Southport, ME homes for sale & real estate

Southport, ME Homes for Sale

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.

Southport, ME Homes for Sale

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

Southport, ME Homes for Sale

One of Boothbay Harbor's most iconic commercial spaces is available for the first time since the 1950s. At 34 Townsend Avenue, the property formerly housed the stalwart ''Village Store'' retail business, which attracted walk-in and local patronage in the heart of downtown Boothbay Harbor. With classic style, an attractive 0.35-acre lot, and abundant pedestrian traffic, this property makes a great foundation for one of the many allowed uses in the Downtown Business district.

Southport, ME Homes for Sale

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

Southport, ME Homes for Sale

This versatile Boothbay Harbor property has been nicely renovated and used for short-term rentals. The main unit features two bedrooms, one bathroom, laundry, and open concept living. Next door is a 464sf+/- seasonal one bedroom, one-and-a-half bath guest efficiency, which has been rented separately or as an add-on to the main unit. Both units are in great shape, ready for immediate use or rental. Owners and guests enjoy nice touches, such as high-end window treatments, extensive decking, and easy access to downtown amenities. With nearly a half acre of land, this property has been additionally leveraged for parking revenue.

Southport, ME Homes for Sale

Boothbay Harbor's first gas-lit home, this 1880s Victorian 3-unit has been freshly renovated and enjoyed by vacationers as a short-term rental. The ''Captain's Quarters'' features two bedrooms, one-and-a-half baths, and is loaded with period charm, such as its stunning tin ceilings, leaded glass windows, and an original gas-lit finial. The building's ell, ''First Mate'', is a two story unit with two bedrooms, one bath, and extensive decking. The main house's second and third floors comprise a to-be-finished third unit, with two bedrooms and one bath on the second floor, and extensive, partially finished space on the third floor, including a fun space in the cupola, above it all! All units h