9

Windham, NY Homes for Sale under $2,000,000

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  • /45

    $1,850,000

    • 5 Beds
    • 3 Baths
    • 3,740 Sq Ft

    37 The Loop, Windham, NY 12496

    VIEWS -LOCATION Spectacular true log home just a short walk to the slopes of Windham Mountain Club offering the perfect four-season retreat in the heart of the Catskills. This meticulously maintained 5-bedroom, 3-bath home blends warm mountain character with comfort and style, all within minutes of Windham Village restaurants, breweries, movies, golf courses, walking trails, and year-round

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    37 The Loop, Windham, NY 12496
  • /89

    $1,749,000

    • 5 Beds
    • 3.5 Baths
    • 3,893 Sq Ft

    33 Elm Ridge Rd, Windham, NY 12496

    Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from

    Regina Tortorella Coldwell Banker Village GreenW

    33 Elm Ridge Rd, Windham, NY 12496
  • /64

    $1,899,000

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    22 The Loop, Windham, NY 12496

    A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

    Regina Tortorella Coldwell Banker Village GreenW

    22 The Loop, Windham, NY 12496
  • /84

    $1,899,000

    New Construction $201K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,723 Sq Ft

    4 Goff Rd, Windham, NY 12496

    Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence

    Regina Tortorella Coldwell Banker Village GreenW

    4 Goff Rd, Windham, NY 12496
  • /46

    $1,750,000

    New Construction $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,218 Sq Ft

    31 Windham Farms Rd, Windham, NY 12496

    Modern Mountain Luxury | Windham, New YorkExperience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

    Pamela King-Belfor Four Seasons Sotheby's Int.

    31 Windham Farms Rd, Windham, NY 12496
  • /40

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,150 Sq Ft

    15 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    15 Stonewall Ln, Windham, NY 12496
  • /105

    $1,999,000

    • 4 Beds
    • 3.5 Baths
    • 4,247 Sq Ft

    37 White Way, Windham, NY 12496

    Winter in Windham is here and with the ski season in full swing, it's time to find the ski house of your dreams! 37 White Way is being offered for the first time. INCLUDED IS A SECOND, ADJOINING VACANT PARCEL, offering flexibility and opportunity. Build a second home or guest house; sell the lot or, simply keep it as is to ensure privacy! Located on Windham Mountain Club's east side, and just

    Sharri Cunningham Bunce Realty

    37 White Way, Windham, NY 12496
  • /41

    $1,700,000

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    23 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    23 Stonewall Ln, Windham, NY 12496
  • /38

    $1,590,000

    • 5 Beds
    • 3 Baths
    • 2,974 Sq Ft

    3-5 Hickory Hill Rd, Windham, NY 12496

    Experience an exceptional mountain retreat in one of Windham's most desirable locations. Set on 2.7 private acres and just a short walk to the heart of the village, this remarkable estate offers breathtaking panoramic views of the Windham Mountain Club, the ski slopes, and the surrounding Catskill Mountains. The main residence features 5 spacious bedrooms and 3 full bathrooms, designed for

    Aaron Siegel Venture Fox Realty Group

    3-5 Hickory Hill Rd, Windham, NY 12496

Home Price Trends

Median Sale Price
$702,000
Median Single Family Sale Price
$694,500
Median Townhouse Sale Price
$412,000
Median 2 Bedroom Sale Price
$319,000
Median 1 Bedroom Sale Price
$158,000
Average Price Per Sq Ft
$358
Number of Homes for Sale
79
Last 12 months Home Sales
87
Months of Supply
10.90
Median List Price
$700,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
52%
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