This charming property, a classic piece of Islesboro's history, is on a quiet side street belying the fact that it's only a short stroll to the center of Dark Harbor Village and its handful of shops, and in close proximity to private club activities, the town center, the community center, school, and myriad of public trails, beaches, and activities. The well cared for and improved upon home, originally built circa 1895, is a unique combination of summer elegance and year-round practicality, with 5 bedrooms, 4.5 baths, living room with fire place, dining room with fireplace, eat in kitchen with pantry, and laundry room. The home's architectural elements echo an age of simplicity and grace, while its systems and structure have been fully modernized creating a distinguished home of great character with many conveniences including air conditioning, generator, and 1-gigabit state-of-the-art fiber-to-the-premise broadband internet. One of property's distinguishing features is its freestanding post and beam barn and garage, which has been transformed into a luxury guest-and-party space utterly unique on the island. At once, charmingly traditional and boldly modern, this generous space boasts a soaring tongue-and-grove ceiling, beautiful millwork, a luxury mini-kitchen complete with stove making it ideal for parties and guests. There is also a spacious two car garage on the first level. The property is nested by trees, white picket fence, and perennial gardens. There is even a sweet little playhouse nestled between the home and barn.