Properties For Sale in Windham

This Windham Mountain Club chalet sits on one of the Club's largest lots along the ski slopes. Come home for lunch, shed a layer, and head back out--or settle in for an afternoon watching skiers and snowboarders glide past. Here, every weekend feels like a mountain vacation. The moment you step i...

Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another ...

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...

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscape...

Welcome to Windmont--Windham's most exclusive gated community--where luxury living meets the serenity of a private, thousand-acre natural preserve. Opportunities to own here are few and far between, making this a truly rare offering. Enter through secured gates and follow a scenic road t...

Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 20 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Located within walking distance to...

Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 10 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Proven Short-Term Rental Investmen...

Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream ...

Morning coffee on the deck, days spent exploring the Catskills, and evenings gathered beside the fire--28 McGovern Road captures the relaxed mountain lifestyle that makes Windham such a special place to call home. Privately sited on one acre surrounded by mountains, this cedar-sided saltbox offer...

**Windham's Hidden Gem: Private Pond & Mountain Views** An incredible opportunity awaits on one of Windham's most desirable roads, where nearly seven acres of beautiful countryside, lush lawns, a private pond, and mountain views create an exceptional setting just minutes from Main Street...