luxury real estate for sale Southport, United States

Set on more than three protected acres just steps from the Boothbay Harbor Yacht Club, this 4,900-square-foot home pairs its 1845 origin with the 1990 expansion designed by local architect Walter Hill- retaining the former farm's coastal Maine character. A granite wall and mature plantings screen the front porch from street noise, setting a tone of calm and privacy from the moment you arrive. Conifers, flowering trees, shrubs, and ground covers frame water views toward Boothbay Harbor and out to Fisherman's Island. Inside, the original 1845 home and the 1990 addition flow seamlessly together. A first-floor bedroom suite offers single-level living, while the primary suite occupies its own wing upstairs. Two full baths and a half bath serve the main level; upstairs are three more baths. A large, screened sunroom opens to a backyard deck overlooking the extensive lawn island gardens. Climb to the widow's walk for a sweeping vantage out to sea. A detached 1868 barn provides versatile space for storage, a studio, a workshop, or garage. The attached 1845 barn is a typical Maine artifact, full of antique (surely unsafe) ladders and early farm implements. Location is everything here: walk to town or simply step next door to the Yacht Club for tennis, sailing lessons, moorings, launch service, dining, and a full calendar of member activities. Boothbay Harbor's amenities are minutes away, including a nearby Urgent Care facility. The home has year-round town water and sewer. Truly, a once-in-a-generation offering for buyers seeking history, privacy, and true harbor-town living.

Tucked away in the natural beauty of the Boothbay Region, this new subdivision offers a rare opportunity to own one of four thoughtfully positioned wooded homesites, each designed for those who value privacy, space, and refined coastal living. Set among mature trees and gently rolling terrain, these expansive lots provide the perfect canvas for a custom-built residence. Each parcel offers generous acreage, allowing for secluded home placement, curated landscaping, and the freedom to create a truly personal retreat. Whether you envision a modern architectural statement or a timeless Maine cottage, the setting supports both elegance and tranquility. Located a short drive from Boothbay Harbor's restaurants and shopping, yet removed enough to ensure peace and quiet, this enclave strikes a balance between accessibility and retreat. A part of the sought after Bel Acres neighborhood off Annable Road, along with the formation of the Midden Ridge homeowner's association. A beautiful private road and underground utilities to each carefully planned lot preserve the natural surroundings while offering building convenience. Soil testing has been completed at each site.

Tucked away in the natural beauty of the Boothbay Region, this new subdivision offers a rare opportunity to own one of four thoughtfully positioned wooded homesites, each designed for those who value privacy, space, and refined coastal living. Set among mature trees and gently rolling terrain, these expansive lots provide the perfect canvas for a custom-built residence. Each parcel offers generous acreage, allowing for secluded home placement, curated landscaping, and the freedom to create a truly personal retreat. Whether you envision a modern architectural statement or a timeless Maine cottage, the setting supports both elegance and tranquility. Located a short drive from Boothbay Harbor's restaurants and shopping, yet removed enough to ensure peace and quiet, this enclave strikes a balance between accessibility and retreat. A part of the sought after Bel Acres neighborhood off Annable Road, along with the formation of the Midden Ridge homeowner's association. A beautiful private road and underground utilities to each carefully planned lot preserve the natural surroundings while offering building convenience. Soil testing has been completed at each site.

Tucked away in the natural beauty of the Boothbay Region, this new subdivision offers a rare opportunity to own one of four thoughtfully positioned wooded homesites, each designed for those who value privacy, space, and refined coastal living. Set among mature trees and gently rolling terrain, these expansive lots provide the perfect canvas for a custom-built residence. Each parcel offers generous acreage, allowing for secluded home placement, curated landscaping, and the freedom to create a truly personal retreat. Whether you envision a modern architectural statement or a timeless Maine cottage, the setting supports both elegance and tranquility. Located a short drive from Boothbay Harbor's restaurants and shopping, yet removed enough to ensure peace and quiet, this enclave strikes a balance between accessibility and retreat. A part of the sought after Bel Acres neighborhood off Annable Road, along with the formation of the Midden Ridge homeowner's association. A beautiful private road and underground utilities to each carefully planned lot preserve the natural surroundings while offering building convenience. Soil testing has been completed at each site.

Tucked away in the natural beauty of the Boothbay Region, this new subdivision offers a rare opportunity to own one of four thoughtfully positioned wooded homesites, each designed for those who value privacy, space, and refined coastal living. Set among mature trees and gently rolling terrain, these expansive lots provide the perfect canvas for a custom-built residence. Each parcel offers generous acreage, allowing for secluded home placement, curated landscaping, and the freedom to create a truly personal retreat. Whether you envision a modern architectural statement or a timeless Maine cottage, the setting supports both elegance and tranquility. Located a short drive from Boothbay Harbor's restaurants and shopping, yet removed enough to ensure peace and quiet, this enclave strikes a balance between accessibility and retreat. A part of the sought after Bel Acres neighborhood off Annable Road, along with the formation of the Midden Ridge homeowner's association. A beautiful private road and underground utilities to each carefully planned lot preserve the natural surroundings while offering building convenience. Soil testing has been completed at each site.

Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a timeless 1860s New England Cape offering warmth, character, and waterfront living on The Back River. Whether you're seeking a summer retreat or a year-round coastal home, this beautifully maintained property captures the essence of Maine living. Enter through the gate into a welcoming mudroom-style entryway featuring original brick flooring and classic built-ins. Beyond, the heart of the home opens into a warm dining and kitchen area centered around a cozy woodstove, with peaceful views stretching toward the cove and your waterfront frontage on The Back River. Rich in old-style charm and thoughtfully designed living space, the home offers two bedrooms and two baths, including a first-floor primary bedroom suite and laundry room for convenient one-level living. Upstairs provides additional privacy with flexible space ideal for guests, a sewing room, studio, or home office. The inviting living room and den feature built-in bookcases and a beautiful fireplace -- perfect for gathering with friends or simply taking the chill off a cool coastal evening. Every room reflects the care and personality of its current owners, blending comfort, craftsmanship, and timeless New England character. Outside, the property continues to impress. Set back from the road, the home enjoys a fenced yard with mature fruit and maple trees, sitting areas, a greenhouse, and a charming potter's shed. A lovely screened front porch offers the perfect place to relax and enjoy water views after a day exploring the Maine coast. The two-story barn, built in 1999 by a local craftsman along with the kitchen addition, provides exceptional versatility with garage space for vehicles or boats, a workshop, and an attached separate work area ideal for hobbies, storage, or a home-based business. This special waterfront property offers comfort, privacy, and authentic coastal charm in one of Maine's island communities.

Tucked into iconic South Bristol near the harbor and the Fishermen's Co-op where you can buy lobster and fish right off the boats, this charming seasonal cottage offers front-row views of the Damariscotta River. Two bedrooms, one bath, and an additional room for an office or even a smart spot for an extra bed. 1,200 square feet of cozy, well-loved living space make it the perfect coastal retreat. Step out onto the deck and take in sweeping water views -- this is riverfront living at its finest, with 157 feet of frontage on over half an acre. The location offers exceptional potential:possibilities include a deep-water mooring and the addition of a deep-water pier, opening the door for serious boating and waterfront access. Nearby Christmas Cove and the swing bridgeadd to the area's Maine charm while nearby Damariscotta and Boothbay Harbor round things out with restaurants, shops, galleries and summer events. This South Bristol gem combines classic Maine charm with rare deep-water potential just steps from the working harbor.

Nestled on 5.3 private acres in Georgetown's coveted Bowman's Landing, this beautifully maintained, turn-key home offers 3 bedrooms, 2 full baths, and 2,150 +/- square feet of thoughtfully designed living space. Surrounded by mature woods and abundant wildlife, the property blends exceptional privacy with access to some of Midcoast Maine's most treasured outdoor amenities. Owners enjoy over 1,000 feet of shared frontage on the Kennebec's Back River, including kayak access and a private island connected by an elevated boardwalk through the salt marsh. Step directly from your backyard onto Bowman's Landing's 42-acre network of private hiking and cross-country ski trails that wind through conserved woodlands and onto the island's scenic loop paths. Just minutes from Reid State Park, Robinhood Marina, the Morse Pond Preserve, and the Schoener Robinhood Cove Preserve, this exceptional location offers some of coastal Maine's finest boating, hiking, and year round recreation. Peaceful and secluded, yet within easy reach of Brunswick, Bath and Portland, this is an ideal primary residence or the perfect Maine retreat for those seeking an authentic coastal lifestyle.

Experience authentic coastal Maine living with this remarkable waterfront home overlooking ''The Gut'' of South Bristol. This property offers a front-row seat to a vibrant working waterfront and immediate open-water access, making it the perfect spot for anyone who loves spending time on the water and on their boat. The house provides an extraordinary backdrop for entertaining family and friends on the deck or the dock while watching brilliant sunsets over the Damariscotta River and enjoying afternoon breezes over the water. The redesigned interior by the Knickerbocker Group beautifully updates the interior and seamlessly blends coastal charm with generous space to accommodate lots of guests in comfort. Frame your summer evenings amidst lush gardens, an oceanside firepit and lovely landscaping, all while enjoying peace of mind and practicality from extensive quality upgrades, including a whole-home generator, updated systems, heat pumps, fiber internet and a refreshed first floor primary suite. This turn-key sanctuary offers the perfect blend of active harbor views, effortless entertaining, and timeless coastal living.

Set on a private 5-acre peninsula with 740 feet of deepwater frontage on the Back River, this masterfully crafted coastal estate offers an exceptional Maine waterfront retreat. Substantially updated by the current owners, enhancements include a stunning new kitchen, updated bathrooms, new decking, fresh paint, refined flooring, and revitalized landscaping. Blending timeless post and beam craftsmanship with modern luxury, the residence offers 6 bedrooms, 5.5 bathrooms, and over 5,000 square feet of finished living space across three levels. From the moment you enter, the home captivates with soaring cathedral ceilings, exposed timbers, skylights, and walls of glass framing beautiful water views. The dramatic great room is anchored by a floor-to-ceiling fieldstone fireplace and custom wide-pine floors with an inlaid nautical compass rose. The newly renovated chef's kitchen features premium finishes, custom cabinetry, a center island, and an adjoining dining area. Multiple sets of French doors open to an expansive screened porch and open-air decks overlooking the river, ideal for morning coffee, summer dinners, or sunset cocktails. The main level features a private primary suite with its own fireplace, spa-like bath, and direct access to the screened porch. Upstairs, multiple guest bedrooms, a den, and an airy loft overlooking the great room provide flexible accommodations. The fully finished daylight walkout lower level adds an expansive family and game room, additional guest suites, and direct access to the outdoors. Outside, a private path leads to the deepwater dock, float, and two private moorings, providing direct boating access to the Sheepscot River and open ocean. Complete with an attached two-car garage, custom laundry room, whole-house automatic generator, and peaceful end-of-lane privacy, this turnkey coastal estate is just minutes from Boothbay Harbor and the renowned Country Club, and just over an hour from Portland International Jetport.

A beautifully crafted home in the sought-after Pemaquid Trail neighborhood, prized for its community feel and sweeping western views over John's Bay. Walk the trail's dead-end road to enjoy right-of-way access to the shore and one of the few sand beaches on this rocky coastDesigned for comfortable one-floor living, the home features a spacious en suite primary bedroom just off the first-floor kitchen. The kitchen with a large island opens to a continuous living and dining area, with a cozy four-season room beyond -- ideal for quiet reading, conversation, or TV. A generous pantry rewards any cook, and a west-facing deck off the kitchen extends the living space outdoors for grilling and entertaining.Upstairs, three additional bedrooms and a full bath offer plenty of room for family and guests. The large, partially finished basement is ready for a shop, hobby space, or game room, and showcases radiant floor tubing, a direct-vent furnace, water filtration, and an ERV air exchanger. In 2020, the sellers added a fully insulated, heated two-car garage and a whole-house automatic generator. Offered fully furnished.A rare coastal sanctuary -- refined, private, and ready to be enjoyed.

Coastal Maine Retreat Near Pemaquid Point Lighthouse. Experience the beauty of Maine's coast from this charming 3-bedroom, 1.5-bath home with ocean views and exceptional outdoor living. Nestled on a beautifully landscaped lot within walking distance to the iconic Pemaquid Lighthouse, this property offers the perfect blend of privacy, comfort, and coastal charm. The home features a spacious and inviting layout filled with natural light and scenic views of the Atlantic. Outside, enjoy mature gardens, lush lawns, and peaceful sitting areas designed to capture the sea breeze and stunning surroundings.Property highlights include: 3 bedrooms and 1.5 baths, ocean views, beautifully landscaped grounds, detached two-car garage with loft space above, additional storage shed/outbuilding, walking distance to Pemaquid Point Lighthouse, ideal year-round residence or seasonal getaway. Located in the highly sought-after Pemaquid peninsula area, this property places you close to the beach. There is an adjacent buildable lot with unlimited potential.

Just south of Fiddlers Reach, where the Kennebec River widens into Morse Cove, 213 Fiddlers Reach sits on a deep-water stretch of one of Maine's great working rivers. Here, sea air drifts upriver with the tides as broad river views stretch up the Kennebec.A quiet lane bordered by open fields and mature trees leads toward the river. The land feels open yet private, with space for gardens, animals, future buildings, extended family, and the rare freedom to imagine what comes next. Crossing the bridge over the winding brook below, the property unfolds toward morning light and the Kennebec beyond.Built in 1987, the classic colonial enjoys sweeping water views and the changing light throughout the day. Generous proportions, tall ceilings, a substantial brick fireplace, and a welcoming kitchen create inviting spaces for gathering, while the bright sunroom faces the river beyond.What exists here is rarely found along the Maine coast today: a large waterfront home, greenhouse, workshop, garage with loft above, and deep-water frontage on the Kennebec River. Together, the buildings and land create a true working waterfront estate, with room to build, create, gather, and grow over time.The greenhouse is its own little world. Filled with light and connected to the workshop and garage, it showcases skilled craftsmanship and thoughtful design. Whether growing food and flowers, starting seedlings in early spring, or simply enjoying a quiet place to work and create, it is a space that invites year-round use and a deeper connection to the land.The land slopes gently to approximately 200 feet of deep waterfront. This stretch of the Kennebec has carried shipbuilders, lobstermen, and sailors for generations, and every so often the river reminds you exactly where you are as a newly launched Bath Iron Works vessel passes Fiddlers Reach on its maiden voyage to sea - A sight that never grows old along this working river.

Experience waterfront living at its finest with this stunning post and beam home offering over 3,000 square feet of beautifully crafted living space. Nestled on 4.65 acres along the scenic Sheepscot River, this exceptional property features a deep-water dock ideal for boating enthusiasts. Enjoy year-round comfort with modern heat pumps and a whole-home generator for peace of mind. Relax in the bright and spacious sunroom overlooking the river, and take advantage of the full basement for additional living or storage space. This home also has a finished basement and an attached two car garage with ample storage space above. This unique blend of rustic charm and modern amenities makes this home a true riverfront gem.

Completely Refurbished - Move-In Ready Midcoast Maine. Tucked away on a quiet acre in the heart of Edgecomb, this freshly refurbished ranch offers the ease and comfort of a home that's been thoughtfully updated from top to bottom. Whether you're looking for a year-round residence or the perfect Midcoast getaway, 19 Robin Road delivers. At 1,200 square feet, the layout is efficient without feeling small - every inch thoughtfully arranged. The main living level offers a distinct living and dining area, a separate kitchen, and a nicely appointed hallway leading to three bedrooms and a full bath. Downstairs, the ground level adds meaningful bonus space - a warm family room anchored by a classic stone fireplace, plus a separate unfinished room housing the brand new washer and dryer, with plenty of room for storage, a workshop, or future finishing.The location is as practical as it is appealing. Boothbay Harbor is just minutes away, offering world-class dining, boating, and the best of Maine's coastal scene. Route 1 is a short hop, putting you on a straight shot south toward Wiscasset and Bath or north to the shops, restaurants, and farmers markets of Damariscotta. Completely refurbished. Quietly situated. Perfectly positioned.

Welcome to Kennebec Shores - a highly regarded and sought after waterfront community - conveniently located in Phippsburg Maine. The site is direct waterfront, easily accessed, with minimal site development. It benefits from a high elevation and enjoys panoramic Easterly views of the Kennebec River, as well as the natural wildlife and seal colony that inhabits this area. Enjoy direct ocean access from your own 150 ft of deeded waterfront. Close to all area destinations including Popham Beach, the City of Bath, Portland, and all Mid Coast Maine attractions. Ready to Build.

Steeped in more than 250 years of Maine history, this exceptional c. 1770 Federal residence offers a rare blend of architectural distinction, authentic period character, and modern versatility. Privately set on approximately 7.16 acres in picturesque Edgecomb, the property encompasses approximately 3,522 square feet amid mature trees, stone walls, and a peaceful rural landscape. The original Federal home retains an extraordinary sense of place, with wide-plank floors, hand-scribed moldings, gracious proportions, five fireplaces, three bedrooms, a walk-in cedar closet, and two full baths. Thoughtfully integrated in the 1980s, the addition introduces bright, open living spaces, a kitchen and dining area with woodstove, walk-in pantry, half-bath, and walk-out upper deck. The lower level offers a private one-bedroom, one-bath suite with woodstove hookup and patioideal for guests, extended family, an office, recreation, or an in-law apartment. The grounds invite both privacy and enjoyment, with space for gardens, recreation, and quiet contemplation. A barn-garage accommodates one or two vehicles, while two detached outbuildings offer exceptional flexibility for a studio, workshop, home-office, hobbies, or storage. Ideally positioned just minutes from Wiscasset, Newcastle, Damariscotta, and Boothbay Harbor, the property offers convenient access to acclaimed dining, shopping, marinas, and Midcoast Maine's renowned coastal destinations. Nearby trails include the 766-acre Schmid Preserve and Dodge Point, with sweeping vistas of the Damariscotta River. A truly distinctive offering for those who value history, access, architectural character, and flexible living, this remarkable Edgecomb property is a rare opportunity to experience the enduring beauty of Maine's past with the comforts of today.

This notable historic Bath property, situated on a prominent 1.8-acre corner lot, presents an opportunity to live in or reposition a landmark residence. Its substantial size and flexible layout provide a strong foundation for restoration, adaptive reuse, or redevelopment. Originally built in the early 1800s by Captain Samuel Davis, the property was later redesigned by architect Francis Fassett. Over the years, it has served as the Bath Military and Naval Orphanage, the Bath Children's Home, the Patten Free Library, and most recently, a private residence with income producing units. The offering includes approximately 17,285+ square feet, featuring a main house of 10,000+/- square feet along with a connected wing that currently includes rental units. Covenants permit potential future development with City approval of up to 13 dwelling units within the existing structure, plus the option to add one additional dwelling unit on the property, bringing the total to 14. They also allow for bed and breakfast use of the property. The main house layout is already configured to easily accommodate 2 more apartments. Additional features include an in-ground swimming pool, elevator, ample off-street parking, and space to reimagine the grounds and gardens. With its rich history, impressive scale, and prime location, this property represents a rare opportunity for the right buyer in one of Maine's most desirable coastal communities.

Here is your chance build your future home on this 8.3 acre lot.The location in the Mid-coast offers privacy and serenity yet is still close to Augusta and the village of Damariscotta/Newcastle. The property also has the option to separate the parcel and build 3 homes on the property. The property abuts Polly Brook and is the perfect location to enjoy the outdoors.

This uniquely elevated property is an ideal setting for boaters of all types, featuring a newly installed dock with a 40-foot float for immediate waterfront enjoyment. This lot offers dramatic easterly views of the Sheepscot River, a short drive from the village of Wiscasset and its charming downtown shops and restaurants - south of the bridge for an easy commute. Extensive clearing and site work have already been completed, creating a ready canvas. Nestled in the established neighborhood of Cushman Point, this property offers a tidal retreat to the west with deep water opportunities to the east. Midcoast Maine living at it's best!

Nestled on 27 private acres, this charming chalet-style home provides the quintessential Maine lifestyle in one of the Midcoast's most peaceful settings. Located in the quiet town of Edgecomb, you're just minutes from Route 1 with easy access to Wiscasset, Bath, Damariscotta, Boothbay Harbor, and Portland - the perfect balance of seclusion and convenience.The heart of the home is a sun-filled great room that draws in natural light with a loft above. Three comfortable bedrooms, one on the main floor, two on the ground floor, each floor with its own full bath, one bath off the master bedroom with a large soaking tub positioned to look out at the forest. Along with an attached two-car garage, this an ideal year-round residence for a growing family. Edgecomb is served by excellent local schools, making this a wonderful place to raise children while enjoying all that Midcoast Maine has to provide.For the out-of-state owner, this property works equally well as a lovely four-season retreat - a private escape with pond frontage, lots of acreage, and easy highway access whenever you're ready to head home. The two-car garage is not only a welcome bonus for storing vehicles, gear, and kayaks....there is a large room on the second floor ready for a simple renovation with welcoming sun through three skylights. This property delivers the kind of peace that's increasingly hard to find.

Exceptional opportunity to own over 40 acres of prime land in a highly visible and sought-after location along Route 1. Boasting extensive road frontage, this expansive parcel offers outstanding exposure and accessibility, making it ideal for a wide range of potential uses. Whether you're considering development, investment, or establishing a signature commercial or residential project, this property provides the spaceand positioning to bring your vision to life. Rarely does a property of this size and prominence become available in such a desirable location.

Harbor Ridge Road is high sited with outstanding water views. The lot runs east to the west from Back Cove to Mill Cove with its 5.3 acres. Building sites on both sides of the road but the lot cannot be subdivided, an accessory structure may be possible. A common dock is available on the Mill Cove side. The current owners plans to build their future dream home have changed and this incredible building site is now available. Years of planning resulted in a preliminary design that could be available to the new owner with architect approval.