This Roxbury, CT property epitomizes a distinctive and adaptable living space, catering to diverse needs such as multi-generational living, guest hosting, income generation, or serving as an Air B&B. Nestled in Litchfield County, CT, within the Town of Roxbury, the 4.6-acre property exudes a secluded, park-like ambiance and comprises two distinct dwellings on a unified deeded property: the main residence and a carriage house with a private office. The main residence boasts over 3,000 sq ft of living space, featuring 3 bedrooms, 3 full baths, 2 primary suites, one of which spans over 600 sq ft on a dedicated level, and an array of modern amenities including a newly installed kitchen in 2021. The carriage house, set in a wooded environment, offers over 1,000 sq ft of open floor plan living, complete with a fully equipped kitchen, dining and living areas, 2 bedrooms, full bath and a private deck. A private executive office adds a unique touch, providing nearly 400 sq ft of workspace with a half bath, autonomous utilities and private access. With additional features like central air, automatic generators, immediate occupancy, and the potential for a pool and tennis court, this property excels in accommodating various living arrangements while ensuring privacy and charm.