Stonington Classified Ad Listings

521 W Bay Rd. This is a terrific opportunity to own a corner lot with views of the ocean from two sides. Rent out the house as an ADU and build your primary, summer, or investment residence in an open field, surrounded by apples tree and sweeping views of the Penobscot Bay and Broad Cove. Islesboro is only a 20-minute ferry ride from Lincolnville, close to Camden and Belfast, has a highly rated...

1159 Main Rd. The Bluff House is a gracious 19th Century Greek Revival ship captain's house, set high on the north end of the island with inviting views over its nearly 18 private and mostly wooded acres with trails leading to over 700 feet of sandy beach on the eastern shore of Islesboro. As the back of this stately home opens to a sprawling lawn with the views over tree tops east to Penobscot...

1578 Pripet Wood Ln. Set on two private acres on the northeast side of Islesboro, this thoughtfully updated coastal retreat offers an idyllic setting overlooking East Penobscot Bay. Originally conceived as a classic Maine camp, the property has evolved into a comfortable fourseason home that combines its original character with the conveniences of modern island living. The single-story interior...

1030 Sunshine Rd. Renovated Ranch on the Sunshine Road in Deer Isle has many updates including new septic, laundry, electric water heater, and more. Front and back yards offer possibilities for recreation, vegetable gardening, planting flowers to grow alongside the wild lupine or even an addition. Inside, the house is move-in ready to live comfortably year-round with climate control via electri...

36 Lemoine Rd. Large undeveloped lot with 16 acres of wooded land with a marsh on the back end of the property. Outlines online are only approximate on the photos

1145 Moosewood Ln. Proudly presented by Virginia (Ginnie) Hess | Cates Real Estate | | | Privately set on nearly 7 acres is this inviting 3-bedroom, 2-bath Log Cabin, thoughtfully crafted with double tongue-and-groove snug walls, offering timeless appeal. The property offers a serene natural setting with mature, established gardens filled with a thoughtful variety of flowers, plants, and flower...

25 Pleasant St. Welcome to 25 Pleasant Street, a spacious Victorian-style home in a highly desirable intown location that offers a rare opportunity to own not only a classic island residence, but also three additional building lots with 150 feet of waterfront on Carver's Pond.The flat, open lots provide stunning sunset views and exceptional potential for future development, investment, or creat...

239 Mill Creek Rd. An Island Life with Room to Create | Come to Islesboro and live a little differently. Long known for its thriving arts community, the island offers a blend of creative energy, natural beauty, and a welcoming spirit. This historic three-bedroom Maine sea captain's house features wood floors, abundant natural light, and views toward Mill Creek Cove and Gilkey's Harbor. Open liv...

46 Main St. The Star of Hope Lodge, an extraordinary piece of Maine's architectural, artistic, and cultural history, offers a rare opportunity to become the next steward of a landmark property. Built in 1884 during the height of Vinalhaven's granite industry, this approximately 7,000-square-foot, 12-room Second Empire Victorian stands in the heart of the island village, with water views toward ...

George Wright Rd Lot 5. Discover a truly magical 7.67-acre pasture on Arey Cove, featuring 408 feet of private granite waterfront beach that transforms into soft sand at low tide--offering effortless access to the ocean. The land is a vast, open oceanfront field, while the back portion of the lot is beautifully wooded, providing privacy and featuring charming stone walls and hidden quarries tha...

197 N Shore Rd. 197 North Shore Rd, North Haven, Maine Set on nearly 15 acres of pristine island landscape, this furnished luxury North Haven estate is designed for those who want their home to be as much an outdoor sanctuary as an indoor retreat. The property's expansive acreage, mature woods, open clearings, and private amenities create a rare opportunity to live fully immersed in the natural...

9 Ferry Rd. 1.3 acres with driveway, build site, well with pump house, electric meter and platform. The property has an older holding tank and prior septic approval. Great spot nestled in the woods with a glimpse of the ocean from the end of the driveway. It is only 0.4 miles to the ferry terminal which is great for getting in line. There is a town boat ramp and dock next to the ferry terminal....

Lenas Ln. In-town building lot about 1 mile to Ferry Landing.

292 South St. Mixed use property. The property consists of a professional suite / office on the first floor and two apartments on the second floor. The first floor is approximately 2690 square feet of professional office space, formally a dental office. Consists of a reception and waiting room, six examining rooms or offices, four offices, one full bathroom and two half bathrooms, and two open ...

135 Rebel Hill Rd. Proudly presented by Virginia (Ginnie) Hess | Cates Real Estate | | | Built in 2004, "Seabox Cottage" is a graceful 3-bedroom, 3-full-bath home that offers elevated views of Islesboro Harbor and East Penobscot Bay. The home's Shingle and Colonial Revival design is based on 1894 plans by Fred L. Savage and Milton W. Stratton and intentionally echoes the design praised in 1895 ...

Map 39 Babbidge Rd Lot 23. This level lot is just a short walk from the charm and amenities of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Located close to many of the island's year-round activities, including community center, gym, and school. Owner financing may be available. In addition to this property offering, if you are looking for a larger property or guest accommodatio...

130 Big Tree Ln. Welcome to 130 Big Tree Lane, located on the picturesque island of Islesboro. This home is truly a family compound, with 6 bedrooms, 5 full baths, and 2 half baths across three structures. The design of the living spaces is ideal, offering privacy for the homeowners and their guests. The home is located on 5 well manicured acres on protected Seal Harbor, a mid-island location t...

1052 Meadow Pond Rd. Set along the shore of Meadow Pond on Islesboro, this well-maintained Cape-style farmhouse offers 165 feet of frontage and 0.94 acres of beautifully landscaped grounds. The property features established gardens, fruit trees, and winding paths that create a peaceful, private setting. Inside, the home blends classic charm with modern updates, including state-of-the-art fiber ...

35 Larnus Hill Ln. The property features a large kitchen with a breakfast nook and a formal dining room that opens into a light-filled living area with ample shelving for books. The layout includes a convenient first-floor bedroom with an attached bath, while the second floor offers two additional bedrooms, an office, and a full bathroom. Additionally, the space above the oversized two-car gara...

101 Derby Rd. Iconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community and activity. Peg's Giftshop with 1,700 sq ft of retail space and 2,800 sq ft of residential space upstairs with three bedrooms, kitchen, living/dining room, full bath and third level apartment with full bath, even a harbor view from the widow's walk. Cedar shingles, apple and cherry trees, ...