4,482

Windham, NY Homes

Section Image
  • /31

    $159,900 Pending

    • 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
    • /33

      Est $1,009,517 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

      • 96% Above List Price
      • $211/SF
      • 132 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  • /27

    $160,000 Under Contract

    • 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
    • /2

      Est $1,399,043 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

      Last Sold Summary

      • 107% Below List Price
      • $340/SF

      Last Sold Price $675,000

      Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  • /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
    • /10

      Est $1,589,339 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

      • 154% Above List Price
      • $93/SF
      • 307 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  • /22

    $289,900

    • 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
    • /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

      • $116/SF
      • 55 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Sharon Knudsen Past Member

  • /48

    $699,000 Pending

    • 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
    • /10

      Est $1,040,644 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

      • 79% Above List Price
      • $193/SF
      • 124 Days On Market

      Last Sold Price $580,000

      Last Listing Agent Mary King Past Member

  • /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
    • /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

      • $191/SF
      • 146 Days On Market

      Last Sold Price $263,000

      Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  • /11

    $249,000

    • Land
    • 0.32 Acre
    • $778,125 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
    • /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

      • $220/SF
      • 140 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  • /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
    • /10

      Est $1,332,912 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

      • 40% Above List Price
      • $320/SF
      • 22 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  • /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 4.5 baths, making it ideal for larger groups, multi-family getaways, or hosting-driven

    Twinkle Barot Iconic Pros

    208 Mill St, Windham, NY 12496
    • /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 Sold Price $725,000

      Last Listing Agent Todd Curley Coldwell Banker Commercial Prime Properties

  • /38

    $649,000 Pending

    • 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
    • /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

      Last Sold Summary

      Last Listing Agent Yaroslava Tkachuk Hunter Mountain Realty

  • /76

    $1,350,000 Under Contract

    • 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
    • /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

      • $244/SF
      • 74 Days On Market

      Last Sold Price $373,000

      Last Listing Agent Nina Porter Past Member

  • /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
    • /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

      • $67/SF
      • 39 Days On Market

      Last Sold Price $144,000

      Last Listing Agent Mary King Past Member

  • /33

    $749,000

    • 3 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    415 Old Rd, Windham, NY 12496

    Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for

    Laurie Hanenberg Hunter Windham Real Estate

    415 Old Rd, Windham, NY 12496
    • /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

      • $250/SF
      • 28 Days On Market

      Last Sold Price $382,500

      Last Listing Agent Nina Porter Past Member

  • /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
    • /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

      • $361/SF
      • 45 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Nina Porter Past Member

  • /27

    $628,000

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

    9 Pinekill Ln, Windham, NY 12496

    Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-bedroom, 2-bath home, updated in 2022, Located within walking distance to CD Lane Park for swimming, boating, and BBQs, and close to the Catskill Forest Preserve for hiking and biking, this property is perfect for outdoor enthusiasts. Inside, you'll find a spacious open floor plan with a modern kitchen and

    Serena Shi Sany Realty Group LLC

    9 Pinekill Ln, Windham, NY 12496
    • /10

      Not Listed For Sale

      153 Country Route 40, Windham, NY 12496

      • 4 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1952
      153 Country Route 40, Windham, NY 12496

      Last Sold Summary

      • $128/SF
      • 115 Days On Market

      Last Sold Price $204,050

      Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

    • /10

      Not Listed For Sale

      27 Old Rd, Windham, NY 12496

      • 4 Beds
      • 1 Bath
      • 1,392 Sq Ft
      • Built 1899
      27 Old Rd, Windham, NY 12496

      Last Sold Summary

      • $47/SF
      • 442 Days On Market

      Last Sold Price $65,500

      Last Listing Agent Ted Banta Premier Realty Services, Inc.

    • /10

      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

      • $115/SF
      • 176 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Regina Tortorella Past Member

    • /10

      Not Listed For Sale

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

      • 3 Beds
      • 2 Baths
      • 1,717 Sq Ft
      • Built 1992
      274 - 23 County Rt 65 Unit 37, Windham, NY 12496

      Last Sold Summary

      • $133/SF
      • 124 Days On Market

      Last Sold Price $229,000

      Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

    • /10

      Not Listed For Sale

      13 Sky Hill Rd, Windham, NY 12496

      • 3 Beds
      • 2.5 Baths
      • 2,281 Sq Ft
      • Built 2015
      13 Sky Hill Rd, Windham, NY 12496

      Last Sold Summary

      • $217/SF
      • 259 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Laurie Hanenberg Hunter Windham Real Estate

    • /10

      Not Listed For Sale

      4 French Park Dr Unit 4, Windham, NY 12496

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1983
      4 French Park Dr Unit 4, Windham, NY 12496

      Last Sold Summary

      • $135/SF
      • 114 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Paul Hennessy Past Member

    • /10

      Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1983
      4/2 French Park Ct Unit 1C, Windham, NY 12496

      Last Sold Summary

      • $123/SF
      • 314 Days On Market

      Last Sold Price $204,500

      Last Listing Agent Nina Porter Past Member

    • /10

      Not Listed For Sale

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

      • 3 Beds
      • 3 Baths
      • 1,528 Sq Ft
      • Built 1986
      14 - 88 Windham Mt Village Unit 88, Windham, NY 12496

      Last Sold Summary

      • $244/SF
      • 205 Days On Market

      Last Sold Price $372,500

      Last Listing Agent Nina Porter Past Member

    • /10

      Not Listed For Sale

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

      • 3 Beds
      • 3 Baths
      • 1,528 Sq Ft
      • Built 1986
      14 - 55 Windham Mountain Village Unit 55, Windham, NY 12496

      Last Sold Summary

      • $249/SF
      • 167 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Nina Porter Past Member

    • /10

      Not Listed For Sale

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

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 1982
      110/2 Highridge Rd Unit 2, Hensonville, NY 12439

      Last Sold Summary

      • $106/SF
      • 369 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Susan Shaw Shaw Country Realty, Inc.

    • /10

      Not Listed For Sale

      410 County Route 56, Windham, NY 12496

      • 3 Beds
      • 1 Bath
      • 1,344 Sq Ft
      • Built 1970
      410 County Route 56, Windham, NY 12496

      Last Sold Summary

      • $156/SF
      • 49 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Jolanta Jove Dugo Realty

Showing Results 361 - 400, Page 10 of 18

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