Refine Search
Map
Sort by
$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.

$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.

$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.

$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.

$1,995,000
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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.