165 Hollow Road Woodstock | Luxury Real Estate in The Catskills

Summer Camp Grows Up

If you went to summer camp, you have nostalgia for summer camp; it’s as simple as that. Every time you start to forget how much fun you had, how free you felt, you see a canoe atop a car, or you scroll through Netflix and catch “Wet Hot American Summer” and laugh until you cry. You want to go back! Now! 

Guess what? You can. 65 Hollow Road in Woodstock NY was once a boy’s camp. The mess hall is there, the bunk house is there, the pond, the pool, the WATER SLIDE. But it’s all been converted into a private paradise. The perfect place for you and your friends spend your weekends reliving your childhood.

In a hidden meadow on the outskirts of Woodstock New York, five buildings offer a variety of living spaces, creative spaces, and spaces for fun. Early morning look across the misty meadows to the mountains beyond, and plan your day of fun. There’s space for all your grown-up arts and crafts, calisthenics (private yoga), a swim in the pool – you can whoop as loud as you want as you go down the slide. If you’re a performer there’s plenty of room for your band, even if it’s a small orchestra. Or you can put together a Shakespearean play. This is your playground. Woodstock NY Luxury Real Estate with whimsy and fun included.

The main farmhouse from 1925 has been fully updated and offers 3100 square feet of charm and comfort, complete with a rocking chair front porch where you can take a nap after you’ve worn yourself out. And there’s a screened in back porch where you can sleep al fresco if you want, with views of the mountains. With four bedrooms and three full baths in the main house, a caretaker's apartment over the separate 2 car garage and a two-story guest house on the other side of the in-ground pool, there will be no shortage of options for your guests!

There are two fully functional and updated buildings - one the former mess hall, the other the former bunk house - that are currently used for an in-home business. Across the meadow at the lower end of the 20+ acres is a lovely pond and a former boat house that’s charming and ripe for renovation. It’s also the perfect place to store all your gear.

And unless you decide to change it, that summer camp feel will last forever. Surrounding the property on three sides are 100's of acres of DEP land accessed only from this property. Stone walkways, a large organic garden, and wildlife to keep you company! Your own private sanctuary only 10 minutes to town in one direction and 10 minutes to Route 28 toward the Thruway or Phoenicia in the other direction.

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