Courtesy: Shaw Country Realty, Inc.
518-734-3500
Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck—perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living room with a fireplace and a bar to warm up apres ski. The full, unfinished basement offers excellent potential for future living space, a workshop, or recreation area. A two-car garage adds everyday convenience and storage. Whether you're seeking a full-time home or a weekend retreat, this Windham area ranch offers comfort, location, and opportunity in one inviting package. garage roof 4 years old
Courtesy: Shaw Country Realty, Inc.
518-734-3500
Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!! Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment oppertunity. Just a short walk (2,500 feet) to Windham Mountain and the pleasant walk to the center of Town — location doesn't get better than this!
Courtesy: Douglas Elliman Real Estate
914-723-6800
Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004.
Courtesy: Douglas Elliman Real Estate
914-723-6800
Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004
Courtesy: Douglas Elliman Real Estate
914-723-6800
Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004.
Courtesy: Shaw Country Realty, Inc.
518-734-3500
Catskills living with standout appeal in Windham—the ultimate four-season destination for skiing, golf, hiking, breweries, and live music venues. This sprawling, rambling layout was designed for memorable gatherings, offering 5 generous bedrooms and 3 full baths, ideal for hosting family, friends, or guests in style. Warm up by the fireplace after a day on the mountain, then step outside to your private rear deck, perfect for morning coffee or evening relaxation. The expansive backyard invites lawn games and entertaining, while a picturesque creek borders the property, adding natural beauty and a peaceful backdrop rarely found. Whether you're looking for a high-performing rental investment, a large family retreat, or your own Catskills escape, this Windham home delivers space, privacy, and lifestyle—all in one of the most sought-after locations in the region.
Courtesy: Bunce Realty
518-734-4461
Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of grandeur, while the stone wood-burning fireplace creates a cozy, welcoming atmosphere. A wall of windows frames the views of the slopes and valley below, allowing natural light, bringing the outdoors in. The open-concept layout flows effortlessly from the living area to the dining room and kitchen, making it the ideal setting for both quiet family meals and lively dinner parties. The adjoining space, currently set up with a pool table, offers even more room to unwind and socialize after a day on the trails. This home accommodates many with five bedrooms and 4 1/2 baths (2 en-suite) and a finished den with a separate entrance. The chalet offers a spacious entryway with stone floors that doubles as a mud/ski room. Here, you'll have plenty of space to store gear, boots, and equipment. If you're seeking a vacation home, or a place to gather with family and friends, this home offers everything you need to make lasting memories.
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. Mt. HOA Maintenance 2025, 4,072 yearly, BR 405.00 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
**REDUCED!** Affordable Single Family Home Close to Windham Mountain! Are you looking for an affordable country home? A money making Air B&B? Look no further! Welcome to 28 Sutton Hollow Road. This single-family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! Offering nice sized rooms with plenty of closet and storage space, partial basement and oversized garage 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!
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
845-297-4700
Your wonderful Summer weekend getaway! 7 glorious acres, 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or 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: 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
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: 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: 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
Price Cut! Windham Creek Lodge is an active, income-producing short-term rental property generating 70K-80K in annual income. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it as a go-to destination for visitors seeking a mountain escape only 2.5 hours from the NYC metro area. The Catskills attract steady demand for skiing, golf, hiking, weddings, cultural events, and quiet escapes from city life. Proximity to ski resorts, golf courses, wedding venues, hiking trails, and Windham Village supports strong year-round occupancy across all seasons. Designed for flexibility and revenue optimization, the home features two fully self-contained 2-bedroom, 1-bath units, each with open-concept living areas. An interior connecting staircase allows the property to function as two private STR suites or one expansive 4-bedroom retreat, maximizing booking versatility and nightly rate potential. Completely turn-key and professionally decorated, the home offers new modern furnishings, renovated kitchens and baths, wood flooring, and elegant LED fireplaces in both living rooms—allowing a new owner to step in and operate immediately. Guest-favorite outdoor amenities include a hot tub, fire pit, and expansive wrap-around deck with scenic mountain views—key drivers of 5-star reviews and repeat bookings. Additional conveniences include two laundry areas, dual hot-water heaters, and a dedicated electric vehicle charger, catering to today's travelers. A garage currently being converted into a recreation/theater space adds another high-value amenity for group rentals. Beyond current performance, the property offers exceptional room to scale and maximize profit. Set on a level 1.30-acre lot, there is ample space to add high-ROI amenities such as a sauna, playground, outdoor kitchen, or enhanced recreation areas, all proven to increase occupancy, length of stay, and average daily rates in the Catskills STR market. Biggest upside: the property may offer potential subdivision opportunity, subject to town approvals. With access to town water and sewer lines, the right buyer may wish to explore approvals to create a separate ±0.50-acre building lot—unlocking future development value, resale flexibility, or the opportunity for an additional income-producing structure. Buyers should conduct their own due diligence with the Town regarding subdivision and municipal service connections. Currently generating approximately 75,000-80,000 in annual rental income with a 5-star guest rating, Windham Creek Lodge combines immediate income with long-term scalability. For the right investor or owner-operator, this is an exceptional opportunity to acquire a high-performing STR in a prime Catskills location—a true year-round destination offering income today and meaningful upside for tomorrow. 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 12496has a population of 1,553. Windham 12496 is less family-centric than the surrounding county with 21.33% 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 12496 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 12496 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.
