Windham, NY Homes

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  /34

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,294 Sq Ft

  9 Brainard Ridge Rd, Windham, NY 12496

  9 Brainard Ridge Rd, Windham, NY 12496
• 

  

  

  /27

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  85 Cambridge Heights Rd, Windham, NY 12496

  Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

  Sheila Word Coldwell Banker Village GreenW

  85 Cambridge Heights Rd, Windham, NY 12496
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  /10

  Est $1,349,888 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,972 Sq Ft

  11 Wipeout Ln, Windham, NY 12496

  11 Wipeout Ln, Windham, NY 12496
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  /8

  $99,900

  • Land
  • 1.1 Acres
  • $90,818 per Acre

  L46.111 Panarama Ln, Windham, NY 12496

  Build your dream mountain getaway on this 1.1 acre unimproved lot just minutes from the Windham Mountain Club expansion. Surrounded by natural beauty, this property offers privacy, fresh air, and easy access to skiing, hiking, biking, golf, and charming village amenities. A perfect canvas for a custom Catskills home.A great opportunity in a rapidly evolving Catskills destination.

  Susan Miller WINDSTAR REALTY GROUP LLC

  L46.111 Panarama Ln, Windham, NY 12496
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  /7

  Not Listed For Sale

  1 Vining Rd, Windham, NY 12496

  1 Vining Rd, Windham, NY 12496
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  /78

  $899,900

  • Land
  • 40.07 Acres
  • $22,458 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 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 Lot 33-38 Rd, Windham, NY 12496
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  /2

  Not Listed For Sale

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

  28 - 1 Loo Bridge Ln Unit 22a, Windham, NY 12496

  28 - 1 Loo Bridge Ln Unit 22a, Windham, NY 12496
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  /17

  $599,000

  • Land
  • 69.02 Acres
  • $8,679 per Acre

  0 High Peak Lot 111-112, Windham, NY 12496

  Discover a rare 65.3± acre Catskills property on High Peak Road in Windham, NY, offering an extraordinary blend of open meadows, mature forests, and stream frontage. With generous road frontage and multiple potential building sites, this land provides exceptional opportunity for anyone looking to build a dream home, create a residential compound, or invest in one of the most desirable regions of

  Regina Tortorella Coldwell Banker Village GreenW

  0 High Peak Lot 111-112, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  14 - 81 Windham Mountain Village, Windham, NY 12496

  14 - 81 Windham Mountain Village, Windham, NY 12496
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  /30

  $535,000

  • 3 Beds
  • 2.5 Baths
  • 1,335 Sq Ft

  20 Sutton Hollow Rd, Windham, NY 12496

  Modern Farmhouse Getaway with Streamside Serenity - Fully Renovated & Fully Furnished! This turn-key, completely renovated modern farmhouse is ready to welcome you! Just 12 minutes from the Windham Mountain Club and only a short drive to Hunter and Belleayre, this stylish 3-bedroom plus open sleeping loft retreat delivers four-season Catskill charm with designer finishes and a prime location for

  Regina Tortorella Coldwell Banker Village GreenW

  20 Sutton Hollow Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,164 Sq Ft

  5576 - 5580 State Rt 23, Windham, NY 12496

  5576 - 5580 State Rt 23, Windham, NY 12496
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  /28

  $699,000

  • Land
  • 60 Acres
  • $11,650 per Acre

  760 County Route 10, Windham, NY 12496

  Once-in-a-Lifetime Land Offering in Windham, NY - 60 Acres Bordering Forever Wild Mountain PreserveWelcome to a truly rare opportunity in the heart of the Catskills. 60 pristine acres in Windham, NY, a town where large tracts of land are no longer available, especially not ones of this caliber. This extraordinary parcel is one of the last of its kind, uniquely bordered along the rear and side

  Regina Tortorella Coldwell Banker Village GreenW

  760 County Route 10, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  14 - 37 Windham Mountain Village, Windham, NY 12496

  14 - 37 Windham Mountain Village, Windham, NY 12496
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  /38

  $289,999

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  5359 New York 23, Windham, NY 12496

  Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and

  Wayne Newcomb Newcomb Realty Group LLC

  5359 New York 23, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft

  10/309 the Enclave Unit 309, Windham, NY 12496

  10/309 the Enclave Unit 309, Windham, NY 12496
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  /54

  $439,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft

  17 Mitchell Hollow Rd, Windham, NY 12496

  Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an nice

  Sharri Cunningham Bunce Realty

  17 Mitchell Hollow Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  153 Country Route 40, Windham, NY 12496

  153 Country Route 40, Windham, NY 12496
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  /31

  $159,900

  • Land
  • 8.33 Acres
  • $19,196 per Acre

  TBD Boulder Brook Rd Unit Lot 10, 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 10, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,392 Sq Ft

  27 Old Rd, Windham, NY 12496

  27 Old Rd, Windham, NY 12496
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  /27

  $170,000

  • 1 Bed
  • 1 Bath
  • 423 Sq Ft

  5220 New York 23 Unit 126, Windham, NY 12496

  Dreaming of a vacation home? This one pays for itself! A turnkey investment opportunity awaits with this one-bedroom, low maintenance condo. Enjoy modern comforts and the benefit of being close to dining, shopping, and the ski slopes. The amenities include a seasonal pool, restaurant& bar, game room, fitness center, movie theater and an on-site coin operated laundry facility. A shuttle bus is

  Savannah Delaney Weichert Realtors Fontaine

  5220 New York 23 Unit 126, Windham, NY 12496
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  /10

  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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  /44

  $159,900

  • Land
  • 8.72 Acres
  • $18,337 per Acre

  TBD Boulder Brook Lot B12 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 B12 Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  274 - 23 County Rt 65 Unit 37, Windham, NY 12496

  274 - 23 County Rt 65 Unit 37, Windham, NY 12496
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  /26

  $189,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  384 New York 296, Hensonville, NY 12439

  Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!

  Brian Kozloski Century 21 New West

  384 New York 296, Hensonville, NY 12439
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  /10

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  13 Sky Hill Rd, Windham, NY 12496

  13 Sky Hill Rd, Windham, NY 12496
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  /48

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft

  355 South St, Windham, NY 12496

  Excellent location with ease of access to Windham Mountain Club and town of Windham! Tucked up amongst the tress at the foot of Windham Mountain you will find this truly picturesque and enchanting home featuring 2 bedrooms and 2 full bath, plus extra sleeping loft and a 2 car garage with a cozy 1 bedroom apt! This home is brimming with character; the gable roof lines and classic detailing add

  Patricia Charbonneau Brainard Ridge Management

  355 South St, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  4 French Park Dr Unit 4, Windham, NY 12496

  4 French Park Dr Unit 4, Windham, NY 12496
• 

  

  /23

  $199,000

  611 Mitchell Hollow Rd, Windham, NY 12496

  5.7 Acres with Utilities in Place - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in the

  Regina Tortorella Coldwell Banker Village GreenW

  611 Mitchell Hollow Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  4/2 French Park Ct Unit 1C, Windham, NY 12496

  4/2 French Park Ct Unit 1C, Windham, NY 12496
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  /11

  $275,000

  • Land
  • 0.32 Acre
  • $859,375 per Acre

  0 Twin Maples Ln Unit 20254325, Windham, NY 12496

  Great Opportunity! Priced to sell!Escape to the Catskills, build your home away from home on this desirable building lot located on Windham Mountain's Private and Tranquil Community of Trailside East. This parcel has gentle sloping grade, will have access to far reaching mountain and valley views with clearing. Parcel has access to water, sewer, underground electric, high speed cable-fiber,

  Irene Pinto Brainard Ridge Management

  0 Twin Maples Ln Unit 20254325, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  14 - 88 Windham Mt Village Unit 88, Windham, NY 12496

  14 - 88 Windham Mt Village Unit 88, Windham, NY 12496
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  /17

  $1,100,000

  • Land
  • 10.3 Acres
  • $106,796 per Acre

  3 Rockledge Rd, Windham, NY 12496

  A rare opportunity awaits to own an extraordinary 10-acre parcel of land in the coveted Windham Mountain Ski Resort community—just a short walk to the trails.This remarkable property features diverse topography with stone ledges, meandering forest trails, and expansive views of the surrounding mountains and valleys. With both open and buildable terrain, it's ideal for hiking, snowshoeing, ATV

  Wayne Bunce Bunce Realty

  3 Rockledge Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  14 - 55 Windham Mountain Village Unit 55, Windham, NY 12496

  14 - 55 Windham Mountain Village Unit 55, Windham, NY 12496
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  /47

  $2,750,000

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

  208 Mill St, Windham, NY 12496

  Welcome to 208 Mill Street, Windham—a newer, contemporary Catskills ski home designed for easy mountain weekends and high-performing short-term rental ownership. Set on approximately 2.13 acres with mountain views, this spacious retreat offers roughly 4,795 sq ft of finished living space with 6 bedrooms and 4.5baths, making it ideal for larger groups, multi-family getaways, or hosting-driven

  Twinkle Barot Iconic Pros

  208 Mill St, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  110/2 Highridge Rd Unit 2, Hensonville, NY 12439

  110/2 Highridge Rd Unit 2, Hensonville, NY 12439
• 

  

  /38

  $649,000

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  24 Windham Mount Village Unit 24, Windham, NY 12496

  Four Season Perfection!Location and Wonderful Views! You will be delighted with this 3 bedroom 3 bath, plus extra sleeping loft, Windham Mountain Village unit. Great location. Steps to indoor pool and Clubhouse and easy walk to the magic carpet! Pride of ownership abounds. Striking granite countertops as well as a beautiful live edged wood counter grace the kitchen. Dining area with plenty of

  Patricia Charbonneau Brainard Ridge Management

  24 Windham Mount Village Unit 24, Windham, NY 12496
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  /10

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  410 County Route 56, Windham, NY 12496

  410 County Route 56, Windham, NY 12496
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  /76

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 1,856 Sq Ft

  11 Whisper Creek Dr Unit 504, Windham, NY 12496

  Luxury Ski-In/Ski-Out Living at the Base of Windham Mountain Club. Welcome to Whisper Creek, one of Windham Mountain Club's most coveted luxury residences, ideally positioned at the base of the slopes for true ski-in/ski-out convenience. Professionally renovated, with upgrades just completed, this exceptional four-bedroom, four-bath residence feels fresh, refined, and like new, offering elevated

  Lisa Jaeger Coldwell Banker Village GreenW

  11 Whisper Creek Dr Unit 504, Windham, NY 12496
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  /10

  Not Listed For Sale

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

  40 - 3 Townhouse Ln Unit B-2, Windham, NY 12496

  40 - 3 Townhouse Ln Unit B-2, Windham, NY 12496
• 

  

  /13

  $290,000

  • Land
  • 5.42 Acres
  • $53,506 per Acre

  2 Lot Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready residential 4.52 acre lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

  Patrick Dunn KW Platform

  2 Lot Galway Rd, Windham, NY 12496

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