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$465,000
2 Beds ⋅ 1 Baths ⋅ 1673635 MLS
Welcome to the ''the water's edge''. Our condo/cabin is on gorgeous Pemaquid Harbor where busy mornings of sailing and fishing lead to lazy afternoons of reading and conversation. Enjoy evening campfires filled with lively discussion or quiet contemplation beneath the myriad blanket of the setting sun! Our snug 2 bedroom, single bath, open-concept living/kitchen bungalow boasts a traditional beach stone fireplace and is completed by a spacious enclosed porch with expansive harbor views, just on the water's edge. The common dock allows easy access to moorings, boat launch, beaches and a historic restoration enclave. A sincerely, genuine representation of the joys of summer in beautiful Midcoast Maine where memories, moments and friends are cherished for a lifetime!

30 Heron Cove Rd Ne Unit 14, Bristol

Listing courtesy of L. Dewey Chase 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.

$1,950,000
6 Beds ⋅ 5 Baths ⋅ 1672838 MLS
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.

133 Western Ave, Boothbay Harbor

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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.

$986,000
5 Beds ⋅ 5 Baths ⋅ 1672362 MLS
Own a signature piece of Boothbay Harbor--an iconic 1920 building in the very heart of downtown with approximately 5000 square feet offers exceptional exposure and flexibility for a variety of commercial and residential possibilities. Thoughtfully improved and meticulously maintained, this property is positioned to perform today and inspire what's next. • Three distinct units: street-level retail plus two high-end office suites • Zoning flexibility supports multiple commercial and residential uses • Recent upgrades include roof, boiler, hot-water heater, windows, and interior layout/design improvements • Harbor views from the second floor • Light-filled interiors with large windows throughout • Sprinklered building for added peace of mind Whether you're looking for a flagship storefront, an elevated office presence, or a mixed-use opportunity in one of Maine's most beloved coastal destinations, this downtown cornerstone delivers. Schedule your private showing and explore the potential of this remarkable property.

4 Townsend Ave, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$634,900
3 Beds ⋅ 2 Baths ⋅ 1670152 MLS
Stunning location with beautiful views and ROW to Pemaquid River/harbor. Fort William Henry in the distance. Oversized 1.75 acres in peaceful neighborhood, encompassed with stone walls and perennial gardens. Open floor plan with one floor living. Three bedrooms and two baths, with unattached garage. Hot air heat as well as heat pumps with the added bonus of air conditioning when the gentle sea breeze doesn't take care of the the heat. Extensive upgrades have been completed, including insulation and electrical. Located near Pemaquid Beach and Pemaquid Point Lighthouse

63 Bradley Hill Rd, Bristol

Listing courtesy of L. Dewey Chase Real Estate.

$475,000
1 Beds ⋅ 1 Baths ⋅ 1669450 MLS
Located in the highly desirable Sprucewold Colony in Boothbay Harbor, this charming 1-bedroom ( a spacious sleeping loft), 1 bath cabin offers the perfect seasonal retreat. The expansive open floor plan and generous square footage provide the opportunity to easily converted into a two bedroom home if desired. Tastefully renovated, the inviting interior features whitwashed walls, an open concept living and dining area, and a bright , airy atmosphere that creates a warm and welcoming space to enjoy throughout the Spring, summer and fall seasons in the Boothbay Region. Situated on a large private lot with desirable westerly exposure, the property is the perfect place to relax and take in the beautiful sunset views. A detached one-car garage provides excellent space for parking, storage , or a workshop. Conveniently located just a short walk from Barrett's Park and downtown Boothbay Harbor, this property offers easy access to the restaurants, shops and all the attractions that make Boothbay Harbor one of Maine's most sought after coastal destinations.

87 Crest Ave, Boothbay Harbor

Listing courtesy of Harbor Realty.

$995,000
3 Beds ⋅ 4 Baths ⋅ 1669351 MLS
Overlooking the harbor and marina, this rarely available Signal Point condominium is immaculate, move-in ready, and beautifully updated with custom finishes. Features include a marble kitchen, Wolf range, renovated bathrooms, gas fireplace, wood floors, and three bedrooms, each with an ensuite bath. The spacious ocean-side primary suite offers a luxurious bath and private harborside balcony with stunning water views. Enjoy the open first-floor layout, relax on the patio while watching boats and sunsets, and take advantage of the convenience of parking once and walking to town, shops, and dining.

52 Mcfarland Point Dr Unit 27, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$339,000
1 Beds ⋅ 1 Baths ⋅ 1668506 MLS
This tasteful one-bedroom, one-bath condominium offers comfortable year-round living. Highlights include a beautifully renovated kitchen with granite countertops, wood floors throughout, a new hot water boiler, and town water and sewer. An additional overflow room is currently used as an office. Sold mostly furnished, the unit features patio doors that bring in abundant sunlight and harbor views. The seasonally awning-covered deck has southwest exposure, making it an inviting spot to relax and enjoy the scenery. This well-maintained six-unit complex also offers a shared waterfront tidal dock, ideal for kayaks or a dinghy, and is just a short walk from the footbridge, shops, and restaurants downtown.

15 Atlantic Ave Unit D, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$1,100,000
1668219 MLS
Rare opportunity to own two adjoining lots totaling approximately 1.10± acres in the heart of South Bristol's coveted Christmas Cove community. Perched above the shoreline, this property offers beautiful elevated water views and a recorded easement providing access to a possible shared dock on Christmas Cove. The lots are being offered together and provide an exceptional setting for a seasonal retreat or year-round coastal home. Enjoy boating, kayaking, fishing, and waterfront recreation without the expense of direct waterfront ownership. The recorded easement includes pedestrian access to the shore and a potential dock area for recreational use. Located just minutes from South Bristol village, Rutherford Island, The Gut, and the restaurants, galleries, and amenities of Damariscotta/Newcastle, this property offers a unique combination of privacy, water views, and coastal access in one of Midcoast Maine's most desirable waterfront neighborhoods.

Lots 8a & 8b French Lane, South Bristol

Listing courtesy of Keller Williams Realty.

$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.

$775,000
3 Beds ⋅ 2 Baths ⋅ 1663931 MLS
Welcome to 67 River Point Road, a modern coastal gem in the coveted Clark's Point community of Wiscasset. This beautifully designed one level living home features an open concept floor plan, high end finishes, coastal inspired interiors, a full walkout basement, and an exceptional waterfront lifestyle. Set on a beautifully landscaped lot, the property offers a charming front porch, spacious back deck overlooking the river, detached shed, and attached two car garage. Residents of Clarks Point enjoy community amenities including tennis courts, shared gathering spaces, shoreline access, and a deep-water dock on the Sheepscot River for kayaking, boating, and enjoying the Maine coast. Whether you're looking for a year-round home or luxury retreat, this property offers the perfect blend of comfort, style, and community living.

67 River Point Rd, Wiscasset

Listing courtesy of Keller Williams Realty.

$1,150,000
7 Beds ⋅ 3 Baths ⋅ 1663898 MLS
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests. The primary living space - perfect as the main residence - is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck. The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income. The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light. The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door. The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.

5 Wharf Hill Rd, Monhegan Island Plt

Listing courtesy of LandVest, Inc..

$1,150,000
1663900 MLS
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests. The primary living space - perfect as the main residence - is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck. The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income. The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light. The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door. The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.

5 Wharf Hill Rd, Monhegan Island Plt

Listing courtesy of LandVest, Inc..

$950,000
2 Beds ⋅ 2 Baths ⋅ 1663839 MLS
Classic Maine waterfront cottage with breathtaking sunsets and sparkling ocean views. This beautiful setting offers 2 cottages on the water! The main cottage is bright and airy with a great room and master bedroom. The guest house is perched at the edge of the pier and offers sleeping for four more guests. Both have exceptional views for the quintessential Maine waterfront getaway! This retreat features an expansive south-facing deck perched directly over the water, offering front-row seats to passing tall ships and ever-changing harbor scenery. Launch from your private dock and explore the harbor, cruise through Townsend Gut, or venture onto the Sheepscot River and beyond. Thoughtfully renovated in 2021, this turnkey property is being offered fully furnished, providing an effortless opportunity to enjoy the very best of Maine waterfront living. Come stand on the deck, soak in the salt air and the view, you won't want to leave!!

78 West St, Boothbay Harbor

Listing courtesy of Vitalius Real Estate Group.

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 1663769 MLS
Experience the charm of a classic Maine waterfront cottage, where breathtaking sunsets and shimmering coastal views create an unforgettable setting. This beautifully updated two-bedroom retreat features an expansive south-facing deck perched directly over the water, offering front-row seats to passing tall ships and ever-changing harbor scenery. Launch from your private dock and explore the harbor, cruise through Townsend Gut, or venture onto the Sheepscot River and beyond. Nestled within a protected cove, enhanced by lush landscaping, vibrant gardens, and a secluded private beach that create your own peaceful coastal oasis. Thoughtfully renovated in 2021, this turnkey property is being offered fully furnished, providing an effortless opportunity to enjoy the very best of Maine waterfront living.

76 West St, Boothbay Harbor

Listing courtesy of Vitalius Real Estate Group.

$1,995,000
5 Baths ⋅ 1646905 MLS
An in-town gem, this luxurious two-unit property has been recently renovated with high quality finishes, systems, and all attention paid to its owned frontage on Boothbay Harbor. Each unit has two ensuite bedrooms, open concept living, extensive decking, air conditioning, and off-street, paved parking. Enjoy an easy stroll to downtown restaurants, shops, and activities, and retreat home to satisfying living spaces and a private waterfront lawn. A turn-key offering, this property needs nothing and is ready for your vision and enjoyment.

63 Townsend Ave, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$525,000
1655130 MLS
Enjoy coastal, unobstructed views across Long Cove and out to the Atlantic Ocean. This rare offering presents an exceptional elevated building site overlooking Long Cove along Route 32 in the charming village of Chamberlain. Within walking distance to Long Cove Point to enjoy the shore and watch the waves crash on the rocks. Upon joining the Long Cove Point Association, members have access to the club house and tennis court. Local residents regularly host yoga, book club, tennis, pot luck dinners and other social events. Upon joining the Long Cove Dock Association, you will gain access to their private dock and a chance to moor your boat locally in the cove. Wake up to the sound of the surf while enjoying the peace of mind that comes with a setting and building site safely removed from direct waterfront exposure - nestled within a well-established coastal neighborhood. Take in spectacular sunrises and refreshing ocean breezes from your future front porch. With an approved septic design and potential house plans available, buyers can begin the process of creating a dream water view home with ease. Just a short drive takes you to Pemaquid Point Lighthouse, nearby beaches, golf course, restaurants, hiking preserves and more. New Harbor is minutes away...offering ferry service on Hardy Boat Cruises to Monhegan Island and scenic wildlife excursions. With convenient access to a local neighborhood market, waterfront dining, art galleries and ice cream stands, this property boasts coastal living at its finest.

072-C State Route 32, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,500,000
1626100 MLS
This listing is for the Resturant and Wharf only. 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.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. Most of the photos were taken after the restaurant was closed. Financials will be provided to Qualified Buyers with signed Non-Disclosure Agreement. See MLS #1610820 for more parcels included for sale

127, 129 State Route 32nd Rte, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$699,000
2 Beds ⋅ 2 Baths ⋅ 1620659 MLS
In an iconic location perched on the rocky shores of New Harbor, the McFarland Cottage is a quintessential waterfront property with .10± acres and outstanding views looking back on New Harbor and out to Muscongus Bay. The house is a charming, seasonal cottage with a wraparound deck and two bedrooms. The historic home's appealing character is reminiscent of a classic summer cottage with wood-paneled walls and ceiling throughout and water views from nearly every room promote the continuously changing scenery and the soothing sounds of the water. The property has a small lawn, 91± feet of frontage on the harbor, a deep-water mooring, and it is possible to build a deep-water dock.

147 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$1,995,000
4 Beds ⋅ 5 Baths ⋅ 1646906 MLS
An in-town gem, this luxurious two-unit property has been recently renovated with high quality finishes, systems, and all attention paid to its owned frontage on Boothbay Harbor. Each unit has two ensuite bedrooms, open concept living, extensive decking, air conditioning, and off-street, paved parking. Enjoy an easy stroll to downtown restaurants, shops, and activities, and retreat home to satisfying living spaces and a private waterfront lawn. A turn-key offering, this property needs nothing and is ready for your vision and enjoyment.

63 Townsend Ave, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$565,000
3 Beds ⋅ 3 Baths ⋅ 1661618 MLS
This Boothbay Harbor condominium, featuring two to three bedrooms and 2.5 bathrooms, has undergone a series of impressive upgrades, including quartz countertops in the kitchen, stainless steel appliances, custom cabinetry, and modern fixtures in all bathrooms. The unit comes with quality living room furniture, bedroom sets, and kitchen essentials, making it truly move-in ready for new owners. Enjoy breathtaking harbor views and spectacular sunsets from your private deck. Just minutes from the footbridge, you'll have easy access to Boothbay Harbor's renowned restaurants and shops. In addition, a swimming pool nestled behind the complex offers a perfect retreat to cool off on hot days or relax in a quiet, private setting. The kitchen and bathrooms have all been updated with premium materials, and new windows have been installed throughout. The finished basement provides flexible space, doubling as a third bedroom or den. A dedicated laundry room and workshop offer excellent storage options and a convenient space for hobbies. This well-maintained condominium is truly worth exploring.

96 Atlantic Ave Unit C4, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$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..

$624,900
3 Beds ⋅ 2 Baths ⋅ 1659296 MLS
Perfect setting! Quiet, get away from it all! Walk 10 minutes to the harbor, shopping, restaurants, boat rides and more! Come back home to water views from almost every room! Pull in to your garage and directly enter the big finished open space that can be used in multiple ways. Need and office? Want a family room? How about extra space for guests? Ready for your choices. The unit is appointed with 3 good size bedrooms with oversized closets, 2 full baths , each with double sinks and linen storage. Open concept kitchen and living room allows great space for relaxing and more than enough room for entertaining! Updated kitchen with newer stainless appliances, granite counters, hardwood flooring . Newer slider to big back deck viewing peaceful rock garden area. Plenty of room for outside furniture and plantings. The kitchen center island is perfect for putting out treats, having a little lunch or a quiet cup of coffee. Dining area allows lots of room for oversized table and extra chairs. Large living room plus a newer bow window that looks out directly at Mill Cove waterfront. Step out to the front deck and enjoy private space with even deeper ocean views. Main bedroom with private access to full bath and large closet, is tucked away just steps from the kitchen. 2 additional large bedrooms with views and a second full bath on 3rd level complete this thoughtful floor plan. Good, solid Condo Association in place. New pavement in 2025. Annual fee 4000 per unit , per year. Come for a day - stay for a lifetime!

15 Village Ct Unit 5, Boothbay Harbor

Listing courtesy of Moore-Tuttle & Co. LLC.

$849,000
1640411 MLS
Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements since the 2022 purchase position this as a flexible live-work or investment opportunity—owner-occupied lodging, boutique hospitality, or an expanded STR portfolio. Enjoy year-round harbor living steps to shops and dining, with captivating water views, versatile layouts, and valuable in-town parking.

53 Commercial St, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297
$849,000
7 Baths ⋅ 1640416 MLS
Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements since the 2022 purchase position this as a flexible live-work or investment opportunity—owner-occupied lodging, boutique hospitality, or an expanded STR portfolio. Enjoy year-round harbor living steps to shops and dining, with captivating water views, versatile layouts, and valuable in-town parking.

53 Commercial St, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297
$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..

$290,000
1651014 MLS
An heirloom property on the market after nearly 50 years. Rare oceanfront property, deep water access on the Bristol peninsula. Watch the sunrise over Louds Island, Muscongus Bay and the Atlantic Ocean. Nestle into this well established, quiet, Round Pond neighborhood with easily accessible power on a dead-end road. This waterfront property slopes gently down to naturally terraced rocks at the shoreline and is an ideal location for your summer or year round home. With town approval, step onto your very own deep water dock and set sail to anywhere in the world. Only ten miles to picturesque Pemaquid Point Lighthouse or to downtown Damariscotta with fine-dining, artisan shops, galleries, the historic Lincoln Theater and a state of the art medical facility. Eight miles to Pemaquid Beach and colonial Fort William Henry and seven miles to the Wawenock Golf Club with a nine-hole course designed by architect Wayne Stiles. Nearby is the town of New Harbor with CE Reilly's iconic grocery store. Nature preserves abound with beaches, woods and trails to explore and observe seals, egrets, ospreys, herons, and eagles. The Rachel Carson Salt Pond Preserve is close-by, discover tiny crabs, periwinkles and delicate starfish in ocean tidal pools. Many local access points invite you to drop in your paddle board or kayak and weave the Maine waterways. Monhegan Island is a short boat-trip away. Seller is willing to consider all offers.

009 Reny Rd, Bristol

Listing courtesy of Balsam Realty.

$1,995,000
4 Beds ⋅ 3 Baths ⋅ 1642147 MLS
A rare chance to own a piece of waterfront on Southport's renowned Cape Newagen Harbor. This inviting cottage is all about the views, with windows lining the walls to bring the harbor, the Cuckolds Lighthouse, and open ocean right into your living space. The open floor plan makes it easy to relax with family or gather with friends. Upstairs, the bedrooms capture sweeping harbor views and beyond and each room opens onto their own outdoor spaces allowing for additional space to relax and take in the surrounding views. The detached garage includes a finished living space above—an ideal spot for guests, a quiet studio, or a cozy hideaway. Equipped with an additional full bathroom, use of this space is endless. Boating adventures are at your doorstep with a mooring in the harbor. The Southport town landing is just a short walk giving access to the protected mooring field in the harbor and boating access beyond. Blending charm, comfort, and a true sense of place, this waterfront retreat is ready to be your coastal escape.

22 Gray Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

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