Set on more than half an acre in town just minutes from Town Green in Windsor, this property has been thoughtfully designed for multigenerational living. Both living spaces are single level and provide a rare opportunity for everyone to have their own space. The main home has 3 bedrooms and 2 baths with the expansive yard accessed through a slider. Beautiful wood floors in the living room, hallway and two bedrooms, plus a covered deck off the primary bedroom. The private backyard has mature landscaping that frames the property. It provides a settled, quiet feel, with plenty of usable ground to garden, entertain, or simply spread out. There is room for raised beds and fruit trees, space for a long table under the trees, and enough open area for gatherings, pets, and everyday use without anything feeling crowded. Through its own private entrance is a full second living space: a bedroom, kitchen, bathroom, and living room for additional family members, a home office, or a space for guests who stay a while. For buyers who need flexibility now or expect it later, this space is one of the property's strongest features. With the second driveway providing access along one side of the homes, there is room for RV parking and plenty of additional parking with space for boats, trailers, or work trucks. Or just use the access to the back of the property for designing your dream backyard or building your own custom home behind. A large shed anchors the grounds and could work well as a workshop, hobby space, or studio for projects that need a dedicated place. Fresh paint, A/C, an inviting layout built for everyday living and entertaining, a second living space with its own front porch, and more than half an acre to make it a true multigenerational compound. This is the kind of property people picture when they say they want more room, more privacy, and more possibility. Located on a cul-de-sac close to everything.