The quaint town of Windham is located in the Catskill Mountains of New York. In a region that’s known for its charming villages and natural beauty, Windham stands apart. This is a town where you’ll find terrain parks and ski trails, music festivals, and nightlife, all enveloped in a rural setting that’s at once peaceful and exciting. Windham village is a small-town postcard, the woods of the Windham area are just the right amount of “wild” to keep things interesting.
Windham offers residents more than just natural amenities—the area also has a small downtown area with popular restaurants, entertainment venues, shops, and boutiques. Windham sits atop the Catskills making it the perfect place for outdoor sport; not too hot or humid in the spring and summer months, gorgeous in the fall, and cold enough in the winter to keep the ski slopes covered in snow.
Perfect for those looking for a sense of community, Windham’s many community organizations offer the chance to jump in and meet neighbors quickly. Houses in the Windham area range in price from $359K to as high as $4.6 million.
Windham is perfect for those looking to escape the urban and suburban lifestyles of New York City, Albany, and New Jersey. It’s peopled by locals who’ve lived there for generations, transplanted New Yorkers, telecommuters who want to walk out their door into the wilderness, and second homeowners who come for the weekend and vacations. While Windham is rural, it’s in no way backward - this is a place where homesteaders mix with world-class musicians and financiers.
There’s plenty to do in this town—there are a variety of parks, both for you and your dog, plus culturally diverse eateries and specialty shops you’ll find nowhere else.
Catch a film with the family and dive into a bucket of popcorn at Windham Theatre. Grab a bouquet of roses and daisies from Catskill Mountain Florist. For unique hidden gems and home decor options for your new home, visit European Craft Store. When the weather gets colder, browse some heavy-duty ski gear and clothing from Charlie’s Windham Mountain Ski Shop.
Take the family to a comfy, cabin-styled Chicken Run Family Restaurant and Steak House for some classic American dishes—on the weekend, you can enjoy live music. Enjoy comfort food at cozy, family-owned Millrock Restaurant. Here, you can savor an array of Italian dishes, seafood, and local wines. Later in the afternoon, take friends and loved ones to Ze Windham Wine Bar to try dozens of wines as well as cheeses and charcuterie options. Desire something interesting? Grab reservations at Bistro Brie & Bordeaux for French dishes and a gorgeous mountain view.
Residents of Windham make the most of their days by spending lots of time outdoors, whether it be in their backyard, on the ski-slopes, fishing the creeks, or exploring trails; there is truly something for everyone here!
Spend the evening enjoying the ambiance and perhaps play a round of golf at the Christman’s Windham House. The Windham Country Club provides an array of amenities, from a pristine golf course, lounge area, and food and drinks. Enjoy the landscape and sightseeing, especially when it's flooded with inches of snow, at Windham Mountain; also, there are over a dozen skiing routes. During the winter, head on over to Windham Adventure Park and sled down hills and slopes. If you prefer hiking, trek down The Windham Path. In October, spend a weekend attending the Windham Autumn Affair. Here, you’ll enjoy an incredible, rich atmosphere amidst the beautiful fall foliage and over 50 local vendors.
Explore available listings in the area.
92 Maplewood Avenue, Windham, NY 12496
3 Beds 2 baths 2139 Sq.Ft.
3 Begley Road, Windham, NY 12496
4 Beds 2 baths 1916 Sq.Ft.
5330 Route 23 Main Street, Windham, NY 12496
8 Beds 7 baths 9397 Sq.Ft.
9 Winterclose, Windham, NY 12496
5 Beds 4 baths 2518 Sq.Ft.
Active Under Contract
14 Cardinal Drive, Windham, NY 12496
4 Beds 3.5 baths 3663 Sq.Ft.
40 Mill Street, Windham, NY 12496
3 Beds 1 bath 1175 Sq.Ft.
11 Whisper Creek 305f, Windham, NY 12496
3 Beds 4 baths 1856 Sq.Ft.
16 Hickory Hill Road, Windham, NY 12496
4 Beds 2 baths 2250 Sq.Ft.
11 Whisper Creek 108c, Windham, NY 12496
2 Beds 3 baths 1727 Sq.Ft.
5394 Route 23, Windham, NY 12496
5 Beds 3.5 baths 5456 Sq.Ft.
5220 State Route 23 Unit: 130, Windham, NY 12496
1 Bed 1 bath 458 Sq.Ft.
250 South Street, Windham, NY 12496
5338 Rt. 23, Windham, NY 12496
5 Beds 6 baths 6100 Sq.Ft.
5338 Route 23, Windham, NY 12496
5 Beds 6 baths 6100 Sq.Ft.
292 South Street, Windham, NY 12496
5 Beds 6 baths 3643 Sq.Ft.
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A Picturesque Village in the Catskill Mountains of New York
The best ski town in New York
Charming, artistic town in upstate New York
Bustling, community-oriented town in New York
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