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4 Estate View Drive, Windham
$1,998,500
5 Beds ⋅ 6 Baths ⋅ 202519775 MLS
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.

4 Estate View Drive, Windham

8 Boulder Brook Road, Windham
$169,900
202523479 MLS
Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a modern mountain home, or an investment property, this location puts you in the heart of one of the Catskills' most beloved towns. Enjoy the peaceful surroundings of the Catskills while being just a short drive to dining, hiking, skiing, golf, and everything Windham has to offer. With limited land inventory in the area, Boulder Brook is a rare chance to build new in an established mountain destina

8 Boulder Brook Road, Windham

L34 Boulder Brook Road, Windham
$159,900
202523475 MLS
Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a modern mountain home, or an investment property, this location puts you in the heart of one of the Catskills' most beloved towns. Enjoy the peaceful surroundings of the Catskills while being just a short drive to dining, hiking, skiing, golf, and everything Windham has to offer. With limited land inventory in the area, Boulder Brook is a rare chance to build new in an established mountain destina

L34 Boulder Brook Road, Windham

407 Mill Street, Windham
$835,000
3 Beds ⋅ 3 Baths ⋅ 202524673 MLS
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.

407 Mill Street, Windham

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