Windham, NY Homes for Sale with Hardwood Floors

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  /59

  $685,000

  • 5 Beds
  • 3 Baths
  • 3,184 Sq Ft

  523 Mitchell Hollow Rd, Windham, NY 12496

  Catskills living with standout appeal in Windham—the ultimate four-season destination for skiing, golf, hiking, breweries, and live music venues. This sprawling, rambling layout was designed for memorable gatherings, offering 5 generous bedrooms and 3 full baths, ideal for hosting family, friends, or guests in style. Warm up by the fireplace after a day on the mountain, then step outside to your

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 777-2454

  523 Mitchell Hollow Rd, Windham, NY 12496
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  /40

  $684,000

  • 5 Beds
  • 3.5 Baths
  • 2,640 Sq Ft

  134 Magda Ln, Windham, NY 12496

  Charming Country Retreat Just Minutes to WindhamNestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautiful recently renovated 5-bedroom, 3-bath home sits on 5.5 acres of peaceful country setting. Blending timeless country charm with modern style, the home features warm wood floors, an inviting open kitchen and dining area, and

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 413-0731

  134 Magda Ln, Windham, NY 12496
• 

  

  

  /40

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft

  16 Hickory Hill Rd, Windham, NY 12496

  Discover the perfect mountain lifestyle in this beautifully renovated, fully furnished, 3-bedroom, 2-bath home with direct slope views and seamless access to world-class recreation. Completely renovated in 2022 with a new roof, skylights, and custom kitchen featuring a professional 6-burner Vulcan stove, this property blends modern comfort with outdoor living. Inside, you'll find stainless steel

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 855-9686

  16 Hickory Hill Rd, Windham, NY 12496
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  /27

  $799,000

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  71 Windham Mount Village Unit 71, Windham, NY 12496

  Windham Mt. Village . This Beautiful Townhouse is located at the base of Windham slopes . Just steps from skiing and directly across from the clubhouse and indoor pool, this beautifully updated residence offers exceptional four-season appeal and strong rental demand. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate lockout bedroom/studio-ideal for

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  (518) 806-2865

  71 Windham Mount Village Unit 71, Windham, NY 12496
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  /47

  $1,595,000

  • 5 Beds
  • 4 Baths
  • 4,056 Sq Ft

  5433 New York 23, Windham, NY 12496

  Set right in the heart of the town of Windham, this exceptional brand new construction offers the rare combination of village proximity, mountain views, and income producing potential. Thoughtfully designed as a two-story residence with a private backyard and a separate barn with utilities already in place, the property presents a turnkey opportunity for an accessory dwelling unit, guest house,

  

  Catherine Quintard

  Compass Greater NY, LLC

  (518) 400-5046

  5433 New York 23, Windham, NY 12496
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  /26

  $399,000

  • 3 Beds
  • 3.5 Baths
  • 3,683 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. Owners are in the process of installing a new

  

  Jack Yao

  Realmart Realty, LLC

  (518) 897-3596

  2914 Route 10, Windham, NY 12496
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  /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

  (518) 627-5170

  5134 New York 23, Windham, NY 12496
• 

  

  /22

  $289,000

  • 2 Beds
  • 2 Baths
  • 838 Sq Ft

  5359 Main St, Windham, NY 12496

  Prime Windham Village Location: Just outside your door, wander to restaurants, movies, breweries, pubs, miniature golf, seasonal farmers market and year round town events.Convenient NYC bus access just outside your door for easy escape for the weekend. Only minutes to the Windham Mt. Club for skiing and nearby golf courses makes this a desirable location for this 2 bedroom, 2 bath condo with

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  (518) 735-8525

  5359 Main St, Windham, NY 12496
• 

  

  /22

  $289,000

  • 2 Beds
  • 2 Baths
  • 838 Sq Ft

  5359 Main St Unit 2h., Windham, NY 12496

  Prime Windham Village Location - Step out your door and wander to restaurants, the farmers market, local brewery, miniature golf, movies, and year-round town events. Convenient NYC bus access just moments away makes this the perfect easy escape.Only minutes to Windham Mountain skiing and nearby golf courses, this desirable 2-bedroom, 2-bath condo with slope views offers both lifestyle and

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 619-5220

  5359 Main St Unit 2h., Windham, NY 12496
• 

  

  /23

  $349,000

  • 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.

  (518) 735-6784

  315 Begley Rd, Windham, NY 12496
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  /110

  $1,450,000

  • 6 Beds
  • 6 Baths
  • 4,284 Sq Ft

  93 & 99 Nauvoo Rd, Windham, NY 12496

  Come relax in the cool Mediterranean vibes of this lovingly maintained home with gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the

  Sharon Knudsen Coldwell Banker Village GreenW

  93 & 99 Nauvoo Rd, Windham, NY 12496
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  /34

  $239,500

  • 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
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  /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
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  /74

  $449,000

  • 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
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  /67

  $1,749,000

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

  33 Elm Ridge Rd, Windham, NY 12496

  The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

  Regina Tortorella Coldwell Banker Village GreenW

  33 Elm Ridge Rd, Windham, NY 12496
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  /68

  $769,000

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft

  39 Brook Hollow Ln, Windham, NY 12496

  Updated Log Cabin Retreat with Private Fishing Pond & Flowing Stream in the Catskills If you've been dreaming of a place that feels completely tucked away in nature--yet just minutes to town and the slopes--this one delivers in all the right ways. Set at the end of a quiet cul-de-sac, this rustic log home is surrounded by 4 private acres with your own pond and a flowing stream that you can

  Regina Tortorella Coldwell Banker Village GreenW

  39 Brook Hollow Ln, Windham, NY 12496
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  /44

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  97 Carrington Rd, Windham, NY 12496

  Streamfront Serenity Meets Mountain Views -- Bordering Protected NYC DEP Lands Bordered by 160 acres of DEP land and the pristine Batavia Kill Creek, this beautifully updated split-level retreat delivers the kind of setting buyers come to the Catskills for--wide open meadows, mountain views, and the calming sound of water just steps from your back deck. This is where privacy, nature, and

  Regina Tortorella Coldwell Banker Village GreenW

  97 Carrington 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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  /43

  $259,000

  • 2 Beds
  • 2.5 Baths
  • 1,411 Sq Ft

  76 Loo Bridge Ln Unit 12B, Windham, NY 12496

  NEW PRICE 259,000 - MOTIVATED SELLERS | BUY NOW!This cozy country townhouse-style condo offers an affordable four-season retreat in the heart of Windham, NY--ideal as a ski getaway, low-maintenance second home, or income-producing rental. Located in a quiet, private section of Windham Ridge, just minutes to Windham Mountain, village shops, restaurants, and golf, and only 2.5 hours from

  Lisa Jaeger Coldwell Banker Village GreenW

  76 Loo Bridge Ln Unit 12B, Windham, NY 12496
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  /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
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  /68

  $875,000

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  116 Nilson Dr, Windham, NY 12496

  Fall in love with the ease of single-level living wrapped in privacy, beauty, and timeless style. Set on three peaceful acres, this thoughtfully reimagined home feels like a hidden retreat -- close to everything, yet wonderfully your own. From the moment you enter, the home welcomes you with warmth and refinement. Arched openings, crown moldings, and curated details create an elegant flow from

  Lisa Jaeger Coldwell Banker Village GreenW

  116 Nilson Dr, Windham, NY 12496
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  /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
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  /58

  $715,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  60 County Route 65 A, Windham, NY 12496

  Price Cut! Windham Creek Lodge is an active, income-producing short-term rental property generating 70K-80K in annual income. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it

  Lisa Jaeger Coldwell Banker Village GreenW

  60 County Route 65 A, Windham, NY 12496
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  /48

  $749,000

  • 4 Beds
  • 3.5 Baths
  • 2,088 Sq Ft

  93 Maplewood Ave, Windham, NY 12496

  Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

  Doina Dewell Coldwell Banker Village GreenW

  93 Maplewood Ave, Windham, NY 12496
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  /43

  $979,000

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

  81 Barnum Rd, Maplecrest, NY 12454

  Turn-key opportunity for business or private use, this successful Guest Favorite short term rental is perfectly located between Hunter and Windham Mountains, secluded yet close to everything you need! Completely renovated, this post-and-beam style log home home has been fully restored and outfitted to embrace modern-rustic design choices. The sunny ground floor entry features ceramic tile floors

  Jessica Surbeck WINDSTAR REALTY GROUP LLC

  81 Barnum Rd, Maplecrest, NY 12454
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  /54

  $699,000

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

  200 & 212 Co Rd 40, Windham, NY 12496

  HISTORIC Batavia Kill Property - 7.2 Acres with Redevelopment Potential.A rare multi-use setting along the scenic Batavia Kill, featuring open meadows, sweeping hill views, and a peaceful natural backdrop. Land directly across the road is owned by New York City, helping preserve the quiet surroundings and open character of the area. The location is prime only 3.5 miles to Windham Ski Resort

  Susan Lennon Coldwell Banker Timberland

  200 & 212 Co Rd 40, Windham, NY 12496
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  /55

  $599,000

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

  5376 State Route 23, Windham, NY 12496

  Prime location and versatility make this Main Street Windham offering an outstanding opportunity. High visibility at one of the town's busiest intersections is not only great exposure but a rare find. For decades, this building was the home and shop of the local barber. In recent years the street level space served as the main office for a local builder. Currently vacant, this property has great

  Sharri Cunningham Bunce Realty

  5376 State Route 23, Windham, NY 12496
• 

  

  /22

  $289,900

  • 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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  /17

  $152,000

  • 1 Bath
  • 560 Sq Ft

  7 Quads Way, Windham, NY 12496

  Welcome to this cozy and beautifully maintained corner unit ground floor condo located at 7 Quads Way in the sought after Quads Condominium in Windham NY. From the moment you step inside you can feel how thoughtfully cared for this inviting space is making it easy to relax and feel right at home! The living area centers around a charming fireplace updated with stone creating the perfect spot to

  Emelisa Mendoza RE/MAX Town & Country

  7 Quads Way, Windham, NY 12496
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  /31

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 2,084 Sq Ft

  34 Old Rd, Windham, NY 12496

  Discover an exceptional Windham, NY mountain retreat just ~2 miles from Windham Mountain, offering both lifestyle appeal and income potential. This spacious, rustic 3-bedroom, 1.5-bath home features two separate living rooms—one on the first floor and one on the second floor—providing flexible space for entertaining, relaxing, or multi-group living. A cozy fireplace, open living areas, modern

  Michael Mariani Patricia Forgione's Realty

  34 Old Rd, Windham, NY 12496
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  /41

  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  10 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

  10 Stonewall Ln, Windham, NY 12496
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  /40

  $1,900,000

  • 5 Beds
  • 4.5 Baths
  • 3,150 Sq Ft

  19 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

  19 Stonewall Ln, Windham, NY 12496
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  /77

  $2,250,000

  • 5 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  90 Club Rd, Windham, NY 12496

  Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of

  Sharri Cunningham Bunce Realty

  90 Club Rd, Windham, NY 12496
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  /18

  $3,400,000

  • 6 Beds
  • 5 Baths
  • 5,000 Sq Ft

  209 Club Rd, Windham, NY 12496

  This is the mountain house everyone else wishes they'd found first. Set on one of Windham's most coveted lots, this 6-bedroom, 5-bath home combines true slope-side access with panoramic views that stretch across the Catskills. It's a genuine ski-in, ski-out property with easy access to Wonderama and Lower Wipeout. In the mornings, clip in and go. At day's end, you can choose your own finale, take

  Patricia Charbonneau Brainard Ridge Management

  209 Club Rd, Windham, NY 12496
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  /29

  $289,999

  • 4 Beds
  • 1.5 Baths
  • 1,457 Sq Ft

  28 Sutton Hollow Rd, Windham, NY 12496

  **REDUCED!** Affordable Single Family Home Close to Windham Mountain! Are you looking for an affordable country home? A money making Air B&B? Look no further! Welcome to 28 Sutton Hollow Road. This single-family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! Offering nice sized rooms with plenty of closet and storage space, partial basement and oversized garage

  Douglas Schenk RE/MAX Capital

  28 Sutton Hollow Rd, Windham, NY 12496
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  /38

  $2,495,000

  • 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
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  /33

  $749,000

  • 3 Beds
  • 3.5 Baths
  • 3,729 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
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  /38

  $294,000

  • 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, 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 relaxation. The

  Susanna Scott-Mitchell Compass Greater NY, LLC

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

  

  /38

  $275,000

  • 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
• 

  

  /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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