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$299,500

NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome condominiums developed by the Boothbay Regional Development Corporation make homeownership more attainable than ever. With down pymt assistance available to qualified buyers, this is a rare chance to own new construction in the heart of the Boothbay Peninsula. Each thoughtfully designed 2-bedroom, 1.5-bath home features an open-concept living, dining, and kitchen area, private outdoor space & easy access to surrounding natural areas, and parking in a shared lot. Built for energy efficiency and low maintenance, these move-in-ready homes are ideal for buyers seeking a starter home with comfort, quality, and long-term value. Priced on a sliding scale depending on income. Available to income-eligible buyers up to 120o|o of Area Median Income (106,680 for a household of three). Reduced price. Down pymt assistance available. Contact today for qualification details and to schedule a showing.

2 Beds ⋅ 2 Baths

NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome condominiums developed by the Boothbay Regional Development Corporation make homeownership more attainable than ever. With down pymt assistance available to qualified buyers, this is a rare chance to own new construction in the heart of the Boothbay Peninsula. Each thoughtfully designed 2-bedroom, 1.5-bath home features an open-concept living, dining, and kitchen area, private outdoor space & easy access to surrounding natural areas, and parking in a shared lot. Built for energy efficiency and low maintenance, these move-in-ready homes are ideal for buyers seeking a starter home with comfort, quality, and long-term value. Priced on a sliding scale depending on income. Available to income-eligible buyers up to 120o|o of Area Median Income (106,680 for a household of three). Reduced price. Down pymt assistance available. Contact today for qualification details and to schedule a showing.

17 Cedar Bend, Unit 17, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

$986,000

Own a signature piece of Boothbay Harbor--an iconic 1920 building in the very heart of downtown with approximately 5,500 square feet, offering 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 for the future. Presently the building has 3 distinct rental units with street level retail and two high-end office spaces. Present zoning supports multiple commercial and residential uses. Recent upgrades include roof, boiler, hot-water heater, air conditioning, window upgrades, interior layout and design improvements. The ''Our Port'' office space comes furnished and turn key. The building is already equipped with sprinklers for 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.

$59,500

Two acre private and peaceful lot that is surveyed and ready for your dream home to be built.

068002 Shore Rd, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,795,000

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.

3 Beds ⋅ 3 Baths

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.

$90,000

Ideally situated near Pemaquid Harbor, this 2.55-acre lot offers a perfect blend of natural beauty and timeless coastal charm. It provides an exceptional opportunity to build your dream home, vacation retreat, or whatever you envision, all while immersing yourself in Maine's peaceful landscape and enjoying modern luxury and privacy. The neighborhood provides convenient access to many of the region's most sought-after destinations, including the Pemaquid Point Lighthouse, Fort William Henry, and Pemaquid Beach Park. Nearby, the Salt Pond Preserve, local hiking trails, restaurants, and more enhance the area's exceptional appeal. Bristol residents are able to obtain a free beach pass for Pemaquid beach. An association will be formed with the completion of the subdivision.

Map 004 Map 004, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003

$899,000

Discover a rare opportunity to own the beautifully restored Kenniston Hill House, an iconic Boothbay property where historic New England character and modern comfort come together seamlessly. Originally dating to 1797, this remarkable home has now been thoughtfully completed with extensive renovations and a full restoration that preserves its extraordinary craftsmanship while delivering the style and functionality today's buyers desire. Inside, period details including the impressive six-flue central chimney, exposed beams, built-ins, and wide pine character blend effortlessly with updated systems and refined finishes throughout. The newly completed kitchen and dining area offer a fresh, inviting atmosphere designed for gathering, featuring modern appointments and views overlooking the newly landscaped and private backyard setting. Perfectly positioned in the heart of the Boothbay Peninsula, the property places the new owner within close reach of the very best Midcoast Maine has to offer. Enjoy nearby hiking trails, kayaking adventures, boating, and waterfront exploration, along with the vibrant cultural energy of Boothbay and Boothbay Harbor, known for their celebrated restaurants, galleries, festivals, and year-round calendar of local events. Coastal Maine Botanical Gardens is just moments away, while one of Maine's premier golf clubs sits within walking distance of the property. Rich in history yet fully renewed for modern living, the Kenniston Hill House offers a truly distinctive lifestyle opportunity in one of Maine's most treasured coastal communities.

4 Beds ⋅ 3 Baths

Discover a rare opportunity to own the beautifully restored Kenniston Hill House, an iconic Boothbay property where historic New England character and modern comfort come together seamlessly. Originally dating to 1797, this remarkable home has now been thoughtfully completed with extensive renovations and a full restoration that preserves its extraordinary craftsmanship while delivering the style and functionality today's buyers desire. Inside, period details including the impressive six-flue central chimney, exposed beams, built-ins, and wide pine character blend effortlessly with updated systems and refined finishes throughout. The newly completed kitchen and dining area offer a fresh, inviting atmosphere designed for gathering, featuring modern appointments and views overlooking the newly landscaped and private backyard setting. Perfectly positioned in the heart of the Boothbay Peninsula, the property places the new owner within close reach of the very best Midcoast Maine has to offer. Enjoy nearby hiking trails, kayaking adventures, boating, and waterfront exploration, along with the vibrant cultural energy of Boothbay and Boothbay Harbor, known for their celebrated restaurants, galleries, festivals, and year-round calendar of local events. Coastal Maine Botanical Gardens is just moments away, while one of Maine's premier golf clubs sits within walking distance of the property. Rich in history yet fully renewed for modern living, the Kenniston Hill House offers a truly distinctive lifestyle opportunity in one of Maine's most treasured coastal communities.

978 Wiscasset Rd, Boothbay

Listing courtesy of Engel & Volkers Casco Bay.

$1,200,000

A classic brick building offering 4 floors of versatile living, working, and income-producing options, overlooking the Medomak River. The lower level features a fully equipped wood-fired bakery and prep kitchen with a Pat Manley-built oven, circa 1980, and plenty of prep & proofing space. A large walk-in cooler, sinks, a range, refrigeration, and a loading dock make this a complete manufacturing space. Additionally, there's a stone hearth Blodgett double-decker oven, a reminder of Borealis Breads' tenure there. The street level and floor above it supported a 136-seat restaurant, bar, and catering company. The street-level space is now occupied by Laura Cabot Catering and is fully licensed, compliant, and operating. The second floor is a swing floor. When not occupied by short-term renters, it's a venue for rent or a gathering spot, with a stunning, unique parquet dance floor and electrical capacity for a band. There's an adjacent bar, lounge, restroom, and large Riverview deck. There's also a library and office space. Today, the top two floors are listed on multiple platforms as a short-term rental, sleeping up to six. This area could remain a two-story penthouse or be converted into two apartments. Additionally, it doubles as a wellness retreat with plenty of open yoga space, a cedar sauna, and a jacuzzi tub in the remodeled bathroom. This entire opportunity comes fully furnished and equipped, with minor exclusions. Truly turnkey! Recent improvements include a Carlisle Rubber Roofing system, new hatch and louver access to the roof, heat pumps on all floors, a new Jotul gas stove, newly painted inside and out, and new windows on the Friendship Road side, new siding at the rear of the building, a new compressor for the walk-in, new floors in the commercial areas and upgrades to sewer and Ansel systems. This is an exciting opportunity for a lifestyle change, a move to Maine, and the chance to catch the wave and explore Waldoboro's ongoing Renaissance!

3 Beds ⋅ 4 Baths

A classic brick building offering 4 floors of versatile living, working, and income-producing options, overlooking the Medomak River. The lower level features a fully equipped wood-fired bakery and prep kitchen with a Pat Manley-built oven, circa 1980, and plenty of prep & proofing space. A large walk-in cooler, sinks, a range, refrigeration, and a loading dock make this a complete manufacturing space. Additionally, there's a stone hearth Blodgett double-decker oven, a reminder of Borealis Breads' tenure there. The street level and floor above it supported a 136-seat restaurant, bar, and catering company. The street-level space is now occupied by Laura Cabot Catering and is fully licensed, compliant, and operating. The second floor is a swing floor. When not occupied by short-term renters, it's a venue for rent or a gathering spot, with a stunning, unique parquet dance floor and electrical capacity for a band. There's an adjacent bar, lounge, restroom, and large Riverview deck. There's also a library and office space. Today, the top two floors are listed on multiple platforms as a short-term rental, sleeping up to six. This area could remain a two-story penthouse or be converted into two apartments. Additionally, it doubles as a wellness retreat with plenty of open yoga space, a cedar sauna, and a jacuzzi tub in the remodeled bathroom. This entire opportunity comes fully furnished and equipped, with minor exclusions. Truly turnkey! Recent improvements include a Carlisle Rubber Roofing system, new hatch and louver access to the roof, heat pumps on all floors, a new Jotul gas stove, newly painted inside and out, and new windows on the Friendship Road side, new siding at the rear of the building, a new compressor for the walk-in, new floors in the commercial areas and upgrades to sewer and Ansel systems. This is an exciting opportunity for a lifestyle change, a move to Maine, and the chance to catch the wave and explore Waldoboro's ongoing Renaissance!

13 Friendship Rd, Waldoboro

Listing courtesy of Camden Real Estate Company. info@camdenre.com

$849,000

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.

9 Beds ⋅ 6 Baths

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

$99,900

CONVENIENTLY LOCATED, COZY AND AFFORDABLE NEW HOME. Featuring an open living/dining area, well designed and equipped kitchen, primary bedroom with private bath, guest bedroom and second full bath and laundry area. Located in a small community just a short drive to all mid-coast's amenities.

2 Beds ⋅ 2 Baths

CONVENIENTLY LOCATED, COZY AND AFFORDABLE NEW HOME. Featuring an open living/dining area, well designed and equipped kitchen, primary bedroom with private bath, guest bedroom and second full bath and laundry area. Located in a small community just a short drive to all mid-coast's amenities.

970 Gardiner Rd, Wiscasset

Listing courtesy of RE/MAX JARET & COHN. rockland@jaretcohn.com

$1,799,000

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.

4 Beds ⋅ 4 Baths

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.

$1,495,000

This is a truly exceptional property in the highly sought-after Ocean Point community. This beautiful cottage-style home offers year-round living with breathtaking water views from every window. The meticulously maintained residence features four bedrooms and two bathrooms, providing ample space for comfortable living. The interior boasts charming cottage-style details and Douglas fir flooring. The inviting living room includes a cozy stone fireplace, perfect for cooler evenings, and the chef's kitchen is thoughtfully designed with an open layout that flows seamlessly into the dining area. Formal dining area with mural and wainscotting, first floor bedroom and lots of closet space off the kitchen. New septic system and fresh exterior paint. Outdoor living is equally appealing, with a delightful roofed porch to enjoy the sunsets, an open deck, a blue stone patio and a beautiful perennial garden offering perfect spots to enjoy the scenic surroundings. Ocean Point is also known for its vibrant summer community, which includes a ''casino building'' that hosts a variety of activities for all ages throughout the summer months, a beach at Grimes Cove, lighthouses and crashing surf!

4 Beds ⋅ 2 Baths

This is a truly exceptional property in the highly sought-after Ocean Point community. This beautiful cottage-style home offers year-round living with breathtaking water views from every window. The meticulously maintained residence features four bedrooms and two bathrooms, providing ample space for comfortable living. The interior boasts charming cottage-style details and Douglas fir flooring. The inviting living room includes a cozy stone fireplace, perfect for cooler evenings, and the chef's kitchen is thoughtfully designed with an open layout that flows seamlessly into the dining area. Formal dining area with mural and wainscotting, first floor bedroom and lots of closet space off the kitchen. New septic system and fresh exterior paint. Outdoor living is equally appealing, with a delightful roofed porch to enjoy the sunsets, an open deck, a blue stone patio and a beautiful perennial garden offering perfect spots to enjoy the scenic surroundings. Ocean Point is also known for its vibrant summer community, which includes a ''casino building'' that hosts a variety of activities for all ages throughout the summer months, a beach at Grimes Cove, lighthouses and crashing surf!

135 Shore Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.