577 Jefferson Hill Road, Nassau

Welcome to the schoolhouse on Jefferson Hill Rd! Nestled on the hillside, this lovingly restored late 1700's red brick schoolhouse offers the perfect blend of historic charm and modern comfort. Whether you're seeking a peaceful weekend retreat or a unique full-time residence, this 1,041 sq ft, 1-bedroom, 1.5-bath home delivers character, warmth, and light-filled living spaces, and offers a second bedroom in an auxiliary restored barn. Originally reclaimed in 1980, the home has since been thoughtfully updated by its current owner. The inviting open-concept layout features a spacious kitchen, living, and dining area—ideal for both quiet nights in and entertaining guests. Vaulted ceilings enhance the bright, airy ambiance while allowing for generous cabinetry. A wood-burning fireplace anchors the room, and there's ample space for a large dining table and cozy seating area. A charming lofted nook offers flexible space for relaxing, reading, extra storage or even for a guest to sleep. Tucked on the other side of the house, the primary bedroom includes its own wood-burning fireplace and a serene en-suite bathroom with a soaking tub next to doors that open onto the picturesque surrounding landscape. French doors open from the bedroom to a large screened-in porch, which leads to a peastone patio, creating a seamless indoor-outdoor living experience. Throughout the home, large windows bathe every room in natural light. Sunrise can be viewed from the patio on the living side of the house while the bedroom porch and patio offer a spectacular view at sunset. A restored barn on the property holds the second bedroom, serving as a versatile guesthouse, perfect for hosting friends and family, or as a private studio, office, or creative workspace.

Set on 1.23 acres surrounded by rolling farmland, this property is a peaceful haven with stunning views and a sense of seclusion, yet remains conveniently located. Walk down the road to the beloved S&S Farm Brewery or drive just a few minutes to the charming Old Chatham Country Store. 15 minutes to Chatham, 25 minutes to Albany, and 40 minutes to Hudson.

A rare blend of history, comfort, and rural beauty, this unique property is ready to welcome you home.