Income-producing property just over a block from downtown Winchester, offering a rare opportunity for buyers seeking investment property in Tennessee with immediate rental income and future flexibility. Built in 1917, this historic, commercially zoned 5-bedroom, 2-bath residence generates approximately $2,000/month in rental income and includes approximately 3,922 sq ft on a .34-acre lot in the heart of Winchester. The property features original hardwood floors, spacious living areas, and a covered front porch that adds character and tenant appeal. A detached 1-car garage and driveway parking provide additional functionality. Located seconds from the Winchester square and Hwy 41A, the property is conveniently positioned within the community. Currently office space with a long-term tenant of 7 years, the layout and location support multiple potential uses, including long-term rental hold, mixed-use potential, or future repositioning within a growing downtown area. Convenient access to local amenities and a strong occupancy history contribute to the property's appeal for investors seeking a centrally located asset in a developing corridor. Buyer to verify all information.