Properties For Sale in Windham

This Property is Not Under Contract and is still Fully Available as of 9/2. If Interested, Schedule a Showing! There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trai...

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...

Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink an...

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly ...

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 10 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 ...

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-conc...