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Windham, NY Multifamily Homes & Duplexes for Sale

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  • /7

    $689,000

    • 5 Beds
    • 5 Baths
    • 2,500 Sq Ft

    5355 New York 23, Windham, NY 12496

    CALLING INVESTORS - PRIME WINDHAM VILLAGE OPPORTUNITY Rare opportunity in the heart of Windham Village with exceptional commercial and residential development potential. Positioned in one of the Catskills' most desirable four-season destinations, this property offers investors the chance to capitalize on the continued growth and popularity of Windham.Windham is truly ''the place to be,''

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    5355 New York 23, Windham, NY 12496
  • /39

    $639,000

    $21K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    60 Route 65a, Windham, NY 12439

    Welcome to Windham Creek Lodge. Are you looking for a money maker? a year-round residence? or your private get away? Here it is! Located just minutes from Windham Mountain and short ride to Hunter Mountain. It's currently used as short term rental with a proven rental track record. It was renovated in 2023-2024 including both updated kitchens and baths, appliances, two new electric fireplaces,

    Douglas Schenk RE/MAX Capital

    60 Route 65a, Windham, NY 12439
  • /30

    $565,000

    • 5 Beds
    • 2 Baths

    96 56, Windham, NY 12496

    An amazing opportunity to own the perfect mountain retreat! This legal two-family home offers incredible flexibility as a two-unit investment property or an owner-occupied home with income-producing potential. The main house features a living room and formal dining room with beautifully refinished hardwood floors, an updated kitchen with granite countertops and brand-new stainless steel

    Doris Kennedy Kennedy L I Realty

    96 56, Windham, NY 12496
  • /39

    $639,000

    $21K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    60 Route 65-A, Windham, NY 12496

    Welcome to Windham Creek Lodge. Are you looking for a money maker? a year-round residence? or your private get away? Here it is! Located just minutes from Windham Mountain and short ride to Hunter Mountain. It's currently used as short term rental with a proven rental track record. It was renovated in 2023-2024 including both updated kitchens and baths, appliances, two new electric fireplaces,

    Douglas Schenk RE/MAX Capital

    60 Route 65-A, Windham, NY 12496
  • /53

    $579,000

    • 6 Beds
    • 3 Baths
    • 1,680 Sq Ft

    49 Chase Dr, Hensonville, NY 12439

    A rare income-generating property nestled in the heart of the Catskills -- fully positioned to capitalize on year-round ski and outdoor tourism.This turnkey investment property features two self-contained apartments, each ideally suited for short-term rental on Airbnb. With ski season drawing visitors from across the region, the property's proximity to both Windham Mountain Club and Hunter

    Sheila Word Coldwell Banker Village GreenW

    49 Chase Dr, Hensonville, NY 12439

Why Live in Windham

Windham, NY, located in the Catskills, has been a popular destination since the 1820s, with tourism booming after the opening of a ski resort in 1960. The Windham Mountain Club remains a major attraction, offering skiing, an 18-hole golf course, and horseback riding. Beyond the slopes, the area is known for hiking, mountain biking, and fishing, with The Windham Path providing a nearly 2-mile trail suitable for leisurely hikes and cycling. The town's Main Street features local restaurants, shops, and historic churches, with The Chicken Run offering live music and hearty meals. For groceries, residents often visit the Main Street Market or travel 15 miles to the nearest Hannaford supermarket. Homes in Windham range from condos and townhouses with resort amenities to private single-family chalets, often designed with timbering, stone foundations, and A-frame roofs. The Windham-Ashland-Jewett Central School District serves all grade levels on one campus, maintaining small class sizes and offering college-level courses. Community events, such as free summer concerts and the Autumn Affair Fall Fest, are organized by the Windham Chamber of Commerce. Windham is accessible via state Route 23, with Interstate 87 providing routes to Albany, 30 miles away, and New York City, 120 miles away. For medical care, residents travel 40 miles to Margaretville Hospital.

Home Price Trends

Median Sale Price
$702,000
Median Single Family Sale Price
$699,000
Median Townhouse Sale Price
$412,000
Median 2 Bedroom Sale Price
$314,500
Median 1 Bedroom Sale Price
$158,000
Average Price Per Sq Ft
$354
Number of Homes for Sale
78
Last 12 months Home Sales
87
Months of Supply
10.80
Median List Price
$700,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
52%
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