342 Upper Cherrytown Rd

Set on two private, wooded acres in the heart of the Shawangunks, Cherrytown Chalet is a bright, modern home built in 2021 and offered fully furnished and turnkey. Cathedral pine ceilings crown an open single level living, dining, and kitchen layout, and double French doors open onto a wraparound deck with forest views and the dark star-filled skies.

The kitchen is built for gathering, with quartz countertops, warm oak cabinetry, stainless steel appliances, and a center island open to the dining and living areas. The primary suite has an en-suite bath with a walk-in shower and double vanity, plus a walk-in closet, and two more bedrooms (one with its own walk-in closet) share a second full bath.

Behind the finishes, the home is built to be easy to own: central heating and air conditioning, an in-unit washer and dryer, new well with softener and UV filtration, high-speed internet, and year-round easy access. Furniture and furnishings convey with the sale, so you can arrive with nothing more than your bags. A full walk-out basement opens to the backyard ready for an in-ground pool and offers generous storage now, with the option to finish it into a family room, office, or guest suite down the road, and a roomy attic adds even more room to stow gear.

Vernooy Falls is a ten-minute drive, with Minnewaska State Park, Mohonk Preserve, the Ashokan Rail Trail, and the village of New Paltz all within twenty-five minutes away. Skiing at Belleayre is roughly forty minutes, with Hunter and Windham a bit beyond. The food-and-drink hamlets of Accord, High Falls, and Stone Ridge are close by, along with Arrowood Farm Brewery and Westwind Orchard, and New York City is about two hours south.

Whether you are after quiet weekends out of the city or a full-time home in the mountains, Cherrytown Chalet is a modern, low-maintenance place you can step into and start enjoying the day you arrive.

Home is an active short term rental with non-transferrable permit. Property gross revenue $97k in 2025, $60k 2026 year-to-date with a 4.98 average Airbnb review score. Contact Town of Rochester for information about upcoming permit application cycle this fall.