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    • $1,599,000

    5433 New York 23, Windham, NY 12496

    5beds
    4,056sqft
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    Single Family Residence
    Built in 1930
    0.34 Acres Lot
    $1,635,000 Zestimate®
    $394/sqft
    $-- HOA

    What's special

    Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your enclosed balcony or sip hot cocoa as you follow skiers as they slalom down Windham Mountain trails from your generous eat-in-kitchen. The distinct layout of this home design features a 2nd level entertainer's paradise with sprawling kitchen island, custom beverage center, and unobstructed mountain views. An insulated covered deck off the great room and kitchen brings the outside into your entertainment space. After the sun goes down, the gas fireplace is a perfect place to cozy up and enjoy listening to music from one of the 4-zone multimedia systems. Downstairs, five spacious and bright bedrooms encircle the center staircase on the 1st level with 2 well-appointed full baths, a powder room, and laundry room equipped with an oversized washer and dryer. Enter through the elegant front foyer with its grand staircase or trudge around the side entrance into a massive snow room to remove and store all your winter gear. Soaring high ceilings on both sleeping and living floors. Rear barn with plumbing, electric, and metal roof is ready to become your studio, workshop, or recreation space. The covered wrap-around front porch with exterior recessed lighting completes the picture and invites you sit, relax, and unwind. A perfect blend of style, comfort, lifestyle, and modern luxury. All this is just steps away from dining, shopping, and all the wonderful reasons why people have sought out Windham for generations. A rare opportunity to own a home of this quality and location. Come create the memories your family will enjoy for a lifetime!
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    Zillow last checked:

    Listing updated:

    Listed by:

    Windstar Realty Group, LLC 518-734-6600,

    Douglas Blum 917-922-6213

    Source: HVCRMLS,MLS#: 20264601MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      Primary bedroom
      • Level: First
      Bedroom
      • Level: First
      Bedroom
      • Level: First
      Bedroom
      • Level: First
      Bedroom
      • Level: First
      Primary bathroom
      • Level: First
      Bathroom
      • Level: First
      Other
      • Level: First
      Other
      • Level: Second
      Dining room
      • Level: Second
      Great room
      • Level: Second
      Kitchen
      • Level: Second
      Laundry
      • Level: First
      Living room
      • Level: Second
      Utility room
      • Level: First
      Heating
      • ENERGY STAR Qualified Equipment, Forced Air, Zoned
      Cooling
      • Central Air
      Appliances
      • Included: Wine Refrigerator, Washer/Dryer, Washer, Tankless Water Heater, Stainless Steel Appliance(s), Refrigerator, Range Hood, Microwave, Ice Maker, Gas Range, Gas Oven, Freezer, Exhaust Fan, ENERGY STAR Qualified Water Heater, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Appliances, Dishwasher, Convection Oven, Bar Fridge
      • Laundry: Laundry Room, Main Level
      Features
      • Bar, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Primary Downstairs, Recessed Lighting, Smart Camera(s)/Recording, Smart Home, Sound System, Stone Counters, Storage, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Wired for Data, Wired for Sound
      • Flooring: Hardwood, Tile
      • Doors: ENERGY STAR Qualified Doors, French Doors
      • Windows: ENERGY STAR Qualified Windows, Insulated Windows
      • Has basement: No
      Interior area
      • Total structure area: 4,056
      • Total interior livable area: 4,056 sqft
      • Finished area above ground: 4,056
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Asphalt, Paved, Off Street, Driveway, Additional Parking
      • Has uncovered spaces: Yes
      Features
      • Levels: Bi-Level
      • Patio & porch: Enclosed, Front Porch, Patio, Rear Porch, Side Porch, Wrap Around
      • Exterior features: Balcony, Lighting, Private Yard, Smart Camera(s)/Recording
      • Has view: Yes
      • View description: Mountain(s)
      Lot
      • Size: 0.34 Acres
      • Features: Back Yard, Front Yard, Paved, Views
      Details
      • Additional structures: Barn(s), Storage, Workshop
      • Parcel number: 39
      • Zoning: 210

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame, Spray Foam Insulation, Stone, Vinyl Siding
      • Foundation: Stone
      • Roof: Asphalt,Shingle
      Condition
      • Updated/Remodeled
      • New construction: Yes
      • Year built: 1930

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Water Connected, Propane
      Green energy
      • Energy efficient items: Insulation

      Community & HOA

      Community
      • Security: Carbon Monoxide Detector(s), Closed Circuit Camera(s), Prewired, Smoke Detector(s)
      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $394/sqft
      • Tax assessed value: $624,600
      • Annual tax amount: $3,277
      • Date on market: 8/11/2026
      • Listing terms: Cash,Conventional
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        $1,635,000

        $1.55M - $1.72M

        $7,462/mo

        Price history

        DateEventPrice
        8/11/2026Listed for sale$1,599,000$394/sqft
        Source: HVCRMLS #20264601 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

        35 / 100
        Car-Dependent
        41 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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