Vintage homes for sale & real estate in Deer Isle, ME

Vintage Home for sale in Deer Isle, ME:

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

Vintage Home for sale in Deer Isle, ME:

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.

Vintage Home for sale in Deer Isle, ME:

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

Vintage Home for sale in Deer Isle, ME:

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

Vintage Home for sale in Deer Isle, ME:

Tucked away on a quiet side street, this charming property is just a short stroll from the heart of Dark Harbor Village, and within easy reach of local shops, the town center, the community center, school, private club activities, and an abundance of public trails, beaches, and activities. The home's spacious main level welcomes you through a covered carport into a functional mudroom and laundry area. The kitchen, complete with a cozy breakfast nook and tiled finishes, flows seamlessly into the family room, formal dining room, and inviting living room. The thoughtful layout includes a first-floor bedroom with an adjoining bath, plus three additional bedrooms and a shared bath upstairs - alo

Vintage Home for sale in Deer Isle, ME:

Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. Perfectly sited, up high on the shores of East Penobscot Bay, this classic cottage offers sweeping easterly water views extending to Cape Rosier and approximately 100 feet of bold, accessible shoreline. The first floor features a living room with a wood stove and doors that open to a spacious water view deck, a functional galley kitchen, and a full bath. The generous wrap-around deck provides the perfect vantage point for sunrise coffee, afternoon reading, or evening gatherings with the bay as your backdrop. Upstairs, three charming bedrooms capture the light and se