Windham, NY Homes for Sale with Acreage

• 

  

  

  /10

  $375,000

  $100K PRICE INCREASE

  • Land
  • 2.4 Acres
  • $156,250 per Acre

  L38 Panarama Ln Unit 38, Windham, NY 12496

  Destination Windham! This 2.4 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

  Susan Miller WINDSTAR REALTY GROUP LLC

  L38 Panarama Ln Unit 38, Windham, NY 12496
• 

  

  

  /48

  $449,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,287 Sq Ft

  18 Maplewood Ave, Windham, NY 12496

  Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NY Discover your dream retreat in the heart of the Catskills! Nestled in the picturesque village of Windham, just minutes from vibrant downtown and the renowned Windham Mountain Resort with its array of restaurants and shops, this spacious 4-bedroom, 2-bathroom ranch offers the perfect blend of comfort and charm. Situated on a generous 1.6-acre

  Fred Mazza Bunce Realty

  18 Maplewood Ave, Windham, NY 12496
• 

  

  

  /17

  $300,000

  • Land
  • 7.52 Acres
  • $39,894 per Acre

  1 Estate View Dr, Windham, NY 12496

  Only a select number of lots remain! Welcome to Windham Luxury Estates, where an exceptional opportunity awaits with this fully approved, shovel ready 7.5 acre residential building lot. This premier parcel includes complete engineering, topographical and survey maps, along with a fully approved DEP septic design for an estate sized home, making the building process as seamless as possible.

  Patrick Dunn KW Platform

  1 Estate View Dr, Windham, NY 12496
• 

  

  

  /47

  $449,000

  $51K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,457 Sq Ft

  20 Slater Rd, Maplecrest, NY 12454

  Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence.An exceptionally inviting home that is perfect for guests or extended family,

  Brian Cohen RHR Realty Group

  20 Slater Rd, Maplecrest, NY 12454
• 

  

  

  /43

  $479,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  177 Mill St, Windham, NY 12496

  Welcome to 177 Mill Street: Spectacular views, terrific location and a house ready for new owners and its next chapter! A classic chalet, this cozy home is just the right size - not too big, not too small. The main living area is as one might expect; tall ceilings accented by wood beams and an open floor plan combining living, dining and kitchen areas. Two sets of sliding doors open to the deck.

  Sharri Cunningham Bunce Realty

  177 Mill St, Windham, NY 12496
• 

  

  /55

  $575,000

  $124K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 3,485 Sq Ft

  200 & 212 Co Rd 40, Windham, NY 12496

  UNIQUE REDEVELOPMENT & RESTORATION OPPORTUNITY on 7.2 scenic acres along the Batavia Kill Creek, featuring open meadows, sweeping hillside views, and a peaceful Catskills setting. LOCATED just 3.5 miles to Windham Mountain and under 10 miles to Hunter Mountain.FORMERLY the site of an inn, the original inn building has been removed, creating a blank canvas for a hospitality destination,

  Susan Lennon Coldwell Banker Timberland

  200 & 212 Co Rd 40, Windham, NY 12496
• 

  

  /29

  $1,350,000

  • Land
  • 11.74 Acres
  • $114,991 per Acre

  0 South St, Windham, NY 12496

  Prime Windham Mountain Club Development Opportunity: Nearly 12 Acres Across from the Slopes, Bordering ''The Valley'': Windham Mountain Club's new amenities complex. Underground Electric & Municipal Sewer Access available. Calling all developers, builders, and investors--this is one of Windham's most strategic opportunities. This offering includes two combined lots totaling nearly 12 acres in a

  Regina Tortorella Coldwell Banker Village GreenW

  0 South St, Windham, NY 12496
• 

  

  /49

  $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
• 

  

  /51

  $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
• 

  

  /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 masterpiece 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
• 

  

  /39

  $639,000

  $21K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /60

  $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
• 

  

  /55

  $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
• 

  

  /89

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /62

  $895,000

  New Construction $40K PRICE DROP

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

  2074 County Road 10, Windham, NY 12496

  Two separate homes! A rare Catskills treat! Own your own Catskills compound. These homes create the perfect setting for extended households, 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

  Lisa Gambella Windstar Realty Group, LLC

  2074 County Road 10, Windham, NY 12496
• 

  

  /27

  $349,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  2635 County Route 10, Windham, NY 12496

  What an amazing opportunity! Delightful ranch home with full walk out finished basement. Bright and sunny on 2+ acres with mountain views! Minutes from ski slopes !

  Thomas Fedorson Listing by Greene County Realty

  

  2635 County Route 10, Windham, NY 12496
• 

  

  /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
• 

  

  /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
• 

  

  /44

  $699,000

  $96K PRICE DROP

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

  24 Case Rd, Windham, NY 12496

  Price Improvement! Immaculately cared for custom built home on over 8 acres! 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

  Patricia Charbonneau Brainard Ridge Management

  24 Case Rd, Windham, NY 12496
• 

  

  /49

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /50

  $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

Showing Results 41 - 69, Page 2 of 2