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$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.

$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.

$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.

$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.

$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.

$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
$986,000
1659741 MLS
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.

$849,000
9 Beds ⋅ 6 Baths ⋅ 1640418 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

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