Recently Sold Southport Homes

Enjoy panoramic views of Boothbay Harbor from this beautiful shingle-style home, perfectly blending coastal charm with modern efficiency. Built in 2022, this thoughtfully designed residence offers the ideal Maine getaway or year-round home. Step inside to a light-filled open living area with soaring cathedral ceilings and rich wood floors. The stylish kitchen and living space flow seamlessly to

Karen Roberts Tindal & Callahan Real Estate

A one of a kind setting, ''Two Lights'' enjoys views to the Seguin Island Lighthouse, Hendricks Head Lighthouse, and stunning sunsets over the Sheepscot River. Of quintessential Maine Coast style, the shingle-sided home is sited on exclusive Pratt's Island, across a wooden bridge from ''mainland'' Southport Island and picturesque Cozy Harbor. Relish prevailing sea breezes, a small sandy beach,

Jonathan Tindal Tindal & Callahan Real Estate

Discover a rare opportunity to own a piece of coastal Maine's heritage. This enchanting summer cottage is located on Mouse Island just off the shores of Boothbay Harbor. This serene retreat is where time slows down and simple pleasures take center stage. Mouse Island consists of 16 acres of common land shared with two other island cottages. Island amenities include a south-facing beach, a tennis

Karen Roberts Tindal & Callahan Real Estate

Captain's Way is an age-qualified neighborhood featuring six homesites. This charming, cottage-style home features two bedrooms and two bathrooms. It's designed for easy maintenance while showcasing the custom finishes throughout. The open floor plan and abundant windows fill the living areas with natural light, and an outdoor deck with a retractable awning invites you to enjoy outdoor living.

Mary Ripley Tindal & Callahan Real Estate

Southport Island is indeed a wonderful location for spending the summer months, and this particular cottage offers a unique opportunity to experience its charm. This three-bedroom, one-and-a-half-bath cottage provides a sense of privacy while also boasting fantastic views overlooking the ocean, islands and lots of boating activity. As a traditional cottage, it features both a screened porch and

Mary Ripley Tindal & Callahan Real Estate

This extraordinary property captures the essence of the Maine coast, with its dramatic rocky shoreline, iconic lighthouse and island views, and sweeping vistas across the Atlantic—all set on a meticulously maintained, level two-acre parcel at the southern tip of Southport Island. The classic Cape-style home offers approximately 5,600 square feet and the separate guest cottage has 1,400 square

Jana Caldwell Tindal & Callahan Real Estate

Nestled in a well-established 55+ community on Southport Island, this incredible home offers a peaceful coastal lifestyle. This residence features two bedrooms, 3.5 baths, and convenient one-floor living. The serene location provides tidal views of Decker Cove and is surrounded by the vibrant energy of boatyards, fishing, and the best of community life. The thoughtfully designed neighborhood

Jana Caldwell Tindal & Callahan Real Estate

This desirable location on Southport is rarely available. 3 to 4 bedrooms and 2 baths, this cottage is sited on just under a half-acre with a rolling lawn that leads to the 85' of shorefront on Ebenecook Bay. Watch the boating activity all summer while also enjoying some of the best sunsets imaginable. This spectacular spot is a step back in time and a place to appreciate the beauty of the area.

Jana Caldwell Tindal & Callahan Real Estate

The world is at your windows from this year-round home on the water. You will feel like you are living on a boat as the building is built on pilings on Decker's Cove. 4 bedrooms, 3 bathrooms, a screen porch and an open 2nd floor deck. Office with great views of all the boating traffic on Townsend Gut, stroll to Robinson's Wharf for lunch or dinner. One car garage, propane furnace, new Rinnai hot

Mary Ripley Tindal & Callahan Real Estate

The Robert Hall House on historic Landing Road underwent a complete renovation from 2021 to 2024. No corners were cut in the artful restoration of this 1830s home--with wide plank floors; custom cabinets and kitchen furniture; hand-made ceramic tiles; and all-natural materials including marble, walnut, mahogany, and solid brass finishes throughout the home. Original components such as Victorian

Clint Miller Newcastle Realty

Overlooking Southport's Christmas Cove, this updated cottage offers endless opportunities for summer fun! 3BR/3BA seasonal cottage with 2+/- acres on a dead end road allows for privacy while being nearby all of Southport's best amenities. Entertain guests on the expansive deck or cozy up inside around the fireplace on a rainy day. Cathedral ceilings create a welcoming open space throughout the

Emilie Hawke Tindal & Callahan Real Estate

One of Southport Island's iconic antique waterfront capes is ready for new stewards. Since the 1850's this classic has stood watch at the head of Love''s Cove. Safe and protected from the rigors of the ocean's stormy wrath, this property is gently wrapped on three sides by 600' of salt water. The current owner has lavished care and love on this home including extensive pollinator perennial

Poe Cilley Vitalius Real Estate Group

This classic 4+ bedroom, 5.5 bath year-round New England style home is located on a private 1.76 acre lot with 374' of crashing surf waterfront on outer Boothbay Harbor. There are gorgeous views of open water, islands and boating activity, as well as expansive ledges and level lawn area. Great entertaining spots are available with the large kitchen, formal dining room, den/family room with

Karen Perkins Tindal & Callahan Real Estate

Stately and Meticulously Preserved 1849 Historic Home on Southport IslandNestled in a serene, park-like setting, this meticulously preserved circa 1849 home offers a rare blend of historic charm and modern comfort. With 330 feet of deep water frontage and expansive long views, this property invites you to embrace the quintessential coastal Maine lifestyle. Imagine spending summer days on your

Debrah Yale Benchmark Real Estate

Watch the boat traffic entering Boothbay Harbor from the deck of this truly amazing Maine cottage. Built in 1904, it remains unspoiled. Family owned since the 1950's, they have added some tasteful modern amenities including granite counters in the kitchen and updated bathrooms. Captivating views of the rocky shore from all rooms. You will find two bedrooms & one and a half baths on the first

Clint Miller Newcastle Realty

Perched on the shores of Southport's Christmas Cove, this 2007 shingle-sided home takes full advantage of its grandfathered waterfront setting, with water all around, short and long water views, and a deepwater dock. The 3BR/2.5BA home features one-floor living, with a ground-floor bedroom suite, laundry, and attached garage. Upstairs, an office and guest bedrooms are generous in size, also with

Bruce Tindal Tindal & Callahan Real Estate

Every detail is intentional and satisfying in this custom luxury home on Southport Island. Views over its sandy beach and 170' of water frontage include all of Boothbay Harbor's boating activity, plus outer islands. All rooms deliver water views, and the home's windows frame view distinctions beautifully. Comfortable first-floor living offers a primary suite with cathedral ceilings & ensuite

Karen Perkins Tindal & Callahan Real Estate

Welcome to your Southport summer retreat! This 2 bedroom/1 bathroom shingle style cottage is nestled in amongst the trees on Southport's Christmas Cove Road. The cottage boasts a full deck off of the south side taking advantage of the day's sunshine. Relax or entertain on the deck while overlooking the well maintained grounds and gardens. Bamboo floors throughout the home and vaulted ceilings

Emilie Hawke Tindal & Callahan Real Estate

Dennis Gleason Legacy Properties Sotheby's International Realty