Island Living with Room to Grow! Set on 5.85± acres along Main Road, this classic red New England home offers the perfect blend of comfort, character, and future potential. Surrounded by mature trees, established landscaping, and a recently added raised bed garden ready for your next growing season. Plenty of open space, the property enjoys wonderful curb appeal and a peaceful setting in one of Maine's most treasured island communities. Originally the homestead of Jason W. Ladd, this inviting red home has been part of the Islesboro landscape for well over a century. The original 1900 residence, with its hand-hewn beams and fieldstone foundation, was expanded and renovated in 1968, creating the single floor three-bedroom, one-bath home enjoyed today. A detached two-story barn/garage provides abundant storage, workshop space, or room for hobbies. The value of this property extends beyond the home. With approximately 5.85 acres, there is potential for subdivision, subject to local and state approvals, making this an attractive opportunity for buyers looking to invest in Islesboro's future while enjoying the property today. Just a scenic ferry ride from the mainland, Islesboro offers a rare coastal lifestyle with miles of shoreline, quiet roads, a close knit year-round community, and easy access to boating, hiking, and the natural beauty of Penobscot Bay. Whether you're searching for a year round residence, a seasonal retreat, or a property with long term investment potential, 804 Main Road is ready for its next chapter. Showings by appointment with 24-hour notice required.