Windham, NY Houses for Sale

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  /18

  $3,195,000

  • 6 Beds
  • 5 Baths
  • 5,000 Sq Ft

  209 Club Rd, Windham, NY 12496

  This is the mountain house everyone else wishes they'd found first. Set on one of Windham's most coveted lots, this 6-bedroom, 5-bath home combines true slope-side access with panoramic views that stretch across the Catskills. It's a genuine ski-in, ski-out property with easy access to Wonderama and Lower Wipeout. In the mornings, clip in and go. At day's end, you can choose your own finale, take

  Patricia Charbonneau Brainard Ridge Management

  209 Club Rd, Windham, NY 12496
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  /77

  $2,250,000

  • 5 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  90 Club Rd, Windham, NY 12496

  Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of

  Sharri Cunningham Bunce Realty

  90 Club Rd, Windham, NY 12496
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  /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
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  /41

  $2,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  22 Club Rd, Windham, NY 12496

  New Attractive Price! On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath Spacious living area with wonderful views and lovely stone fireplace. Spacious working kitchen with granite counters, Stainless-Viking appliances, raised bar counter with 3 stools for that quick cup of coffee in and morning. Large wood dining

  Irene Pinto Brainard Ridge Management

  22 Club Rd, Windham, NY 12496
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  /22

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  542 Mitchell Hollow Rd, Windham, NY 12496

  Welcome to 542 Mitchell Hollow Road, Windham, NY, a charming home set on a beautifully maintained property in the heart of the Catskills. This inviting residence offers a wonderful combination of comfort, space, and natural surroundings, making it ideal as a full-time home, weekend retreat, or investment opportunity. Expansive decking provides excellent outdoor living space for relaxing,

  Shpresa Camaj Real Broker NY LLC

  542 Mitchell Hollow Rd, Windham, NY 12496
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  /22

  $289,900

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  107 Route 40 Rd, Windham, NY 12496

  Charming 2 bed home near Windham Mountain. Close to 3 additional ski hills within 35 min. Endless outdoor adverntures await.Welcome to this beautiful 2 bd 1 ba home tucked away in the small hamlet of Hensonville NY. Located minutes from local restaurants and activities. This inviting property offers the ideal blend of comfort and location. Wheather you are looking for a full time residence,

  Brian Cohen RHR Realty Group

  107 Route 40 Rd, Windham, NY 12496
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  /47

  $2,650,000

  • 6 Beds
  • 5 Baths
  • 4,730 Sq Ft

  208 Mill St, Windham, NY 12496

  LUX MANSION WINDHAM — Turnkey Luxury STR | $323K Revenue · $180K NOI | Hot Tub · Sauna · Cold PlungeRare opportunity to acquire a fully operating, newly built (2024) luxury short-term rental minutes from Windham Mountain — known to guests as Lux Mansion, Windham. Three years of documented financials available to qualified buyers.VERIFIED PERFORMANCE • 2025 Gross Revenue: $323,480 • 2025

  Twinkle Barot Iconic Pros

  208 Mill St, Windham, NY 12496
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  /33

  $749,000

  • 3 Beds
  • 3.5 Baths
  • 3,729 Sq Ft

  415 Old Rd, Windham, NY 12496

  Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for

  Laurie Hanenberg Hunter Windham Real Estate

  415 Old Rd, Windham, NY 12496
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  /27

  $599,000

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

  9 Pinekill Ln, Windham, NY 12496

  Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-bedroom, 2-bath home, updated in 2022, Located within walking distance to CD Lane Park for swimming, boating, and BBQs, and close to the Catskill Forest Preserve for hiking and biking, this property is perfect for outdoor enthusiasts. Inside, you'll find a spacious open floor plan with a modern kitchen and

  Serena Shi Sany Realty Group LLC

  9 Pinekill Ln, Windham, NY 12496

Showing Results 41 - 49, Page 2 of 2