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$995,000

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.

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

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!

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

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

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

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.

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

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.

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

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.

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

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.

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

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.

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.

$2,900,000

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.

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

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.

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

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!

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.

$1,995,000

A rare chance to own a piece of waterfront on Southport's renowned Cape Newagen Harbor. This inviting cottage is all about the views, with windows lining the walls to bring the harbor, the Cuckolds Lighthouse, and open ocean right into your living space. The open floor plan makes it easy to relax with family or gather with friends. Upstairs, the bedrooms capture sweeping harbor views and beyond and each room opens onto their own outdoor spaces allowing for additional space to relax and take in the surrounding views. The detached garage includes a finished living space above—an ideal spot for guests, a quiet studio, or a cozy hideaway. Equipped with an additional full bathroom, use of this space is endless. Boating adventures are at your doorstep with a mooring in the harbor. The Southport town landing is just a short walk giving access to the protected mooring field in the harbor and boating access beyond. Blending charm, comfort, and a true sense of place, this waterfront retreat is ready to be your coastal escape.

4 Beds ⋅ 3 Baths ⋅ 1642147 MLS

A rare chance to own a piece of waterfront on Southport's renowned Cape Newagen Harbor. This inviting cottage is all about the views, with windows lining the walls to bring the harbor, the Cuckolds Lighthouse, and open ocean right into your living space. The open floor plan makes it easy to relax with family or gather with friends. Upstairs, the bedrooms capture sweeping harbor views and beyond and each room opens onto their own outdoor spaces allowing for additional space to relax and take in the surrounding views. The detached garage includes a finished living space above—an ideal spot for guests, a quiet studio, or a cozy hideaway. Equipped with an additional full bathroom, use of this space is endless. Boating adventures are at your doorstep with a mooring in the harbor. The Southport town landing is just a short walk giving access to the protected mooring field in the harbor and boating access beyond. Blending charm, comfort, and a true sense of place, this waterfront retreat is ready to be your coastal escape.

22 Gray Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

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