2779 State Route 23, Hillsdale, NY

About 2779 State Route 23

Built in 1807, this charming one-bedroom, one-bath cottage feels like a little piece of history. Recent thoughtful updates have brought comfort and ease to the home while keeping the details and character that make it so special. The main level is open and light filled, with original wide plank floors and exposed beams running through the living and dining space, a nod to the home’s early origins. Just beyond is a home office with French doors that open directly onto the patio, bringing fresh air and garden views into the workday. Upstairs, the lofted bedroom is tucked beneath the roofline, a cozy space with a character all its own. Outside, the partially fenced yard offers plenty of reasons to spend time outdoors, with a fire pit for evenings under the stars. A separate studio is perhaps the property’s most unexpected feature. With its own wood-burning stove, it’s a space for painting, writing, making, or whatever creative pursuit takes hold. With the Hudson Valley and Berkshires both at your fingertips, there’s plenty to do in every direction. Hudson is 20 minutes away, Great Barrington 10 minutes, Millerton 20 minutes and Copake just 5. Ski at Catamount, bike the Harlem Valley Rail Trail, wander through Roeliff Jansen Park and stop by the farmers market, enjoy every season at Bash Bish Falls, or pick up a stretch of the Appalachian Trail. Restaurants, markets, antique shops and local favorites fill the surrounding towns, making it easy to head out without much of a plan and still end up somewhere wonderful.

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