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
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.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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.
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: Brainard Ridge Management
518-734-5333
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.
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
Walk to the Slopes! 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: Bunce Realty
518-734-4461
Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an nice addition, expanding the living space and providing opportunity to enjoy the changing weather - the warmth of the sun, raindrops, snowflakes and all shades of the Windham sky. The second floor has another comfortable living area, a second bath and a large bedroom. Up one more flight of stairs are two bedrooms and a third bathroom. There is plenty of living and sleeping space for family & friends or to accommodate a substantial number of rental guests.An attached garage, mudroom and laundry offer convenient and practical entry and storage spaces for shoes and coats, summer and winter gear and more. There's even a storage shed to hold any overflow items.Enjoy your morning coffee on the deck or your evenings around the fire - the landscaped yard is large enough to enjoy but not too much to maintain. A whole house generator takes the worry out of power outages. Municipal sewer and water means there is little for you to do but move in and enjoy. With Windham Mountain as a backdrop, the location of this home is terrific - walk to restaurants, shops or other local businesses and establishments. Call for your appointment today - this home may be the opportunity you have been looking for!
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
Tucked away in a quiet residential cul-de-sac, 116 Nilson Drive offers the best of both worlds — peaceful neighborhood living surrounded by nature, yet just minutes from Main Street, Windham Mountain Club, and Christman's Golf Course. A rare find for the area, this welcoming residential enclave adds a special sense of character and community. It's a place where kids ride bikes, neighbors wave from their porches, and scenic walks are part of daily life. Enjoy desirable privacy without feeling remote — an ideal balance that makes this location truly exceptional. Set on 3 private acres near the end of the cul-de-sac, this home is framed by tall evergreens that provide a natural privacy screen. Since 2003, the property has undergone a remarkable transformation — evolving into a stylish and functional single-level layout with smart room additions, central air conditioning, easy-care vinyl siding, a covered front porch, an expansive outdoor deck, and a heated inground pool designed for easy entertaining. Inside, the chef's kitchen takes center stage with a huge center island, perfect for gathering friends and loved ones. The primary suite offers a luxurious bath, while two large bedrooms share a convenient Jack-and-Jill bath. A fabulous bar room sets the stage for adult game nights, and a stunning sunroom with vaulted ceilings and a wall of glass opens to the wrap-around deck overlooking the private backyard — a true retreat for relaxation. Architectural details such as arched walls and crown moldings throughout lend the home a refined, polished feel. Additional highlights include a spacious mudroom off the garage with custom built-ins to organize all your outdoor gear, a living room with the original bluestone wood-burning fireplace for cozy evenings, and a finished lower level ideal for a gym, recreation space, or guest quarters complete with a private bath. Modern comforts abound with top-of-the-line mechanicals, a whole-house generator for peace of mind, an outdoor storage shed, and a freshly paved driveway leading to a clean, welcoming entrance. The 3 acres of flat, usable land offer ample space for a garden, firepit, and playset, all bordered by mature trees and adjoining private lands for a truly peaceful setting. Move-in ready and meticulously maintained, this home is perfect as a full-time residence or a four-season Catskills getaway — where mountain adventures, golf, and year-round beauty are all just minutes away. Picture summer fun poolside, deck parties that stretch into golden evenings, and cool nights spent in the hot tub under the stars — all within close proximity to one of the Catskills' most favored towns. A must-see property where quality, comfort, and location come together seamlessly. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Four Seasons Sothebys Intl
518-822-0800
Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features three spacious bedrooms and three and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner stainless steel range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining. Upstairs, a spacious loft lounge opens to a private deck, offering an intimate vantage point to take in the mountain air. Two additional guest bedrooms and a full bath complete this level. The walk-out lower level extends the home’s versatility with a generous family room, recreation space, or office, and a full bath — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.
Courtesy: Century 21 New West Properties
518-943-2620
Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!
Courtesy: Century 21 New West
518-943-2620
Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!
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. No detail was overlooked in construction or design. The home includes full surround sound, air conditioning, a whole-house generator, 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: Coldwell Banker Village GreenW
518-734-4200
PRICE REDUCTION! — calling all investors, DIY buyers, and project-minded designers! Prime Windham location, major updates done — now it's your turn to finish and make it shine. This spacious 5-bedroom, 3-bath home offers tremendous potential with many big-ticket updates already completed, including a new roof, wood flooring, updated kitchen with granite counters and newer appliances, fresh interior paint, closed-circuit security system, whole-house generator, blacktop circular driveway, new front walkway, and more. The home features two fully equipped kitchens and two wood-burning fireplaces, creating excellent potential for a guest suite or separate income-producing apartment. Original bluestone details and pellet stove inserts add charm and an alternative heat source. Set on a flat 1-acre lot with a generous yard, the property includes multiple outbuildings, 2 car garage is ideal for small vehicles, tools, or hobby storage. An enclosed, powered gazebo provides the perfect canvas for a studio, rec room, or home office. The location is ideal — just minutes from Windham Mountain Club, Main Street shops, dining, and year-round recreation — and surrounded by desirable homes, offering strong long-term value. Whether you're looking for a fix-and-flip, rental property, second home, or full-time residence, this home presents many possibilities. New price makes this a must see to appreciate the potential! 3D Walkthrough Tour available in the digital Lookbook or by request.
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
Just in time for ski season! Make this your base for winter fun at Windham Mountain Club. Beautifully renovated with comfort and quiet luxury in mind, this gorgeous corner townhouse in the desirable Brainard Ridge development offers a rare expanded floor plan featuring 4-5 bedrooms and 3.5 baths — perfect for hosting all of your loved ones and guests. The chef's kitchen has been tastefully upgraded with an enlarged breakfast bar, custom cabinetry, stainless steel appliances, granite counters, and a built-in bar with wine refrigerator. The main living area exudes a cozy mountain vibe with an authentic bluestone fireplace and vaulted wood ceilings, while the mid-level den with a second fireplace provides a private retreat for reading, work, or overnight guests. The lower ensuite bedroom offers privacy and comfort, while the top-floor primary suite impresses with vaulted ceilings, skylights, and a luxurious bath with jacuzzi tub and steam shower. A partially enclosed loft play area and charming sleeping nook with built-ins and skylight add versatility and charm. This home is being sold fully furnished, complete with quality bedding, kitchenware, and décor — making for a seamless transition to your new vacation lifestyle. A heated mudroom keeps outdoor gear organized, and with easy access to the base lodge and trails, you'll enjoy all four seasons of mountain living. Exceptional as a personal retreat or investment, this slope-side property also offers strong rental potential. Don't miss this rare opportunity in one of Windham's most sought-after 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
The Ultimate Catskills Retreat — Just Minutes from Windham Resort Nestled on 12 private wooded acres less than seven minutes from Windham Resort, this 5,400 sq. ft. luxury log cabin embodies the best of mountain living — where timeless craftsmanship meets modern comfort. Designed across three levels, the home features six bedrooms, four and a half bathrooms, and radiant heat throughout. Natural wood and stone floors create a seamless flow that blurs the line between the warm interior and its tranquil natural surroundings. At the heart of the home, the dramatic great room stuns with its soaring vaulted ceilings, exposed beams, and a grand wood-burning fireplace. French doors open to an expansive deck, perfect for morning coffee or evening gatherings under the stars. The custom kitchen is beautifully equipped with granite countertops, stainless steel appliances, double ovens, and self-closing hickory cabinetry — ideal for hosting large gatherings or après-ski dinners. A heated ski and boot room keeps winter gear organized, while an enclosed porch off the dining room offers a serene spot to enjoy forest views and the sounds of nature. Upstairs, a spacious loft overlooks the great room and provides flexible space for lounging or extra guests. The second-floor en-suite bedroom features a custom walk-in shower and rich hardwood floors. The lower level is designed for entertaining, complete with a handcrafted wet bar built from timbers sourced on the property, two additional bedrooms, and a full bathroom. Step outside to your brand-new hot tub, tucked among the trees and softly lit at night — the perfect retreat after a day on the slopes. The property itself is a four-season playground: private trails for hiking or ATV riding, a storybook tree house, and a fire pit and tire swing for classic Catskills evenings. Recent upgrades include new roofing and railings on the tree house, a new bar fridge, updated plumbing fixtures and compressors, refinished decks, enhanced stonework, and updated lighting and roofing around the hot tub (2024). Additional highlights include central air, a whole-house generator, a two-car garage plumbed for radiant heat, and smart home upgrades such as remote-entry locks and new smoke detectors. Just 2.5 hours from New York City, this property offers the perfect balance of privacy, luxury, and convenience, moments from Windham's shops, golf, and world-class skiing. With a proven short-term rental history and the option to purchase mostly furnished, this turn-key property is ideal as a getaway, income-producing investment, or year-round residence. Properties of this caliber are rarely available — and impossible to replicate at this price. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
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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.
