Southport Real Estate

Southport Real Estate

Welcome to Southport, Maine – a hidden gem nestled in Lincoln County, where coastal charm meets natural beauty. This picturesque town, situated on an island just off the coast of Boothbay Harbor, offers a delightful blend of serene landscapes, vibrant community life, and rich maritime history.

Southport is renowned for its stunning waterfront views, with the Atlantic Ocean providing a breathtaking backdrop for everyday living. The town is dotted with quaint cottages, historic lighthouses, and lush greenery, making it a haven for nature enthusiasts and those seeking tranquility. The iconic Southport Island Bridge connects residents to the mainland, creating a seamless blend of island living with easy access to the amenities of Boothbay Harbor.

Outdoor adventures abound in Southport, from sailing and kayaking in the calm waters to hiking the scenic trails that wind through the area’s lush forests. The local beaches, such as the popular Southport Beach, are perfect for sunbathing and swimming during the warm summer months. In the fall, the vibrant foliage transforms the landscape into a canvas of rich colors, attracting visitors and locals alike.

The community spirit in Southport is palpable, with local events and gatherings that foster connections among residents. The Southport Yacht Club is a hub of activity, offering sailing lessons and social events that celebrate the town’s maritime heritage.

Whether you’re looking for a summer retreat, a year-round residence, or a place to unwind, Southport, Maine, promises a lifestyle rich in beauty, community, and adventure. Come discover the magic of this coastal paradise!

Newest Listings in Southport

$639,000
2 Beds ⋅ 2 Baths ⋅ 1680260 MLS
Discover peaceful coastal living at Captain's Way, an established 55+ community on Southport Island. This thoughtfully designed, and recently built in 2020, the residence offers convenient single-level living with two bedrooms, two baths, and easy access to Boothbay Harbor's shops and amenities. The scenic drive home winds past boatyards, fishing and boating activity, and striking water views. The neighborhood features town water, paved roads, and underground power. Inside, an open floor plan fills the home with natural light, while the fully finished upper level provides two versatile bonus rooms for guests, hobbies, a home office, or additional living space. Highlights include a spacious primary suite with a private bath and walk-in closet, a separate laundry room, and an oversized attached one-car garage with direct entry. Low-maintenance exterior materials offer practicality and style, and a whole-house generator adds dependable peace of mind. Enjoy Southport's low taxes, idyllic setting, and welcoming community-within-a-community lifestyle.

1 Captains Way, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
3 Beds ⋅ 3 Baths ⋅ 1680109 MLS
Located on desirable Southport Island, this three bedroom, three bath year round home has stunning views of all the boating traffic on Townsend Gut. Many improvements have been made within the last five years, including a totally renovated kitchen with new granite countertops and stainless appliances; new windows, sliding glass doors, and solar-powered remote skylights; a whole-house automatic generator; three renovated bathrooms and much more! A separate one-bedroom, 1 bath guest cottage, which comes completely furnished, has a great rental history. Located on a dead-end street, there is also a 10' walking ROW to water. Beautiful Boothbay Harbor and all of its amenities are less than 10 minutes away.

30 & 34 Nickerson Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$395,000
2 Beds ⋅ 1 Baths ⋅ 1679710 MLS
Delightful 2BR/1BA bungalow on 0.8 acres on Southport Island! The perfect blend of coastal charm & everyday convenience, just moments from the historic Southport General Store, Hendricks Head Beach, and other local amenities. Perfect for first-time buyers or a summer getaway. Recent updates include fresh exterior paint (this year), a newer roof on both the house and the detached 2-car garage, refinished hardwood floors throughout, and a thoughtfully laid-out kitchen. The 2-car garage provides excellent storage for vehicles, beach gear, or a workshop. While major mechanicals are complete, a few final finishing touches allow you to personalize the space. Enjoy easy island living. Move right in and join the wonderful coastal community on Southport Island!

13 Cameron Pt, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$895,000
2 Beds ⋅ 2 Baths ⋅ 1677894 MLS
A Special Island Retreat with Breathtaking Views Come experience the beauty and charm of island living from this inviting 2-bedroom, 2-bath Dutch Gambrel, beautifully perched atop Nickerson Hill on Southport Island. From nearly every window, enjoy captivating views of Southport Bridge and the renowned Townsend Gut. Watch boats make their way through the Gut, admire ospreys soaring overhead, and take in the ever-changing sights and sounds of the Maine coast right from your own home. Inside, the bright and welcoming open floor plan is filled with natural light and designed to make the most of the beautiful surroundings. A first-floor bedroom and bath offer convenience and easy living, while the second floor provides additional privacy and space for guests, family, or a peaceful retreat. Step onto the open deck with your morning coffee or an evening glass of wine and simply take in the view. The well-landscaped, thoughtfully maintained yard offers a peaceful setting for relaxing, gardening, entertaining, or enjoying the outdoors with family and friends. A charming detached shed adds another layer of possibility. Use it for storage or transform it into a cozy bunkhouse, guest retreat, artist's studio, home office, or creative space. It could become a favorite destination of its own. From the deck, watch the swing bridge carry passengers to and from Boothbay Harbor, while boats pass through Townsend Gut and ospreys circle above. Every day brings something new to watch and enjoy. Whether you're looking for a year-round home, a treasured vacation getaway, or a special place to gather with family and friends, this charming Dutch Gambrel on Nickerson Hill offers an opportunity to slow down, breathe deeply, and enjoy the simple pleasures of Southport Island living. Come sit on the deck, breathe in the salt air, watch the boats go by, and let island time take over. Brand new water filtration system and well pump completed September 2026

32 Nickerson Rd, Southport

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,995,000
3 Beds ⋅ 4 Baths ⋅ 1673667 MLS
Experience coastal Maine living at its best in this custom-built shingle-style home, set on 2.25 landscaped acres with 501' +/- of deep-water frontage and a protected private dock and sandy beach. Featuring sweeping southwesterly views to Sequin Island, this property perfectly balances luxury and comfort. The open-concept main floor centers on a chef's kitchen, a formal dining room, and a dramatic two-story living room with a propane fireplace. A sun-drenched, vaulted-ceiling sunroom, convenient mudroom, and a luxurious first-floor primary suite complete the main level. The second floor offers two ensuite guest bedrooms and a versatile family room. Designed with precision, the home includes radiant propane floor heat, a daylight walkout basement, an oversized heated two-car garage, and a whole-house generator. Being sold completely furnished. A rare find on the Maine coast.

75 Stowaway Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$165,000
1672180 MLS
Captain's Way is an age-qualified community on Southport Island, just a couple miles west of downtown Boothbay Harbor. Prepared with municipal water, a common septic, and electrical availability, this building lot is ready for construction in a neighborhood of tasteful homes. The home site has been blasted to accommodate a daylight basement. Enjoy a well-kept neighborhood, desirable Southport community, and some of the lowest taxes in the State.

5 Captains Way, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$2,450,000
5 Beds ⋅ 5 Baths ⋅ 1667341 MLS
On the western shore of Southport Island, this 2.6-acre waterfront property features a 5,000+sf home with water views, a sandy beach, abundant sunshine & sea breezes, and plenty of space for friends and family to gather and recreate. The main house's open concept living encourages entertaining, with a chef's kitchen, large dining room, a living room with gas fireplace, and a long waterside deck. Recently renovated, the property is turn-key and ready for immediate enjoyment, with upgrades to the kitchen, bathrooms, fundamental systems, and the addition of a 5-car garage. Above the garage is a lovely two-bedroom, two-bathroom guest apartment, affording gracious independence for visiting family and friends. Near the mouth of the Sheepscot River, this location is known for being refreshingly cool, with breath-taking ocean and sunset views. The renowned Southport community offers a multitude of nearby amenities, including restaurants, Hendrick's Head Beach, a library, boat landings, and the Southport General Store.

825 Hendricks Hill Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
1666729 MLS
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor and features a freshly rebuilt pier and ramp. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
2 Beds ⋅ 2 Baths ⋅ 1666726 MLS
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor and features a freshly rebuilt pier and ramp. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$2,695,000
4 Beds ⋅ 3 Baths ⋅ 1664387 MLS
On Southport Island's western shore, this private, 2.79-acre property is beautifully oriented to the west/southwest, capturing afternoon light, prevailing sea breezes, and stunning sunsets over Sheepscot Bay. The oceanfront setting is absorbed from its bold rocky shoreline, stone firepit, open decks, balconies, and screened porch. Inside, the home features open concept living, a generous primary bedroom suite, and plenty of room for guests, an office, and hobby space. Architecturally harmonious with the coastal Maine aesthetic, this home looks the part and delivers unlimited potential for daily satisfaction, alone or gathered with loved ones.

26 Miradon Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$185,000
1658222 MLS
This Southport land is in a desirable location on Cameron Point Road. Just under an acre with a gentle slope with a wooded mixture of trees. The building site is off the road for privacy and a possible seasonal water view towards Moffat Cove. Enjoy Southport's low tax base and wonderful community. This lot has been surveyed and soils tested and with covenants to protect your investment.

P/O 4-1 Cameron Point Road, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$2,995,000
5 Beds ⋅ 3 Baths ⋅ 1635433 MLS
Built on the Southport's rugged rocky shoreline, this 1920s cottage is loaded with charm and delivers breath-taking ocean views. Updated and well-maintained, the home offers a ground-floor primary bedroom, custom kitchen, an enormous deck, and abundant bedroom and gathering spaces--ideal for hosting friends and family in this quintessential coastal Maine setting. On over an acre of land, the property spans both sides of Bayberry Lane, and includes bold ocean frontage, established gardens, and a garage outbuilding. This opportunity marries classic charm with modern updates in a top tier waterfront setting--a must-see!

7 Bayberry Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

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