Historic Estate for Sale in Canaan, NY - Live-In and Income Opportunity This unique offering includes two historic properties contiguous to one another in Canaan, NY, ideal for living in one and renting the other, or creating a multi-generational family compound. Both homes have been beautifully restored, combining historic charm with modern updates. Knoll Rock, an updated 1700s post-and-beam farmhouse on 2.79 acres, features four bedrooms, four contemporary bathrooms, and two fully equipped renovated kitchens. The open-concept living and dining area is framed by original chestnut beams and wide-plank floors, blending old-world character with modern amenities. The home's layout offers flexible living options, perfect for extended family, guests, or rental use. Knoll Rock also has a proven short-term rental history, making it an excellent investment opportunity or primary residence with rental potential. The property offers a covered porch, stone patio, and access to nearby Queechy Lake for seasonal recreation. 95 Miller Rd is a fully renovated 1890 farmhouse on 7.9 acres, with three bedrooms, two bathrooms, and a mini guest house with a kitchenette and bathroom—perfect for rental income or hosting guests. The main home has a modern kitchen, wide-plank floors, built-in shelves, and a cozy wood stove. The primary bedroom on the first floor opens to a private deck. A large barn offers additional storage or potential use. The property also features a picturesque meadow and mature trees. Located near Route 22 and I-90, both homes are easily accessible to the Berkshires and Hudson Valley and just 2.5 hours from NYC and 2 hours from Boston. The renowned Tanglewood music venue in Lenox, MA is just a 10-minute drive away, offering world-class summer performances and cultural events. These homes offer the perfect blend of historic character, modern convenience, and investment potential.