Vintage homes for sale & real estate in Boothbay, ME

Vintage Home for sale in Boothbay, ME:

An in-town gem, this luxurious two-unit property has been recently renovated with high quality finishes, systems, and all attention paid to its owned frontage on Boothbay Harbor. Each unit has two ensuite bedrooms, open concept living, extensive decking, air conditioning, and off-street, paved parking. Enjoy an easy stroll to downtown restaurants, shops, and activities, and retreat home to satisfying living spaces and a private waterfront lawn. A turn-key offering, this property needs nothing and is ready for your vision and enjoyment.

Vintage Home for sale in Boothbay, ME:

Enjoy water views of Boothbay Harbor from this beautifully renovated duplex, ideally located just steps away from the historic footbridge and with easy reach of local shops, restaurants, yacht clubs and the country club. The first floor apartment, the only unit that has been used as a rental, has 2 bedrooms and a 1 bath, featuring comfortable living spaces and harbor views. The second unit spans two levels with 3 bedrooms and 1 bath and has been exclusively used for extended family but additional rental income or owner occupancy are great options for this large space. Thoughtfully updated over the past 10 years, this property blends modern conveniences with a classic coastal charm. Whether

Vintage Home for sale in Boothbay, ME:

Recently renovated charming 1850 home with beautiful mix of modern and period. Striking water frontage on Long Cove and directly across from Plummers Preserve. In addition to the 3 bedrooms in the main house, there's a separate 2 Bedroom Apartment on property with garage. So close to Pemaquid Beach and Lighthouse and right in the center of The Way Life Should Be!

Vintage Home for sale in Boothbay, ME:

Sweet bungalow-style, year-round home on Southport Island--Motivated Seller! Cross over one of the few remaining swing bridges in Maine to enter into the charming community of Southport Island. Just a few minutes later, you'll arrive at 461 Hendricks Hill Road, a 1914 bungalow-style home perched on the hill above Cozy Harbor. This home, originally built as the parsonage to the local Methodist Church, is conveniently located just minutes from the Hendricks Head beach and lighthouse and steps from the Southport General Store and Barn; also nearby is the Southport Yacht Club, and not far is the larger town of Boothbay Harbor with other Midcoast waterfront towns within an easy drive. With three

Vintage Home for sale in Boothbay, ME:

Prime downtown Boothbay Harbor (between Captain Sawyer's B & B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements