Homes for Sale in 12496

• 

  

  

  /51

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  370 Begley Rd, Windham, NY 12496

  Rare Opportunity Surrounded by 700 Acres of State LandThat's right—700 acres of forever-protected State Land at your doorstep! Step into your own personal oasis where you can hike, hunt, explore, or simply enjoy the peace and quiet with birdsong, wildlife, and the whispering wind through the trees.This spotless 1,800 sq ft modular ranch offers a bright and open floor plan with

  Lisa Jaeger Coldwell Banker Village GreenW

  370 Begley Rd, Windham, NY 12496
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• 

  

  

  /35

  $1,395,000

  • 6 Beds
  • 4 Baths
  • 3,800 Sq Ft

  5628 New York 23, Windham, NY 12496

  Exceptional Investment Opportunity in Prime Windham Location! Discover a rare 5-acre property featuring 2 houses, a charming cabin, a spacious barn, and few approved building lots - all set against a breathtaking scenic view of Windham Mountain Club. This property is connected to town sewer line with possible additional (up to 4 ) hookups for future houses, 2 wells already drilled, making

  Agnieszka Wdziekowska Taufield CORE REAL ESTATE TEAM

  5628 New York 23, Windham, NY 12496
• 

  

  

  /61

  $1,125,000

  • 5 Beds
  • 5.5 Baths
  • 3,643 Sq Ft

  3 South St, Windham, NY 12496

  Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek

  Regina Tortorella Coldwell Banker Village GreenW

  3 South St, Windham, NY 12496
• 

  

  

  /32

  $799,000

  • 3 Beds
  • 3.5 Baths
  • 2,434 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
• 

  

  

  /42

  $1,245,000

  • 3 Beds
  • 3.5 Baths
  • 2,225 Sq Ft

  6 Watch Hill Ln, Windham, NY 12496

  Timeless Timber Frame Townhome!Walk to the trails from this 3bedroom, plus loft 3.5 bath with attached garage, Windham beauty! Enjoy the elegance of a true timber frame home, with all its warmth and charm. Lovely entrance with sizable ski and boot room, opening to vaulted ceiling living room with plenty of windows to take in the beautiful natural surroundings. Tasteful furnishings to relax

  Patricia Charbonneau Brainard Ridge Management

  6 Watch Hill Ln, Windham, NY 12496
• 

  

  /39

  $849,000

  • 3 Beds
  • 2.5 Baths
  • 2,864 Sq Ft

  407 Mill St, Windham, NY 12496

  Welcome to Round Haus Chalet, a high design retro retreat set on five acres with spectacular 360-degree views, just minutes from Windham Mountain. Built in 1986, this distinctive three-bedroom, two-and-a-half-bath residence pairs playful, postmodern geometrical architecture with mid-century design. From cozy apres-ski gatherings, to chic summer soirees, this home was designed for every season of

  Anthony D'Argenzio Houlihan Lawrence

  407 Mill St, Windham, NY 12496
• 

  

  /19

  $550,000

  • 7 Beds
  • 2.5 Baths
  • 3,114 Sq Ft

  804 Mitchell Hollow Rd, Windham, NY 12496

  Huge price reduction. For the first time on the market in almost 50 years we are offering this unique home and property for sale.The Greek style home has seven bedrooms, two and half baths. a large living room, a large dining room with wainscotingwalls, cabinets and ceiling, old style kitchen, large workshop or spare room and a large front porch to enjoy the views.All this on 18 acres with

  Chris Tripsas Reliant Property Services

  804 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /30

  $170,000

  • 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
• 

  

  /55

  $645,000

  • 4 Beds
  • 3.5 Baths
  • 1,512 Sq Ft

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

  Just in time for ski season! Make this your base for winter fun at Windham Mountain Club.Beautifully renovated with comfort and quiet luxury in mind, this gorgeous corner townhouse in the desirable Brainard Ridge development offers a rare expanded floor plan featuring 4-5 bedrooms and 3.5 baths — perfect for hosting all of your loved ones and guests.The chef's kitchen has been

  Lisa Jaeger Coldwell Banker Village GreenW

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
• 

  

  /19

  $399,000

  • Land
  • 0.46 Acre
  • $867,391 per Acre

  2 Twin Maples Ln, Windham, NY 12496

  Premier Building Lot at Windham Mountain Club - Ready for Your Dream HomeBring your vision to life on this shovel-ready homesite located in Village East, an exclusive enclave within the prestigious Windham Mountain Club. Whether you're a builder, investor, or avid skier dreaming of a luxury mountain retreat, this property offers the perfect foundation for your next project.Turnkey

  Regina Tortorella Coldwell Banker Village GreenW

  2 Twin Maples Ln, Windham, NY 12496
• 

  

  /8

  $149,000

  • Land
  • 2.5 Acres
  • $59,600 per Acre

  497 Campbell Rd, Ashland, NY 12496

  The perfect elevated woodland for your mountain escape either an : A Frame, Chalet or Mtn. Modern you will find this forest inviting.Shovel ready, DEP approved septic plans and lot survey and driveway. Access to electric along the road, town approved curb cut installed. Lets start building, call today.

  Laurie Hanenberg Hunter Windham Real Estate

  497 Campbell Rd, Ashland, NY 12496
• 

  

  /8

  $149,000

  • Land
  • 2.5 Acres
  • $59,600 per Acre

  511 Campbell Rd, Ashland, NY 12496

  Private wooded lot offering DEP septic approval and lot survey; shovel ready to build you mountain dream house or investment property. Adjacent lot available to create a family/ friend neighboring property. Just minutes to Windham Mountain Club and Christmans Golf .

  Laurie Hanenberg Hunter Windham Real Estate

  511 Campbell Rd, Ashland, NY 12496
• 

  

  /8

  $149,000

  • Land
  • 2.52 Acres
  • $59,127 per Acre

  557 Campbell Rd, Ashland, NY 12496

  Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

  Laurie Hanenberg Hunter Windham Real Estate

  557 Campbell Rd, Ashland, NY 12496
• 

  

  /25

  $430,000

  • 3 Beds
  • 3.5 Baths
  • 2,610 Sq Ft

  2914 Route 10, Windham, NY 12496

  This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. We are in the process of obtaining interior

  Qizhan Yao Realmart Realty, LLC

  2914 Route 10, Windham, NY 12496
• 

  

  /13

  $199,000

  611 Mitchell Hollow Rd, Windham, NY 12496

  5.7 Acres with Utilities in Place - Perfect Setting for Your Dream HomeThis 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

  Regina Tortorella Coldwell Banker Village GreenW

  611 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /5

  $253,000

  • Land
  • 0.59 Acre
  • $428,814 per Acre

  57 South St, Windham, NY 12496

  Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Walking distance to everything Windham has to offer - ski, golf, biking, movie theater, shops and downtown restaurants. Utilities - This lot is serviced by municipal water, municipal sewer, electric, and cable directly off the road.

  Aira Ilao ListWithFreedom.com

  57 South St, Windham, NY 12496
• 

  

  /20

  $479,000

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

  274 N Brooksburg Rd Unit 35, Windham, NY 12496

  Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

  John Pumilia Shaw Country Realty, Inc.

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

  

  /9

  $500,000

  • Land
  • 0.52 Acre
  • $961,538 per Acre

  220 & 240 Club Rd, Windham, NY 12496

  Be captivated by the breathtaking, panoramic views that will mesmerize you from dusk till dawn from either of these 2 building lots, with ski access being offered by Windham Mountain Club. Let your imagine soar with the possibilities of designing your dream home to last for generations on one of the few remaining building lots offered by Windham Mountain Club. Envision waking up in your mountain

  Patricia Charbonneau Brainard Ridge Management

  220 & 240 Club Rd, Windham, NY 12496
• 

  

  /65

  $1,999,999 Open Sun 1PM - 3PM

  • 5 Beds
  • 4 Baths
  • 3,409 Sq Ft

  5433 New York 23, Windham, NY 12496

  A One-of-a-Kind Masterpiece in the Heart of Windham, NY!Welcome to Main Street Magic—an exceptional, fully reimagined 5-bedroom, 4-bathroom home (2 full, 2 half) located just 2 hours from NYC in the sought-after Catskills town of Windham. This stunning property perfectly blends historic charm with modern luxury and lifestyle-driven design.Step inside to soaring 13' vaulted

  Caitlin Cucchiella Hunt Real Estate ERA

  5433 New York 23, Windham, NY 12496
• 

  

  /11

  $295,000

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  76 Loo Bridge Ln, Windham, NY 12496

  Cozy Mountain Condo in Windham - Perfect for Family Retreats or Investment Discover this inviting 2-bedroom, 2.5-bath condo with a loft (C of O included), just 10 minutes from Windham Mountain Ski Resort. The open living room with kitchen creates a warm, social space, while large windows bring in natural light and serene views. Surrounded by woods and mountains, this home offers peace and

  Agnieszka Wdziekowska Taufield CORE REAL ESTATE TEAM

  76 Loo Bridge Ln, Windham, NY 12496
• 

  

  /10

  $275,000

  • Land
  • 0.32 Acre
  • $859,375 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
• 

  

  /29

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft

  38 Cambridge Heights Rd, Windham, NY 12496

  Welcome to Alpine Cabin, your dream mountain getaway! Nestled just steps away from the slopes, this charming cabin combines rustic elegance with modern comforts perfect for a cozy winter retreat or an adventurous alpine escape. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The fireplace in the living area is perfect for

  Paul Heintz Anatole House LLC

  38 Cambridge Heights Rd, Windham, NY 12496
• 

  

  /17

  $79,900

  • Land
  • 5.01 Acres
  • $15,948 per Acre

  L32 Eds Rd, Ashland, NY 12496

  Seller financing available and only 9 minutes from the Windham Mountain Club! Discover the perfect place to build your dream home on this beautiful 5-acre lot. Nestled along a quiet road, this property offers peace, privacy, and the quiet charm of a tranquil setting. Whether you're looking for a full-time residence or a weekend retreat, this lot provides the ideal blend of seclusion and

  John O'Neill-Knasick eXp Realty

  L32 Eds Rd, Ashland, NY 12496
• 

  

  /35

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  5134 New York 23, Windham, NY 12496

  Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature

  Jason Dugo Dugo Realty

  5134 New York 23, Windham, NY 12496
• 

  

  /30

  $489,000

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

  274 Brooksburgh Rd Unit 48, Windham, NY 12496

  Ine of just a few larger units in ?Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 48, Windham, NY 12496
• 

  

  /49

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 1,353 Sq Ft

  129 Club Rd, Windham, NY 12496

  Gorgeous Windham Mountain Contemporary. An abundance of natural light and impressive landscaping establish the setting as you step into this beautiful 4-bedroom 3.5 bath mountain home. Panoramic, stunning views from every room, spacious living room with cozy, tasteful furnishings, striking stone wood burning fireplace, bright kitchen with granite counters, solid maple cabinetry and Bosch

  Patricia Charbonneau Brainard Ridge Management

  129 Club Rd, Windham, NY 12496
• 

  

  /16

  $289,000

  • Land
  • 4.33 Acres
  • $66,744 per Acre

  4 Windham Farms Rd, Windham, NY 12496

  Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

  Laurie Hanenberg Hunter Windham Real Estate

  4 Windham Farms Rd, Windham, NY 12496
• 

  

  /15

  $439,000

  • Land
  • 3.46 Acres
  • $126,879 per Acre

  2 Windham Farms Rd, Windham, NY 12496

  Welcome to Windham Farms in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

  Laurie Hanenberg Hunter Windham Real Estate

  2 Windham Farms Rd, Windham, NY 12496
• 

  

  /36

  $459,000

  • 4 Beds
  • 3.5 Baths
  • 1,717 Sq Ft

  274 Brooksburgh Rd Unit 67, Windham, NY 12496

  This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 67, Windham, NY 12496
• 

  

  /41

  $654,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  212 South St, Windham, NY 12496

  Location is everything, This home sits on 1.80 acres/ Beautiful views in ever direction. The perfect location of skiing, golfing, walk to town, library, movies, restaurants. Watch the fireworks at /Windham, Mt. Club. Upper level boasts a stone fireplace w/wood insert, wood floors, even a bar, eat in kitchen, plus dining room with a wall of windows, to enjoy the views. Kitchen has been redone

  Mary Donovan Gallagher & Company

  212 South St, Windham, NY 12496
• 

  

  /44

  $1,699,000

  • 4 Beds
  • 4.5 Baths
  • 1,990 Sq Ft

  2 the Enclave Unit W10, Windham, NY 12496

  Premier Trailside Location at Windham Mountain Club! Rarely does the opportunity to experience an Enclave Townhome come along. The Enclave Townhomes located at the base of Windham Mountain Club offers Slopeside living at its best. Timeless elegance awaits you in this distinctive 4 bedroom, 4.5-bath large end unit with double car heated garage. The open and airy kitchen affords you plenty of

  Patricia Charbonneau Brainard Ridge Management

  2 the Enclave Unit W10, Windham, NY 12496
• 

  

  /45

  $1,399,000

  • 5 Beds
  • 5.5 Baths
  • 3,752 Sq Ft

  7 Meadow Ln, Windham, NY 12496

  At the top of Windham ski mountain and just steps from ski-on, ski-off access sits this uniquely designed, contemporary gem. Significantly further up the mountain than any available property, it's ideal for ski enthusiasts and luxury buyers that want a mountainside retreat with near direct access to the slopes. Rather than fighting traffic, crowds and trudging across parking lots in ski boots,

  Joseph Satto Compass Greater NY, LLC

  7 Meadow Ln, Windham, NY 12496
• 

  

  /38

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  5359 New York 23, Windham, NY 12496

  Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and

  Wayne Newcomb Newcomb Realty Group LLC

  5359 New York 23, Windham, NY 12496
• 

  

  /70

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 2,648 Sq Ft

  37 White Way, Windham, NY 12496

  Winter in Windham is fast approaching and with ski season just around the corner it's time to find the ski house of your dreams! 37 White Way is being offered for the first time and includes the added value of a second, adjoining lot. Located on Windham Mountain Club's east side, and just steps from the trails, this home overlooks the valley and town below, with far-reaching views that

  Sharri Cunningham Bunce Realty

  37 White Way, Windham, NY 12496
• 

  

  /33

  $450,000

  • 2 Beds
  • 3 Baths
  • 2,026 Sq Ft

  61 South St, Windham, NY 12496

  Sold as is.3 minutes to the ski slopes and across the street from the golf course and clubhouse! Mid-century modern ski house, needs considerable maintenance & modernization, but oh so worth it to do. Property is a useable acre that directly abuts golf course (across the street) and clubhouse. Excellent Airbnb opportunity. Year round and vacation home living. Location, location

  Eric Schatz Schatz Realty Group

  61 South St, Windham, NY 12496
• 

  

  /14

  $599,000

  • Land
  • 1.23 Acres
  • $486,992 per Acre

  137-1 South St, Windham, NY 12496

  Attention Builders, Developers & Visionaries!Prime 1.23-acre parcel along Windham's sought-after South Street corridor — a high-traffic, high-growth area in the heart of town. Surrounded by established businesses, the local Little League field, new townhouse developments, and close proximity to Windham Mountain Club entrance and Main Street. Offering 138 feet of road frontage and mostly

  Lisa Jaeger Coldwell Banker Village GreenW

  137-1 South St, Windham, NY 12496
• 

  

  /49

  $149,000

  • Land
  • 5.25 Acres
  • $28,381 per Acre

  TBD Boulder Brook Rd Unit Lot 13, 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 13, Windham, NY 12496
• 

  

  /47

  $169,900

  • Land
  • 6.17 Acres
  • $27,536 per Acre

  TBD Boulder Brook Rd Unit Lot 8, 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 8, Windham, NY 12496
• 

  

  /37

  $179,900

  • Land
  • 5.61 Acres
  • $32,068 per Acre

  TBD Boulder Brook Rd Unit Lot 11, 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 11, Windham, NY 12496
• 

  

  /31

  $159,900

  • 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

Showing Results 41 - 80, Page 2 of 4