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$1,495,000
3 Beds 3 Baths 1661987 MLS
In one of the Boothbay Region's premier neighborhoods, this Sawyer's Island home features stunning west/southwest water views, protected deepwater dock access with mooring, and one-floor living. Sited on a 0.85-acre lot with 157'+ frontage at the north end of Ebenecook Bay, the house benefits from a grandfathered location near the shore, and is elevated outside the flood zone. A truly magnificent perspective, views reach as far as Seguin Island and open ocean, but also include the Isle of Springs summer community, other islands, and the fish, seal & avian activity in this protected cove. The neighborhood is friendly and social, with an extensive network of scenic roads for walking and nearby land trust preserves. With abundant sunshine and prevailing summertime sea breezes, this location is certain to reward owners and guests, day after day.

23 Indian Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$525,000
2 Beds 1 Baths 1662120 MLS
Welcome to your own peaceful retreat on the tranquil shores of Dyer Long Pond, where breathtaking sunrises, quiet waters, and lifelong memories await. This beautifully furnished cottage offers 168 feet of private waterfront, a dock and year-round access on a plowed private road, making it the perfect destination for all four seasons. Step inside to the inviting open living space with warm natural wood, cathedral ceilings and panoramic lake views. The bright kitchen and dining area open to a cozy living room, creating the ideal space for relaxing or entertaining. The home includes two comfortable bedrooms, two versatile lofts for extra sleeping or storage, and a full bath with a convenient stackable washer and dryer. Surrounded by mature trees and lush foliage, the property offers exceptional privacy rarely found in lakefront settings. Spend your days fishing, kayaking, or paddling over to the nearby Audubon Bird Sanctuary, then unwind on your dock as the sun sets. When winter arrives, enjoy snowshoeing, ice fishing, or simply soaking in the peaceful beauty of the frozen lake. Whether you're searching for peace and solitude or a place to gather with family and friends, this charming cottage checks every box. Don't miss your chance to own a slice of lakeside heaven. Just bring your bags and start enjoying the good life!

71 Sunrise Park Rd, Jefferson

Listing courtesy of Tim Dunham Realty. 207-882-5020

$3,495,000
13 Beds 14 Baths 1630109 MLS
The Gosnold Arms is a classic Maine inn on New Harbor with a total of 5.56± acres, 218± feet of frontage on the harbor, and very good views of New Harbor and out to Muscongus Bay. The property includes the historic inn with ten private guest rooms, a three-bedroom owner's suite, charming public spaces, and potential restaurant space. There are a number of additional multi-unit guest cottages; two cottages (5 units) are located at the water's edge, the others are tucked into the hillside behind the inn in a semi-private wooded setting. The entire property would be suitable for continued commercial use, or it could be converted back to a single-family residence or family compound. The property also has a substantial pier with a ramp and float on New Harbor, a delightful summer community close to a number of desirable attractions, restaurants, and amenities.

146 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$3,995,000
5 Beds 7 Baths 1658081 MLS
Situated on 7 private acres, 18 High Head blends expansive saltwater frontage with newly renovated contemporary comfort. Completed in 2024-25, this comprehensive reconstruction transformed the property into a modern four-season masterpiece. Every detail was considered to ensure beauty, performance and year-round comfort. This fully furnished home boasts 320 feet of pristine deep-water frontage and includes a charming new guest house. Enjoy the working lobster boats, harbor seals, dolphins, and bald eagles making the setting a favorite for yachts, kayakers and fishermen. The main house features exquisite design elements including 2 flights of custom floating stairs, a 30' natural stone fireplace, a new open kitchen, 3 bedrooms, 3.5 bathrooms and 12 heating/cooling zones. New doors and a wall of windows throughout capture natural light and water views at every turn. The first-floor primary suite offers a sitting room, gas fireplace, bath and bedroom, all with sweeping water views. The first level also includes a new 80' waterfront deck, dining area, kitchen island, laundry, mudroom and media room. An upper-level ensuite bedroom overlooks the courtyard. A lower-level suite includes a bedroom with bath, den and patio, all with water views. The fully furnished 2-bedroom, 2.5 bath guest house has private entry leading to a lower-level living area with half bath, gas fireplace, deck and a bedroom made private with barn doors. The second level features a well-appointed eat-in kitchen with island, living area with private waterside deck, gas fireplace, 2 full baths, laundry and bedroom. High Head has 1000' of new paved driveways, extensive stonewalls and patios, and scenic carriage path to a new deepwater dock. Enjoy the perfect balance of seclusion and accessibility to shopping, dining, botanical gardens, golf, and hiking all nearby, situated in the heart of Midcoast Maine, minutes from Boothbay Harbor, Damariscotta, Wiscasset, 70 minutes to Portland Jetport.

18 High Head Rd, Edgecomb

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,495,000
1630131 MLS
The Gosnold Arms is a classic Maine inn on New Harbor with a total of 5.56± acres, 218± feet of frontage on the harbor, and very good views of New Harbor and out to Muscongus Bay. The property includes the historic inn with ten private guest rooms, a three-bedroom owner's suite, charming public spaces, and potential restaurant space. There are a number of additional multi-unit guest cottages; two cottages (5 units) are located at the water's edge, the others are tucked into the hillside behind the inn in a semi-private wooded setting. The entire property would be suitable for continued commercial use, or it could be converted back to a single-family residence or family compound. The property also has a substantial pier with a ramp and float on New Harbor, a delightful summer community close to a number of desirable attractions, restaurants, and amenities.

146 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$895,000
3 Beds 3 Baths 1661609 MLS
Perched above the shores of iconic Linekin Bay, this three-season Maine-coast escape delivers stunning views of Fish Hawk island, refreshing sea breezes, and prime deepwater dockage for boaters. Ideal for entertaining, the house offers open concept living, high ceilings, big water views, and outdoor spaces that include a screened porch, decks & balcony, and a charming, waterside cabin. Bedrooms on the lower level are private and cool, including an ensuite primary bedroom overlooking the bay. The waterfront cabin is a dreamy work-from-home setting, with privacy, water & electric, and easy boating breaks to level the mind. The best of both worlds, the property's membership in the Appalachee community comes with access to a freshwater beach, in addition to its owned ocean frontage. Renowned for its boating appeal, and especially for sailors, Linekin Bay delivers steady breezes, excellent fishing, and some of the region's warmest waters for swimming. Tucked away on a private road, yet just one mile to Boothbay Harbor's footbridge and downtown amenities.

127 Appalachee Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$375,000
2 Beds 1 Baths 1639624 MLS
Discover this authentic two bedroom log cabin nestled on the pristine shores of Pemaquid Lake at Sawmill Point with access to both Biscay and McCurdy ponds right across the street. A stone fireplace is the centerpiece of the living room and the waterviews from the dining room table are charming and peaceful. Launch your kayak from the shore that is just steps away from your front door. There are plenty of places to launch your kayak, canoe or motor boat either from the landing near your cottage or at the shared dock less than 50' away from your door. After a day of exploring, the cozy interior and woodsy surroundings provide a peaceful atmosphere for unwinding. Enjoy the shared firepit and picnic tables with your neighbors and wait until dark for an outdoor movie. Best of all, you're close to the town of Damariscotta with its charming Main street of galleries, bookstores, shops and restaurants. See MLS# 1639620

515 Turner Rd Unit 4, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,250,000
4 Beds 4 Baths 1657947 MLS
Welcome to ''Osprey Lodge'', a peaceful island retreat on the shores of Boothbay's Cross River. This 3.8-acre parcel boasts a rare 800'+/- deepwater frontage, including ownership of the point at the north end of Barter's Island. The log home has been lovingly improved and maintained, offering open concept living, soaring ceilings, abundant natural light, a custom kitchen, and optional one-floor living. A gathering place, the home's great room with stone fireplace accommodates family reunions and dinner parties with ease. Serenity and natural wonder encourage relaxation here, with stunning sunset views, abundant wildlife, and cooling sea breezes. For boaters, the private dock with mooring is nicely protected, while offering immediate access to the Sheepscot River and a multitude of boating itineraries. Enjoy the rewards of daily life in the Boothbay Region, including the renowned Boothbay Harbor Country Club, Coastal Maine Botanical Gardens, and the vibrant coastal village of Boothbay Harbor. When it's time to unwind, return home to this tranquil setting in an area of large lots, where sightings of osprey, eagles, owls, and loons are common, and where the night sky is on full display.

44 Stone Point Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$375,000
2 Beds 1 Baths 1639620 MLS
Discover this authentic two bedroom log cabin nestled on the pristine shores of Pemaquid Lake at Sawmill Point with access to both Biscay and McCurdy ponds right across the street. A stone fireplace is the centerpiece of the living room and the waterviews from the dining room table are charming and peaceful. Launch your kayak from the shore that is just steps away from your front door. There are plenty of places to launch your kayak, canoe or motor boat either from the landing near your cottage or at the shared dock less than 50' away from your door. After a day of exploring, the cozy interior and woodsy surroundings provide a peaceful atmosphere for unwinding. Enjoy the shared firepit and picnic tables with your neighbors and wait until dark for an outdoor movie. Best of all, you're close to the town of Damariscotta with its charming Main street of galleries, bookstores, shops and restaurants. See MLS# 1639624

515 Turner Rd Unit 4, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,275,000
3 Beds 3 Baths 1663458 MLS
This well built home faces west (sunsets!) over the Damariscotta River and is located in one of the area's finest, quiet neighborhoods in the Walpole section of Bristol. Custom-built, the home is part Cape, part Contemporary and part Mid-Century Modern, featuring spacious rooms including a kitchen/family room combination with access to a screened-in porch overlooking the Damariscotta River. An elegant living room features built-ins and a woodburning fireplace and opens onto the expansive waterside deck. Additionally, there's a den with a woodstove hookup and water views which also opens onto the deck, plus a Primary Suite with views and deck access. There is also a separate private two-bedroom guest wing sharing a full bath. The detached garage has a workshop and plenty of storage space above. The rear entrance is a classic Maine ''mud room'' with a utility sink, large walk-in pantry with great storage. A full house generator provides a nice sense of comfort. Spending time outside is a pleasure, with an active babbling brook running alongside the house, emptying out into the river. A staircase winds down to the dock and float (which will require some updating). Just minutes from the village center and award winning local hospital in one direction and a fine golf course and beach, as well as the famed Pemaquid Point Lighthouse, in the other. This home is a real find! --

31 Woodward Farm Rd, Bristol

Listing courtesy of Keller Williams Realty.

$3,150,000
1610820 MLS
After 30+ years Shaw's Wharf and Lobster is For Sale. This property boasts a fantastic location and excellent income producing restaurant that seats 300+ inside and outside with a fun and lively bar area, known for it's weekly bands. Included is a 13,000 sq ft (town records) Commercial Wharf that sells lobsters both to the public and wholesale. Shaw's Wharf leases space to a well known Tour Boat that does tours to Monhegan and other areas. This property also has two separate buildings that contain a lobster pound/bait shed and office. There is a year round house with views of the water, and potential of a replacement dock in front of the house. Two parking areas are also included, one of these parking areas generates great income. This is the location where part of the movie ''Message in a Bottle'' was filmed, Kevin Costner, Paul Newman, and Robin Wright and lots of locals were there. All photos were taken after the restaurant was closed. Financials will be provided to Qualified Buyers with signed Non-Disclosure Agreement. See MLS#1626100 for restaurant and wharf only for sale only

127,129,81 131,132 State Route 32, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,285,000
5 Beds 3 Baths 1656626 MLS
Located in the heart of Christmas Cove on Rutherford Island in South Bristol, 17 French Lane is a classic waterfront property with 1.14± acres, 170± feet of shorefront, and spectacular views over the Cove to the Damariscotta River. The year-round historic house is full of charm, thoughtfully updated, and exceptionally well maintained, with five comfortable bedrooms, bright and open living spaces, and lovely water views. The setting is both picturesque and inviting, with open lawn from which to enjoy activity in the harbor, mature trees that provide privacy, flowering shrubs, and stonework. A deep-water dock system and versatile outbuilding further enhance the property's appeal. Held by the same family for more than 60 years, the property represents a rare legacy offering with a combination of authentic coastal character and practical waterfront amenities in one of South Bristol's most coveted neighborhoods.

17 French Ln, South Bristol

Listing courtesy of LandVest, Inc..

$1,997,000
3 Beds 4 Baths 1651579 MLS
Experience unparalleled coastal luxury on 3.7 private acres overlooking Muscongus Sound. This exceptional 5,203 sq. ft. estate combines sweeping ocean views toward Loud's Island with 180 feet of prime deep-water frontage, featuring a private dock and float, perfect for effortless boating and kayaking right from your backyard. The shifting moods of the ocean are a daily delight in this exceptional home. Thoughtfully engineered for comfort, this home features a 3-story elevator servicing all levels, wide doorways, and radiant floor heat on the first two floors. The main level offers a magnificent living room with cathedral ceilings and a towering wall of windows capturing breathtaking sunrises. A chef's kitchen with custom cherry cabinetry flows seamlessly to a bright solarium and an open deck with a retractable awning. A primary suite located on the main level, serves as a waterside sanctuary with its own gas fireplace, reading nook, walk-in closet, and a spa-like soaking tub. The second story offers two guest rooms, a full bath, and a versatile bonus room over the heated, oversized garage. The lower level offers a comfortable lounge-living area looking out over the water, a split bath, laundry room, and storage area offering many possibilities for a kitchenette or a workshop. Tucked away for complete privacy, you are just minutes from the harbor village of Round Pond, local dining and coffee shop, art galleries and the historic Granite Hall Store. Enjoy easy access to the twin villages of Damariscotta and Newcastle with retail shops, restaurants, library, theater and Miles Hospital campus. A short scenic drive down the peninsula to iconic Pemaquid Point Lighthouse and access to Pemaquid Beach.

5 Southern Point Rd, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,795,000
3 Beds 3 Baths 1662169 MLS
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.

$1,799,000
4 Beds 4 Baths 1663462 MLS
Custom-built and elegantly positioned on the coveted western shore of Damariscotta Lake in Jefferson's desirable Narrows, this exceptional lakefront residence features 4 bedrooms and 3.5 baths with refined indoor-outdoor living. A gracious front porch, expansive south-facing waterside deck, and waterside patio capture the property's stunning setting. The main level showcases an open-concept design, seamlessly blending a well-appointed kitchen, dining area, and living space, where a stone fireplace anchors the room and creates a warm focal point for everyday living and entertaining. The first floor also offers radiant floor heat for year-round comfort. The 1st floor primary bedroom suite enjoys tranquil water views, direct deck access, wood floors, a generous walk-in closet, and a private full bath. Upstairs, a spacious family room, large 2nd floor bedroom with walk-in closet and full bath are complemented by sweeping lake views, along with a large unfinished space ready for customization; the second floor is heated with HWBB. The lower level provides flexible guest accommodations with two bedrooms, a full bath, kitchenette, and a large living area with propane heat stove, well-suited for weekend guests or extended stays. A large laundry room provides ample storage and added convenience. The home is equipped with a backup generator for added peace of mind. Set on 1.85± landscaped acres, the property includes a dock system with ladder, attached two-car garage, and a detached two-car garage. Damariscotta Lake spans 14+/- miles w/ depths exceeding 100 feet, prized for clear water, recreation, and excellent fishing. The Narrows provides a quieter shoreline ideal for swimming, boating, and paddling, with abundant wildlife. A rare opportunity to experience classic Maine lakefront living at its finest.

299 Gates Rd, Jefferson

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

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