Windham NY Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,566
Status:
NEW LISTING
MLS#:
20260225
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

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 unit blends comfort, style, and functionality in a true four-season setting. The entry level welcomes you with a heated ski/boot room featuring a custom built bench with storage cubbies, bluestone tile flooring and elegant wainscoting—creating the ideal space for storing gear after a day on the mountain. The cozy great room is the heart of the home, showcasing gleaming wood floors, a beautiful stone hearth with a Napoleon wood-burning fireplace, and a vaulted ceiling adorned in pine for that warm, mountain-lodge ambiance today's buyers love. Sliding glass doors open to a private deck—perfect for morning coffee, après-ski gatherings, or simply enjoying the fresh Catskill air. The thoughtfully laid-out floor plan offers a combined kitchen and dining area that flows seamlessly into the great room, ideal for entertaining and everyday living. The renovated kitchen features custom hickory cabinetry, granite countertops, a stylish backsplash, a suite of stainless-steel appliances, an induction stove, and a breakfast bar for casual dining. Gorgeous slate tile transitions beautifully with the wood flooring, adding texture and sophistication throughout. Sleeping accommodations are generous and flexible. The second floor offers a spacious bunk room with its own renovated full bathroom (ensuite), comfortably sleeping four—perfect for guests or kids. The lower level provides two additional bedrooms, two full updated bathrooms, and a convenient laundry closet with stackable washer and dryer. The primary bedroom was updated approximately three years ago, and throughout the home you'll find new interior doors, updated bathrooms, and some newer windows, all contributing to the home's polished, turnkey feel. Lovingly maintained and never rented, this home shows like a showstopper. Its prime location within walking distance to the slopes offers excellent potential for personal enjoyment or future short-term rental use. Furnishings are available as a separate negotiation. A rare opportunity to own a stylish, turnkey townhome in one of Windham's most desirable and rapidly evolving communities.

Beds:
4
Baths:
4.00
Sq.Ft.:
1,856
Status:
NEW LISTING
MLS#:
20260229
Type:
Condo
Lot size:
0.01 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Luxury Ski-In/Ski-Out Living at the Base of Windham Mountain Club. Welcome to Whisper Creek, one of Windham Mountain Club's most coveted luxury residences, ideally positioned at the base of the slopes for true ski-in/ski-out convenience. Professionally renovated, with upgrades just completed, this exceptional four-bedroom, four-bath residence feels fresh, refined, and like new, offering elevated mountain living paired with a full-service resort lifestyle. Throughout the home, custom raised-panel woodwork, a sophisticated gray and warm light-brown color palette, and stacked-stone fireplace surround create a refined, cohesive aesthetic. Main living areas are anchored by new dark hardwood floors, while plush carpeting and custom blackout curtains in the bedrooms create a serene retreat and ensure quiet, restorative sleep. The open-concept living, dining, and kitchen space is designed for both comfort and entertaining, highlighted by Restoration Hardware statement pendant lights over the breakfast bar, together with designer wall sconces, and layered ambient lighting helps set the mood. Function and flow are key, with a well-appointed tiled mudroom featuring a built-in bench, coat hooks, cubbies, and a pantry closet with custom shelving to keep everything organized and within reach. Spa-like baths are finished with glass shower doors and refined fixtures, reinforcing the home's turnkey appeal. Large windows and a private balcony capture gorgeous mountain views, bringing the outdoors in year-round. Whisper Creek residents enjoy an unmatched resort experience, including underground parking, a ski locker room with direct access to the Whisper Creek lift, and inviting common spaces with a warm gathering lounge with full kitchen, ideal for hosting larger groups or special occasions. Outdoor amenities include a year-round heated pool, two hot tubs, BBQ grilling areas, and an outdoor gas firepit, perfect for après-ski evenings. A state-of-the-art fitness room completes the offering, supporting an active lifestyle in every season. Whether used as a primary residence, weekend escape, or legacy mountain retreat, this Whisper Creek home delivers effortless luxury, like-new condition, thoughtful design, and unparalleled access to Windham Mountain Club—winter season and beyond.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,152
Status:
NEW LISTING
MLS#:
20260215
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

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 room with a fireplace and a bar to warm up apres ski. The full, unfinished basement offers excellent potential for future living space, a workshop, or recreation area. A two-car garage adds everyday convenience and storage. Whether you're seeking a full-time home or a weekend retreat, this Windham area ranch offers comfort, location, and opportunity in one inviting package.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,030
Status:
NEW LISTING
MLS#:
20260207
Type:
Condo
Year built:
2016
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Location and Convenience await you at Windham's Luxury Condominiums Whisper Creek! Unique, Custom designed, plenty of room (2030 sq ft) for family or friends, with outstanding slope side views of Windham Mountain, just begins to describe this Official 3-bedroom, 4 bath, with 2 additional rooms that act as bedrooms as well. A stunning and spacious Primary ensuite with gracious bath and king bed, Queen guest room, Bunk room ensuite with one bunkbed (full on bottom, twin on top). 2nd bunk room offers a bunkbed, (also full-on bottom twin on top with its own full bath. In addition, there is den/office/bedroom (set up now with a trundle bed) Sleeps total of 12 comfortably! Open and airy entry with custom cabinets and cubbies for storage, tile floor, leading to premium wide plank wood flooring throughout entire unit. Attractive and fully equipped kitchen with quartz counters, dining area with beautifully designed wood table seating for 8. A stunning living area with sweeping views, tastefully furnished, built in cabinetry, beautiful surround on the contemporary gas fireplace, distinctive lighting fixtures. Relax with a glass of wine on the large balcony overlooking the entire ski area. Whisper Creek amenities include large common area, year-round outdoor pool, hot tubs, fire pit, grills, boot and ski locker, fitness room, underground heated parking. plus, owners' storage closet. Windham Club offers world class skiing and boarding, hiking, golf, fine restaurants, indie bookstore, walking paths, day spas, gym, horseback riding, fly fishing, pool, pickle ball and so much more.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,528
Status:
NEW LISTING
MLS#:
20260208
Type:
Townhouse
Lot size:
0.05 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Four Season Perfection! Location and Wonderful Views! You will be delighted with this 3 bedroom 3 bath, plus extra sleeping loft, Windham Mountain Village unit. Great location. Steps to indoor pool and Clubhouse and easy walk to the magic carpet! Pride of ownership abounds. Striking granite countertops as well as a beautiful live edged wood counter grace the kitchen. Dining area with plenty of room for family and friends, and spacious, inviting living room with wood burning fireplace, both offer views of the slopes! Brand new sliders open out to the oversized deck with grill and outdoor dining table and space heater to enjoy all season. First floor offers bunk room, full bath, and handsome lock-out bedroom with full bathroom, and access to the large deck. Primary ensuite bedroom offers cathedral ceilings and gorgeous, en suite marble bath plus a private nook with skylight, and an extra sleeping area adds to this wonderful unit. Well-appointed furnishings throughout, 4-year-old roof and skylights, 2 hot water heaters, AC/Splits heat pump (2 years old) for year-round comfort, newly painted outside, being sold fully furnished with the exception of the live edge wood coffee table in the living room. Windham Mountain Village offers year-round activities, indoor pool and Club House with gym, tennis courts and minutes to town, restaurants, shops, coffee shops, golf, biking, hiking, indie bookstore, seasonal farmers market, galleries, music, movies and so much more.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,122
Status:
NEW LISTING
MLS#:
20260193
Type:
Single Family
Lot size:
1.4 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!! Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment oppertunity. Just a short walk (2,500 feet) to Windham Mountain and the pleasant walk to the center of Town — location doesn't get better than this!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,839
Status:
NEW LISTING
MLS#:
20260174
Type:
Single Family
Lot size:
2.71 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Enchanting Windham 4 bedroom, 3 bath home on a serene private setting. From the moment you enter the driveway, you know you have found something special. This sun-drenched home offers classic modern design. The open vaulted living area with wood burning fireplace, built in bookcases offers plenty of room to relax and contemplate the peaceful views through the expensive windows and sliding doors out to the oversized decks taking in your private pond and meadows below. Lovley dining area and kitchen also offer beautiful views to outdoors and garden. A delightful mudroom, foyer and cozy first floor bedroom and large full bath round out the first floor. The upper level brings you to a stunning primary bedroom with spacious ensuite full bath and sliding doors out to a private balcony with gorgeous views down the meadow. The third bedroom on second floor is currently being used as a study, a fourth bedroom plus third full bath gives you plenty of sleeping options for family and friends. This unique property also offers separate oversized 2 car garage with unfinished loft area, house generator, new septic system (Dec. 2025) and installed radon mitigation system. Come be enchanted with the abundance of nature and beauty this special home has to offer! Located within minutes to the charming town of Windham and Windham Mountain ski area. Explore the local restaurants, hiking trails, biking, day spas, indie bookstore, local shops, farmers markets, theatre and music events for a four-season haven! The seller will be able to close after April of 2026.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,150
Status:
Active
MLS#:
949825
Type:
Single Family
Lot size:
0.04 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-723-6800
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ADDITIONAL INFORMATION

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’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,770
Status:
Active
MLS#:
948997
Type:
Single Family
Lot size:
0.04 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-723-6800
View additional info

ADDITIONAL INFORMATION

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’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
948963
Type:
Single Family
Lot size:
0.04 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-723-6800
View additional info

ADDITIONAL INFORMATION

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’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed après-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,184
Status:
Active
MLS#:
20256169
Type:
Single Family
Lot size:
2 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
View additional info

ADDITIONAL INFORMATION

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 private rear deck, perfect for morning coffee or evening relaxation. The expansive backyard invites lawn games and entertaining, while a picturesque creek borders the property, adding natural beauty and a peaceful backdrop rarely found. Whether you're looking for a high-performing rental investment, a large family retreat, or your own Catskills escape, this Windham home delivers space, privacy, and lifestyle—all in one of the most sought-after locations in the region.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,324
Status:
Active
MLS#:
20256152
Type:
Single Family
Lot size:
0.71 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Discover the ultimate Catskills mountain retreat with stunning views of the Windham Mountain Club ski slopes in Windham, NY. This beautifully crafted cabin blends timeless rustic character with modern comfort, making it an ideal primary residence, weekend escape, or investment property. The home welcomes you with soaring vaulted pine ceilings, exposed beams, and a spacious open-concept floor plan centered around a cozy fireplace. A dramatic two-story wall of glass fills the interior with natural light while perfectly framing the mountain and ski slope views, which can be enjoyed from all main living areas of the home. Rich wood floors with authentic rough-sawn detailing, rustic log stair railings, and a thoughtful mix of sheetrock and wood accents create an inviting atmosphere that feels both classic log cabin and modern Catskill retreat. A heated ski and boot room, finished in pine, offers a practical and stylish space for storing winter gear and outdoor equipment. The well-appointed kitchen is designed with both functionality and style in mind, featuring granite countertops, hickory cabinetry, and a full suite of stainless-steel appliances. Sliding glass doors lead to a bluestone patio with a new hot tub, perfectly positioned to relax and take in the picturesque views of the Windham ski slopes and surrounding mountains. The layout offers three generously sized bedrooms, each with its own private en-suite bathroom, including a desirable first-floor primary suite with a modern bath and tile walk-in shower. The interior palette of soft neutrals and natural textures mirrors the home's wooded surroundings, enhancing the peaceful mountain setting. A flexible loft area provides an ideal space for a home office, den, or creative studio, while ductless split-unit air conditioning ensures year-round comfort in every season. Just minutes from Windham Mountain Club, skiing, hiking trails, dining, and all Catskill amenities, this exceptional property offers the perfect blend of mountain views, log cabin charm, and modern living—a true Windham NY mountain home and Catskills getaway. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,600
Status:
Active
MLS#:
20256151
Type:
Single Family
Lot size:
0.7 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
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ADDITIONAL INFORMATION

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 grandeur, while the stone wood-burning fireplace creates a cozy, welcoming atmosphere. A wall of windows frames the views of the slopes and valley below, allowing natural light, bringing the outdoors in. The open-concept layout flows effortlessly from the living area to the dining room and kitchen, making it the ideal setting for both quiet family meals and lively dinner parties. The adjoining space, currently set up with a pool table, offers even more room to unwind and socialize after a day on the trails. This home accommodates many with five bedrooms and 4 1/2 baths (2 en-suite) and a finished den with a separate entrance. The chalet offers a spacious entryway with stone floors that doubles as a mud/ski room. Here, you'll have plenty of space to store gear, boots, and equipment. If you're seeking a vacation home, or a place to gather with family and friends, this home offers everything you need to make lasting memories.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,022
Status:
Active
MLS#:
20256139
Type:
Single Family
Lot size:
6.4 Acres
Year built:
2011
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
View additional info

ADDITIONAL INFORMATION

Set on 6.5 private acres in Ashland and just minutes to Windham Village this stunning log home offers the perfect blend of rustic character and modern comfort. Featuring 5 bedrooms and 4 baths, the home boasts a warm and inviting layout ideal for entertaining or large gatherings. Rich, hardwood floors, a cozy fireplace, and a welcoming covered front porch set the tone, while a rear deck overlooks the peaceful natural setting. The finished walk-out basement includes a spacious recreation room and family room, providing flexible living and entertainment space. Upstairs, you'll find two generously sized primary bedrooms, plus a separate vaulted room/bedroom on the other end of the house that adds architectural interest,privacy and versatility. The open kitchen is equipped with stainless steel appliances, and a 2-car attached garage offers convenience year-round. A gently flowing creek borders the back of the property, enhancing the tranquil Catskills atmosphere and easy access with a circular driveway. Located in Ashland, just minutes from Windham Mountain skiing, golf courses, restaurants, music venues, wedding venues and outdoor adventures, this home is ideal as a full-time residence, weekend escape, or a rental investment opportunity in a thriving four-season community.

Beds:
7
Baths:
6.00
Sq.Ft.:
5,569
Status:
Active
MLS#:
20256123
Type:
Single Family
Lot size:
5.3 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Luxury Mountain Retreat 7 Bed • 5.5 Bath • 5 Acres Direct Windham Mountain Views Smart Home No HOA. Experience luxury mountain living in this brand-new custom-built 7-bedroom, 5.5-bath chalet with unobstructed views of Windham Mountain Club, set on 5 private acres just minutes from downtown Windham, NY. Designed with impeccable European craftsmanship, high-end technology, and sophisticated mountain style, this home is ideal as a primary residence, ski retreat, or luxury vacation rental. Sophisticated Interior Design- Step inside to discover an open-concept layout with soaring ceilings, panoramic windows, and a grand great room framed by the mountain landscape. The imported German kitchen and bar feature a hidden pantry, Porcelanosa counters and tile, a massive island, double dishwashers, and a professional Viking 8-burner range—a dream for chefs and entertainers. Throughout the home, every detail reflects artisan precision: handmade white oak floors and stair treads from Vermont, custom European doors from Poland (including a front door valued over 13K), and large-format Porcelanosa tile that creates a spa-like atmosphere. Four en-suite bedrooms, including a private guest suite, provide comfort and privacy. Two laundry rooms—one on each floor for added convenience. The floating glass staircase, open loft, and vaulted living spaces embody modern mountain luxury. Smart Home & Comfort Features- This home integrates advanced smart technology and everyday essentials for a seamless lifestyle: Sonos whole-home audio system, Ring cameras, & ADT security. MyQ Smart Garage controls smart thermostats & water control system. Radiant floor heating throughout and a whole-house generator for peace of mind. Two garages for vehicles, gear, and extra storage. Outdoor Living- Enjoy true mountain living on the Trex wraparound deck with a covered outdoor lounge, perfect for sunrise coffee, sunset dinners, or relaxing after a day on the slopes. The inviting front porch provides additional space to take in the crisp Catskill Mountain air and spectacular views year-round. Prime Catskills Location- Located in Windham, New York, one of the Catskills' most sought-after destinations, this property offers easy access to Windham Mountain Club for skiing, golf, hiking, mountain biking, and year-round recreation. The vibrant Windham village nearby offers boutique shopping, fine dining, and small-town charm- all just 2.5 hours from NYC. Investment Opportunity- Currently used as the owner's personal second home and a successful part-time luxury vacation rental, this property presents excellent income potential for buyers seeking a turn-key investment in the Catskills. Its combination of location, design, and amenities appeals to both high-end vacationers and full-time residents. Key Features Overview: 7 Bedrooms 5.5 Baths 5 Private Acres No HOA -Direct Windham Mountain Club views -Imported German kitchen & Porcelanosa finishes -Handmade Vermont white oak floors & Polish doors- Four en-suites + two laundry rooms- Viking 8-burner range & double dishwashers- Radiant heating & whole-house generator- Full smart home system: Ring, Sonos, ADT, Garage, Thermostats, & Water control - Trex wraparound deck with covered lounge Two garages & ample storage space. This is a rare opportunity to own one of Windham's most striking new luxury homes, offering breathtaking views, modern elegance, and exceptional comfort year-round. Whether you're seeking a vacation home in the Catskills, a smart mountain estate, or an investment property near Windham Mountain, this home captures everything there is to love about upstate New York living at its finest. Windham, NY — The Catskills' premier destination for luxury ski homes and mountain retreats. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,411
Status:
Active
MLS#:
20256109
Type:
Townhouse
Lot size:
0.03 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Just in time for ski season, this cozy country condo offers an affordable four-season retreat in the heart of Windham, NY. Whether you're searching for a ski getaway, a low-maintenance second home, or a rental opportunity, this charming townhouse delivers comfort, character, and convenience. Located just 2.5 hours north of Manhattan in one of the Catskills' most desirable mountain towns, this home is set within a quiet section of the Windham Ridge development, offering a peaceful, private setting while remaining minutes from Windham Mountain, village shops, restaurants, and local golf courses. This home features a unique and enhanced floor plan within the development, including a legally added loft space that adds approximately 200 square feet—a rare upgrade that truly sets it apart from other units. Thoughtfully designed for both entertaining and everyday living, the open kitchen includes a separate prep area and breakfast bar, with ample space for a full-size dining table seating eight, flowing seamlessly into a cozy living area with a vaulted ceiling and dramatic wood-burning fireplace—the perfect spot to warm up after a day of winter adventure. Sliding glass doors open to an upper deck with BBQ and a quiet sitting area. A spiral staircase leads to the expanded loft space, perfect for additional sleeping quarters, a home office, or lounge area, complemented by a convenient half bath on the main living level. Recent updates include a new roof, updated bathroom vanities and toilets, and dark engineered wood flooring, all paired with fresh paint to create a warm, rustic, and inviting feel throughout. On the lower level, the primary bedroom suite offers a private retreat, featuring a whirlpool tub and sliding glass doors to an outdoor deck, where you can unwind to the soothing sounds of the nearby creek. A second bedroom with its own bath provides comfortable accommodations for guests or loved ones. With low HOA fees and easy-care ownership, this property is ideal for seasonal escapes, full-time living, or investment use. Enjoy skiing in winter, hiking and golf in warmer months, and spectacular fall foliage—all without the maintenance of a single-family home. Get in now and start enjoying the Windham lifestyle—an affordable mountain getaway in a prime Catskills location that truly stands out.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,082
Status:
Active
MLS#:
20256102
Type:
Townhouse
Lot size:
0.07 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright yet cozy. Upper level has primary ensuite, upgraded full bath, Large loft set up as office or just relaxing Plus additional sleeping Alcove. Lower level has 2 good size bedrooms, full bath and laundry area. Large rear deck to enjoy being part of the outdoor country surroundings and privacy. Fully Furnished and Ready to go. Enjoy all Windham has to offer, hiking, biking, golf, Skiing, Great Restaurants, Art Gallery, Movies Spas, Bookstore and so much more.

Beds:
6
Baths:
5.00
Sq.Ft.:
5,000
Status:
Active
MLS#:
20256011
Type:
Single Family
Lot size:
0.51 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

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 the C Lift for a relaxing glide straight to your ski room, or chase that ''one last run'' feeling down Windfall all the way home. Either way, it's skiing the way it's meant to be: effortless, direct, and entirely yours. Inside, every inch feels intentional. A double-height great room with exposed beams and a massive stone fireplace creates the kind of gathering space that defines a mountain home. Floor-to-ceiling windows pull in the light and the landscape, while the open kitchen and dining area make entertaining feel as effortless as the first run of the day. Upstairs, the primary suite offers the kind of calm that only comes with elevation, 12' vaulted ceilings, a private balcony overlooking the trees, and a spa-like bathroom with a soaking tub perfectly positioned under a picture window. Three of the six bedrooms have ensuite baths, giving guests and family their own sense of privacy. Downstairs, you'll find not one but two ski rooms, a primary room with built-in boot warmers, racks, cubbies, and easy access to the slopes, plus a second one for the true gear enthusiast who somehow always needs ''just one more pair.'' The expansive deck wraps the main floor, offering a front-row seat to the seasons, coffee at sunrise, cocktails at sunset, and views that turn even the simplest moments into something cinematic. A perfectly positioned hot tub makes for unforgettable après-ski, steam rising into the mountain air as the sun drops behind the ridge. A two-car garage with a Tesla charging station adds modern convenience to classic mountain living. This isn't the highest house on the mountain, but it's the one with the best view and the easiest ski access. Which, in the end, is exactly what you want. Home available to close after March 30, 2026

Beds:
4
Baths:
2.00
Sq.Ft.:
1,457
Status:
Active
MLS#:
202530537
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1890
Courtesy: RE/MAX Capital Douglas Schenk 518-221-2949
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ADDITIONAL INFORMATION

Are you looking for an affordable country home? 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 for additional storage! On the first floor is a large kitchen which included all the appliances, granite countertops, tons of wood cabinets for storage and a convenient breakfast bar. The kitchen opens up to the dining area and the living room which features a fireplace w/ propane log insert to gather around on cold winter nights. Also on the first floor you will find a large 1/2 bath with laundry, a 4th bedroom/den/office and a large mudroom (in the back). Upstairs there are 3 comfortable bedrooms, a large main bath which features a whirlpool tub, walk in shower stall and a double vanity. This home is situated on a large private .36-acre lot in the country and has public water & sewer! This home is perfect for that year-round country get away/vacation home, AB&B or as an affordable primary residence.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,903
Status:
Active
MLS#:
20255960
Type:
Single Family
Lot size:
5.3 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Welcome to the Windham Round House, one of the area's most distinctive and architecturally unique round homes. Lovingly designed and built by the original owners, this octagon-style residence sits on 5 private acres with open lawns, a charming stone wall, evergreen woods beyond, multiple outbuildings including a two-car garage—offers a remarkable setting that must be seen to be fully appreciated. As you enter the Round House's first floor, you immediately notice the striking wood-beamed ceiling that follows the home's distinctive circular design. A welcoming foyer provides space for a mudroom setup, and the open circular living area works well as a second living room, den, or home office. This level also includes two comfortable bedrooms connected by a Jack-and-Jill bathroom, a utility closet with a Rinnai heating system, and a separate washer/dryer closet. Upstairs, the home's round architecture truly takes center stage. Walls of glass invite abundant natural light and frame beautiful distant mountain views. Double glass doors open to a large wraparound deck, ideal for lounging, BBQs, and easy outdoor access via the staircase to the yard. The open-concept kitchen, dining, and living area creates a seamless gathering space, complete with a convenient half bath. A charming woodstove anchors the room, offering cozy ambience and an excellent auxiliary heat source. The upstairs ceiling features a beautiful medallion positioned at the center of the house, emphasizing the circular design and flow of energy throughout the space. This level also hosts the spacious primary bedroom with its own private full bath and double walk-in closets. The outdoors are equally impressive, with flat, manicured lawns, open play areas, and walking trails that extend into your private evergreen forest. A large workshop with electric, connects directly to a two-car garage—suitable for vehicles, and equipment, the space is a dream setup for hobbyists or builders. Off the garage is a fenced-in dog kennel with swinging-door access, offering an excellent setup for pets. An additional shed provides the perfect canvas for a studio. For added charm, you'll find a well-crafted tree fort tucked into the woods and a converted horse trailer that can be used for overnight guests. Just minutes from Windham's Main Street, restaurants, shops, and the Windham Mountain Club, this property combines peaceful country living with convenient access to town. Perfect for full-time living, a vacation getaway, or rental/investment use, this unique home in a sought-after area offers unlimited potential. Well maintained—just bring your vision and design and make this rare Windham gem your own. A must-see! A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,295
Status:
Active
MLS#:
20255947
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of light in this unit. Second floor has two main bedrooms both have full baths with tubs. This development has a bus to and from the slopes. Located close to golf, restaurants, hiking and the Windham Path. There is also an unground pool. Come take a look, Great Price, Great Unit, don't miss out.

Beds:
5
Baths:
3.00
Sq.Ft.:
4,489
Status:
Active
MLS#:
20255834
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1991
A broker reciprocity listing Courtesy: CONTINENTAL REAL ESTATE GROUP 877-996-5728
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ADDITIONAL INFORMATION

STUNNING LOCATION! Situated above Windham Ridge this Custom designed & built (by one of Windham's top builders) Contemporary style home has direct ski slope views in a special setting. Conveniently just 2 minutes to Windham Village & 5 minutes to Windham Mountain. Extraordinary mountain home. Efficient & economical design. Upon entering, a bit of a WOW, with 25ft. Beamed, vaulted ceilings & massive windows facing ski slopes & nature's beauty year round. UL: Master Suite with luxurious Bath & separate reading/tv area, Guest Bedroom with common area Bath + large Loft suitable as Office/Den. LL has spacious Living/Dining/Kitchen area plus 2 Bedrooms, 1 Bath & Bunk Room to accommodate as many as eight. Oversized garage (568 sq ft.) for vehicle & all recreational gear storage. Spacious deck with hot tub facing ski slopes. Fully landscaped & highly usable back yard. Meticulously maintained & lightly used since built, demonstrating pride of ownership. No need to deal with new construction. A 4 Season home you'll love to call your own!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,295
Status:
Active
MLS#:
20255819
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as well as a stone wood burning fireplace. The second floor has two main bedrooms, one with a vaulted ceiling and large window overlooking the yard. The second bedroom is equal in size with a large closet, the bath has a skylight. Both bedrooms are full and have bathtubs. This development has an in-ground pool, and shuttle bus to the ski slopes, it sits on 20 landscaped acres with two ponds and a stream. Being sold furnished, move right in, enjoy the winter and holidays in Windham.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,438
Status:
Active
MLS#:
20255740
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Excellent location with ease of access to Windham Mountain Club and town of Windham! Tucked up amongst the tress at the foot of Windham Mountain you will find this truly picturesque and enchanting home featuring 2 bedrooms and 2 full bath, plus extra sleeping loft and a 2 car garage with a cozy 1 bedroom apt! This home is brimming with character; the gable roof lines and classic detailing add visual interest and charm. The unique floor plan makes for an ideal mountain get away. Relax in the cozy sitting area, the sun filled, well-appointed kitchen offers plenty of counter space to create memorable meals to enjoy around the banquet styled table, with sliding doors out to the beautiful, private patio. The timber frame vaulted ceilings in the living area create an open airy feeling, while the warm woodstove adds to the rustic charm. The main floor also offers an elegant, full bath with a tastefully tiled walk in shower. The second floor offers a comfortable, bright primary bedroom, a cheerful bunkroom, an additional loft sleeping area and a large full bath with jetted tub, large walk-in closet and reading nook adding to the charm and functionality of this offering. The spacious 2 car garage offers a lovely 1 bedroom apt. with kitchenette, full bath and cozy living area with extra sleeping to use for guests or rental opportunity. The property will delight you with its striking circular stone fire pit with wood and stone seating, prominent attractive gazebo, stone walkways, flowering trees and evergreen shrubs. This offering may be the closet you'll come to stepping inside a storybook setting. A nature lovers paradise where you will enjoy skiing, snowboarding, hiking, biking, golf, yoga, day saps, indie bookstore, walking the Windham Path, fine restaurants, seasonal farmers markets and so much more.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,739
Status:
Active
MLS#:
936082
Type:
Single Family
Lot size:
7 Acres
Year built:
1850
A broker reciprocity listing Courtesy: Century 21 Alliance Realty Grp 845-485-2700
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ADDITIONAL INFORMATION

Skiers and Hunters! 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 anyone seeking a peaceful country setting with convenience. Inside, you'll find a home that blends comfort with thoughtful updates. The kitchen has been tastefully updated, featuring modern finishes and improved functionality, while the updated bath offers a clean, contemporary feel. The bedrooms are cozy, ideal for simple living, guest rooms, or a home office. A standout feature is the family room, providing extra space for relaxing, entertaining, or creating a dedicated media area. Outside, the property truly shines. With 7 acres of open land and wooded areas, you'll enjoy endless opportunities for gardening, recreation, or simply taking in the scenic views. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this home brings together charm, convenience, and outdoor lifestyle. 7 acres with a mix of open and wooded land. Peaceful, private location. There is also a two car detached garage with plenty of room for a snowmobile or ATV for touring your property. Don't miss your chance to own this cozy mountain-area home with room to roam!

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.



Windham Real Estate

Windham is located in New York. Windham, New York has a population of 1,553. Windham is less family-centric than the surrounding county with 23.28% of the households containing married families with children. The county average for households married with children is 26.95%.

The median household income in Windham, New York is $55,781. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Windham is 49.6 years.

Windham Weather

The average high temperature in July is 78.4 degrees, with an average low temperature in January of 10.7 degrees. The average rainfall is approximately 48 inches per year, with 45 inches of snow per year.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $647,500
    24.5%
    change since last quarter
  • # Active listings

    206
    30-day change

Windham Schools and Demographics

Education near Windham, NY

City County
High School Graduates 84.53 87.93
College Degree - 2 year 9.37 11.42
College Degree - 4 year 26.25 25.62
Graduate Degree 8.53 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Windham, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 02 136 13.8 12422

High Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Windham, NY

Grades Students P/T Ratio ZIP
Gilboa-Conesville Central School PK - 12 339 10 12076
Windham Ashland Central School KG - 12 316 8.8 12496

Demographics near Windham, NY

City County
Neighborhood Type Small Town
Population 1,553 48,026
Population Density 34 74
Median Age 49.6 46.6
People per Household 2.7 2.6
Median Household Income 55,781 62,810
Average Income per Capita 35,661 33,894

Real estate near Windham