Newest Homes for Sale in Windham, NY

• 

  

  

  /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
• 

  

  

  /45

  $349,999

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,739 Sq Ft

  477 Campbell Rd, Windham, NY 12496

  Your wonderful Summer weekend getaway! 7 glorious acres, 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or

  Robyn Tricinelli Century 21 Alliance

  477 Campbell Rd, Windham, NY 12496
• 

  

  

  /64

  $1,899,000

  • 5 Beds
  • 3.5 Baths
  • 4,044 Sq Ft

  22 The Loop, Windham, NY 12496

  A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

  Regina Tortorella Coldwell Banker Village GreenW

  22 The Loop, Windham, NY 12496
• 

  

  

  /18

  $427,000

  $36K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

  Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

  Patricia Charbonneau Brainard Ridge Management

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496
• 

  

  

  /109

  $2,175,000

  • 6 Beds
  • 4.5 Baths
  • 4,104 Sq Ft

  19 Twin Maples, Windham, NY 12496

  Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

  Regina Tortorella Coldwell Banker Village GreenW

  19 Twin Maples, Windham, NY 12496
• 

  

  /28

  $234,500

  $234K PRICE INCREASE

  • Land
  • 2.3 Acres
  • $101,957 per Acre

  0 N Ridge Extension Unit 20255019, Windham, NY 12496

  Welcome to North Ridge Estates - Build Your Catskills Dream Getaway Here's your chance to own the last remaining building lot in North Ridge Estates, an exclusive, private enclave known for its high-end vacation homes and newly built million-dollar properties. Set on 2.30 acres, this prime parcel has already been surveyed and features a driveway leading into the heart of the property with a

  

  Lisa Jaeger

  Coldwell Banker Village GreenW

  0 N Ridge Extension Unit 20255019, Windham, NY 12496
• 

  

  /19

  $399,000

  • Land
  • 20,037 Sq Ft
  • $867,391 per Acre

  2 Twin Maples Ln, Windham, NY 12496

  Premier Building Lot at Windham Mountain Club - Ready for Your Dream Home. Bring 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 Build-Ready:

  Regina Tortorella Coldwell Banker Village GreenW

  2 Twin Maples Ln, Windham, NY 12496
• 

  

  /61

  $1,149,000

  $24K PRICE INCREASE

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

  3 South St, Windham, NY 12496

  Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 10 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Located within walking distance to Windham's restaurants, shops, nightlife, and ''The Valley,'' Windham Mountain Club's exciting new expansion

  Regina Tortorella Coldwell Banker Village GreenW

  3 South St, Windham, NY 12496
• 

  

  /38

  $2,495,000

  $2M PRICE INCREASE

  • 8 Beds
  • 3.5 Baths
  • 3,350 Sq Ft

  3 Leon MacGlashan Rd, Windham, NY 12454

  Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan RoadNestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities.

  Jake Garay Serhant LLC

  3 Leon MacGlashan Rd, Windham, NY 12454
• 

  

  /9

  $500,000

  • Land
  • 22,651 Sq Ft
  • $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
• 

  

  /37

  $285,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  71 County Road 65 Unit 6, Hensonville, NY 12439

  Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape/ski home, this property checks every box. The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet

  Susanna Scott-Mitchell Compass Greater NY, LLC

  71 County Road 65 Unit 6, Hensonville, NY 12439
• 

  

  /31

  $349,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  436 Big Hollow Rd, Maplecrest, NY 12454

  Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

  

  Carol Shaw

  Shaw Country Realty, Inc.

  436 Big Hollow Rd, Maplecrest, NY 12454
• 

  

  /35

  $460,000

  $25K PRICE DROP

  • 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 so

  

  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 bedrooms,

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 48, 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
• 

  

  /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
• 

  

  /36

  $399,000

  $60K PRICE DROP

  • 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''. Half bath/laundry. Kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stools, 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
• 

  

  /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
• 

  

  /34

  $239,500

  $10K PRICE DROP

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

  55 Quads Way, Windham, NY 12496

  Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes,

  

  Lisa Jaeger

  Coldwell Banker Village GreenW

  55 Quads Way, Windham, NY 12496
• 

  

  /15

  $213,500

  • Land
  • 6.1 Acres
  • $35,000 per Acre

  0 Larsen Dr Unit 20253291, Windham, NY 12496

  One of Windham's Most Special Lots — Unrivaled Views & Serene Privacy Perched in one of Windham's most coveted settings, this remarkable 6.1-acre parcel offers breathtaking, sweeping views of the ski slopes and surrounding mountain ranges—truly among the very best views in all of Windham. This is a rare opportunity to own a piece of land that will be the envy of others, combining panoramic beauty

  Regina Tortorella Coldwell Banker Village GreenW

  0 Larsen Dr Unit 20253291, Windham, NY 12496
• 

  

  /7

  $89,000

  • Land
  • 3.7 Acres
  • $24,054 per Acre

  0 Larsen Dr Unit 20253287, Windham, NY 12496

  Create your dream escape on this private 3.7-acre parcel located just minutes from Windham Mountain Resort and the heart of Windham, NY. Quietly tucked away on a private country road, this wooded and untouched land offers the ideal setting for a custom home. Surrounded by nature and set in one of the Catskills' most desirable locations, you'll enjoy both seclusion and convenience just moments

  Regina Tortorella Coldwell Banker Village GreenW

  0 Larsen Dr Unit 20253287, 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
• 

  

  /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
• 

  

  /40

  $545,000

  • 2 Beds
  • 2 Baths
  • 1,390 Sq Ft

  53 Windham Mount Village, Windham, NY 12496

  Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart

  Regina Tortorella Coldwell Banker Village GreenW

  53 Windham Mount Village, Windham, NY 12496
• 

  

  /59

  $699,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  769 Mitchell Hollow Rd, Windham, NY 12496

  Bright Sparrow Farmhouse - Modern Catskills Farmhouse with Solar Power Backup, Private Pond, Mountain Views & Proven Airbnb Income | Windham, NY Welcome to Bright Sparrow Farmhouse--where modern farmhouse style meets smart, energy-efficient living on over 8.22 private acres with a pond, unobstructed Catskill Mountain views, and a turnkey short-term rental / Airbnb investment property with proven

  Regina Tortorella Coldwell Banker Village GreenW

  769 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /30

  $525,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,335 Sq Ft

  20 Sutton Hollow Rd, Windham, NY 12496

  Modern Farmhouse Getaway with Streamside Serenity - Fully Renovated & Fully Furnished! This turn-key, completely renovated modern farmhouse is ready to welcome you! Just 12 minutes from the Windham Mountain Club and only a short drive to Hunter and Belleayre, this stylish 3-bedroom plus open sleeping loft retreat delivers four-season Catskill charm with designer finishes and a prime location for

  Regina Tortorella Coldwell Banker Village GreenW

  20 Sutton Hollow Rd, Windham, NY 12496
• 

  

  /84

  $1,899,000

  New Construction $201K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,723 Sq Ft

  4 Goff Rd, Windham, NY 12496

  Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence

  Regina Tortorella Coldwell Banker Village GreenW

  4 Goff Rd, Windham, NY 12496
• 

  

  /16

  $750,000

  • Land
  • 25,264 Sq Ft
  • $1,293,103 per Acre

  247 Club Rd, Windham, NY 12496

  The Last True Ski-On/Ski-Off Lot at Windham Mountain—Step Out & Ski!This is the one and only true ski-on/ski-off lot available at Windham Mountain Club! Imagine waking up to breathtaking mountain views, stepping outside, putting on your skis, and gliding directly onto the slopes—no walking, no hassle, just pure ski-in/ski-out convenience. Located at the end of a no-outlet road, this prime

  Regina Tortorella Coldwell Banker Village GreenW

  247 Club 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
• 

  

  /74

  $425,000

  $274K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,950 Sq Ft

  25 Vets Rd, Windham, NY 12496

  Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, natural beauty, and endless potential. Just a short stroll from Main Street and less than half a mile from the slopes, this rambling ranch sits in the perfect spot to enjoy everything Windham has to offer while feeling miles away from it all. Surrounded by lush Macintosh apple and pear trees, grape arbors,

  Regina Tortorella Coldwell Banker Village GreenW

  25 Vets Rd, Windham, NY 12496
• 

  

  /63

  $999,000

  $150K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 3,460 Sq Ft

  292 South St Unit 2, Windham, NY 12496

  Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 10 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Proven Short-Term Rental Investment directly across from Windham Mountain Club. Perfectly positioned within walking distance to town and ''The

  Regina Tortorella Coldwell Banker Village GreenW

  292 South St Unit 2, Windham, NY 12496
• 

  

  /14

  $75,000

  • Land
  • 1 Acre
  • $75,000 per Acre

  0 Mountain View Rd, Windham, NY 12496

  Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

  Regina Tortorella Coldwell Banker Village GreenW

  0 Mountain View Rd, Windham, NY 12496
• 

  

  /9

  $75,000

  • Land
  • 2 Acres
  • $37,500 per Acre

  0 Trailview Ln, Windham, NY 12496

  Transform Your Vision at Trail View-Dreaming of the perfect place to make your vision a reality? Trail View is where it all begins-a breathtaking 2-acre lot nestled in the heart of Windham, offering stunning slope views and endless possibilities. Whether you're planning your dream home, a cozy vacation cabin, or a chic rental property, this lot is ready to bring your ideas to life! Imagine

  Regina Tortorella Coldwell Banker Village GreenW

  0 Trailview Ln, Windham, NY 12496
• 

  

  /8

  $325,000

  $100K PRICE INCREASE

  • Land
  • 1.2 Acres
  • $270,833 per Acre

  L37 Panarama Ln, Windham, NY 12496

  Destination Windham! This 1.2 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

  L37 Panarama Ln, Windham, NY 12496
• 

  

  /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
• 

  

  /13

  $99,000

  • Land
  • 8.24 Acres
  • $12,015 per Acre

  539 Route 40, Maplecrest, NY 12454

  Centrally located between Windham and Hunter, minutes to CD Lane Park, State hiking trails, Colgate Lake and everything this area has to offer. This 8 + acre parcel has a septic design in place designed by Kaaterskill Engineering and submitted to DEP and approved but would need to be updated with the town. This makes this lot desirable with no soil testing and design which could usually take

  

  Carol Shaw

  Shaw Country Realty, Inc.

  539 Route 40, Maplecrest, NY 12454

Showing Results 81 - 116, Page 3 of 3