Courtesy: Shaw Country Realty, Inc.
518-734-3500
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.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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 NYC--an attractive and convenient location for both personal use and rental demand. This unit features a rare, legally added loft providing approx. 200 additional sq ft, enhancing sleeping capacity and rental flexibility. The open-concept main level includes a kitchen with separate prep area and breakfast bar, space for a full dining table, and a vaulted living room with wood-burning fireplace. Sliders open to an upper deck with BBQ and seating area. Recent improvements include a new roof, updated bath vanities and toilets, dark engineered wood flooring, and fresh interior paint. A spiral staircase leads to the expanded loft--ideal for additional sleeping space, office, or lounge--plus a convenient half bath on the main level. The lower level offers a private primary suite with whirlpool tub and sliders to a lower deck overlooking a peaceful creek, plus a second bedroom with its own bath. Offered fully furnished, low HOA fees, and easy-care ownership make this property well suited for seasonal rentals, weekend escapes, or full-time living. Enjoy skiing, hiking, golf, and fall foliage--an exceptional value in one of the Catskills' most desirable mountain towns. 3D Walkthrough Tour available by request.
Courtesy: Brainard Ridge Management
518-734-5333
Attractive New Price! 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. HOA Maintenance 4072 Quarterly
Courtesy: Brainard Ridge Management
518-734-5333
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
Want to be close to Windham Mountain? 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 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.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Incredible buy at this new price! The Windham Round House, one of most distinctive and architecturally unique homes in the area. 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.
Courtesy: Gallagher & Company
518-734-3300
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.
Courtesy: CONTINENTAL REAL ESTATE GROUP
877-996-5728
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!
Courtesy: Gallagher & Company
518-734-3300
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.
Courtesy: Century 21 Alliance Realty Grp
845-485-2700
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!
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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 with a magnificent wall of glass showcasing panoramic mountain vistas and flooding the space with natural light. A wood-burning fireplace set in floor-to-ceiling stone, along with vaulted pine ceilings and custom live-edge woodwork, exudes warmth and character. Luxurious details flow throughout, with glistening wood and bluestone flooring in the main living areas. The chef's kitchen is a culinary delight, equipped with stainless-steel appliances, granite countertops, a breakfast bar, and a wine refrigerator. It seamlessly connects to the dining room, offering views and access to a large deck perfect for relaxation or entertainment. The residence boasts five spacious bedrooms and three-and-a-half bathrooms, including two ensuite bedrooms. The primary suite, located on the first floor, features a generous walk-in closet and a private balcony. Additional spaces include a large family/game room and a versatile loft that might serve as a home office, studio, gym or extra sleeping quarters. Split unit air conditioning ensures year-round comfort throughout the home. The outdoor living space is equally inviting, featuring a spacious deck with twig railings, a hot tub perfect for relaxation, and a firepit area. You can access the heated gear room through the side entrance, which leads from the covered porch adorned with recessed lighting, or via the grand formal entryway. Buying on Windham Mountain affords you the option of buying into the private club or not. It's your choice! But either way, you'll be buying into a mountain lifestyle, a lively atmosphere, and a growing community. This location right near Windham Mountain Club's slopes offers the perfect blend of excitement and tranquility. Offering spectacular views and luxurious living, this is a rare find. With winter approaching, seize the opportunity to own your dream retreat at Windham Mountain. Buyers may opt to purchase the home fully furnished through separate negotiation. Don't miss out on this remarkable chance! A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-759-6822
This beautiful Windham Mountain home is the perfect year-round retreat. Tucked away on 5.5 private acres, the fully renovated property is just minutes from skiing, hiking, golf, restaurants, spas, and shops. Blending classic mountain charm with modern comforts, the home is spacious yet cozy — the ideal place to unwind after a long day, enjoy a getaway, or entertain friends. With two family rooms and a large basement rec room, there’s plenty of space for everyone to spread out and relax. The elegantly decorated interior evokes Ralph Lauren’s timeless style and features new kitchen appliances, rich wood flooring, updated bathrooms, marble and granite countertops, and more. Outside, a large back deck, a covered front rocking porch, and a handcrafted stone fire pit offer perfect spots to relax and take in the fresh mountain air. The property borders the Vineyard at Windham, where you can enjoy weekend wine tastings and charcuterie in a beautiful setting. Fully furnished and move-in ready, this home is the perfect place to enjoy year-round — whether you’re looking for a private escape or hoping to generate income with a short-term rental.
Courtesy: Brainard Ridge Management
518-734-5333
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 full bath and laundry room. Enjoy the AC/ Heat splits. Be a part of Windham Mountain Club with its 4-season outdoor living adventures! Take a walk on the Windham Path along the Batavia Kill Creek, Skiing, snowshoeing, biking, golf, excellent hiking trails, fishing, swimming at CD Lane Park lake, restaurants, indie bookshop, day spa, yoga, theater, shops, and so much more. Being sold furnished.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Not your ordinary townhouse—this Crystal Pond ''builder's special'' is one of only a few that were ever built with this expanded three-level, 3,190 sq ft floor plan. Designed for comfort, space, and easy living, this corner unit is a true standout in the development. From the covered entry, step into a welcoming heated mudroom with built-in cubbies, hooks, and bench seating—ideal for ski gear and winter coats. A convenient half bath and laundry closet are located nearby. The main living area offers an open, social flow—perfect for gatherings. The full-size kitchen with center island provides ample prep and seating space and opens to the dining area, where a large farmhouse table easily seats up to eight. After a day on the slopes, cozy up by the wood-burning fireplace, curl up in a rocking chair, and enjoy mountain views through large windows. Convenient and versatile, the first-floor suite is currently styled as a cozy home office or den—perfect for homework, reading, or remote work. The attached bath showcases custom tilework, a natural stone walk-in shower, and a Wood-Mode vanity that adds a refined rustic charm. Upstairs, you'll find three spacious en-suites, each with its own bathroom. The primary suite includes his-and-hers walk-in closets, a beautifully tiled bath with glass shower, custom sink and vanity. Abundant closets throughout the home offer exceptional storage for all seasons. The third-level loft is a flexible space—ideal as a fifth bedroom, studio or game room. Outdoors, relax on the back deck overlooking panoramic mountain views and the beautifully maintained 20-acre Crystal Pond grounds. The development features impeccable landscaping, an outdoor pool for summer fun, and shuttle service to Windham Mountain Club—offering true door-to-door convenience for your ski weekends. Park your car for the weekend and enjoy the ease of resort living. This turnkey townhouse is being sold fully furnished ready for the upcoming ski season. Professionally managed HOA ensures easy-care ownership and peace of mind. A rare opportunity—these double units seldom come to market. Come see why this one-of-a-kind Crystal Pond home is one of Windham's best-kept secrets. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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 room to room. The chef's kitchen, anchored by an oversized center island, naturally becomes the heart of the home -- a place for morning coffee, holiday gatherings, and lingering conversations. Sunlight pours into the vaulted sunroom, where a wall of glass frames the backyard and opens to expansive decking beyond. Outside, a heated in-ground pool glistens in summer, while mature trees and adjoining private land provide a serene backdrop in every season. In cooler months, gather around the original bluestone wood-burning fireplace after a days adventure. The primary suite offers a spa-like bath with walk in closet, while two generous bedrooms share a Jack-and-Jill bath. A dedicated bar room sets the scene for celebrations, and the finished lower level with private bath offers flexibility for guests, recreation, or a peaceful escape. An attached two-car garage and thoughtfully designed mudroom with custom built-ins provide both convenience and everyday elegance. Modern comforts -- central air, whole-house generator, updated mechanicals, and a freshly paved driveway -- ensure effortless living year-round. The three flat acres invite gardens, firepit, and playset-- a place where memories are made in every season. Meticulously maintained, just minutes from town, skiing, golf, and dining, yet worlds away when you arrive. A rare opportunity to own something truly special. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Compass Greater NY, LLC
914-238-0676
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 modern kitchen features maple cabinetry, granite countertops, and stainless appliances, combining style and durability. Two well-proportioned bedrooms are complemented by two full baths on separate levels - one with a soaking tub upstairs, the other with a shower downstairs. Details like solid wood doors, deep closets, and ducted A/C throughout make this home as functional as it is attractive. Situated at the end of the row for added privacy, the condo is just minutes from Windham Mountain, with Hunter close by. Shops, dining, and the Trailways bus stop are within walking distance, making travel and daily living effortless. Already a successful Airbnb, this property is primed to generate income immediately or serve as your low-maintenance home base in the mountains and it's a great property for skiers. Just minutes from Windham Mountain and a short drive to Hunter, you’re perfectly positioned for slope-side weekends, summer hiking, or daily commutes. The Trailways Bus stop is steps away, and a variety of shops and restaurants lie within walking distance. Sold fully furnished and turnkey, this home is ready to generate rental income immediately or serve as your own retreat. Don’t miss this chance to own a truly versatile Catskills property!
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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 Catskills. Step inside to a dramatic two-story great room where walls of windows frame the mountain landscape and a floor-to-ceiling stone fireplace adds cozy warmth after a day on the slopes. Exposed beams, a vaulted pine ceiling, cherry paneling, and a coffered dining room ceiling create a sense of elegance and calm that's both rustic and refined. The chef's kitchen is designed for gathering featuring granite countertops, a Viking stainless-steel appliance suite, and a large center island perfect for après-ski evenings with friends and family. Multiple dining areas flow seamlessly into the living space, creating a warm, open feel for entertaining or quiet moments by the fire. Each bedroom feels like its own private sanctuary. The first-floor primary suite includes a tiled walk-in shower and classic clawfoot tub, while the upstairs suite offers a private balcony, sitting area, and jetted tub overlooking a peaceful stream the perfect place to unwind with a view. The walk-out lower level adds even more living space, with a family room, game room, guest bedroom, and full bath. Outside, a stone patio with a private hot tub is surrounded by natural beauty, while a heated boot room with custom built-ins keeps ski days simple and organized. This home has been lovingly maintained, with freshly repainted exterior, deck, and railings giving it a like-new glow. Located beside 400 acres recently acquired by Windham Mountain Club for future expansion, it also offers incredible long-term potential for appreciation and lifestyle value. Whether you're dreaming of a luxurious weekend retreat, a high-end rental, or a full-time mountain escape, this property delivers it all luxury, nature, skiing, and serenity all within easy reach of NYC.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined craftsmanship with rustic elegance in a way few properties ever do. Inside, you're welcomed by soaring vaulted ceilings clad in pine, wide-plank cherry-stained wood floors, and custom finishes throughout. The open-concept layout centers around a jaw-dropping great room with a two-story wall of glass and a dramatic stone fireplace. From there, the space flows seamlessly into a chef's kitchen outfitted with commercial-grade stainless steel appliances, dual dishwashers, copper farmhouse sinks, stone countertops, and handcrafted copper lighting that echoes throughout the home. Multiple French doors open to a wraparound deck designed for all-season use, complete with an outdoor fireplace and a covered, wired section ideal for enjoying snowfall or rain in comfort. With six spacious bedrooms, several featuring fireplaces and balconies, the home is made for hosting or relaxing in peace. The primary suite includes custom built-ins, a fireplace, and a spa-style bathroom with forest and mountain views. The main level also offers a dedicated office and ski/boot room. Throughout the home, you'll find a rich mix of wide-plank wood, slate, and bluestone flooring, adding to the upscale mountain lodge aesthetic. The finished walkout level expands your living space significantly with additional bedrooms and bathrooms, a beautifully designed wet bar with copper accents and a third dishwasher, and a wine and cigar room. A dual-sided fireplace connects the large family room with a card/game area, and a fitness center is discreetly tucked off to the side. A second laundry area here complements the one on the main floor for added convenience. (Hookups, but washer and dryer are not guaranteed to working and have not been given value). No detail was overlooked in construction or design. The home includes full surround sound, air conditioning, 8-year-old composite slate replica roof with 50-year warranty, composite decking, and both attached and detached garage spaces. The grounds are just as spectacular as the interior. Professionally landscaped with stone walls, walkways, and mature gardens, the property also features a fire pit gathering area, a full-size sport court with basketball and tennis setup, and acres of manicured lawn and private woods perfect for hiking or quiet exploration. This is a once-in-a-lifetime opportunity to own a private mountain estate less than 1.5 miles from town and just 2 miles from Windham Mountain Ski Resort. Designed for comfort, built for generations, and surrounded by nature, this is more than a home, it's a legacy property. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Weichert Realtors Fontaine
518-945-2125
Dreaming of a vacation home? This one pays for itself! A turnkey investment opportunity awaits with this one-bedroom, low maintenance condo. Enjoy modern comforts and the benefit of being close to dining, shopping, and the ski slopes. The amenities include a seasonal pool, restaurant& bar, game room, fitness center, movie theater and an on-site coin operated laundry facility. A shuttle bus is also available to take you to the ski slopes.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham Mountain Escape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy mountain living with stylish, modern comfort — the perfect retreat for second-home buyers, skiers, golfers, and anyone craving a peaceful escape. Step inside and be welcomed by gleaming hardwood floors, vaulted ceilings, and dark exposed beams that strikingly contrast against crisp white walls, creating a sophisticated yet warm aesthetic. The open-concept living area features a light-filled great room, a modern fireplace, and plenty of space to relax after a day on the slopes or the greens. The sun-drenched kitchen is thoughtfully designed and offers a suite of stainless steel appliances, ample cabinetry, and a spacious breakfast bar — perfect for casual meals or après-ski gatherings. From here, step outside to the freshly stained front porch or the private rear deck, ideal for morning coffee or starlit evenings. This cottage offers four bedrooms, including a private en-suite bedroom, as well as a dedicated ski/boot room for effortless winter gear storage. Split units provide efficient heating and air conditioning year-round, ensuring comfort in every season. Large windows throughout the home capture gorgeous mountain views, bringing the outdoors in. A charming and adorable finished attic, accessed via a ladder, offers a private, cozy hideaway with two additional beds — perfect for guests, or anyone seeking a tucked-away retreat within the home. Located within walking distance to the area's most popular restaurants, enjoy stream-side dining, cozy fire pits, and live music just a short stroll away. Specifically, the home is only 0.18 miles from the beloved Chicken Run Restaurant, 1.33 miles from the Windham Mountain Club and Adventure Park, and just 1.5 miles from scenic golfing — making it ideally positioned for both relaxation and recreation. An attached one-car garage provides additional convenience and storage. The complete renovation of the home was just finished this week, allowing you to move right in and enjoy a worry-free Catskills lifestyle. Best of all, this home offers remarkable affordability in one of the region's most desirable communities — making it a rare opportunity for those seeking a second home or a serene full-time residence. Two of the four bedrooms do not have heat elements in them. The split unit in the living room services the living room and two of the three bedrooms on the first floor. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Another Price Improvement — Exceptional Value for a Turn-Key, Four-Season Mountain Retreat in the Catskills This beautifully renovated corner townhouse at Brainard Ridge presents an outstanding opportunity to own a fully furnished, move-in-ready retreat at Windham Mountain Club. With a rare expanded floor plan offering 4-5 bedrooms and 3.5 baths, this home is designed to comfortably host loved ones, friends, and guests in all seasons. The chef's kitchen has been thoughtfully upgraded with custom cabinetry, stainless steel appliances, granite countertops, an enlarged breakfast bar, and a built-in bar with wine refrigerator—perfect for après-ski gatherings and entertaining year-round. The main living area features a cozy mountain aesthetic with vaulted wood ceilings and an authentic bluestone fireplace, while the mid-level den, complete with a second fireplace, provides a flexible space for work, reading, or additional overnight guests. A private lower-level ensuite bedroom offers quiet separation, while the top-floor primary suite is a true retreat with vaulted ceilings, skylights, and a spa-like bath featuring a jacuzzi tub and steam shower. A partially enclosed loft play area and charming sleeping nook with built-ins and skylight add warmth, versatility, and architectural interest. Offered fully furnished, including quality bedding, kitchenware, and décor, this home allows for immediate enjoyment or rental use with zero start-up delay. A heated mudroom keeps gear organized, and easy access to the base lodge and trails makes this an ideal home base for skiing, hiking, biking, and all four seasons of Catskills recreation. If you're seeking a personal mountain escape or a strong investment property, this slope-side residence delivers both —now enhanced by a significant new price reduction. A rare opportunity in one of Windham's most desirable communities.. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Turn-Key Windham Ski Retreat Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek open layout built in 2021, it's the perfect blend of luxury and earning potential. Want to start generating income the moment you close? The seller is offering the **option to purchase the unit fully furnished** including kitchenware, linens, and drapes — so you can immediately begin short-term renting or using the home for personal enjoyment this fall and winter season. Whether you're looking to lock in a ski escape before the snow hits or secure a turn-key investment, this property is ready to deliver. Currently grossing between ninety and ninety-five thousand dollars annually with only part-time bookings, the home has proven income performance and **plenty of room to grow**. With increased availability, more active marketing, and consistent short-term rental management, there's clear upside for anyone looking to scale the business side. Windham continues to draw strong year-round interest, with ski season, hiking, festivals, and mountain events fueling rental demand throughout the calendar. Designed for group stays and effortless hosting, the layout features five large bedrooms — four with private bathrooms — along with a spa-like primary suite that includes a private terrace and walk-in closets. The main level offers a bright, open concept living space centered around a chef's kitchen, granite counters, stainless steel appliances, and a cozy fireplace. Step outside onto a 720-square-foot deck and take in sweeping mountain views that keep guests coming back season after season. Additional perks include a heated garage and equipment room, two laundry rooms, central air, and nearly door-to-door shuttle access to Windham's North Lot. As an end-unit, the property is bathed in natural light from three sides, further elevating its comfort and appeal. Annual expenses remain low, with insurance around twenty-five hundred dollars, electricity at twenty-one hundred, and heating fuel roughly thirty-one hundred — all primarily tenant usage. With existing income and clear growth potential, this is a strong financial performer. Seller is open to partial owner financing for qualified buyers and contact info for local property managers is available upon request to help ramp up operations immediately. Optional membership to Windham Mountain Club adds access to premium amenities like spa services, a new golf course coming in 2026, tennis, pool, and more — enhancing both the lifestyle and rental value. Whether you're after a high-yield income property, a low-maintenance second home, or both, this turn-key offering stands out in one of the Northeast's most desirable ski and four-season destinations. Private showings are available now. Lock in your mountain investment before the season begins. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Serhant LLC
646-480-7665
Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan Road Nestled 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. Every corner of this land tells a story, blending the allure of yesteryear with the comfort and functionality of modern living. The centerpiece is a majestic 10-bedroom farmhouse, meticulously crafted with original hand-hewn beams, expansive living spaces, and timeless architectural details. Each room reflects a careful balance of rustic character and modern convenience, offering the perfect environment for family gatherings, creative retreats, or hosting guests. The home's generous layout includes multiple living areas, formal dining spaces, cozy nooks, and a chef-inspired kitchen ready for culinary adventures. Step outside and discover a landscape of sublime wonder. Two crystal-clear streams meander through open meadows, surrounded by mature forests and wildlife habitats. This property offers a rare combination of seclusion and accessibility, with trails and pathways that invite exploration, reflection, or adventure. With over 210 acres, there is room for equestrian pursuits, hiking, sustainable farming, or a private compound. The land's unrestricted potential makes it a perfect canvas for those seeking a retreat, a creative haven, or even a boutique inn or event venue. Beyond the natural beauty, the property's strategic location allows you to enjoy the cultural and recreational richness of the Catskills. Local attractions, hiking trails, ski resorts, and charming nearby towns provide seasonal and year-round experiences, while the estate's expansive acreage ensures ultimate privacy. Whether watching the sunrise over the mountains, listening to the streams, or entertaining friends in the warm embrace of the farmhouse, every day feels like a retreat into timeless elegance. Additional features include ample outbuildings, stone walls, and scenic viewpoints that further enhance the property's charm. The estate's mix of meadows, forested areas, and waterways provides a rare combination of natural beauty and functional versatility. Whether your dream is a serene family retreat, an artist's sanctuary, a sustainable farm, or a private resort, this property delivers the space, privacy, and inspiration to bring that vision to life. This is a once in a lifetime opportunity to own one of the most distinctive and desirable properties in the Catskills. Its combination of historic elegance, natural splendor, and boundless potential ensures that 3 Leon Macglashan Road is not just a home, but a legacy to cherish for generations. Discover a property where every sunrise feels like a masterpiece, every stream whispers serenity, and every room tells a story. Here, rustic elegance meets timeless wonder, creating an experience unlike any other in the region. For those seeking a rare estate with soul, character, and endless possibilities, this is the address where dreams are realized, adventures begin, and memories last a lifetime.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
5.7 Acres with Utilities in Place - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in the land itself and the ease of building, thanks to improvements already in place. The property is equipped with a well, electricity, a driveway, and a septic system. The size and condition of the septic are unknown, and buyers are encouraged to have a septic inspection completed to determine whether it can be used or requires replacement. Offering an impressive 955 feet of road frontage, the property is easily accessible, with trees along the frontage that enhance privacy. A cleared home site, tucked away from the road, creates a private and ready-to-build setting for a future residence. With both open fields and wooded areas, this land offers flexibility for a variety of uses, whether as a year-round residence, a vacation retreat, or a recreational escape. Its location is hard to beat—less than five minutes to shopping, dining, and town conveniences, six to seven miles to skiing at Windham Mountain Resort, and only fifteen to twenty minutes from Hunter Mountain Resort. This property is all about potential. With existing utilities and a private, cleared site already established, it is truly a blank canvas awaiting the next owner's vision.
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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.
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.
