Southport, ME Houses for Sale

Tucked away on Southport's Turtle Cove is a coastal retreat. An elegant private home combining Maine charm with contemporary conveniences set on 2.6 acres with broad, westerly views across Sheepscot River. 825 Hendricks Hill Road is a gracious four-bedroom, four-and-a-half-bath home encompassing approximately 5,000 square feet of living space, designed with both comfort and entertaining in mind.

Dennis Gleason Legacy Properties Sotheby's International Realty

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

One of Boothbay Harbor's most iconic commercial spaces is available for the first time since the 1950s. At 34 Townsend Avenue, the property formerly housed the stalwart ''Village Store'' retail business, which attracted walk-in and local patronage in the heart of downtown Boothbay Harbor. With classic style, an attractive 0.35-acre lot, and abundant pedestrian traffic, this property makes a great

Jonathan Tindal Tindal & Callahan Real Estate

Your Dream Waterfront Home on Linekin BayWelcome to 70 Presley Drive, a stunning 3-bedroom, 3-bath home that checks all the boxes and more! This beautiful property offers 250'+/- of your very own waterfront on the highly sought-after Linekin Bay, complete with a private dock. Plus, it sits next to 100'+/- of shared waterfront, meaning you'll enjoy sweeping water views from nearly every room in

Tyler Tibbetts Engel & Volkers Casco Bay

This home with quintessential New England architecture was gutted and has been finished from top to bottom with the latest in cosmetic and fundamental improvements. On Boothbay Harbor's east side, the property captures prevailing southwest sea breezes and is positioned a hop, skip, and a jump from the iconic Footbridge and downtown activities. Offering privacy for family or groups, every bedroom

Jonathan Tindal Tindal & Callahan Real Estate

Once upon a time, a weathered seaside cottage was reimagined by an avid gardener, artist, and heart-shaped rock collector, alongside a mindful woodworker who also loves fine paper and printing. Together, they set out to bring new life to a small home on a quiet lane in Georgetown. What began as a simple renovation evolved into a shared labor of love, blending high-efficiency systems with salvaged

Anna Charlotte Legacy Properties Sotheby's International Realty

Experience the best of Maine's coast from this stunning home perched on the shores of Christmas Cove, one of the most sought-after waterfront locations in the Midcoast. 20 Campbell Road is a recently built (2019) well designed home offering both classic Maine charm and the ease of contemporary living. The house was purposefully sited on a hill facing the south west and overlooking Christmas Cove

Constance Moss Legacy Properties Sotheby's International Realty

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

Welcome to Coveside - a classic New England-style multi-unit property on beautiful Southport Island. This versatile property offers a unique opportunity for investment or owner-occupied living with the added benefit of rental income. Enjoy deeded waterfront access directly across the street on Decker Cove, complete with a dock and float providing direct access to Townsend Gut—perfect for boating

Emilie Hawke Tindal & Callahan Real Estate

Nestled in the pines of the coveted Spruce Point neighborhood, this year-round cottage sits on the shores of Linekin Bay, with breathtaking ocean views and access to a newly renovated private shared dock. Fully furnished and rental-ready, this home has a strong rental history and includes all essentials—furnishings, linens, kitchenware, kayaks, and paddleboards. Spend your days enjoying picnics,

Jennifer Wais Keller Williams Realty

This new 3 bedroom, 2.5 bath home offers a blend of contemporary and traditional style with a cabin feeling but all the comforts of year round home. Walk to the Sprucewold Beach in minutes as this home offers beach shares that are exclusive to beach share owners with a private parcel of waterfront with a swimming area, kayak racks, and a deep water dingy dock. Tucked on a side road in Sprucewold,

Jana Caldwell Tindal & Callahan Real Estate

Beautiful, three bedroom, two and a half bath home located in downtown Boothbay Harbor, tastefully renovated with hardwood, white pine floors, working fireplace and just a five minute walk to the center of Boothbay Harbor.

Larry Colcord Harbor Realty

Once in a lifetime opportunity to own an 13.25 +/- acre oasis with over 2,000 feet of prime waterfront. Private deepwater dock offers a calm place to have your boat and water toys. 180 degree westerly views across the Sheepscot River to enjoy the breath taking sunsets. Fields galore offering a serene area for star gazing. Meander down your private drive to a one level center chimney cape. The

Kim Hodgdon Tindal & Callahan Real Estate

Escape the hustle and bustle of downtown and discover this mint-condition log cabin nestled in nature, just steps from the tranquil waters of West Harbor Pond where you will find a swimming dock for use of the 7 cottages of the Harbor Farm. This seasonal cottage has a first floor bedroom and full bath with laundry, a loft bedroom with half bath, living area with cathedral ceiling, dining area and

Karen Roberts Tindal & Callahan Real Estate

Set at the end of a quiet, dead-end road on Sawyer's Island in Boothbay, this rare waterfront offering presents 1.75± acres of unspoiled coastal Maine beauty. Surrounded on three sides by the Sheepscot River, the peninsula shaped lot boasts over 1,100 feet of varying shoreline, featuring rocky outcrops, tidal coves, and sweeping southerly views that capture sunlight from dawn to dusk.The

John Scribner LandVest, Inc.

Come enjoy the relaxed lifestyle of Southport Island in this cozy three-bedroom, two-bath home—just a short drive from all the fun and charm of Boothbay Harbor. Over the past five years, this home has seen some great updates, including a spacious living room addition in 2023. In 2022, the roof was re-shingled, a brand-new private wastewater system was installed, and the heating and cooling got a

Tyler Tibbetts Engel & Volkers Casco Bay

Enjoy walking distance to downtown Boothbay Harbor from this classic turn of the century 4 bedroom, 2 bath home. With a totally renovated kitchen, formal dining room, living room, rocking chair porch across front and small open deck in the rear, this home offers plenty of room for family and friends. Current owners have made many improvements, including exterior house painting, new first floor

Karen Perkins Tindal & Callahan Real Estate

Nestled in the heart of Boothbay Harbor, this delightful 3-bedroom, 1.5-bath home is bursting with charm and character. Just a short stroll to the shops, restaurants, and waterfront of downtown, it offers the perfect blend of convenience and tranquility. A nature lover's dream, the home overlooks a serene pond—ideal for birdwatching from the comfort of your back deck. The cozy interior boasts

Kathryn Treem Keller Williams Realty

Welcome to 23 Western Avenue, Boothbay Harbor, MECAN BE CONVERTED INTO A SINGLE FAMILYVictorian Multi-Unit | Waterfront | Dock | Investment Potential | Built in 1700Charming Victorian 4-unit located in the heart of downtown Boothbay Harbor with 145 feet of owned Mill Cove frontage and private dock access. Built in 1700, this rare waterfront offering includes three 1BR units and one 2BR unit, each

Zachariah Oja Keller Williams Realty

Boothbay Harbor - This well-cared-for Gambrel-style home in Lobster Cove, Boothbay Harbor, was built by a local boat builder and craftsman, showcasing exceptional wood detailing throughout. Featuring three spacious bedrooms and 2.5 baths, the home is filled with natural light and charm. The open floor plan offers a welcoming eat-in kitchen that flows seamlessly into a large deck with hot tub,

Jessica Fike Brookewood Realty

Charming Year-Round Coastal Home with Ocean AccessNestled in the heart of Midcoast Maine, this inviting home offers 1,200 sq ft of comfortable living space and the rare benefit of a deeded right of way to picturesque Harmon's Harbor—perfect for launching a kayak or enjoying the coastal breeze.Lovingly maintained and fully livable year-round, the home blends coastal character with practical

Ken Lewis Fabrick Keller Williams Realty

Nestled on a quiet side street just a short stroll from the vibrant downtown of Boothbay Harbor, this classic New England-style home offers the perfect blend of timeless charm and modern comfort. Featuring 4 bedrooms and 1.5 beautifully updated bathrooms, the home showcases gleaming wood floors throughout, creating a warm and inviting atmosphere. The cozy living room is a true haven, complete

Emilie Hawke Tindal & Callahan Real Estate

Move quickly to see this luxury home with over a half-mile of waterfront enjoying protected deep water and stunning sunsets. A wonderland of luxurious privacy and immense opportunity awaits you at this peninsula estate overlooking Robinhood Cove, Knubble Bay, Goose Rock Passage, and the Little Sheepscot River. Boasting over 20 acres of prime west-facing waterfront, this property can easily

S. Curtis Fish Sharon Drake Real Estate, Inc.

Simply Exquisite! Built in 1999, this home has been extensively renovated and redecorated since the current owners purchased it in 2016. Experience the ''beyond gorgeous'' open ocean panoramic easterly views, the serenity and privacy inherent in this property, and the meticulous attention to detail and discriminating taste incorporated in every aspect of this home. In addition to the 3 levels

Sue Spann RE/MAX Riverside

Discover the rare opportunity to own a classic seasonal cottage in the heart of the highly sought-after Five Islands community, where breathtaking views of Sheepscot Bay meet timeless Maine coastal charm. Just steps from iconic local landmarks like Five Islands Lobster, Ledgemere Beach, and the scenic Ledgemere Preserve, this location is a dream for anyone seeking an authentic Vacationland

Kathy Gallant Gallant Real Estate

An absolute MUST SEE quality built home perched aloft Georgetown's sought-after Indian Point Road. Enjoy both sunrises and sunsets from this 3Br/3Ba home while listening to the ocean waves crashing on the nearby beach at Reid State Park. Sip morning coffee on your deck or just relax in the sunroom. Come winter you will appreciate the hot water baseboard heating complimented with the warmth and

Christopher Warner Sharon Drake Real Estate, Inc.

Super Motivated Seller! Welcome to an exceptional opportunity in the heart of picturesque Boothbay Harbor, Maine. This unique property offers two prime storefront locations with a spacious four-bedroom apartment above. A rare blend of commercial and residential potential. Nestled in the vibrant downtown area, this property promises the best of coastal living with stunning water views and

Matthew Freedman Breakwater Realty Group, LLC

On Southport Island, this turn-key property features many recent improvements in a convenient location. The 4-bedroom, 3-bathroom home includes optional one-floor living, Vermont Castings wood stove, covered porch & open deck, granite kitchen, etc.. Fundamental improvements include connection to town water, a 2020 septic, 2021 roof, 2021 automatic generator, paved driveway, gardens & hardscape,

Jonathan Tindal Tindal & Callahan Real Estate

On a quiet, one-way street at the head of Boothbay Harbor, this three unit property is tucked away, yet close to all of the action of this quintessential coastal Maine town. Built around 1830, it has charming character and style, and offers many possibilities for future use, including short-term and year-round rentals, owner occupancy with rental income, staff housing, and more. Unit A enjoys

Jonathan Tindal Tindal & Callahan Real Estate

Located in the established Carousel Condominium complex, this desirable 2 bedroom, 1 bath condominium is furnished and ready for occupancy. Enjoy the westerly views with sunsets, boating activity and beautiful scenery all year long. Each day paints a new picture of the harbor and the seasons. Walk to the nearby marina and restaurant or go a bit further to the famed footbridge connecting the east

Jana Caldwell Tindal & Callahan Real Estate

On 1.25-acres at the gateway to the Boothbay Region, this two-unit New Englander offers many possibilities in a mixed-use zoning district. Both units were recently updated, including the kitchens, bathrooms, flooring, and more. The first floor features a spacious 1-bedroom, 2-bath apartment, with vaulted ceilings and a propane heat stove in the living room, a cheerful kitchen with adjacent

Jonathan Tindal Tindal & Callahan Real Estate

This unique property is being offered for sale to the public for the first time in 100 years.The first floor of this prime commercial location has housed a successful retail craft store for 50 years. The space is fully equipped with hardwood and glass display units. And it has storage, receiving and packaging areas. It offers a great opportunity. The second and top floor have been completely

Larry Colcord Harbor Realty