Windham, NY Homes

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  /10

  Est $332,023 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  81 Windham Ridge Rd Unit 17B, Windham, NY 12496

  81 Windham Ridge Rd Unit 17B, Windham, NY 12496
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  /16

  $750,000

  • Land
  • 0.58 Acre
  • $1,293,103 per Acre

  247 Club Rd, Windham, NY 12496

  The Last True Ski-On/Ski-Off Lot at Windham Mountain—Step Out & Ski!This is the one and only true ski-on/ski-off lot available at Windham Mountain Club! Imagine waking up to breathtaking mountain views, stepping outside, putting on your skis, and gliding directly onto the slopes—no walking, no hassle, just pure ski-in/ski-out convenience. Located at the end of a no-outlet road, this prime

  Regina Tortorella Coldwell Banker Village GreenW

  247 Club Rd, Windham, NY 12496
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  /9

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  497 County Road 56, Maplecrest, NY 12454

  497 County Road 56, Maplecrest, NY 12454
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  /41

  $1,400,000

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  17 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

  17 Stonewall Ln, Windham, NY 12496
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  /35

  Est $767,553 Not Listed For Sale

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

  5088 State Route 23, Windham, NY 12496

  5088 State Route 23, Windham, NY 12496
• 

  

  /41

  $155,000

  • Land
  • 5.99 Acres
  • $25,876 per Acre

  Tbd, Windham, NY 12496

  Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

  Kyla Thomas Howard Hanna Rand Realty

  Tbd, Windham, NY 12496
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  /33

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft

  2101 Siam Rd, Windham, NY 12496

  2101 Siam Rd, Windham, NY 12496
• 

  

  /18

  $3,600,000

  • 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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  /17

  Not Listed For Sale

  0 Slater Rd Unit 20161584, Maplecrest, NY 12454

  0 Slater Rd Unit 20161584, Maplecrest, NY 12454
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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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  /8

  Not Listed For Sale

  0 Trailside Rd Unit 20162071, Windham, NY 12496

  0 Trailside Rd Unit 20162071, Windham, NY 12496
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  /11

  $100,000

  • Land
  • 5 Acres
  • $20,000 per Acre

  174 High Peak Rd, Windham, NY 12496

  Owner is offering five acres to be taken out of a larger 352-acre parcel. Additional acreage is available, price to be determined depending on how many acres purchased. Survey map shows potential lot layout, but actual lot lines, taxes, assessment and lot numbers need to be determined. Don't miss this rare opportunity to own your dream of 5, 10, 20, or 30 acres+ on beautiful High Peak Road in

  Fred Mazza Bunce Realty

  174 High Peak Rd, Windham, NY 12496
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  /32

  Est $1,342,656 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,574 Sq Ft

  2831 County Road 10, Windham, NY 12496

  2831 County Road 10, Windham, NY 12496
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  /14

  $1,589,000

  • 3 Beds
  • 3 Baths
  • 1,655 Sq Ft

  10 Enclave Dr N Unit 106, Windham, NY 12496

  Stunning Enclave 3 bedroom, 3 bath, inspired full renovation, impeccably furnished with slopeside views!Enjoy trailside living at its best, natural sunlight abounds in the gorgeous living area with stunning gas fireplace, modern décor, contemporary sleek kitchen with farmhouse sink, elegant cabinetry and counter tops. A separate wonderful dining area with plenty of seating for friends and

  Irene Pinto Brainard Ridge Management

  10 Enclave Dr N Unit 106, Windham, NY 12496
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  /25

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft

  10 French Park Ct, Windham, NY 12496

  10 French Park Ct, Windham, NY 12496
• 

  

  /35

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  5134 New York 23, Windham, NY 12496

  Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature

  Jason Dugo Dugo Realty

  5134 New York 23, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 458 Sq Ft

  5220 State Route 23, Windham, NY 12496

  5220 State Route 23, Windham, NY 12496
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  /41

  $2,200,000

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

  22 Club Rd, Windham, NY 12496

  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 table and 8 upholstered

  Irene Pinto Brainard Ridge Management

  22 Club Rd, Windham, NY 12496
• 

  

  /10

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  3208 Rt 10, Ashland, NY 12496

  3208 Rt 10, Ashland, NY 12496
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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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  /12

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  40/1 Townhouse Ln, Windham, NY 12496

  40/1 Townhouse Ln, Windham, NY 12496
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  /14

  $599,000

  • Land
  • 1.23 Acres
  • $486,992 per Acre

  137-1 South St, Windham, NY 12496

  Attention Builders, Developers & Visionaries!Prime 1.23-acre parcel along Windham's sought-after South Street corridor — a high-traffic, high-growth area in the heart of town. Surrounded by established businesses, the local Little League field, new townhouse developments, and close proximity to Windham Mountain Club entrance and Main Street. Offering 138 feet of road frontage and mostly

  Lisa Jaeger Coldwell Banker Village GreenW

  137-1 South St, Windham, NY 12496
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  /35

  Est $822,032 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,792 Sq Ft

  11080 State Route 23, Windham, NY 12496

  11080 State Route 23, Windham, NY 12496
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  /49

  $149,000

  • Land
  • 5.25 Acres
  • $28,381 per Acre

  TBD Boulder Brook Lot 13b Rd, Windham, NY 12496

  Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

  Kyla Thomas Howard Hanna Rand Realty

  TBD Boulder Brook Lot 13b Rd, Windham, NY 12496
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  /31

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,548 Sq Ft

  10 N Enclave Dr, Windham, NY 12496

  10 N Enclave Dr, Windham, NY 12496
• 

  

  /43

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,411 Sq Ft

  76 Loo Bridge Ln Unit 12B, Windham, NY 12496

  Just in time for ski season, this cozy country condo offers an affordable four-season retreat in the heart of Windham, NY. Whether you're searching for a ski getaway, a low-maintenance second home, or a rental opportunity, this charming townhouse delivers comfort, character, and convenience. Located just 2.5 hours north of Manhattan in one of the Catskills' most desirable mountain towns, this

  Lisa Jaeger Coldwell Banker Village GreenW

  76 Loo Bridge Ln Unit 12B, Windham, NY 12496
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  /23

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft

  443 Big Hollow Rd, Maplecrest, NY 12454

  443 Big Hollow Rd, Maplecrest, NY 12454
• 

  

  /40

  $155,000

  • Land
  • 5.99 Acres
  • $25,876 per Acre

  TBD Boulder Brook Rd Unit Lot 14, Windham, NY 12496

  Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

  Kyla Thomas Howard Hanna Rand Realty

  TBD Boulder Brook Rd Unit Lot 14, Windham, NY 12496
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  /33

  Est $963,237 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,441 Sq Ft

  198 Peck Rd, Maplecrest, NY 12454

  198 Peck Rd, Maplecrest, NY 12454
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  /49

  $899,900

  • Land
  • 40.02 Acres
  • $22,486 per Acre

  TBD Boulder Brook Rd Unit Lots 33-38, Windham, NY 12496

  A Rare Opportunity in the Heart of Windham, NY. Welcome to Boulder Brook, an extraordinary and rare offering in the majestic Catskills. Just minutes from the slopes of Windham Ski Resort, this private subdivision presents a unique chance to own an entire mountain retreat or select from six individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

  Kyla Thomas Howard Hanna Rand Realty

  TBD Boulder Brook Rd Unit Lots 33-38, Windham, NY 12496
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  /2

  Est $1,336,611 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,985 Sq Ft

  4 The Glade, Windham, NY 12496

  4 The Glade, Windham, NY 12496
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  /36

  $399,000

  • 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''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, 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 level

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 67, Windham, NY 12496
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  /10

  Est $1,840,331 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 6,748 Sq Ft

  1161 County Route 10, Windham, NY 12496

  1161 County Route 10, Windham, NY 12496
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  /59

  $1,499,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 2,893 Sq Ft

  3 the Enclave, Windham, NY 12496

  Luxury Ski Townhouse in the Heart of Windham Mountain Club's Premier Enclave Community Discover the ultimate ski lifestyle in this luxurious tri-level townhouse, ideally located in the exclusive Enclave at Windham Mountain Club. Just steps from the slopes, base lodge, pool, fitness center, and restaurants, this home offers unmatched convenience—no car needed. Simply step outside and immerse

  Regina Tortorella Coldwell Banker Village GreenW

  3 the Enclave, Windham, NY 12496
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  /34

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  23 D1 Townhouse Ln, Windham, NY 12496

  23 D1 Townhouse Ln, Windham, NY 12496
• 

  

  /89

  $3,895,000 Pre-Foreclosure

  • 5 Beds
  • 7 Baths
  • 6,207 Sq Ft

  6 White Way, Windham, NY 12496

  Welcome to 6 White Way, striking the perfect balance of Mountain Elegance and Rustic Splendor. Enjoy effortless ski in, ski out access from this rare superior trailside home. This impeccably built, 6,207 Sq. Ft. home offers 5 bedrooms and 7 full bathrooms. From the moment you enter the grand entry way with its beautiful log stairway opening to the impressive sun filled elegantly furnished formal

  Patricia Charbonneau Brainard Ridge Management

  6 White Way, Windham, NY 12496
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  /10

  Est $1,064,031 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  29 High Point Rd, Windham, NY 12496

  29 High Point Rd, 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
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  /23

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  591 County Route 56, Windham, NY 12496

  591 County Route 56, Windham, NY 12496
• 

  

  /33

  $449,999

  • 2 Beds
  • 3 Baths
  • 2,026 Sq Ft

  61 South St, Windham, NY 12496

  Sold as is. $100,000 YES - $100,000 DISCOUNT FOR A CASH TRANSACTION ! THIS PROPERTY IS ON THE 5TH AVE OF WINDHAM! minutes to the ski slopes and across the street from the golf course and clubhouse! Mid-century modern ski house, needs considerable maintenance & modernization, but oh so worth it. This is a financial home run! Property is a useable acre that directly abuts golf course (across the

  Eric Schatz Schatz Realty Group

  61 South St, Windham, NY 12496

Showing Results 321 - 360, Page 9 of 18