Refine Search
Map
Sort by
$3,100,000
3 Beds ⋅ 4 Baths
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.

$1,200,000
4 Beds ⋅ 2 Baths
The perfect summer cottage on Dogfish Head with waterfront on the Sheepscot River. Enjoy the sunsets, boating activity all day long from this immaculately maintained cottage. The first floor offers a living room with fireplace, dining room, kitchen and bath, complemented by a screened porch and an open deck. The 2nd floor offers 3 bedrooms, a half bath and access to a 2nd floor deck. The third floor is a spacious gathering area, offering breathtaking views, perfect office space or read your favorite book. Built-in benches with storage. There is a ladder that takes you to a widow's walk from this room. Additional amenities include a guest cabin, access to a shared dock, and close proximity to the local beach and general store.

236 Dogfish Head Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$2,750,000
5 Beds ⋅ 5 Baths
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

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
2 Beds ⋅ 2 Baths
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
4 Beds ⋅ 3 Baths
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
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
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.

$3,795,000
3 Beds ⋅ 3 Baths
Perched high above Southport Island's east shore with panoramic views of the Townsend Gut, Boothbay Harbor, and outer islands, this extraordinary 3,300+/- sq ft. Scandinavian-inspired retreat delivers a seamless blend of modern luxury and Maine's scenic beauty. Water views are ever-present, welcomed into living spaces by 9' windows & doors for truly breathtaking vantages. Designed to encourage gatherings, the home features open concept living, with a great room that includes 10' ceilings and a wood-burning fireplace, a woodsy screened porch above the waterfront, and a large waterfront lawn with 6' x 6' granite slab fire pit. Built for year-round use, the property includes advanced systems such as closed-cell insulation, Mitsubishi heating & cooling, public water supply, and a 42kW, whole-house generator. Set on 1.2-acres with 350' of deep-water ocean frontage, the property ensures an unparalleled waterfront lifestyle, with a private pier & oversized float, a multitude of outdoor living spaces, cooling sea breezes, and quick access to area amenities, by car or by boat.

6 Harbor Ledge Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

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.