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$669,000
4 Beds ⋅ 3 Baths ⋅ 1673803 MLS
Welcome to this immaculate, meticulously maintained home offering the perfect blend of comfort, privacy, and coastal Maine living. Set on an expansive 9.37-acre private lot, this spacious four-bedroom, three-bath residence provides room to relax, entertain, and enjoy the peaceful surroundings. Designed with convenience in mind, the home features a generous first-floor primary suite complete with a private bath, as well as a second first-floor bedroom with its own bath--ideal for guests, multigenerational living, or a home office. The thoughtfully designed layout offers comfortable living spaces filled with natural light, while the beautifully updated kitchen boasts brand-new appliances ready for your next gathering. Enjoy peace of mind year-round with a whole-house generator and the exceptional care this home has received over the years. Outside, the private acreage offers endless opportunities for recreation, gardening, or simply enjoying the beauty of nature. As an added bonus, residents enjoy access to a common deep-water dock, making it easy to spend your days boating, kayaking, or exploring the spectacular Maine coastline. Conveniently located just minutes from the shops, restaurants, marinas, and attractions of Boothbay Harbor, this exceptional property offers the perfect combination of privacy, modern comfort, and coastal lifestyle. Whether you're searching for a full-time residence or a family retreat, this beautiful home is ready to welcome you.

53 Annable Rd, Boothbay

Listing courtesy of Rob Williams Real Estate Brokers.

$3,100,000
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.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 1673516 MLS
Located on a quiet dead-end street, this community offers access to a nearby town dock and a boat launching ramp to Linekin Bay. It is a well-protected location that enjoys easterly and southerly views of both working waterfront activities and pleasure boating. A custom-built and architecturally designed cottage features 2 bedrooms and 2 baths, offering incredible views of Murray Hill and Linekin Bay to the south. The first-floor interior has cherry flooring, a bedroom and bathroom, large living/dining room with a propane stove, and a door that opens to a roofed porch. The kitchen is equipped with brand-new appliances and has great views while you are cooking. The second-floor features hard pine flooring, a primary bedroom with a large walk-in closet, a study, and a full bathroom. Most rooms in the house provide excellent water views. Beautifully landscaped gardens are easy to maintain on .10 acre with 72' +/- of waterfront. Many custom features make this cottage charming and has been immaculately maintained since it was built in 2005. Move right in as most of the furnishings are included.

100 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$750,000
3 Beds ⋅ 3 Baths ⋅ 1672872 MLS
Immaculate and well done are two ways to describe this beautiful home. This is one of the very few detached condominiums that directly overlook Wiscasset Harbor. A variety of quaint shops and restaurants are just across the river in Wiscasset and a market is nearby. Light and airy with a screened in porch and upper deck that both overlook the water. The seller has had some nice updates done. Radiant floor heating and high efficiency heat pumps keep the home comfortable year round. The three bedrooms and 2 1/2 baths are versatile with a potential lockout unit for rental income. For boaters there is a common dock and moorings may be applied for through the town.

71 Village Way Unit 506, Edgecomb

Listing courtesy of NextHome Premier Realty.

$1,495,000
3 Baths ⋅ 1672860 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$169,000
1672822 MLS
Imagine building your dream coastal retreat overlooking the Damariscotta River. This exceptional 1.12-acre homesite is perched among the highest elevations in the highly desirable Meadow Cove Landing community, offering the opportunity for protected river views through a recorded view easement. The property is largely ready for construction, with a dramatic driveway entrance, a cleared site, and an ideal building envelope established. To make the process even easier, professionally drafted custom home plans, created specifically for this lot in collaboration with a local builder, will convey with an acceptable offer. Designed to complement the natural topography and maximize the river views, these thoughtfully crafted plans could save months of design time while providing an exceptional starting point for your vision. Meadow Cove Landing is a small, well-established waterfront neighborhood that offers the perfect balance of privacy, community, and coastal living. Residents enjoy shared access to the Damariscotta River, including a deep-water dock, kayak storage, and a swimming area, making it easy to enjoy boating, kayaking, paddleboarding, or simply relaxing by the water. Just minutes away, Boothbay Harbor offers award-winning restaurants, charming boutiques, art galleries, marinas, and more. Whether you're seeking a full-time residence or a seasonal getaway, this rare property offers the ideal combination of water views, thoughtfully prepared building opportunities, exceptional community amenities, and an unbeatable location.

41 Bens Landing Rd, Boothbay

Listing courtesy of Newcastle Realty. 207-633-4433
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 1672550 MLS
Charming Waterfront Home in Spectacular New Harbor, Maine! Welcome to your dream waterfront home Located on Picturesque New Harbor, Maine! Experience the enchanting lifestyle of harbor living in this delightful and well-maintained Cape-style residence, which boasts breathtaking views of the harbor, famed for scenes filmed in the movie *Message in a Bottle*. When you step into this 3-bedroom 2 Bath home, with a 2-car garage you will be greeted by an abundance of space that creates a warm and inviting ambiance throughout. This lovely home features 3 generous bedrooms with the Main Bedroom located on the first floor. The second floor has two bedrooms with a shared bath. LARGE FINISHED WALKOUT basement that could be converted (with proper permits) into a gorgeous separate suite offering comfort and convenience for families and guests alike with its own one-of-a-kind view. The layout provides the option of first floor living, with rooms that flow beautifully into one another, enhancing the sense of spaciousness while maintaining a charming coziness. Step outside onto the deck to savor stunning views of the working harbor, where the daily activities of lobstermen loading bait and returning with their catch continue the storied traditions of New Harbor, a community renowned for its tight-knit and neighborly spirit. Nestled on the picturesque Southside Road, this fabulous home is conveniently located near the Town Landing. This property is ready and waiting for you to design and redesign, bringing your own personal style and taste if you choose. A dock could be added with proper permits then all you will need is a boat to explore the incredible mid-coast waterfront. Your new home is surrounded by rich recreational opportunities and local charm. Explore breathtaking Pemaquid Point with its iconic lighthouse, relax at Pemaquid Beach, visit Fort William Henry and a best kept secret Back Cove with its footbridge and charm.

82 Southside Rd, Bristol

Listing courtesy of Reilly Real Estate.

$325,000
1672479 MLS
A rare opportunity to create your own private coastal retreat on 4± acres on beautiful Westport Island. An open parcel, it feels dramatic with large old growth trees and some water views toward the cove. A short walk brings you to the picturesque common area with a large dock on the Sheepscot River. Cool ocean breezes and salty air await at the common area and use of the dock offers deepwater for any boating style. Not far from Derecktor Robinhood Marina for dinner by the water. Or run across to Boothbay Harbor, 15 minutes by boat! The charming off-the-grid cabin, (designed in Norway) provides a comfortable place to escape today while you plan and build your home. Whether you dream of a year-round residence or a seasonal getaway, this property offers the rare combination of substantial acreage, deepwater access, and existing accommodations. Experience the tranquility of island living in the heart of MidCoast Maine.

65 Sortwell Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$144,900
2 Beds ⋅ 1 Baths ⋅ 1672323 MLS
Looking for the peace and privacy of country living without giving up convenience? This contemporary modified Saltbox offers the best of both worlds, with an easy commute to nearby coastal communities such as, Bath, Brunswick, Boothbay, Wiscasset, and nearby cities of Gardiner, and Augusta. Set in a tranquil rural setting, this home provides plenty of space to garden, relax, and enjoy the outdoors. Designed with passive solar efficiency in mind, it offers multiple heating options--including wood, propane, and pellet--providing economical, dependable comfort throughout Maine's seasons. Inside, the open and inviting first-floor layout is perfect for entertaining, everyday living, or simply spreading out. A spacious first-floor bedroom and full bathroom offer the convenience of single-level living, while the second floor features an additional bedroom and a versatile loft overlooking the living space below--ideal as a home office, family room, or guest retreat. Whether you're ready to move right in or excited to add your own personal touches, this affordable home is full of potential and ready to become the country retreat you've been looking for.

14 Dodge Rd, Dresden

Listing courtesy of Rizzo Mattson. 207-622-9000
$7,850,000
5 Beds ⋅ 7 Baths ⋅ 1671763 MLS
Sited on the coveted waters of Linekin Bay, Three Flags is an exceptional property comprised of 3.85± acres, 225'± of waterfront, private deepwater dock, boat mooring, and a custom-built 5,100± square foot residence. Thoughtfully designed for comfort and gathering, the residence features five bedrooms, six baths, and an open-concept floor plan that flows effortlessly from one space to the next. Expansive porches, well-appointed exterior doors, and large windows blur the line between indoors and out, creating outstanding spaces for entertaining, relaxing, and simply enjoying Maine summers. With soaring ceilings and abundant natural light, the great room opens through oversized doors to a spectacular 100-foot porch, while a pass-through kitchen window serves the screened dining porch, complete with a wood-burning fireplace, infrared heaters, and motorized weather screens for extended seasonal enjoyment. Behind the home's understated elegance lies extraordinary craftsmanship and attention to detail. A sculptural staircase with continuous helical white oak handrails serves as a striking architectural centerpiece, while the luxurious primary bath features a custom precast concrete soaking tub supported by specially engineered structural framing. The waterside primary suite opens through a folding NanaWall to a private screened porch with gas fireplace, overlooking an expansive green roof. This peaceful retreat is an exceptional setting and creates the feeling of being immersed in nature while capturing sweeping views to the sea. With architecture and construction by Knickerbocker Group, the home showcases a refined palette of natural materials and handcrafted details, including custom walnut cabinetry by local artisan Greg Zoulamis, wide-plank oak floors, and integrated steel and concrete accents. Curated by Annie K Designs, the home's sophisticated yet inviting atmosphere allows the surrounding landscape and ocean views to remain a defining feature.

30 Edgewater Way, Boothbay

Listing courtesy of LandVest, Inc..

$1,399,000
5 Beds ⋅ 4 Baths ⋅ 1671447 MLS
Classic turn of the century Maine coastal cottage. Stunning Ocean and harbor views into New Harbor and Back Cove which is a quintessential working harbor. Rugged coastline is your back yard with picturesque views out to Monhegan and beyond, situated at the mouth of New Harbor, you will experience crashing surf, passing lobster boats and plenty of marine and bird life to fill your days. This three story homes offers many possibilities with five bedrooms and beautiful stone fireplace! Located near by to Pemaquid Beach and Pemaquid Point Lighthouse.

183 Maine 32, Bristol

Listing courtesy of L. Dewey Chase Real Estate.

$1,200,000
4 Beds ⋅ 2 Baths ⋅ 1669943 MLS
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.

$1,300,000
2 Beds ⋅ 3 Baths ⋅ 1669506 MLS
Nestled along the shores of McFarland Cove in South Bristol, this beautifully designed three-level waterfront home offers the perfect blend of privacy, comfort, and classic Maine coastal living. Surrounded by mature trees with captivating east-facing water views, the property includes a private dock providing easy access to boating, kayaking, swimming, and a sandy beach revealed at low tide. Inside, soaring ceilings and walls of windows fill the great room with natural light while showcasing the cove beyond. The open-concept living and dining areas center around a striking two-sided stone fireplace and flow seamlessly onto expansive waterside decking, creating exceptional spaces for entertaining or simply enjoying the peaceful setting. The thoughtfully designed floor plan features two bedrooms, two and a half baths, a sunroom, loft, and a finished walkout lower level, offering flexible spaces for guests, a home office, studio, or recreation room. The spacious primary suite enjoys tranquil water views, while the sunroom and loft provide inviting retreats overlooking the cove and surrounding landscape. Outside, beautifully landscaped grounds gently lead to the shoreline and private dock, where protected waters invite boating, paddleboarding, fishing, or simply relaxing while watching the ever-changing tides and local wildlife. Located in highly desirable South Bristol, this exceptional property offers convenient access to the village, nearby walking trails, restaurants, and all the natural beauty that defines Midcoast Maine. A rare opportunity to enjoy year-round waterfront living on one of South Bristol's most picturesque coves.

35 Kings Cove Rd, South Bristol

Listing courtesy of Keller Williams Realty.

$3,645,000
5 Beds ⋅ 8 Baths ⋅ 1669415 MLS
In a peaceful setting on the Damariscotta River in South Bristol, this exceptional waterfront property offers 5.7± acres, 422± feet of shorefront, and broad river views. Designed to be cherished for generations, the expansive custom-built residence is exceptionally well constructed, with fine finishes, elaborate woodwork and paneling, luxurious materials, and top-of-the-line systems throughout. Thoughtfully conceived and carefully built in collaboration with the owners and the area's top professionals, the house combines high-end craftsmanship with distinctive details, including five wood-burning fireplaces and a gourmet kitchen with butler's pantry. The versatile layout features three levels of living space, five bedrooms, six full baths, and two half baths, with elegant spaces designed for comfortable year-round use, from winter meals beside a roaring fire to summer evenings on the screened porch overlooking the pool. A bright, open main living room offers generous space for casual dining and two seating areas, along with two fireplaces, a wet bar, curved windows overlooking the property and water, and doors to the wraparound deck. The property also includes a two-car garage, professionally landscaped grounds with established gardens, stone paths, a heated swimming pool, and a dock with a ramp and float providing access to the protected waters of the Damariscotta River. The town of Damariscotta, with its broader amenities, is just a short drive away.

397 State Route 129, South Bristol

Listing courtesy of LandVest, Inc..

$399,000
1669397 MLS
This 3.47 acre waterfront building lot offers a rare opportunity at the end of Steves Road in the desirable Blue Hill Shores Association. Elevated and private, the lot enjoys easterly views over the Damariscotta River with 301 feet of waterfront. Choose your own builder to create your Maine coast retreat and take advantage of the potential for your own dock or enjoy the nearby association dock. Just minutes from all the shopping, dining, galleries, and year round attractions of Boothbay Harbor, this exceptional property offers the perfect balance of privacy, waterfront living, and convenience.

205 Steves Rd, Boothbay

Listing courtesy of Keller Williams Realty.

$895,000
1669352 MLS
Discover an exceptional opportunity to own 2.6 acres of pristine deep-water frontage on the beautiful Little River. Boasting approximately 110 feet of waterfront with direct access to the Damariscotta River and the Atlantic Ocean, this remarkable property offers the perfect setting for your dream coastal retreat. Positioned to maximize its natural beauty, the property's highest elevation provides an outstanding building site where a future home could enjoy spectacular panoramic water views. Towering spruce trees, abundant wildlife, and the peaceful waterfront create a private and picturesque setting unlike any other. Whether you're seeking a year-round residence, seasonal getaway, or investment in Maine's coveted Midcoast region, this rare waterfront parcel offers endless possibilities. Enjoy boating, kayaking, fishing, and exploring miles of scenic waterways right from your own shoreline. Build your dream home and experience the beauty, tranquility, and unmatched lifestyle that deep-water frontage on Little River has to offer.

Poore Rd, Boothbay

Listing courtesy of Rizzo Mattson. 207-622-9000
$3,395,000
4 Beds ⋅ 5 Baths ⋅ 1669184 MLS
In the midst of grand renovation, this custom waterfront home will transfer with a ground-floor primary suite, premium kitchen with walk-in pantry, an expansive Red Balau and cable rail deck, and a multitude of other updates and improvements. Enjoy end of the road privacy on this 1.95-acre waterfront lot in the small and well-kept Western Ledge subdivision. Comprising a peninsula, the property features 900'+ of protected frontage with a deep water dock and outstanding Damariscotta River views. Satisfying everyday living awaits new owners, with three guest bedrooms, each with its own bathroom. A short drive to downtown Boothbay Harbor, the Boothbay Harbor Country Club, and other area attractions.

83 Western Ledge Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$2,100,000
2 Beds ⋅ 2 Baths ⋅ 1668214 MLS
Stunning ocean front property! Watch fishing boats work and enjoy views out to Monhegan Island. At night you'll see lighthouses in the distance and stars in the sky over the ocean. This beautiful summer cottage is at the end of a peaceful road on ''the jagged edge of America''. Included is deeded access to a deep water dock in protected Back Cove and a quarter interest in Little Island just off shore. Completely updated and refurbished in 2014, the interior has been simply and tastefully decorated and is designed to accomadate gatherings but at the same time comfortable for when you don't have company. The Primary Suite has ocean views to wake up to as does the open concept Living/Dining Room and Kitchen. The second bedroom and office are at the back of the cottage. There is a large garage for cars or boat storage and a delightful outdoor shower. Although the property shares a driveway with a neighboring cottage, privacy is almost complete. Very well maintained and ready for you to enjoy this season.

66 Dans Cottage Rd, Bristol

Listing courtesy of Keller Williams Realty.

$1,495,000
6 Beds ⋅ 3 Baths ⋅ 1667936 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$1,395,000
1 Beds ⋅ 2 Baths ⋅ 1667914 MLS
Situated on the Damariscotta River in Walpole, this exceptional waterfront property offers a rare combination of privacy, flexibility, and future potential. Set on approximately 1.21± acres with river frontage, the property includes a deep-water dock and two heavy moorings that can accommodate up to 50' vessels. Convenient access to the river for boating, kayaking, fishing and waterfront enjoyment. The property features a beautifully crafted carriage house with comfortable living quarters, kitchen, baths, and sleeping accommodations, along with a separate bunkhouse ideal for guests, recreation, studio space, or overflow use. Thoughtfully developed and carefully maintained, the property provides immediate enjoyment while offering opportunities for future enhancement. An existing four bedroom septic on site. Seller will convey plans prepared for future expansion of the property's residential improvements, allowing a new owner to explore ways to further develop the site consistent with applicable approvals and restrictions. The setting is quintessential Midcoast Maine, with elevated river views, thoughtful landscaping, and a peaceful sense of privacy while remaining conveniently located to Damariscotta, Newcastle, Bristol, and the surrounding peninsula communities. Whether enjoyed as a private retreat, seasonal getaway, or family compound, this property offers a unique opportunity to own a special stretch of Maine waterfront. The existing improvements provide comfortable accommodations today while leaving room for a future owner to pursue their own vision for the property. A rare offering in one of Midcoast Maine's most desirable coastal locations.

170 Fox Hill Rd, South Bristol

Listing courtesy of Newcastle Realty. 207-563-1003
$2,245,000
3 Beds ⋅ 3 Baths ⋅ 1667622 MLS
7 Loon Lane is a classic waterfront property in a peaceful wooded setting, with broad westerly views over the upper branch of the Damariscotta River and south towards the open ocean. Located in a desirable neighborhood enclave in South Bristol, the property includes 4.4± acres, a charming and versatile three-bedroom house, a rustic water's-edge cabin, a one-car garage, and 276± feet of shorefront with a deep-water dock, ramp, and float. The property also offers the potential to add one additional building, such as a guest house or barn, providing flexibility for future use or to create a family compound. The main house is designed for comfortable year-round use, with open living and dining spaces, a stone fireplace, built-ins, sliding glass doors, and a wraparound deck oriented toward the view. A main-floor primary suite with an adjoining office offers flexibility, while the lower level includes two additional bedrooms, a full bath, and a family room. The wooded landscape features lawn and garden areas, mature flowering shrubs, a natural sense of privacy, and a wooden walkway leading to attractive ledge shorefront where there is a rustic water's-edge cabin ready for improvement. With excellent access to the protected harbors, coves, and sailing waters of the Damariscotta River and Midcoast Maine, the property offers a rare combination of privacy, acreage, shorefront, and deep-water access in one of South Bristol's most sought-after neighborhoods.

7 Loon Ln, South Bristol

Listing courtesy of LandVest, Inc..

$2,750,000
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.

$4,250,000
4 Beds ⋅ 3 Baths ⋅ 1667251 MLS
Located on the coveted Ocean Point peninsula in Boothbay, Edgewater is a remarkable waterfront estate with sweeping southern & western views across Linekin Bay & out to the Gulf of Maine. Encompassing 3.52 acres with deepwater frontage, the property is approached by an 800'±- private, winding drive through a beautiful grove of mature trees. The striking contemporary residence was designed to capture water views from nearly every room in the house. At the heart of the residence is a vibrant, impeccably maintained kitchen & a living room anchored by a fireplace & framed by captivating views of the bay. Expansive windows throughout create a seamless connection to the surrounding landscape & waterfront scenery. A beautiful primary suite with sweeping views across the bay & an adjacent office creates a private retreat. The second level features two bedrooms, while a guest bedroom on the main level provides comfort & privacy for visitors. Two additional rooms provide generous space for offices, studios, or creative pursuits. Outside, the property features a two-car garage & beautifully landscaped grounds. Exceptional amenities include an oversized two car garage, a deepwater dock, pier & float system, and two private moorings, providing direct access to some of Maine's most celebrated waters. Whether exploring nearby islands, fishing areas, or enjoying an afternoon on the bay, Edgewater provides an unparalleled waterfront lifestyle. Boothbay retains all the charm & maritime heritage of a classic New England coastal village, with art galleries, specialty shops, boatyards, and marinas. Nearby Boothbay Harbor is home to the largest fleet of excursion vessels in Maine providing trips to view islands, lighthouses, seals, whales, puffins, and spectacular foliage. The region is home to the acclaimed Coastal Maine Botanical Gardens & the Boothbay Harbor Country Club, further enhancing the area's appeal as one of Maine's premier coastal destinations

637 Ocean Point Rd, Boothbay

Listing courtesy of LandVest, Inc..

$1,299,000
2 Beds ⋅ 3 Baths ⋅ 1666968 MLS
Waterfront property on Damariscotta Lake set on 2.19 private acres with 210 feet of deep-water frontage PLUS an additional buildable adjacent lot. This property enjoys unobstructed lake views and a premium dock system providing easy access for boating, swimming, and recreation. Included with this listing is a buildable lot with 150' of owned water frontage. The 1984 home offers a 3 season room with deck below to capture the beauty of the lake from multiple vantage points. A spacious 30' x 40' garage offers abundant storage for vehicles, boats, and lake toys. Whether you're seeking a year-round residence or a seasonal retreat, this property combines privacy, expansive waterfront, deep-water access, and stunning views in one of Midcoast Maine's most desirable lakefront settings. Flexibility abounds with the additional lot!

74 Lincoln Ln, Newcastle

Listing courtesy of Blue Lobster Real Estate.

$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.

$2,800,000
6 Beds ⋅ 4 Baths ⋅ 1666629 MLS
Built in 1917 by John Aspinwall, this extraordinary retreat is among Mid-Coast Maine's most exceptional private island properties. Set on a secluded 95-acre peninsula with 3,809 feet of waterfront, the estate enjoys sweeping views of Flying Passage and Muscongus Bay, offering remarkable privacy, natural beauty, and maritime charm. A haven for boaters and sailors, the property features a deep-water dock, granite pier, and new mooring with outstanding access to surrounding waters and islands. Thoughtfully renovated, the historic main residence preserves its architectural character while incorporating modern comforts. At its heart is a magnificent living room with an oak-truss cathedral ceiling and a dramatic 12-foot stone fireplace. A glass-enclosed sun porch captures panoramic water views, while expansive decks overlook the private beach and rugged shoreline. The home offers four bedrooms, including a serene primary suite with a double-sided fireplace, sitting room, and spacious en-suite bath. A well-appointed country kitchen with a butler's pantry is ideal for both everyday living and entertaining. A substantial barn, built in 2007, includes a beautifully finished year-round guest apartment with private deck overlooking the cove. Two charming shorefront cottages nestled among the evergreens further enhance the compound - a cozy sleeping cottage with a stone fireplace, the other a game room with potential for additional guest accommodations. Exceptionally self-sufficient, the property is supported by an artesian well and professionally installed solar, electrical, and generator systems, providing the reliability of a mainland residence. Satellite television and internet service ensure modern connectivity. Offered fully furnished and equipped, including a 2019 18-foot Parker center console with a 115-hp Yamaha engine, Aspinwall presents a rare opportunity to own a legacy Maine island retreat designed for gathering, recreation, and generations of unforgettable summers.

16 Bremen Long Is, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,950,000
3 Beds ⋅ 3 Baths ⋅ 1666204 MLS
Available for the first time in a quarter century, this rare coastal retreat encompasses 51 private acres with nearly a mile of frontage along the Sheepscot River. Step back in time as the meandering dirt drive, lined with mature oak trees and vintage stone walls, draws you to the meadow's edge and sweeping views of the river. Over 40 acres of your own private, magical wooded trails wander down the peninsula to a rocky point where seals frolic offshore and bald eagles perch above the water. Heading toward the water, you will pass the writing cottage, saltwater pool, and pool house. Next is the 3-bedroom, 3-bath antique Cape house from the 1800s, thoughtfully updated to honor its heritage while providing modern amenities. Exercising judicious design restraint, the owners added a new kitchen, upgraded the pantry, and refreshed all three bathrooms. The new heated saltwater pool and its pine-scented pool house offer hours of entertainment for all ages. The second writing studio, designed by Snyder and Cheng, sits at the water's edge, offering a quiet space for music, writing, storage, or creative retreat. The deepwater dock, a coveted feature for boaters, offers 8 to 9 feet of depth at mean low water and will welcome most boats. Vessels requiring more depth can swing on the mooring at 28 feet. The protected waterfront also invites quieter days on the water, offering easy access for kayaking, canoeing, and exploring the Sheepscot River at your own pace. Boaters can enjoy a remarkable network of rivers, coves, and island passages, with easy access to open water and the sea beyond. A true legacy offering with thoughtful conservation easements to ensure its quality for generations. The current owners chose understated simplicity, allowing the natural setting to remain the defining luxury: woods, wildlife, salt air, and the ever changing tides of the saltwater river. This coastal sanctuary is just an hour from the Portland, Maine airport and 2.5 hours from B

45 Bradley Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$199,000
1 Beds ⋅ 1 Baths ⋅ 1665775 MLS
Enjoy effortless waterfront living at Sheepscot Harbour Village & Resort. This inviting Inn Suite offers beautiful views of the Sheepscot River and Wiscasset Harbor from its private balcony, creating the perfect setting for morning coffee or evening sunsets. Tucked away from the main inn rooms, this well-appointed unit offers added privacy while providing easy access to all the amenities and attractions of Midcoast Maine. Owners enjoy rights to the community's deepwater dock and pier, with the opportunity to moor a boat and spend the day exploring Maine's scenic coastline and waterways. Whether you're seeking a personal getaway, a turnkey investment property, or a combination of both, this low-maintenance waterfront retreat offers exceptional flexibility and rental potential. Conveniently located near Wiscasset, Boothbay Harbor, Bath, and countless coastal destinations, this is your opportunity to enjoy the very best of Maine's waterfront lifestyle.

302 Eddy Rd Unit 312, Edgecomb

Listing courtesy of Vitalius Real Estate Group.

$570,000
2 Beds ⋅ 3 Baths ⋅ 1665519 MLS
Perched on a hillside overlooking the beautiful Sheepscot River, this well-maintained, fully furnished, 2-bedroom, 3-bath condo offers the perfect blend of comfort, convenience, and coastal living. Enjoy water views and spectacular sunsets from your front porch, while embracing a truly low-maintenance lifestyle with exterior upkeep handled for you. Located within Sheepscot Harbour Village & Resort, owners enjoy access to a deepwater dock--perfect for boating, kayaking, and exploring Maine's scenic waterways. The thoughtfully designed floor plan provides comfortable year-round living or an ideal vacation retreat, with spacious bedrooms, 2 full bathrooms, and inviting living spaces. The second floor suite can also be rented separately with it's own private entrance. Whether you're seeking a primary residence, seasonal getaway, or investment opportunity, this waterfront community offers exceptional flexibility. Relax and enjoy all that Midcoast Maine has to offer, with easy access to local restaurants, shops, boating, and nearby coastal attractions.

38 W Island Way Unit 605, Edgecomb

Listing courtesy of Vitalius Real Estate Group.

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