Dutchess MLS #150418 Report a problem
        12/21/2023Price change$1,185,000-7.8%$385/sqft
        Source: Columbia Greene Northern Dutchess MLS #150418 Report a problem
        10/22/2023Listed for sale$1,285,000+12.2%$417/sqft
        Source: Columbia Greene Northern Dutchess MLS #150418 Report a problem
        3/23/2023Listing removed--
        Source: Columbia Greene Northern Dutchess MLS #143937 Report a problem
        3/2/2023Price change$1,145,000-2.1%$372/sqft
        Source: Columbia Greene Northern Dutchess MLS #143937 Report a problem
        9/22/2022Listed for sale$1,170,000+47.2%$380/sqft
        Source: Columbia Greene Northern Dutchess MLS #143937 Report a problem
        6/10/2021Listing removed--
        Source: ODBR #129258 Report a problem
        4/20/2021Price change$795,000-6.5%$258/sqft
        Source: Columbia Greene Northern Dutchess MLS #135810 Report a problem
        3/2/2021Price change$850,000+9.7%$276/sqft
        Source: Windstar Realty Group, LLC - Windham #135791 Report a problem
        12/31/2020Listed for sale$775,000-11.4%$252/sqft
        Source: Windstar Realty Group, LLC - Windham #135791 Report a problem
        7/26/2018Listing removed$875,000$284/sqft
        Source: WINDSTAR REALTY GROUP LLC #10461343 Report a problem
        9/1/2017Listed for sale$875,000$284/sqft
        Source: Windstar Realty Group, LLC #117144 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Estimated monthly payment$1,822
        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.
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        Climate risks

        Neighborhood: 12496

        Getting around

        9 / 100
        Car-Dependent
        8 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Windham-Ashland-Jewett

        Source: NYSAMLSs. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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