Deer Isle, ME homes for sale & real estate

Deer Isle, ME Homes for Sale

Quintessential Maine magic! This early 1900s seasonal cabin has been thoughtfully expanded over the years and is perched on rocky headlands overlooking Blue Hill Bay. The four-bedroom, one-and-a-half-bath main cabin offers extraordinary views and generous living space, including a gracious dining room and a newer section with electric radiant heat and a beautiful stone fireplace. Set on more than three acres, the property also includes four additional buildings. One is an insulated one-bedroom guesthouse with a bath and kitchen that could potentially be winterized. Another, known as the Tea House, is a versatile studio space with many possibilities. The two-car garage is set back near the

Deer Isle, ME Homes for Sale

Tucked into a private 20-acre setting on Caterpillar Hill, this contemporary home was designed to bring in natural light and capture views of the fields and Eggemoggin Reach. Built in 1990 by Michael Hewes, the property offers over 3,800 square feet of finished living space across three levels, including a spacious recreation room with walkout access. The first floor includes a large eat-in kitchen, open dining area, and adjoining living and family rooms, each with generous windows, wood floors, and fireplaces that add warmth and character. A first-floor bedroom and bath provide flexible living options. Upstairs, the primary suite includes a beautiful full bathroom and large walk-in closets

Deer Isle, ME Homes for Sale

Quintessential coastal Maine island cottage with salt water views and beach access. Cozy year-round living with open concept kitchen and living room. Two bedrooms and 1½ baths. Many new improvements including new septic system, new south roof shingles, and exterior up-dates. Tax shown is for entire property. Tax for parcel to be conveyed will be far less, to be determined by assessor.

Deer Isle, ME Homes for Sale

Located on 22.21± secluded acres up-island on Islesboro, Longmeadow Farm is an exceptional waterfront estate with southwesterly views across Seal Harbor and Penobscot Bay towards the Camden Hills. Custom-designed by the current owners in collaboration with top professionals, the main residence blends the understated elegance of Shingle-style architecture with meticulous, modern craftsmanship. Showcasing refined coastal living, the home features impeccable attention to detail, from luxurious natural materials to seamless indoor-outdoor transitions—all intended to blend with the surrounding landscape. An open main floor plan combines comfort and elegance, with rooms appropriate f

Deer Isle, ME Homes for Sale

This property offering includes an historic Arts and Craftsman-style Foursquare house - thought to be one of the first houses built in Dark Harbor - set on a sunny and open lot, as well as an additional vacant wooded lot both, just a short walk from the charm and amenities of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Brimming with original character and island warmth, the residence offers the best of both community connection and personal retreat. Ascend granite steps and enter through the welcoming formal front door beneath a gracious covered porch, perfect for waving to neighbors or enjoying a quiet cup of coffee. Inside, a central hall anchors the home, with a lovely p

Deer Isle, ME Homes for Sale

Reduce your mortgage with rental income! New flooring, kitchen cabinets and paint just completed in the Ranch. Great residential investment opportunity in the Green Head District of Stonington Village: 3 dwellings on nearly . 5 Acres: 1) 2 Bedroom Ranch, 2) Detached Garage with 1 Bedroom Apartment and, 3) 1 Bedroom Cottage. Both the Ranch and Garage apartment have been used as long term rentals and the third building needs some TLC to restore it to the quaint cottage it has the potential to become once again. Other features include a sloping lawn, gardens and even a stand of trees at the rear of the property with a cleared area beneath for a picnic table or relaxing in the shade. Close to S