Windham, NY Houses for Sale

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  $685,000

  Open Sat 11AM - 1PM $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  730 Mill St, Windham, NY 12496

  Wonderful Windham Cape Cod on picturesque 6.8 acres, gazebo, and private pond! Welcome to this country gem! Many renovations in 2016: with a one car garage, breezeway, well equipped kitchen with granite counters, island and lovely, sun filled first floor ensuite bedroom with beautiful views out to the deck and gorgeous grounds. The main floor offers a second full bath, dining area and

  Patricia Charbonneau Brainard Ridge Management

  730 Mill St, Windham, NY 12496
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  /27

  $565,000

  • 5 Beds
  • 2 Baths

  96 56, Windham, NY 12496

  An amazing opportunity to own the perfect mountain retreat! This legal two-family home offers incredible flexibility as a two-unit investment property or an owner-occupied home with income-producing potential. The main house features a living room and formal dining room with beautifully refinished hardwood floors, an updated kitchen with granite countertops and brand-new stainless steel

  Doris Kennedy Kennedy L I Realty

  96 56, Windham, NY 12496
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  /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
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  /33

  $610,000

  • 4 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  49 Brainard Ridge Rd Unit 3A, Windham, NY 12496

  Move in ready! Warm and Welcoming describes this beautiful, Brainard Ridge large end unit, 4 bedroom 2.5 bath with a sun drenched extra den/family room. Beautifully renovated kitchen with new Cambria Windermere Quarts countertops, attractive wood cabinets, new electric stove, refrigerator and microwave. Spacious living area with wood burning fireplace to enjoy relaxing moments with family and

  Patricia Charbonneau Brainard Ridge Management

  49 Brainard Ridge Rd Unit 3A, Windham, NY 12496
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  $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
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  /42

  $1,330,000

  New Construction Open Sat 12:30PM - 2PM $45K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,280 Sq Ft

  305 Mitchell Hollow Rd, Windham, NY 12496

  Modern Mountain Luxury | Windham, New York. Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

  Pamela King-Belfor Four Seasons Sotheby's Int.

  305 Mitchell Hollow Rd, Windham, NY 12496
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  /54

  $575,000

  $124K PRICE DROP

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

  200 & 212 Co Rd 40, Windham, NY 12496

  Mixed-Commercial (Inn/Lodge/Residential) with 7.2 Acres and 4 existing structures on the Batavia Kill Creek featuring open meadows, sweeping hill views, and a peaceful natural backdrop. This property offers a unique opportunity to reimagine a hospitality destination, retreat center, multi-structure compound, or private residential estate, to name a few. The original inn building has been removed,

  Susan Lennon Coldwell Banker Timberland

  200 & 212 Co Rd 40, Windham, NY 12496
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  /105

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 4,247 Sq Ft

  37 White Way, Windham, NY 12496

  Winter in Windham is here and with the ski season in full swing, it's time to find the ski house of your dreams! 37 White Way is being offered for the first time. INCLUDED IS A SECOND, ADJOINING VACANT PARCEL, offering flexibility and opportunity. Build a second home or guest house; sell the lot or, simply keep it as is to ensure privacy! Located on Windham Mountain Club's east side, and just

  Sharri Cunningham Bunce Realty

  37 White Way, Windham, NY 12496
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  /41

  $1,450,000

  New Construction $50K PRICE INCREASE

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  17 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

  17 Stonewall Ln, Windham, NY 12496
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  /22

  $1,590,000

  • 5 Beds
  • 3 Baths

  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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  /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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  /41

  $1,700,000

  • 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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  /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
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  /53

  $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
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  /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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  $915,000

  New Construction $20K PRICE DROP

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

  2074 County Road 10, Windham, NY 12496

  A Private Mountain Escape with Two Homes!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 opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main

  Lisa Gambella Windstar Realty Group, LLC

  2074 County Road 10, Windham, NY 12496
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  /46

  $795,000

  • 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
• 

  

  /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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  /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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  /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

Showing Results 41 - 60, Page 2 of 2