Properties For Sale in Windham

Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift,...

Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift,...

Step into a winter wonderland with this exclusive ski house at The Windham Mountain Club - where luxury meets adventure, right at the doorstep of the slopes. Your dream of a slopeside retreat awaits. Nestled on Windham Mountain's East side, this 6,859 square foot home exudes a perfect blend of ru...

Step into a winter wonderland with this exclusive ski house at The Windham Mountain Club - where luxury meets adventure, right at the doorstep of the slopes. Your dream of a slopeside retreat awaits. Nestled on Windham Mountain's East side, this 6,859 square foot home exudes a perfect blend of ru...

When the powder is fresh and the sun kisses the peaks, your Windham ski retreat awaits with breathtaking views and luxury living minutes from the heart of it all! Designed by a renowned Manhattan architect as his personal residence, this 4,834-square-foot masterpiece combines luxury, comfort, and...

When the powder is fresh and the sun kisses the peaks, your Windham ski retreat awaits with breathtaking views and luxury living minutes from the heart of it all! Designed by a renowned Manhattan architect as his personal residence, this 4,834-square-foot masterpiece combines luxury, comfort, and...

Investor Opportunity: Luxury Slopeside Home at Windham Mountain Club - Airbnb-Ready Income Property Welcome to 150 Trailside Road, the most competitively priced slopeside home at Windham Mountain Club—a rare and lucrative opportunity for savvy property investors targeting the booming sho...

Investor Opportunity: Luxury Slopeside Home at Windham Mountain Club - Airbnb-Ready Income Property Welcome to 150 Trailside Road, the most competitively priced slopeside home at Windham Mountain Club—a rare and lucrative opportunity for savvy property investors targeting the booming sho...

Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, rela...

Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament t...

Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, rela...

Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament t...

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. ...

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. ...

Walk to the Slopes! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable...

Walk to the Slopes! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable...

The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans...

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 an...

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 an...

Showing by Appointment Only Saturday 8/16. Please RSVP today! Stunning Contemporary Mountain Retreat with Panoramic Views in Windham, NY Welcome to your dream mountain getaway! Perched above it all and offering breathtaking panoramic views of the Catskill Mountains and Windham's renowned ski slop...

Showing by Appointment Only Saturday 8/16. Please RSVP today! Stunning Contemporary Mountain Retreat with Panoramic Views in Windham, NY Welcome to your dream mountain getaway! Perched above it all and offering breathtaking panoramic views of the Catskill Mountains and Windham's renowned ski slop...

Come relax in the cool Mediterranean vibes of this lovingly maintained home with 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...

Come relax in the cool Mediterranean vibes of this lovingly maintained home with 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...

Calling all Developers, Builders & Investors who have been looking for the perfect location to develop in the wildly growing town of Windham, NY! Introducing the ultimate development opportunity- this 11+ acre surveyed parcel of land is bordered by Windham Mountain's snowtubing park on the right,...