BARRYVILLE, N.Y. — Five years ago, Zach Klein, a successful tech entrepreneur then in his late 20s, was living in New York City but dreaming of the wilderness. A former Eagle scout, partner at CollegeHumor, and founder of Vimeo, the elegant online video platform, he was in between ventures, teaching entrepreneurship at the School of Visual Arts and spinning cycles, as he put it, while looking for land to buy — a lot of land — upon which he hoped to spend time building things and reconnecting to the scouting skills of his childhood.

Most urgently, he hoped he could persuade his friends to come along for the ride.

Mr. Klein got lucky in Sullivan County, N.Y., where he found 50 acres of forest with an understory of ferns and mossy boulders, lightly accessorized with a rough-hewed, one-room shack free from plumbing and electricity and a separate sleeping porch perched on a steep hill overlooking a rushing stream called Beaver Brook.

The property belonged to Scott Newkirk, a New York designer, and much of its appeal lay in Mr. Newkirk’s aesthetic: His shack and porch were lovely enough to have been featured in New York magazine. After 10 years there, Mr. Newkirk was ready to move on, and for about $280,000, Mr. Klein had found his utopia.