Proudly offering one of Hillsdale's most iconic and enduring homes—an exquisite piece of the Hudson Valley's heritage, perfectly positioned at the crossroads between Hudson, NY and Great Barrington, MA. Set in the vibrant and historic hamlet center, this timeless 3-bedroom, 2-bathroom residence is simply beautiful colonial charm. Thoughtfully renovated from top to bottom, the home retains its original 1790's soul with restored wide-plank wood floors, antique glass windows, and two original fireplaces anchoring the front and rear parlors. The front parlor is formal and elegant, while the rear parlor offers flexible living space that is ideal as a first floor fourth bedroom, office, or cozy and quiet media room. The large eat-in kitchen is a standout, featuring Bosch appliances and an inviting breakfast bar. A traditional pantry nods to the home's roots, while Carrara marble bathrooms and central air conditioning provide the ease of modern living. The formal dining room is perfect for entertaining, and the cathedral-ceiled primary bedroom creates a peaceful retreat upstairs. Step outside to discover a surprisingly spacious and private backyard—an oasis in the center of town. Zoned for both residential and commercial use, the property offers rare flexibility: perfect as a full-time residence, a charming boutique, café, or even a destination restaurant in a town brimming with character and foot traffic. Live where everything is at your doorstep—walk to the local grocery, post office, hardware store, wine shop, retail shops, hair salon, diner, brewery, and even a historic tavern. Outdoor enthusiasts will appreciate quick access to the Harlem Valley Rail Trail for biking, walking, and running.