Windham, NY Homes for Sale under $500,000

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  /29

  $227,900

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  41 Quads Way, Windham, NY 12496

  Perfect Condo Getaway Beautiful 2bd, 2bth with a woodburning fireplace condo located minutes to Windham Mountain skiing and 15 minutes to hunter Mountain. This well priced home is a blink away from the town of Windham with all the restaurant's, night life and local brewery's to enjoy and be home in minutes. There is porch that backs up to a wooded area. Enjoy resort-style amenities including a

  Brian Cohen RHR Realty Group

  41 Quads Way, Windham, NY 12496
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  /33

  $439,000

  $10K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  274 County Route 65 Unit 29, Windham, NY 12496

  A proven rental property with exceptional 5-star Airbnb reviews and guaranteed rental income well into 2027, this fully furnished and completely turnkey Catskills retreat offers a rare opportunity to own a luxury mountain getaway with immediate revenue potential. Perched on a desirable corner location at one of the highest points within the community, this exceptional 2-bedroom, 2-bath

  Derek Henriksen Dugo Realty

  274 County Route 65 Unit 29, Windham, NY 12496
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  /23

  $297,000

  $13K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,890 Sq Ft

  504 County Route 40, Maplecrest, NY 12454

  Totally renovated 2-bedroom, 2-full bath ranch-style home featuring an open floor plan and a full finished walk-out basement that offers versatile living space with the potential for additional bedrooms. The interior showcases a new kitchen with quartz countertops, an undermount sink, a tiled backsplash, maple cabinetry, and high-quality appliances. Additional updates include ceramic tiled

  Douglas Schenk RE/MAX Capital

  504 County Route 40, Maplecrest, NY 12454
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  /30

  $489,000

  • 4 Beds
  • 3.5 Baths
  • 2,058 Sq Ft

  274 Brooksburgh Rd Unit 48, Windham, NY 12496

  Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 48, Windham, NY 12496
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  /22

  $285,000

  $15K PRICE DROP

  • 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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  /36

  $399,000

  $60K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,717 Sq Ft

  274 Brooksburgh Rd Unit 67, Windham, NY 12496

  This 4 bedroom, 3.5 bath unit is ''Like New''. Half bath/laundry. Kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stools, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 67, Windham, NY 12496
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  /32

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  274 County Route 65 Unit 55, Windham, NY 12496

  Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

  Mary Donovan Gallagher & Company

  274 County Route 65 Unit 55, Windham, NY 12496
• 

  

  /22

  $279,990

  $10K PRICE DROP

  • 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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  /44

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,566 Sq Ft

  13 Brainard Ridge Rd, Windham, NY 12496

  5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the

  Regina Tortorella Coldwell Banker Village GreenW

  13 Brainard Ridge Rd, Windham, NY 12496

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