91 & 95 Miller Rd, Canaan, NY 12029

Income-Generating Historic Estate in Canaan, NY - Dual Homes, Proven Rental History, Prime Location Investor's Dream in the Berkshires Gateway: This exceptional two-home estate in Canaan, NY presents a rare opportunity to own income-producing property in a highly desirable location. Live in one home and rent the other, or leverage both for short- or long-term rental income. Ideal for investors, multi-generational living, or a combination of personal use and passive income. Property 1 - Knoll Rock: A meticulously restored 1700s post-and-beam farmhouse on 2.79 acres with a strong short-term rental track record. Featuring 4 bedrooms, 4 stylish bathrooms, and 2 fully renovated kitchens, the home is designed with flexibility in mind—perfect for hosting multiple guest or dividing the space for dual rental use. Original chestnut beams and wide-plank floors create a warm, historic atmosphere, while modern updates ensure comfort and convenience. Outdoor amenities include a covered porch, stone patio, and access to nearby Queechy Lake, a seasonal draw for renters and guests. Property 2 - The Miller Cottage A beautifully updated 1890 farmhouse on 7.9 acres with 3 bedrooms, 2 bathrooms, and a self-contained guest house (with kitchenette and bath). The Miller Cottage house boasts a modern kitchen, cozy wood stove, wide-plank flooring, and a first-floor primary suite with private deck access. A spacious barn provides additional storage or potential event/rental space. The scenic grounds include open meadows and mature trees, appealing to nature-loving tenants and travelers. Prime Location with Year-Round Appeal: Just 10 minutes from Tanglewood in Lenox, MA and centrally located between the Berkshires and Hudson Valley, this property is only 2.5 hours from NYC and 2 hours from Boston. Its accessibility and cultural surroundings make it a consistent draw for vacationers, weekenders, and seasonal renters. Why This Property Stands Out: Two separately livable, income-ready homes Proven rental history and dual-kitchen flexibility Guest house and barn for added income or expansion High-demand area for tourism and seasonal rentals Ideal for 1031 exchange, Airbnb, or family compound use Turnkey opportunity with built-in revenue streamsthis historic Canaan estate is not just a home, but a smart investment in location, flexibility, and long-term value.