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.
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.
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.
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.
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.
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.
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.
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.
Luxury Ski Townhouse in the Heart of Windham Mountain Club's Premier Enclave Community Discover the ultimate ski lifestyle in this luxurious tri-level townhouse, ideally located in the exclusive Enclave at Windham Mountain Club. Just steps from the slopes, base lodge, pool, fitness center, and restaurants, this home offers unmatched convenience—no car needed. Simply step outside and immerse yourself in the vibrant mountain experience. With 2,800 square feet of thoughtfully designed living space, this home features 4 private en-suite bedrooms, each providing a peaceful retreat after a day on the slopes. The primary suite is a true sanctuary, showcasing vaulted ceilings and a stunning wall of glass that fills the space with natural light and frames breathtaking views. The main level is perfect for entertaining, with an open-concept layout that invites après-ski gatherings. Relax by the wood-burning fireplace in the great room or step onto the deck overlooking the pool to enjoy the crisp mountain air. The updated kitchen blends modern style with rustic charm, featuring white cabinets, a subway tile backsplash, butcher block countertops, and stainless steel appliances. The lower level is your personal après-ski haven, complete with a cozy family room, a sauna to unwind, a dedicated ski/boot room, and a laundry area for added convenience. An attached garage provides easy access during snowy winters. Every detail of this home is designed for comfort and ease, from air conditioning and central vacuum to a floor plan that balances open gathering spaces with private retreats. The en-suite bathrooms have been beautifully updated with plank tile flooring, sleek tiled showers, and contemporary fixtures, adding a touch of luxury throughout. Additional highlights include a private ski locker, exclusive access to The Enclave's premier amenities, and the ease of maintenance-free living. Whether you're hosting friends for a weekend on the slopes or enjoying a quiet evening by the fire, this home offers the perfect blend of luxury, comfort, and adventure. Priced competitively in this sought-after community, this is your chance to own a piece of Windham Mountain's premier ski lifestyle. Your mountain escape awaits—don't miss it! A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
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.
Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain. On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward the serene landscape. The master suite shares these same captivating views. Wake up to breathtaking mountain views while enjoying your coffee on the expansive new deck that spans the full length of the home, where the gentle sounds of the creek below complement your panoramic vistas of the ski slopes. The spacious finished lower level offers versatile entertainment space that can serve as a game room, office, or media room. Large windows flood the area with natural light, while ample storage keeps everything organized. Convenient direct access leads to the oversized single-car garage, plus a walk-out exit for easy outdoor access. An attached one-bedroom suite with a sleeping loft and dedicated washer and dryer provides excellent potential as a rental unit, offering additional income opportunity for the homeowner. A perfect retreat for those seeking tranquility, scenic beauty, convenience and financial advantages. Only minutes to the town of Windham where you have all the entertainment at your fingertips. Not to mention an ideal retreat for the avid skiers. Sold furnished. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
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 - 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.
Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for days on nearby Windham Ski slopes and return to a spacious chalet featuring an open great room with a warm fireplace in the sunken living area. The property includes ample space for holiday gatherings or casual meals at the kitchen island. The main floor consists of two large bedrooms, a full bathroom, laundry facilities, and a half bath adjacent to the kitchen. Upstairs, a primary suite and loft provide additional privacy and comfort. The sought-after family room is equipped with a supplementary kitchen, wood-burning stove, quality ski furnishings, pool table, dart games, extra office/sleeping space, and another full bathroom. A convenient one-car garage ensures secure late-night arrivals and easy access. The home boasts a new heating system, full-house air conditioning, and high-quality finishes including marble, hardwood and carpet flooring, wood doors and trim, skylights, and vaulted ceilings—creating a true mountain chalet ambiance. Offered furnished and turnkey, this custom-built home has never before been on the market and is ready for its next owners. Located just minutes from Windham Club, it offers access to year-round activities and the potential to become your dream mountain residence.
Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge,a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities like skiing, hiking, golfing, lakeside recreation,walking paths, dog park and all just a short drive awayThis charming townhouse features:2 Bedrooms and 2.5 Baths, making it ideal for small families or guests.A spacious living room with a fireplace, providing warmth and a cozy atmosphere with a rustic flair.Enjoy beautiful slope views while sitting in your hot tub, allowing you to take in the stunning scenery throughout the year.Thanks to its prime location its a great investment for rental potentialWhether you're hitting the slopes in winter or exploring hiking trails in warmer months, this townhouse offers a perfect home base in Windham's vibrant community that is very family oriented with Windham slopes offering great childrens programs and an established Adaptive Program along with the Vidbel Foundation just up the road that offers a Junior Farmers summer camp (daily or weekly) with all of the farm animals. What a great place to spend the summer months. Not just a ski area.
Welcome to Alpine Cabin, your dream mountain getaway! Nestled just steps away from the slopes, this charming cabin combines rustic elegance with modern comforts perfect for a cozy winter retreat or an adventurous alpine escape. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The fireplace in the living area is perfect for apres-ski relaxation. Step outside to the expansive wrap around deck with a fire pit and stunning views of the surrounding mountains. Wood ceilings throughout the house create the perfect cabin feeling. Two bedrooms and a bathroom are situated on the main level off the open floor plan entertaining area. The second floor is divided by a central staircase. On one side a sleeping area features two full beds, the other side is a seating area with a full bathroom. The upstairs features the original wood vaulted ceilings and wood floors. Nestled in a prime location at the base of Windham, this ski house offers easy access to world-class skiing, hiking, and year-round outdoor activities.
Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity. Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature so serene you'll forget you're in the heart of town. The harmonious sounds of the backyard creek and nearby Batavia Kill further augment this haven's tranquility. Beyond the allure of nature, the dwelling's prime location can't be ignored. Just a leisurely stroll away from the vibrant town center, you're also in close proximity to culinary delights at Babblers Restaurant and the Union & Post Restaurant. Whether you're in the mood for an intimate dinner or a lively night out, you're always minutes away from top-notch dining options.The world-renowned Windham Ski Resort is just a five-minute drive away, making this the perfect retreat for ski enthusiasts. Adventure or relaxation, this residence accommodates every whim.With potential as a rewarding second home or a lucrative investment property, this dwelling offers a plethora of possibilities. The convenience of the location, combined with the serene setting and the allure of the surrounding mountains, make this property a truly captivating find in the Windham real estate market. Embrace the chance to make it your own today.
Timeless Timber Frame Townhome! Walk to the trails from this 3bedroom, plus loft 3.5 bath with attached garage, Windham beauty! Enjoy the elegance of a true timber frame home, with all its warmth and charm. Lovely entrance with sizable ski and boot room, opening to vaulted ceiling living room with plenty of windows to take in the beautiful natural surroundings. Tasteful furnishings to relax around the impressive stone wood burning fireplace. Spacious kitchen and dining area to entertain friends and family. Wonderful decking overlooking the beautiful valley views. The upper level offers an open loft area leading to the Primary ensuite bedroom. Gracious stairway leads you to lower level with family room, second bedroom with 2 singles and another ensuite bedroom with queen bed. The convenience of an attached garage, laundry room, radiant oil heat and A/C splits add to the amenities. Make Windham your 4 season get away, enjoy skiing, boarding, hiking, golf, biking, fresh clear streams and lakes, farmers market, fine restaurants, local shops, indie bookstore, cafes, movies, yoga, day spas and more!
Ine of just a few larger units in ?Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms, folk bath as week as ad area fir the buds ti watch /TV ir just read. plenty of room for company. ?There is a large closet outside for skis and bikes. /This development has a pool as well as a shuttle bus to and from the mountain. Just minutes from town and all it has to offer, also just a 10 minute ride to Hunter Mountain. Come take a look you won't be disappointed.
Gorgeous Windham Mountain Contemporary. An abundance of natural light and impressive landscaping establish the setting as you step into this beautiful 4-bedroom 3.5 bath mountain home. Panoramic, stunning views from every room, spacious living room with cozy, tasteful furnishings, striking stone wood burning fireplace, bright kitchen with granite counters, solid maple cabinetry and Bosch appliances. Large dining area with ample seating. Sliding doors out to the first of two huge new decks. This home offers a first floor ensuite primary bedroom with sliders out to the deck. The second level offers a second, newly renovated, ensuite primary bedroom, a loft with pull out couch and an office nook. The lower level offers 2 more bedrooms, both with 2 sets of bunks (each room sleeps 4), plus a full bath and wonderful family room with propane heat stove, not to mention more sliders out to decking! New wide decks with cable railing system, new large hot tub, outdoor sauna, easy walk to the slopes! Roof, skylights, deck cable rail system, conversion to propane heat, with heat pump backup, whole house air conditioning, security system, Wi-Fi thermostats, full house generator, automated lighting, and door locks. Being sold fully furnished! Don't miss this opportunity to be part of the four-season community at Windham Mountain. Windham offers skiing, boarding, fine restaurants, local shops, indie bookstore, day spas, yoga, hiking, biking, golf, farmers markets, and so much more! Call for your private showing.
Turn-Key & Motivated Seller Due to Work Relocation Location is everything—and this condo has it all. Perfectly situated on Main Street and just one minute from Windham Mountain, this beautifully designed 2-bedroom, 2-bath home offers an open single-level floor plan plus a versatile flex space for a home office, guest room, or whatever you need. Enjoy the best of both worlds with views of Main Street in the front and sweeping mountain vistas from your private back balcony. Inside, the space is bright and inviting, with hardwood floors throughout and modern conveniences that make it truly move-in ready. Highlights include: • Strong 2-year rental history with glowing 5-star guest reviews • Proven investment potential in a highly sought-after location • Open-concept living with abundant natural light • Option to buy fully furnished for an effortless move-in • In-unit washer and dryer • Ample private parking behind the building • HOA covers exterior maintenance and snow removal This is a four-season destination with endless amenities right outside your door: restaurants, breweries, wineries, hiking, golf, entertainment, and even a NYC bus stop. The seller is relocating internationally and is ready to sell. Don't miss the opportunity to own this exceptional property in the heart of Windham—schedule your showing today
Welcome to Round Haus Chalet, a high design retro retreat set on five acres with spectacular 360-degree views, just minutes from Windham Mountain. Built in 1986, this distinctive three-bedroom, two-and-a-half-bath residence pairs playful, postmodern geometrical architecture with mid-century design. From cozy après-ski gatherings, to chic summer soirées, this home was designed for every season of entertaining. It’s just a five minute drive to the slopes, and with its established short-term rental success, it offers the option of generating income when you’re away. At the heart of the home is the dramatic circular great room, where a vaulted ceiling and wall of windows frame treetop views that shift with the seasons. A vintage wood-burning fireplace adds warmth and character, while a wide spiral staircase anchors the space. The adjacent primary suite opens directly to the wraparound deck and includes a spacious bath with soaking tub overlooking the lush landscape. Two additional bedrooms and a versatile lounge or game room with floor-to ceiling windows provide plenty of space for hosting guests, with central air ensuring year-round comfort. The expansive acreage is ideal for lawn games, fireside evenings, or quiet moments surrounded by nature, and an attached two-car garage offers convenience and flexible use. With its combination of mid-century design, vacation rental potential, and Catskills ski-town location–just 2 miles to the village and the Windham Mountain Club–Round Haus Chalet is a unique investment property, weekend escape, or full-time residence. Available fully furnished for an easy, move-in ready transition.
This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third level has two bedroom and full bath, lovely views to the mountains and woods. In the front there is a storage closet for bikes, skies etc. This development has an unground pool as well as a shuttle bus to and from the ski mountain. This development sits on 20 manicured acres. Close to hiking, biking, walking path, movies, restaurants an golf course, all that this area has to offer. It is also a short drive to Hunter Mountain. Being sold furnished. Don't miss out. Motivated Seller.
At the top of Windham ski mountain and just steps from ski-on, ski-off access sits this uniquely designed, contemporary gem. Significantly further up the mountain than any available property, it's ideal for ski enthusiasts and luxury buyers that want a mountainside retreat with near direct access to the slopes. Rather than fighting traffic, crowds and trudging across parking lots in ski boots, your day starts and ends with a leisurely stroll between your front door and Lower Wipeout, a meandering blue trail that leads down to the base lodge. For buyers interested in investment properties, 7 Meadow is currently a turnkey, professionally-managed STR with all service providers in place and generates impressive returns owing to it's high popularity during the ski season and it's reliable rental history throughout the rest of the year. Some highlights include: A sunlit, open plan living area anchored by a stone fireplace, with ample gathering space to accommodate large groups; five sizable bedrooms (four of which are ensuite); multiple sliding doors on both floors that lead to the deck, outdoor hot tub and fire pit; an oversized den on the ground floor for apres-ski movie night; and a speakeasy style bar hidden behind a bookcase; and a heated boot room which sits just outside a spacious entryway with radiant floors, a wall of cubbies and plenty of space for gear storage. Recent upgrades include: a custom designed stone patio with a new hot tub and fire pit; new kitchen and laundry appliances, a new electric panel, custom built bar/speakeasy room, new hardwood flooring on the upstairs level, paved driveway to make snow removal easier, new deck stairs; and freshly stained decks. A complete list of renovations is available upon request. Windham Mountain Club, the new owners of the mountain, are aiming to make Windham the prime luxury ski destination for NYC residents that don't want to make the 4+ hour trek to Vermont. As part of this effort, they will invest USD 70M over the next few years to vastly enhance snowmaking capabilities, add and improve lifts, upgrade grooming equipment, refurbish the food and beverage operations, and add all-season mountain programming. They've implemented crowd-control measures by limiting overall ticket sales each day—ensuring smaller crowds than Hunter or Belleayre—and have reaffirmed their commitment to remain fully open to the public, with only a limited number of memberships sold. Note that the sellers negotiated a reduction in the assessment so that taxes are significantly lower than other homes on the mountain.
Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and towering ceiling! Sharp remodeled kitchen with granite countertops and stainless steel appliances, remodeled bathrooms, 1st floor laundry, hardwood floors second floor and large primary bedroom with walk in closet! There is plenty of parking and a great view of the ski slopes from the back of the building! This is the hot spot to be with something for everyone! This four season destination has skiing, hiking, restaurants, breweries, wineries, mini golf, a movie theatre, grocery stores and a NYC bus stop close by! Located in the heart of Windham this makes for a perfect getaway retreat, full time home or desirable rental! This is an absolute must see!
Come relax in the cool Mediterranean vibes of this lovingly maintained home with completely separate gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the beautiful landscaping, spacious interiors and bright sun-drenched generous rooms in both homes. The main house (renovated and expanded in 2011) includes a charming great room with fireplace and dining room with expansive windows and access to the deck. The kitchen opens to the dining room allowing for great flow and ease of entertaining. A separate living area with a second fireplace makes for a cozy place to relax and read a book or play a game. There are three well-proportioned bedrooms all with ensuites and a large additional room with half bath and laundry and room for your gym equipment or whatever you dream for your extra space. When you enter the guest house ( built in 2011) you will feel as though you step into the perfect vacation cottage. This 3 bedroom/ 2 baths completely separate home is ready for your guests or renters, whatever you can image. The stylish eat in kitchen opens to the light and airy living room. Large glass doors let in all the nature light and lead to a private deck which also overlooks the peaceful, captivating view. Each home has its own separate systems including wells, septic tanks, propane tanks, furnaces and central air condition. The main house has a whole house generator. Loved and meticulously cared for over the years this home is ready for a new family to continue the legacy of life well lived in Windham. Take a look - maybe you are the next steward of this beautiful mountain sanctuary! 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.