Windham, NY Homes

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  Not Listed For Sale

  0 Trailside Rd Unit 20162071, Windham, NY 12496

  0 Trailside Rd Unit 20162071, Windham, NY 12496

  Last Sold Summary

  • 178 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
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  /16

  $290,000

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

  2 Estate View Dr, Windham, NY 12496

  Only a select number of lots remain! Lot 2 is an elevated homesite just before the cul-de-sac, offering incredible mountain views for under 300,000. Welcome to Windham Luxury Estates, where an exceptional opportunity awaits with this fully approved, shovel ready 5.42 acre residential building lot. This premier parcel includes complete engineering, topographical and survey maps, along with a fully

  Patrick Dunn KW Platform

  2 Estate View Dr, Windham, NY 12496
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  /32

  Est $1,436,693

  Not Listed For Sale

  2831 County Road 10, Windham, NY 12496

  • 4 Beds
  • 4.5 Baths
  • 4,574 Sq Ft
  • Built 2007

  2831 County Road 10, Windham, NY 12496

  Last Sold Summary

  • 326 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
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  /79

  $665,000

  $84K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,640 Sq Ft

  37 Cambridge Heights Rd, Windham, NY 12496

  Perched on a hill in one of Windham's premier locations, this two-story chalet/contemporary home offers breathtaking panoramic views of the surrounding mountains and views of Windham Resort. Just minutes from the ski slopes, downtown, and local restaurants, this well-manicured property perfectly combines privacy, convenience, and year-round recreation.The home features three bedrooms and

  Kathy Marino Bunce Realty

  37 Cambridge Heights Rd, Windham, NY 12496
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  /25

  Not Listed For Sale

  10 French Park Ct, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft
  • Built 1987

  10 French Park Ct, Windham, NY 12496

  Last Sold Summary

  • 197 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
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  /38

  $1,590,000

  • 5 Beds
  • 3 Baths
  • 2,974 Sq Ft

  3-5 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

  Aaron Siegel Venture Fox Realty Group

  3-5 Hickory Hill Rd, Windham, NY 12496
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  /10

  Not Listed For Sale

  5220 State Route 23, Windham, NY 12496

  • 1 Bed
  • 1 Bath
  • 458 Sq Ft
  • Built 1960

  5220 State Route 23, Windham, NY 12496

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Jeffery Dolfinger 24/7 Realty
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  /59

  $895,000

  New Construction $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  2074 County Road 10, Windham, NY 12496

  A rare Catskills treat! Own your own Catskills compound. Two separate homes create the perfect setting for extended family, weekend guests or a private retreat with income potential. Set on 12 breathtaking acres with sweeping views of Windham Mountain and the surrounding ranges, this exceptional 3-bedroom, 2-bath property offers a rare combination of luxury, versatility, and investment

  Lisa Gambella Windstar Realty Group, LLC

  2074 County Road 10, Windham, NY 12496
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  /10

  Not Listed For Sale

  3208 Rt 10, Ashland, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 2007

  3208 Rt 10, Ashland, NY 12496

  Last Sold Summary

  • 144 Days On Market

  Last Listing Agent Laurie Hanenberg Hunter Windham Real Estate
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  /53

  $564,000

  $15K PRICE DROP

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

  49 Chase Dr, Hensonville, NY 12439

  A rare income-generating property nestled in the heart of the Catskills -- fully positioned to capitalize on year-round ski and outdoor tourism.This turnkey investment property features two self-contained apartments, each ideally suited for short-term rental on Airbnb. With ski season drawing visitors from across the region, the property's proximity to both Windham Mountain Club and Hunter

  Sheila Word Coldwell Banker Village GreenW

  49 Chase Dr, Hensonville, NY 12439
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  /12

  Not Listed For Sale

  40/1 Townhouse Ln, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1982

  40/1 Townhouse Ln, Windham, NY 12496

  Last Sold Summary

  • 176 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
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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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  /35

  Est $811,501

  Not Listed For Sale

  11080 State Route 23, Windham, NY 12496

  • 5 Beds
  • 5 Baths
  • 5,792 Sq Ft
  • Built 1792

  11080 State Route 23, Windham, NY 12496

  Last Sold Summary

  • 429 Days On Market

  Last Listing Agent Jacqueline Coyle Past Member
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  /11

  $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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  /31

  Not Listed For Sale

  10 N Enclave Dr, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 1,548 Sq Ft
  • Built 2005

  10 N Enclave Dr, Windham, NY 12496

  Last Sold Summary

  • 121 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
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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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  /23

  Not Listed For Sale

  443 Big Hollow Rd, Maplecrest, NY 12454

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft
  • Built 1965

  443 Big Hollow Rd, Maplecrest, NY 12454

  Last Sold Summary

  • 108 Days On Market

  Last Listing Agent Mary King Past Member
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  /44

  $749,000

  $46K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,292 Sq Ft

  24 Case Rd, Windham, NY 12496

  Located amongst rolling hills and an adjacent stream, you will find this custom-built gem! Home offers 4 bedrooms, 3.5 baths, sited on 8.64 acres. Minutes away from Windham Mountain, golf, and the Town of Windham, this meticulously maintained home is bright, airy and can comfortably sleep10. Home boasts an open floor plan on the main level with 3 bedrooms, 2.5 baths, den/office, LR with solid oak

  Patricia Charbonneau Brainard Ridge Management

  24 Case Rd, Windham, NY 12496
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  /33

  Est $1,081,741

  Not Listed For Sale

  198 Peck Rd, Maplecrest, NY 12454

  • 3 Beds
  • 2 Baths
  • 2,441 Sq Ft
  • Built 2001

  198 Peck Rd, Maplecrest, NY 12454

  Last Sold Summary

  • 132 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
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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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  /2

  Est $1,432,751

  Not Listed For Sale

  4 The Glade, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 1,985 Sq Ft
  • Built 1986

  4 The Glade, Windham, NY 12496
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  /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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  /2

  Est $514,372

  Not Listed For Sale

  105 Shock St, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1986

  105 Shock St, 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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  /10

  Est $1,962,561

  Not Listed For Sale

  1161 County Route 10, Windham, NY 12496

  • 4 Beds
  • 4 Baths
  • 6,748 Sq Ft
  • Built 2003

  1161 County Route 10, Windham, NY 12496

  Last Sold Summary

  • 307 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
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  /21

  $179,000

  $20K PRICE DROP Pending

  611 Mitchell Hollow Rd, Windham, NY 12496

  5.7 Acres with Utilities in Place (meter was pulled) - 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

  Regina Tortorella Coldwell Banker Village GreenW

  611 Mitchell Hollow Rd, Windham, NY 12496
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  /34

  Not Listed For Sale

  23 D1 Townhouse Ln, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 1980

  23 D1 Townhouse Ln, Windham, NY 12496

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Sharon Knudsen Past Member
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  /17

  $1,100,000

  $100K PRICE DROP

  • 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

  Est $1,121,677

  Not Listed For Sale

  29 High Point Rd, Windham, NY 12496

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 2013

  29 High Point Rd, Windham, NY 12496

  Last Sold Summary

  • 124 Days On Market

  Last Listing Agent Mary King Past Member
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  /47

  $2,650,000

  $150K PRICE INCREASE

  • 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:

  Sunny Barot Iconic Pros

  208 Mill St, Windham, NY 12496
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  /23

  Not Listed For Sale

  591 County Route 56, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1988

  591 County Route 56, Windham, NY 12496

  Last Sold Summary

  • 146 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
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  /37

  $179,900

  • Land
  • 5.99 Acres
  • $30,033 per Acre

  TBD Boulder Brook Lot 11 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 11 Rd, Windham, NY 12496
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  /34

  Not Listed For Sale

  9 Brainard Ridge Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,294 Sq Ft
  • Built 1980

  9 Brainard Ridge Rd, Windham, NY 12496

  Last Sold Summary

  • 140 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
• 

  

  /10

  Est $1,296,004

  Not Listed For Sale

  11 Wipeout Ln, Windham, NY 12496

  • 5 Beds
  • 4 Baths
  • 2,972 Sq Ft
  • Built 1982

  11 Wipeout Ln, Windham, NY 12496

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW
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  /7

  Not Listed For Sale

  1 Vining Rd, Windham, NY 12496

  1 Vining Rd, Windham, NY 12496

  Last Sold Summary

  • 643 Days On Market

  Last Listing Agent Todd Curley Coldwell Banker Commercial Prime Properties
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  /2

  Not Listed For Sale

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

  • 3 Beds
  • 3 Baths
  • 1,211 Sq Ft
  • Built 1987

  28 - 1 Loo Bridge Ln Unit 22a, Windham, NY 12496
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  /10

  Not Listed For Sale

  14 - 81 Windham Mountain Village, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft
  • Built 1986

  14 - 81 Windham Mountain Village, Windham, NY 12496

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Nina Porter Past Member
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  /10

  Not Listed For Sale

  5576 - 5580 State Rt 23, Windham, NY 12496

  • 6 Beds
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1908

  5576 - 5580 State Rt 23, Windham, NY 12496

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Mary King Past Member
• 

  

  /10

  Not Listed For Sale

  14 - 37 Windham Mountain Village, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft
  • Built 1986

  14 - 37 Windham Mountain Village, Windham, NY 12496

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Nina Porter Past Member
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  /10

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft
  • Built 2005

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

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Nina Porter Past Member

Showing Results 361 - 400, Page 10 of 18