A truly special opportunity! A short ride down the private Smiling Hill Farm drive will take you into a breathtaking vista. This antique red Cape on 16+ private acres is also a short ride to all the local conveniences. The charming 4+ bedroom main home holds many original features including a large center chimney & wide plank flooring. A master suite is tucked away upstairs with a bedroom, bath, and sitting room. The home has been well maintained over the years w/ many recent updates including driveway regrading, tree removal, exterior paint, water heater replacements, bath updates & more. Attached to the main home is the "Great Room" or guest quarters. This space could be well utilized for visitors, or one of the many allowable uses (buyer to verify w/ town) such as an Airbnb, office, or home daycare. Onsite there is also a sweet 1 bed/ 1 bath caretaker's cottage which recently received a facelift that includes fresh paint, refinished floors, updated bath & metal roof. A great opportunity for multi-generational living, or income to cover property taxes. In addition to the living spaces; the property also boasts 2 ponds, 2 barns, a chicken coop & shed making it the perfect setting for horses or other farm animals. A gentleman's farm or hunting lodge are also possible! There's also fruit trees to be enjoyed. Showings begin @ the Open House on Sat. 10/2 from 10am - 2pm. Check out the Matterport virtual tour & drone video! Please no drive-by's, there's a long private drive.