Windham, NY Homes

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  /13

  Not Listed For Sale

  0 County Route 56 Unit 20140820, Windham, NY 12496

  0 County Route 56 Unit 20140820, Windham, NY 12496

  Last Sold Summary

  • 432 Days On Market

  Last Listing Agent Nadine Bechle Past Member
• 

  

  

  /41

  $155,000

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

  Tbd Boulder Brook Lot B14, 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 B14, Windham, NY 12496
• 

  

  

  /25

  Not Listed For Sale

  386 Route 40, Maplecrest, NY 12454

  • 8 Beds
  • 5 Baths
  • 3,070 Sq Ft
  • Built 2018

  386 Route 40, Maplecrest, NY 12454

  Last Sold Summary

  • 224 Days On Market

  Last Listing Agent Lisa Williams KW Platform
• 

  

  

  /41

  $155,000

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

  Tbd Boulder Brook Lot B14, 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

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Lot B14, Windham, NY 12496
• 

  

  

  /35

  Est $1,715,048

  Not Listed For Sale

  128 Mounty Pisgah Rd, Windham, NY 12496

  • 5 Beds
  • 5 Baths
  • 4,233 Sq Ft
  • Built 2008

  128 Mounty Pisgah Rd, Windham, NY 12496

  Last Sold Summary

  • 478 Days On Market

  Last Listing Agent Mary King Past Member
• 

  

  /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
• 

  

  /10

  Est $986,965

  Not Listed For Sale

  20 Oliver Rd, Windham, NY 12496

  • 4 Beds
  • 3.5 Baths
  • 2,326 Sq Ft
  • Built 2014

  20 Oliver Rd, Windham, NY 12496

  Last Sold Summary

  • 198 Days On Market

  Last Listing Agent Regina Tortorella Past Member
• 

  

  /22

  $1,590,000

  Pending

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  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

  Agnieszka Wdziekowska Taufield VENTURE FOX REALTY GROUP LLC

  5 Hickory Hill Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  880 Rt 296, Jewett, NY 12444

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 1960

  880 Rt 296, Jewett, NY 12444

  Last Sold Summary

  • 226 Days On Market

  Last Listing Agent Laurie Hanenberg Hunter Windham Real Estate
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  /34

  $2,500,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,055 Sq Ft

  75 Beaver Hill, Windham, NY 12496

  Where Timeless Architecture Meets the Luxury of the Catskills Perfectly positioned in one of Windham's most coveted settings situated in a wooded enclave of architectural designed homes, this extraordinary custom-built house is a masterclass in modern mountain luxury. Designed for those who appreciate exceptional craftsmanship and refined architecture, every detail has been thoughtfully curated

  Agnieszka Wdziekowska Taufield VENTURE FOX REALTY GROUP LLC

  75 Beaver Hill, Windham, NY 12496
• 

  

  /10

  Est $1,191,429

  Not Listed For Sale

  98 Sky Hill Rd, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • Built 2014

  98 Sky Hill Rd, Windham, NY 12496

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Regina Tortorella Past Member
• 

  

  /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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  /10

  Est $811,579

  Not Listed For Sale

  3 Dusty Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 2014

  3 Dusty Rd, Windham, NY 12496

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Regina Tortorella Past Member
• 

  

  /39

  $639,000

  $21K PRICE DROP Pending

  • 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
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  /11

  Not Listed For Sale

  0 Sky Hill Rd Unit 20143695, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • Built 2014

  0 Sky Hill Rd Unit 20143695, Windham, NY 12496

  Last Sold Summary

  • 115 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
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  /4

  $89,000

  • Land
  • 2.3 Acres
  • $38,696 per Acre

  0 Windham Woods Rd Unit 20264075, Windham, NY 12454

  Own Your Piece of Paradise in Windham, NYIf you've always dreamed of owning a piece of paradise, this is your opportunity. Located just 21⁄2 hours from New York City, Windham is known as the ''Jewel of the Catskill Mountains.''Enjoy the perfect blend of mountain living and convenience. You'll be close to golf, restaurants, lodging, and the town walking path. Take a short walk to Elm Ridge

  John Pumilia Shaw Country Realty, Inc.

  0 Windham Woods Rd Unit 20264075, Windham, NY 12454
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  /27

  Not Listed For Sale

  333 State Route 296, Windham, NY 12496

  • 5 Beds
  • 4.5 Baths
  • 3,135 Sq Ft
  • Built 1880

  333 State Route 296, Windham, NY 12496

  Last Sold Summary

  • 368 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
• 

  

  /41

  $1,700,000

  Pending

  • 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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  /15

  Not Listed For Sale

  2942 County Route 10, Windham, NY 12496

  • 4 Beds
  • 1 Bath
  • 2,320 Sq Ft
  • Built 1790

  2942 County Route 10, Windham, NY 12496

  Last Sold Summary

  • 394 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  

  /4

  $799,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,118 Sq Ft

  69 County Road 32c, Windham, NY 12496

  • Escape NYC• Catskills Mountain Retreat• New Construction in Windham Area The proposed 2,118-square-foot home is designed for modern Catskill living, featuring soaring vaulted ceilings with exposed beams and dramatic trapezoid windows that capture natural light and panoramic views of the surrounding mountains.The open-concept layout connects the great room, kitchen, and dining area,

  John Pumilia Shaw Country Realty, Inc.

  69 County Road 32c, Windham, NY 12496
• 

  

  /22

  Est $427,363

  Not Listed For Sale

  278 Big Hollow Rd, Maplecrest, NY 12454

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1979

  278 Big Hollow Rd, Maplecrest, NY 12454

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Mary King Past Member
• 

  

  /42

  $1,040,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  216 New York 296, Windham, NY 12496

  Nestled in the Northern Catskills, Maple Terrace is a cedar shake Cape that has quietly stood in these mountains since the early 1900s. Once a beloved inn welcoming city dwellers escaping for cool mountain air and slower summer days, it is now a private residence and one of the most storied homes in all of Greene County. That history is still deeply felt here. Nearly three acres of protected

  Alexandra Demetrakis Upstate Down

  216 New York 296, Windham, NY 12496
• 

  

  /10

  Est $555,520

  Not Listed For Sale

  53 Windham Mt Village, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1986

  53 Windham Mt Village, Windham, NY 12496

  Last Sold Summary

  • 143 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
• 

  

  /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
• 

  

  /10

  Est $607,676

  Not Listed For Sale

  225 South St, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1951

  225 South St, Windham, NY 12496

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
• 

  

  /56

  $598,000

  • 3 Beds
  • 1.5 Baths
  • 1,718 Sq Ft

  320 State Route 296, Windham, NY 12496

  Charming and newly renovated, this home, reminiscent of an Arts and Crafts Bungalow or Cottage, is a must see. With cedar shake siding and a wrap-around porch, this little gem beckons you to pull up a rocking chair, visit with neighbors & friends and watch the world go by. From top to bottom, this home has been updated and refreshed! The custom kitchen flows seamlessly into the dining area -

  Sharri Cunningham Bunce Realty

  320 State Route 296, Windham, NY 12496
• 

  /2

  Est $594,208

  Not Listed For Sale

  79 Windham Mt Village, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1986

  79 Windham Mt Village, Windham, NY 12496

  Last Sold Summary

  • 234 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
• 

  

  /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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  /28

  Est $2,381,897

  Not Listed For Sale

  200 Club Rd, Windham, NY 12496

  • 4 Beds
  • 5 Baths
  • 4,112 Sq Ft
  • Built 2011

  200 Club Rd, Windham, NY 12496

  Last Sold Summary

  • 304 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  

  /11

  $174,999

  $20K PRICE DROP

  • Land
  • 5.6 Acres
  • $31,250 per Acre

  0 Peck Rd, Windham, NY 12454

  If you have always dreamed of building the country home you've always wanted, it all starts with the right location. Let Windham, New York -- known as ''The Gem of the Catskills'' -- be that location.Windham is one of the Catskills' most sought-after destinations, offering year-round recreation including skiing, golf, hiking, trout fishing, mountain biking, and much more. With great

  John Pumilia Shaw Country Realty, Inc.

  0 Peck Rd, Windham, NY 12454
• 

  

  /10

  Est $317,906

  Not Listed For Sale

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

  • 3 Beds
  • 2.5 Baths
  • 1,211 Sq Ft
  • Built 1986

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

  Last Sold Summary

  • 601 Days On Market

  Last Listing Agent Regina Tortorella Past Member
• 

  

  /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
• 

  

  /9

  Not Listed For Sale

  497 County Road 56, Maplecrest, NY 12454

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft
  • Built 1942

  497 County Road 56, Maplecrest, NY 12454

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate
• 

  

  /49

  $149,000

  • Land
  • 5.33 Acres
  • $27,955 per Acre

  Tbd Boulder Brook Rd Lot B13, 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

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Rd Lot B13, Windham, NY 12496
• 

  

  /35

  Est $781,804

  Not Listed For Sale

  5088 State Route 23, Windham, NY 12496

  • 7 Beds
  • 7 Baths
  • 5,000 Sq Ft
  • Built 1960

  5088 State Route 23, Windham, NY 12496

  Last Sold Summary

  • 551 Days On Market

  Last Listing Agent Lisa Jaeger Past Member
• 

  

  /44

  $159,900

  • Land
  • 3.23 Acres
  • $49,505 per Acre

  Tbd Boulder Brook Rd Lot B12, 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

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Rd Lot B12, Windham, NY 12496
• 

  

  /33

  Not Listed For Sale

  2101 Siam Rd, Windham, NY 12496

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft
  • Built 1988

  2101 Siam Rd, Windham, NY 12496

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
• 

  

  /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
• 

  

  /17

  Not Listed For Sale

  0 Slater Rd Unit 20161584, Maplecrest, NY 12454

  0 Slater Rd Unit 20161584, Maplecrest, NY 12454

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Sharon Knudsen Past Member
• 

  

  /78

  $569,900

  • Land
  • 40.07 Acres
  • $14,223 per Acre

  Tbd Boulder Brook Lot 33-38 Rd, 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 four individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Lot 33-38 Rd, Windham, NY 12496

Showing Results 321 - 360, Page 9 of 18