Homes for Sale in 12496

• 

  

  

  /27

  $3,000,000

  • Land
  • 307 Acres
  • $9,772 per Acre

  174 High Peak Rd, Windham, NY 12496

  Look at this stunning 307 acre parcel in the Town of Windham sometimes referred to as 'Southampton North'. This property has extensive road frontage, mountain views with minimal clearing from anywhere on the parcel. The minimum lot size is 5 acres. This is the perfect land for development. The seller participates in the conservation (thinning of the forest every 20 years) program which provides

  Siobhan Scanlan Win Morrison Realty-K

  174 High Peak Rd, Windham, NY 12496
• 

  

  

  /22

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  315 Begley Rd, Windham, NY 12496

  Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck-perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  315 Begley Rd, Windham, NY 12496
• 

  

  

  /35

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,893 Sq Ft

  82 County Road 56, Windham, NY 12496

  This property located in the quiet and picturesque town of Maplecrest sits on over four acres of land. It includes three dwellings that are currently being rented along with a 2 garages and a sap house. The front house which sits on the main road has 3 bedrooms/1 bathroom. As you enter the driveway on the left there is a home, garage, sap house, trailer and ranch house at the end. The ranch home

  Kathy Marino Bunce Realty

  82 County Road 56, Windham, NY 12496
• 

  

  

  /69

  $549,000

  • 4 Beds
  • 1.5 Baths
  • 1,764 Sq Ft

  329 State Route 296, Windham, NY 12496

  Trade traffic for tree-lined roads. Replace sirens with birdsong. Wake up on your wraparound porch with a cup of coffee and embrace the slower pace of Catskills living. Nestled in the charming Hamlet of Hensonville, this beautifully renovated four-bedroom farmhouse captures everything buyers love about Windham, NY. Blending timeless country character with thoughtfully curated modern finishes,

  Regina Tortorella Coldwell Banker Village GreenW

  329 State Route 296, Windham, NY 12496
• 

  

  

  /21

  $359,900

  • 2 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!

  Thomas Fedorson Greene County Realty

  2635 County Route 10, Windham, NY 12496
• 

  

  /20

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  406 Campbell Rd, Windham, NY 12496

  Welcome to 406 Campbell Road, a peaceful Catskills retreat tucked among mature trees just minutes from the heart of Windham. This inviting home offers the perfect blend of privacy, comfort, and year-round recreation. Relax on the spacious covered front porch overlooking beautifully crafted bluestone walkways and landscaped grounds. The setting creates a true mountain-lodge atmosphere while

  Agnieszka Wdziekowska Taufield Venture Fox Realty Group

  406 Campbell Rd, Windham, NY 12496
• 

  

  /71

  $1,275,000

  • 3 Beds
  • 3 Baths
  • 1,506 Sq Ft

  11 Whisper Creek Dr Unit 301b, Windham, NY 12496

  Rare Ski Slope View Condo | True Ski-In/Ski-Out Luxury at Windham Mountain Club! Whisper Creek, one of the few ski-in/ski-out condominiums at Windham Mountain Club, offers coveted ski slope views. This rarely available Whisper Creek unit presents an exceptional opportunity to own in one of the Catskills' most desirable four-season resort communities. Whether you're searching for a luxury mountain

  Regina Tortorella Coldwell Banker Village GreenW

  11 Whisper Creek Dr Unit 301b, Windham, NY 12496
• 

  

  /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
• 

  

  /62

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  23 French Park Dr Unit 7c, Windham, NY 12496

  Sought after sunny corner unit with beautiful mountain views! Enter through the spacious mud room with two generous sized closets and window. One the first floor is a bedroom next to a bright full bath with shower and large window. A laundry closet is located across the hallway. There's a large sun-kissed living room/dining room with 2 large sky lights and wall of windows. A charming functional

  Anne Jakubowski Bunce Realty

  23 French Park Dr Unit 7c, Windham, NY 12496
• 

  

  /48

  $899,000

  $24K PRICE INCREASE

  • 6 Beds
  • 5 Baths
  • 3,080 Sq Ft

  5628 State Route 23, Windham, NY 12496

  Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather—while still enjoying their own private spaces, a pass through income property with excellent ROI and very

  Susan Miller Listing by Windstar Realty Group LLC

  

  5628 State Route 23, Windham, NY 12496
• 

  

  /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
• 

  

  /79

  $749,000

  • 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
• 

  

  /56

  $464,000

  • 6 Beds
  • 2.5 Baths
  • 2,251 Sq Ft

  10 Vets Rd, Windham, NY 12496

  Location, Location, Location!!! Rarely is this characterization more appropriate than for 10 Vets Road. This charming village home is truly in the heart of Windham - a terrific location just steps away from the bustling activity. Full-time home? Weekend or vacation getaway? Investment? No matter what your need or wish might be, this well-maintained home with a deceptively spacious interior can

  Sharri Cunningham Bunce Realty

  10 Vets Rd, Windham, NY 12496
• 

  

  /9

  $199,000

  • Land
  • 2.15 Acres
  • $92,558 per Acre

  0 Route 32c Unit 20263845, Windham, NY 12496

  Build Your Dream Home with Stunning Mountain Views up and down this country road- No address yet but plug in #700 there is a shared driveway Escape to the beauty of the Catskills with this exceptional 2.15-acre building parcel located along one of the area's most scenic country roads on the outskirts of Windham. Surrounded by nature and directly across from New York State land, you'll enjoy

  

  Carol Shaw

  Shaw Country Realty, Inc.

  0 Route 32c Unit 20263845, Windham, NY 12496
• 

  

  /34

  $2,500,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,627 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 masterclass 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
• 

  

  /7

  $189,000

  • Land
  • 5.06 Acres
  • $37,352 per Acre

  00 Campbell Rd, Ashland, NY 12407

  Discover an elevated five-acre parcel with an pre-installed septic field, a forested setting, surrounded by a clear pond, native plants and unique rock out cropping's. Set your future home back from the road for exceptional privacy, while staying close to year-round attractions such as Windham Mountain skiing, golf, fishing, biking, horseback riding, village shops, and fine dining. Let's walk the

  Laurie Hanenberg Hunter Windham Real Estate

  00 Campbell Rd, Ashland, NY 12407
• 

  

  /56

  $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
• 

  

  /20

  $425,000

  $75K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,160 Sq Ft

  12112 New York 23, Prattsville, NY 12468

  Restored, top to bottom 1890s 5 bedroom, 3 full bathroom home located 5min down the road to Windham Mountain. This now modern home has an open concept, with living room, kitchen, dining area, laundry, 2 beds , and 2 full bathrooms on the first floor and 3 bedrooms and 1 full bathroom upstairs. Outside there is a large back composite deck with hot tub, large fenced yard, firepit, covered patio

  Jamie Sittner Find Advisors

  12112 New York 23, Prattsville, NY 12468
• 

  

  /89

  $1,749,000

  • 5 Beds
  • 3.5 Baths
  • 3,893 Sq Ft

  33 Elm Ridge Rd, Windham, NY 12496

  Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from

  Regina Tortorella Coldwell Banker Village GreenW

  33 Elm Ridge Rd, Windham, NY 12496
• 

  

  /33

  $335,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  274 County Route 65 Unit 68, Windham, NY 12496

  Step into this well maintained, upgraded unit and fall in love. Beautiful light enters this End Unit. Sliding doors to a patio looking out onto nature. There is an outside ski storage closet. Step into a welcoming mud room. There is a half bath/laundry room, a lovely galley kitchen with granite counters, a lovely large window, all appliances are stainless steel, the closets have pull out shelves.

  Mary Donovan Gallagher & Company

  274 County Route 65 Unit 68, Windham, NY 12496
• 

  

  /6

  $257,000

  • Land
  • 25,700 Sq Ft
  • $435,593 per Acre

  57 South St, Windham, NY 12496

  Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Close access to everything Windham has to offer: ski, golf, biking, movie theater, shops and downtown restaurants. Utilities access on site: water (town), sewer (town), electric (NYSEG).

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  57 South St, Windham, NY 12496
• 

  

  /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
• 

  

  /33

  $439,000

  $10K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  274 County Route 65 Unit 29, Windham, NY 12496

  A proven rental property with exceptional 5-star Airbnb reviews and guaranteed rental income well into 2027, this fully furnished and completely turnkey Catskills retreat offers a rare opportunity to own a luxury mountain getaway with immediate revenue potential. Perched on a desirable corner location at one of the highest points within the community, this exceptional 2-bedroom, 2-bath

  Derek Henriksen Dugo Realty

  274 County Route 65 Unit 29, Windham, NY 12496
• 

  

  /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
• 

  

  /58

  $3,649,000

  Pre-Foreclosure

  • 5 Beds
  • 7 Baths
  • 5,532 Sq Ft

  6 White Way, Windham, NY 12496

  Welcome to White Way Mountain House, an Aspen-inspired log and post-and-beam mountain retreat set ski-in, ski-off on the White Way Trail at Windham Mountain. Spanning 5,532 square feet across three levels, this five-bedroom, seven-bath chalet was designed for the full mountain living experience: two wood-burning stone fireplaces, radiant heat throughout, a dedicated ski and boot room with heated

  Anthony D'Argenzio Houlihan Lawrence Inc.

  6 White Way, Windham, NY 12496
• 

  

  /103

  $2,300,000

  • 5 Beds
  • 4.5 Baths
  • 4,069 Sq Ft

  16 White Way, Windham, NY 12496

  There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trail, this extraordinary timber-frame residence offers what is arguably the most desirable slope-side location on the mountain. No shuttles. No parking lots. No loading gear into the car. Simply step into your heated ski room,

  Regina Tortorella Coldwell Banker Village GreenW

  16 White Way, Windham, NY 12496
• 

  

  /29

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 1,227 Sq Ft

  5044 State Route 23, Windham, NY 12496

  Walk to the Windham Path from this newly renovated two story home. Offered fully furnished, stocked with everything you need to greet your next guest, this active Airbnb is ready for the next owner. Two first floor bedrooms each with their own beautifully new tiled bath. New kitchen with butcher block counter tops, new appliances with induction stove. Upstairs 2 more bedroom with its own half

  Cynthia Welch Welch Realty Inc.

  5044 State Route 23, Windham, NY 12496
• 

  

  /51

  $410,000

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

  52 Loretta Ln, Ashland, NY 12407

  Welcome to 52 Loretta Lane. This ranch home set on 3 beautiful, lush acres is ready to greet its new owners. The main floor has a bright sun-drenched living room and a spacious eat-in kitchen with a large picture window overlooking the grounds. With 3 bedrooms, bathroom, laundry area, and a second sitting area or den, the layout offers flexibility and can be adapted to suit your needs. The

  Sharri Cunningham Bunce Realty

  52 Loretta Ln, Ashland, NY 12407
• 

  

  /33

  $790,000

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  97 Clarence D Lane Rd Unit D, Windham, NY 12496

  Welcome to your new mountain home! This spacious 4-bedroom, 2-bath townhouse on Windham Mountain offers the perfect blend of ski-lodge charm and modern comfort, moments to the slopes. With 2,112 square feet of living space, there's plenty of room to gather, relax, and make lasting memories in every season. Inside, you'll find soaring wood-beamed ceilings, a dramatic stone hearth, and two

  Jessica Surbeck Windstar Realty Group, LLC

  97 Clarence D Lane Rd Unit D, Windham, NY 12496
• 

  

  /59

  $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
• 

  

  /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
• 

  

  /33

  $407,000

  $23K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,058 Sq Ft

  274 N Brooksburg Rd Unit 35, Windham, NY 12496

  ** REDUCED!** Welcome to Crystal Pond at Windham! This wonderful townhome is perfect for that weekend getaway, Winter resort home, or year round living, and has great potential for a short term rental. It comes ''fully furnished'' and ready to use! Offering Three sprawling floors of living space, 4-5 bedrooms and 3 Full baths! This beautiful town home has a great working kitchen w/ granite

  Douglas Schenk RE/MAX Capital

  274 N Brooksburg Rd Unit 35, Windham, NY 12496
• 

  

  /7

  $689,000

  • 5 Beds
  • 5 Baths
  • 2,500 Sq Ft

  5355 New York 23, Windham, NY 12496

  CALLING INVESTORS - PRIME WINDHAM VILLAGE OPPORTUNITY Rare opportunity in the heart of Windham Village with exceptional commercial and residential development potential. Positioned in one of the Catskills' most desirable four-season destinations, this property offers investors the chance to capitalize on the continued growth and popularity of Windham.Windham is truly ''the place to be,''

  

  Carol Shaw

  Shaw Country Realty, Inc.

  5355 New York 23, Windham, NY 12496
• 

  

  /26

  $350,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  69 Windham Ridge Rd Unit 16F, Windham, NY 12496

  Welcome to Windham Ridge with views of Windham Mountain! This 3 Bedroom, 2.5 Bath townhome which offers large spacious rooms, great storage and closet space, the 1st floor offers wonderful open floorplan with Dining room, Kitchen, Living room (with wood fireplace) front and rear decks. Windham Ridge is affordable with low taxes and association fees. It's located just a couple of minutes to

  Douglas Schenk RE/MAX Capital

  69 Windham Ridge Rd Unit 16F, Windham, NY 12496
• 

  

  /42

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  689 Old Rd, Hensonville, NY 12439

  Step into the charm of this 1930s 2-bedroom, 2-bath ranch, just minutes from the Village of Windham and Windham Mountain. Nestled on a full acre and bordered by 25.5 acres of protected NYC watershed land, the property offers rare privacy and a seamless connection to nature. Wake up to the gentle sounds of a seasonal creek and lush surrounding greenery, a true mountain escape.Outside, a

  

  Mark McAlpine

  Compass Greater New York, LLC

  689 Old Rd, Hensonville, NY 12439
• 

  

  /78

  $915,000

  New Construction $20K PRICE DROP

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

  2074-2080 County Route 10, Windham, NY 12496

  A private mountain escape with 2 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

  2074-2080 County Route 10, Windham, NY 12496
• 

  

  /52

  $547,000

  $28K PRICE DROP

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

  591 & 587 Co Rd 56, Windham, NY 12496

  Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56 - you won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your

  Sharon Knudsen Coldwell Banker Village GreenW

  591 & 587 Co Rd 56, Windham, NY 12496
• 

  

  /8

  $189,000

  • Land
  • 3.6 Acres
  • $52,500 per Acre

  00 County Road 10, Ashland, NY 12407

  Presenting an exceptional opportunity to create a mountain retreat on this elevated, shovel-ready home site in the heart of Greene County. Showcasing a western sunset view and lightly wooded surroundings that offer both beauty and privacy, the property enjoys the rare distinction of bordering hundreds of acres of protected New York City forever wild land. Take advantage of a DEP approved septic

  Laurie Hanenberg Hunter Windham Real Estate

  00 County Road 10, Ashland, NY 12407
• 

  

  /43

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  21 French Park Ct Unit 7B, Windham, NY 12496

  If you know Windham Ridge, you know there are only a handful of units with a front row seat to Windham Mountain. Welcome to Unit 7B! With Windham Mountain Club in the background and woods in the foreground your view is nothing but Mother Nature as far as you can see. No rooftops, parked cars, or front doors to see here. Sit on the lovely stone patio and enjoy your morning coffee as you watch the

  Sharon Knudsen Coldwell Banker Village GreenW

  21 French Park Ct Unit 7B, Windham, NY 12496
• 

  

  /25

  $415,000

  $19K PRICE INCREASE

  • 3 Beds
  • 3.5 Baths
  • 3,683 Sq Ft

  2914 Route 10, Windham, NY 12496

  Escape to the Catskills and enjoy the privacy, space, and year-round lifestyle you've been looking for. Set on more than 5 private acres, this move-in-ready home offers over 2,600 square feet of living space with 3 bedrooms and 3.5 bathrooms, creating the perfect retreat for weekend getaways, full-time living, or a vacation home with income potential. Inside, you'll find spacious living areas

  

  Jack Yao

  Realmart Realty, LLC

  2914 Route 10, Windham, NY 12496

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