Windham NY Real Estate & Homes for Sale

Discover serenity in this exquisite cedar contemporary home with seasonal slope views nestled in a private wooded setting, just 5 minutes from the charming resort town of Windham and a mere 2.5 hours outside of New York City. This stunning property offers a harmonious blend of rustic charm and modern amenities. Step inside to find a home that radiates warmth and sophistication. Hardwood floors and vaulted ceilings adorned in pine create an airy and inviting atmosphere, with tons of glass ensuring each room is bathed in natural light. Two cozy fireplaces further complement the ambiance. A spacious kitchen equipped with stainless steel appliances, double ovens, granite countertops, and a large breakfast bar is open to a spacious dining room with sliding glass doors that lead to an expansive deck, patio and firepit area making indoor and outdoor entertaining seamless. Four generously sized bedrooms, including two ensuite sanctuaries on the second floor, offer comfort and relaxation. The primary ensuite features a jetted tub, a fireplace, and French doors leading to a bright, flexible space that is currently used as a home office. This home is the perfect package featuring central air conditioning, a generator, a paved driveway, and an attached 2-car garage leading to a full unfinished basement. The property's landscaping is designed to enhance its woodland setting, with stone walls, walkways, and a patio blending seamlessly with the forest backdrop. 429 Mill Street isn't just a home; it's an invitation to enjoy life's simple pleasures in a setting of unmatched beauty and privacy. With its emphasis on natural landscapes, luxurious amenities, and proximity to recreational activities, it represents the ideal fusion of comfort and adventure. Schedule an in-person viewing today!

Custom Log Cabin with Modern Finishes, The Feel of a New Build, and Stunning Mountain Views- Nestled on nearly 2 acres, this breathtaking custom log cabin combines luxury, charm, and nature. Built with meticulous attention to detail, the home shows as if it is new construction, exuding a fresh and pristine feel throughout, making it indistinguishable from a brand-new build. With 5 bedrooms, 4 bathrooms, and a versatile accessory apartment above a heated 2-car garage, this home offers space, comfort, and endless possibilities. Overlooking Windham Mountain ski slopes, with views from almost every inch of the home, it's perfect for relaxation, gatherings, or as a premium rental investment. The open floorplan features gleaming wood floors and a wall of floor-to-ceiling windows that flood the home with natural light. The living room boasts soaring vaulted ceilings, a cozy wood-burning stove, and seamless access to an expansive wraparound deck, perfect for indoor-outdoor living. The chef's kitchen includes a farm sink, granite countertops, stainless steel appliances featuring a Thor range/oven and modern light fixtures, flowing into a welcoming dining area.The first-floor primary suite is a private retreat tucked behind barn doors, with a luxurious spa-like bathroom including a tiled walk-in shower, a soaking tub, a walk-in closet, and private deck access to a hot tub. Upstairs, the home offers three additional bedrooms, a bathroom, and a loft currently used as a game room but could also serve as the perfect home office. A laundry/mudroom connects the garage and main house. Above the oversized garage, the chic studio apartment features vaulted ceilings, wood floors, cable railing, stainless steel appliances, and a custom bathroom with a soaking tub perfect for guests or as a rental income opportunity with its own private entrance. Outside, relax in the hot tub on the deck while enjoying the incredible mountain views. The property includes a half-moon driveway, covered front porch, and a spacious basement that has been set up with the intention of future completion. Located 2.5 hours from NYC and 5 minutes from Windham Ski Resort, this meticulously crafted log cabin is move-in ready. Whether as a private retreat, vacation home, or investment property, this stunning home offers serenity, beauty, incredible potential. Schedule a private viewing today!

Hemlock Cabin | 296 Mitchell Hollow Road | Windham, NY - Tucked away on a coveted country road just three minutes from the Windham Mountain Club, the Hemlock Cabin blends rustic character with modern comfort in one of the Catskills' most sought-after year-round destinations. Sided with durable hemlock with copper detailing, this charming cape sits on 1.1 acres with a large yard perfect for playing, gardening or gathering around a fire pit under the stars. Inside, the cottage welcomes you with hardwood floors throughout and a practical layout, designed for relaxed mountain living. The first floor features a bedroom, a spacious bathroom with Moroccan-inspired tile and jetted tub, a laundry room and a sunny kitchen with a built-in banquette and ample storage. The kitchen opens onto a deck with seasonal mountain views and a hot tub ideal for al fresco dining or a soak after a day on the slopes. A cozy living room with a wood-burning stove and a formal dining room complete this level. Upstairs, you'll find two additional bedrooms and a sun-drenched reading nook overlooking the backyard. A classic rocking-chair porch completes the picture. Outside, an original 1800's post-and-beam barn offers endless potential: use it for storage or as a garage or bring your vision to life by converting it into a studio, game room or guest space. Sold fully furnished, this move-in-ready retreat is just minutes from Windham's restaurants, shops and outdoor activities and just 2.5 hours from NYC. Optional membership to a nearby pool club offers even more ways to unwind. Whether you're seeking a personal escape, an income-generating rental or a bit of both, Hemlock Cabin offers a stylish and serene mountain getaway with room to grow.

Hemlock Cabin | 296 Mitchell Hollow Road | Windham, NY - Tucked away on a coveted country road just three minutes from the Windham Mountain Club, the Hemlock Cabin blends rustic character with modern comfort in one of the Catskills' most sought-after year-round destinations. Sided with durable hemlock with copper detailing, this charming cape sits on 1.1 acres with a large yard perfect for playing, gardening or gathering around a fire pit under the stars. Inside, the cottage welcomes you with hardwood floors throughout and a practical layout, designed for relaxed mountain living. The first floor features a bedroom, a spacious bathroom with Moroccan-inspired tile and jetted tub, a laundry room and a sunny kitchen with a built-in banquette and ample storage. The kitchen opens onto a deck with seasonal mountain views and a hot tub ideal for al fresco dining or a soak after a day on the slopes. A cozy living room with a wood-burning stove and a formal dining room complete this level. Upstairs, you'll find two additional bedrooms and a sun-drenched reading nook overlooking the backyard. A classic rocking-chair porch completes the picture. Outside, an original 1800's post-and-beam barn offers endless potential: use it for storage or as a garage or bring your vision to life by converting it into a studio, game room or guest space. Sold fully furnished, this move-in-ready retreat is just minutes from Windham's restaurants, shops and outdoor activities and just 2.5 hours from NYC. Optional membership to a nearby pool club offers even more ways to unwind. Whether you're seeking a personal escape, an income-generating rental or a bit of both, Hemlock Cabin offers a stylish and serene mountain getaway with room to grow.

Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking living room fireplace or enjoy a book in your own private library. Close proximity to Windham Mountain restaurants, farmers market, golf courses, hiking, cycling, fishing and all that nature has to offer. 2 hours from New York City. Make this home your escape from the woes of the world.

Peaceful Sanctuary in the Heart of WindhamStep into a unique opportunity to own a stunning property perfectly balancing convenience, tranquility, and potential. Located less than half a mile from Windham Ski Resort and tucked just behind Main Street, this rambling ranch offers the best of both worlds easy access to dining, shopping, bars, skiing, festivals, and concerts, while feeling like a serene retreat surrounded by nature. Set amidst Macintosh apple trees, pear trees, grape arbors, blueberry bushes, and breathtaking mountain views, this property is a nature lover's dream. Enjoy your own private beach and fishing on the tranquil Batavia Kill stream that meanders through the backyard, all while taking in views of Windham's ski slopes. The lush, manicured landscaping, enhanced with new trees planted in 2022, creates a picturesque setting. Inside, the home is ready for you to envision its full potential. With 4 bedrooms, 4 baths, and a one-bedroom accessory apartment with a separate entrance, this property offers endless possibilities. Whether you're looking for a full-time residence, a profitable vacation rental, or a mother-daughter setup, this home can easily transform to fit your needs. Picture updating the interior with fresh paint, painting or replacing kitchen cabinets, and installing composite wood or tile flooring throughout to create a sleek, modern aesthetic with minimal effort. The main living spaces feature timeless design accents, such as dark beams contrasting crisp white walls, a sunroom with a vaulted pine ceiling that opens to one of three decks, and a family room centered around a striking floor-to-ceiling stone fireplace crafted by local artisan Bill Hoyt. The primary bedroom overlooks the soothing sights and sounds of the Batavia Kill stream, providing a true sanctuary at the end of the day.This property has been meticulously maintained, with recent updates including new siding (2018), a new garage roof (2019), 13 windows replaced (2018), updated apartment flooring (2022), and a sunroom addition completed between 2012 and 2015. A two-car detached garage, sap house, and plenty of outdoor space complete the package. Imagine the possibilities: a modern retreat, full time res, or a vacation rental in one of Windham's most desirable locations. With a little imagination and minimal updates, this well-cared-for home can become your dream property. Don't miss this chance to own a one-of-a-kind sanctuary in the heart of charming Windham.

Welcome to this stunning new construction home in the sought-after town of Windham, NY! This contemporary, sun-drenched home features 3 spacious bedrooms and 3.5 baths, with an expansive layout perfect for modern living.On the Main floor, Enjoy a large, beautiful primary bedroom with an en-suite bath, providing a luxurious and private retreat. Vaulted ceilings throughout the main level enhance the open, airy feel of the home. A well designed floor plan for easy livingThe large, custom eat-in kitchen is a chef's dream, featuring double ovens, an 8-burner stainless steel gas stove, and a generous kitchen bar, perfect for entertaining and family meals.Up the stairs is a A huge bonus loft area with a private deck offers additional living space for relaxation or activities along with 2 more bedrooms and bath. The walk-out finished basement provides a large family room, a rec room, and an extra bonus room/office, with a full bath, offering flexible space for your needs.Windham is a vibrant 4-season community, offering endless opportunities for outdoor activities and local entertainment. Enjoy world-class skiing, golf, hiking, and walking paths, or explore the local music venues, breweries, and restaurants that cater to all tastes. A beautiful Country retreat just one mile from the Village.This property is a fantastic investment, ideal for your family and friends, or as a rental with tremendous potential.Don't miss out on this gem. Call for appt today.

Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking living room fireplace or enjoy a book in your own private library. Close proximity to Windham Mountain restaurants, farmers' market, golf courses, hiking, cycling, fishing and all that nature has to offer. 2 hours from New York City. Make this home your escape from the woes of the world.

Lovely two bedroom, 2 full bath Townhouse in Windham Mt. Village. Step into a mudroom, great for boots, skis, poles, jackets, etc. Lovely open floor plan, living room with stone fireplace and dining room both with sliding doors to a deck, open to kitchen with breakfast bar. There is a large bedroom, laundry and full bath on this level. Walk upstairs to a loft, great for home office or extra sleeping space, large bedroom with two closets and full bath. Walk to the slopes from this development. Close to town. This development has a new pool house with hot tub and bathrooms. There is a new club house with new functional kitchen, bar and plenty of space to celebrate special occasions. Two tennis courts, one with a basket ball hoop. Lovely pond located in the middle of the development. Being sold furnished except for personal items and ding room furniture.

Location is everything, this home is situated on 3.60 peaceful acres. Wonderful view of Windham Mountain, a lovely swimming, spring fed pond. There are currently 4 homes in this development, plenty of privacy. Beautiful views from every window in this light and bright home There are 2 entrances, each with mudrooms. Two full upgraded baths. Kitchen has lovely breakfast bar, plenty of storage, it is open to the dining room and living rooms. The view from this home says it all. There has been only one owner who has kept this home in pristine condition, nothing to do to this home, except relax and enjoy. Move in ready! The soapstone heat stove, located in the lower level family room, will take the chill out of the home. Great space in lower level for the children. Upstairs in the living room is a wood burning fireplace. There is a shed on the property for extra storage. Great home for small or large families. Attached one car garage plus plenty of parking space as well. The furnishings are negotiable. Come take a look, you won't be disappointed.

Welcome to Windham! This one-of-a-kind village retreat blends modern luxury with country charm, offering the perfect escape in the heart of it all. Nestled along the Batavia creek, this home invites you to relax and enjoy the soothing sounds of the water, all while being just steps from restaurants, pubs, a wine bar, Windham s famous ski slopes, the world-class golf club, and the NYC bus route---the location is unbeatable. A proven, highly successful Airbnb, this home is both an incredible investment and a dream getaway. The open-concept design is made for entertaining. It features a striking stone fireplace, radiant floor heating, and seamless indoor-outdoor living with a spacious covered patio, outdoor firepit, and brand-new hot tub. Two beautifully appointed bedrooms each boast spa-like ensuite baths, while thoughtful accessibility features including wider entry doors and a wall-in shower ensure comfort and ease. With three separate lots and completed site plans, there s potential to build an additional home, adding even more value to this exceptional property. Whether you re hitting the slopes, perfecting your swing, or simply unwinding in style, this four-season retreat is pure magic.

Windham Ridge Townhouse with Ski Slope Views in the ever growing and popular town of Windham.This charming townhouse offers expansive ski slope views and a spacious, open living area that seamlessly flows into the kitchen, complete with a cozy fireplace. It features three bedrooms, including one ideally suited for small children or as a nursery, conveniently located adjacent to the primary bedroom. With 2.5 baths, it comfortably accommodates family and guests.Located minutes to skiing, golf, hiking, Lakes and various venues, this townhouse is also close to the picturesque village of Windham with amazing restaurants, brewery, coffee shops, movie theaters, walking paths and so much more. It presents an excellent rental investment opportunity to offset costs, offering a low-maintenance home perfect for both full-time living and weekend getaways. Reasonable taxes and HOA

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 added bonus, 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!

Nestled within the Brainard Ridge development on Windham Mountain, this gorgeous townhouse offers a blend of comfort and luxury, perfect for snow sports enthusiasts and nature lovers alike. This unique corner unit, is a rarity in the Brainard Ridge community, featuring a one of a kind expanded floor plan of 4-5 bedrooms and 3.5 bathrooms thoughtfully designed to accommodate large gatherings, making it an ideal retreat for loved ones and friends.The beautifully remodeled kitchen boasts an enlarged breakfast bar, custom cabinetry, SS appliances, granite counters, built-in bar and wine refrigerator, setting the stage for memorable entertaining experiences. The main living room exudes a warm rustic vibe highlighted by an authentic blue stone fireplace and vaulted wooden ceilings. Mid-level is a second living room/den with another woodburning fireplace providing a quiet place to relax, home office or used for overnight guests. The mid-lower level is a dedicated ensuite bedroom with its own private bath, and 2 good sized closets providing privacy and comfort.On the top floor is the spacious primary bedroom showcasing vaulted ceilings with skylights and a luxurious tiled bath complete with a jacuzzi tub and steam shower. An inviting loft has been partially enclosed to create a safe play area, and a cozy alcove with skylight and built-in shelves offers a charming sleeping spot.This fully furnished home, complete with quality bedding and kitchenware, promises a seamless transition to a vacation lifestyle, embracing all four seasons of fun that the area is renowned for. Heated mud room for all the outdoor gear and easy access to the base lodge and trails, its easy to immerse yourself in the vibrant community at Windham Mountain Club in this exceptional slope side townhouse. Great rental potential too! Don't miss out on this rare offering.

Luxury Slopeside Living at Windham Mountain Club- This is a rare opportunity to own the most competitively priced slopeside home at Windham Mountain Club, close to the lodge and lifts. With 6,859 sq. ft. of high-end living space and direct access to the slopes, this home is a dream for anyone looking for adventure and a smart move for investors seeking strong rental potential in the Catskills. Designed for Mountain Living The great room is a dramatic centerpiece with soaring 20-foot pine ceilings, a wall of windows, and unobstructed views of the trails. The chef's kitchen is built to impress and to perform featuring granite countertops, a Viking range, dual dishwashers, and seamless access to two spacious dining areas, perfect for hosting dinners or large groups. Outdoor and Indoor Entertaining Made Easy Step out onto the expansive wraparound deck with a BBQ grill ideal for gathering after a day on the mountain. Inside, there's a high-end home theater that can be converted back to a garage if needed, a spacious game room for guests, and four wood-burning fireplaces that add warmth and charm throughout the home. A Private Primary Suite with a View The second-floor primary suite is tucked away in its own wing for complete privacy. It features dual walk-in closets, a cozy fireplace, and a private balcony with panoramic slope views everything you want in a luxury mountain retreat. Comfort and Convenience, Year-Round The home includes radiant heat in the dedicated gear room, central A/C for the summer months, a backup generator, and a full security system ensuring comfort, safety, and peace of mind no matter the season. Rental-Ready and Spacious With room to comfortably sleep 20+ guests, this home is ideal for short-term rentals, corporate retreats, or large group getaways. The layout and amenities are perfectly suited for high occupancy and maximum rental income potential. Selling Turnkey The property is offered furnished, making it easy to move in or start renting right away. Schedule Your Private Showing Whether you're looking for slopeside convenience or an investor targeting premium rental returns, this property offers location, luxury, and unbeatable value. Don't miss your chance homes in this prime location, of this size, and in this price point rarely come to market at Windham Mountain Club.

Ideal country getaway with beautiful mountain views located just steps away from premier hiking and biking trails and minutes from the charming Village of Windham, you'll find endless opportunities for outdoor exploration and leisure here. Step inside this cozy log sided Chalet and be captivated by open floor plan, where vaulted pine wood ceilings and a wall of glass fill the space with an abundance of natural light. The home exudes warmth with its rustic log and pine wood accents throughout. The seamless flow between the living room, kitchen, and dining area ensures effortless entertaining, highlighted by a center island. Enjoy the convenience of a first-floor laundry and pantry.Two guest bedrooms and a full bath complement the main level, while the expansive loft above offers endless possibilities for recreation, creativity, or work. The finished basement is a true retreat, featuring a second living area, workout space, and a primary bedroom with a luxurious spa-like bathroom, complete with a jacuzzi whirlpool and shower. Double glass sliding doors lead to covered stone patio that extends living space outdoors. Outside, your private oasis awaits. Beautiful mountain views all around, a spring-fed pond invites swimming, fishing, and winter ice skating. The open lawn is perfect for relaxation or gardening, with a gentle slope leading to down to the pond which has the benefit of bordering protected state land, preserving the natural beauty and peaceful setting. The wrap-around deck is the ideal space for sunny barbecues and nighttime stargazing.This home comes fully furnished, including a whole house generator and high-speed internet connectivity, detached garage for dry storage, ensures peace of mind and functionality.On the doorstep of the Elm Ridge Forest Preserve, minutes to Windham Mountain Club, just 2.5 hours from NYC, this property is your gateway to a lifetime of cherished memories. Don't let this one pass you by!

Looking for a good investment, this house checks all the boxes. This home sits on one acre, beautiful mountain views, you can see Windham Mt. Club. Close to all amenities. This home is set up to be either a one or two family home, Main level has lovely kitchen/dining area with sliding doors to a large deck. Large living room with fireplace and pellet insert. Three well sized bedroom, main bedroom has two closets and attached bathroom. The other two bedrooms are also well sized, there is a bath with the laundry on this level as well. The lower level can lock off from the upper level. There is a beautiful fireplace with an insert which burns pellets in the family room which is open to a full kitchen with great space for eating. Two bedrooms on this level as well as several storage rooms and a nice mud room entrance. storage building, detached two car garage and a gazebo are included. New appliances in kitchen, general generator included as well as the two pellet inserts, new walkway and retaining wall, new roof, 6 a/c windows units. New Nest thermostats and many other upgrades including new flooring. Looking for a mother/daughter home, rental or just to use for yourself. Conveniently located , don't miss this one.

Step into this unit and feel yourself relax. This unit has been lovingly cared for. Freshly painted n 2025, crisp and clean looking. All new flooring, carpets and laminates. All windows have been replaced in the past 5 years. New electric heater in 2024, basement has been newly insulated and heater addd. You will be toasty warm in this unit. There are two bedrooms and a full bath on the second floor, first floor has kitchen, bath with shower and lovely living room with sliding doors to a deck, views of the woods for privacy. Currently has an electric fireplace, however, it can easily be a wood burning fireplace, all parts are there to make the change. The development has an in-ground pool, tennis court, pickleball court and a fire pit. There is also an on premise laundry room. Everything you need to enjoy your visits, just 2.5 hrs. from NYC, ten minutes to Hunter Mt., 2 miles to Windham Mt. Club, near hiking, walking path, fishing, breweries, gift shops, everything Windham has to offer. Being sold furnished except for personal items, Skis & snowshoes on wall do not convey. Don't miss out on this unit, call for an appointment.

Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms + Bonus Room - Plenty of space for family and guestsCozy up after a day of adventure by the stone fireplace or outside by theExpansive Deck which is Perfect for relaxing and entertainingThis unit has a Creative Multi-Level Layout - A unique design that maximizes space and comfortEnjoy the perfect blend of nature, recreation, and modern living in this growing community. Don't miss this opportunity And for the skiers, take advantage of the shuttle bus that brings you directly to the slopes and a private ski closet outside your front door. There's also a inground community pool.

A Prime Investment Opportunity Fixer-Upper in the Heart of Windham, NY! Unlock the potential of this charming 3-bedroom, 2-bath fixer-upper nestled in the picturesque Hamlet of Hensonville, NYa hidden gem in the Catskill Mountains. Perfect for investors or visionary homeowners, this property offers a solid foundation and endless possibilities to create the perfect retreat or a lucrative rental. With some TLC, this diamond in the rough can shine bright! Location, Location, Location! Situated just minutes from the world-class slopes of Windham Mountain and a short drive to the Hunter Mountain Ski Slopes, the location is an outdoor enthusiast's paradise, think skiing, hiking, and year-round adventures. Enjoy the beauty of the Catskills, with Hensonville's quaint charm and proximity to vibrant local dining, shopping, and cultural attractions in nearby Windham. Only 2.5 hours from NYC, this is the perfect escape or investment in a sought-after destination that blends small-town tranquility with big-time appeal. Don't miss your chance to transform this property into a standout Catskills getaway or a profitable flip. Opportunity knocks in Hensonville!

This charming townhouse offers the perfect combination of privacy and convenience, located just minutes from Windham slopes, village shops, restaurants and golf courses. Nestled at the end of a quiet drive, this 2-bedroom home, each with bath and features an additional loft area, ideal for extra sleeping space or a home office. Cozy up by the fireplace after a day on the slopes, or enjoy the serene surroundings year-round as part of a four-season community. The property benefits from reasonable HOA fees and taxes, making it an excellent choice for both seasonal getaways or full-time living. Within minutes of skiing, hiking, venues, golf, this location offers great investment and rental opportunities. Beautifully maintained . Get in before summer season and start enjoying.

Experience the perfect blend of convenience, character, and charm in this beautifully designed Gallery Condo located in the heart of Windham Village. Situated upstairs on one level, this spacious 2-bedroom, 2-bath home features an additional office or flexible sleeping space, ideal for work or hosting guests.Step inside to find gorgeous hardwood floors, an open and inviting layout, and a private balcony where you can soak in breathtaking slope and village views. The building itself carries a rich Windham history, thoughtfully transformed into stylish condos and a restaurant, offering a unique and vibrant living experience. AND, it comes fully furnished so you can start enjoying immediatelyEnjoy the best of four-season living with world-class skiing and golf courses just a short distance away. Stroll to the local brewery, pub, movie theater, restaurants, and coffee shop, Relax by the creek or catch the NYC bus right outside your door for effortless getaways. Nice rental history and great location for that. Don't miss this rare opportunity to own a piece of Windham's past and future. Schedule your showing today!

To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with vaulted ceilings soaring to 24 ft in living room. The Chef's kitchen is a high-end showstopper. Primary bedroom and guest bedrooms all feature private bathrooms. Grand living room, home gym with sauna, patio off of living space, deck off main level, gaming area, 2 car garage are all included. Located just mins from all local amenities. Completely customizable. Full spec sheet available.

Welcome to 292 South St, Windham - a luxurious mountain retreat blending sophistication and adventure. Located steps from Windham Mountain Club and just 2.5 hours from NYC, this stunning townhouse offers modern comfort, breathtaking views, and unmatched convenience. Perfect for mountain enthusiasts and anyone seeking a serene escape, it's an ideal private sanctuary or investment property. Inside, the open-concept layout is designed for relaxation and entertainment. The chef's kitchen features premium stainless-steel appliances, granite countertops, and ample space for gatherings. The great room, centered around a cozy fireplace, opens to a 720-square-foot deck with stunning slope views. The home includes five spacious bedrooms, four with en-suite bathrooms, and a luxurious top-floor primary suite with panoramic views, a private terrace, spa-like bathroom, and custom walk-in closets. Additional perks include a heated equipment room, heated garage, central air, two laundry rooms, and nearly door-to-door shuttle service to the lodge from the neighboring North Lot. Living here means access to Windham's vibrant community and world-class amenities. Optional membership at the Windham Mountain Club offers perks like a spa, fitness center, and future amenities including a pool, tennis courts, and golf by 2026. Even without membership, you'll enjoy award-winning restaurants, spas, and outdoor attractions within minutes. Windham Mountain's accessible slopes and nearby options like Hunter Mountain and Belleayre provide endless adventure. This property is a year-round haven for mountain enthusiasts. Plenty to do in the winter and summer, with summer amenities on the way. Whether you're looking for a weekend escape or a permanent retreat, 292 South St offers a rare opportunity to own a piece of Windham's beauty and luxury. The furnishings are available for purchase making this a turn-key opportunity and the seller is open to offering partial owner financing to qualified buyers. Book your showing today!

Designed by a renowned Manhattan architect known for $20M Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home seamlessly integrates stunning Windham Mountain views with vaulted ceilings, floor-to-ceiling windows, and tiered decks. The property boasts five spacious bedrooms, three full baths, and a half bath, all thoughtfully designed to balance comfort and effortless entertaining. The sunken great room is a centerpiece, featuring a dramatic floor-to-ceiling wall of glass framing breathtaking mountain views. A striking stone fireplace adds warmth, while the formal dining area and chef's kitchen complete with custom cabinetry and stainless-steel appliances offer an ideal space for hosting. Additional highlights include a cherry-paneled office with bespoke built-ins, a glass-enclosed gym with panoramic views, and an indoor sauna for post-workout relaxation. The standout four-season circular porch, lined with windows and equipped with a wood stove, ensures uninterrupted connection to nature, making it the most enchanting space in the home. The first floor includes a guest suite, while the second floor features a private primary ensuite wing with a balcony overlooking Windham's slopes. The finished basement offers a family room and billiards lounge. Radiant in-floor heating, custom built-ins, cedar closets, and split-unit air conditioning enhance comfort and luxury. Outdoors, tiered decks, patios, lush landscaping, and a manicured yard create a serene setting, while a covered path leads to a three-bay garage perfect for vehicles and recreational gear. Tucked off a private road, this home offers true seclusion while being just minutes from Windham's town center and Windham Mountain activities. Combining stunning views, luxurious custom finishes, and unmatched craftsmanship, this estate stands apart from today's new constructions. Schedule a private viewing and experience mountain living redefined. Your perfect oasis awaits!