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$579,000
5 Beds ⋅ 3 Baths ⋅ 1679894 MLS
This five-bedroom, two-and-a-half-bathroom home is available for year-round living and features numerous recent updates, including a rebuilt double-sided fireplace, modern appliances, a new furnace, two mini-split units, updated flooring, a whole-house generator, and updated windows. The main level includes a large kitchen with a dining area and fireplace, as well as an adjacent office or sewing room, and a spacious living room with a fireplace. The second floor features three bedrooms, while the third floor offers two additional bedrooms and a family room, providing ample space for family or guests. The property is situated on approximately 0.27 acres with town water and sewer service. It is located in close proximity to Barrett's Park, East Side amenities, and the footbridge.

41 Summit Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$679,000
3 Beds ⋅ 3 Baths ⋅ 1675968 MLS
West Harbor Pond Condominium offers rare waterfront living on a quiet side road just minutes from Boothbay Harbor's dining, shopping, and vibrant harbor. This spacious 3-bedroom, 2.5-bath condo provides single-level living, generous storage, a one-car garage with additional overhead storage, and access to a shared dock--ideal for fishing, kayaking, swimming, or simply enjoying the peaceful setting. A large deck overlooks the water, creating an inviting space for outdoor living. Inside, vaulted ceilings, pond views, and a wood-burning fireplace make the living room warm and welcoming year-round. Recent updates include wood and slate style luxury vinyl flooring, bathroom vanities and fixtures, and upgraded lighting. A wonderful year-round or seasonal home in an ideal location.

17 W Harbor Pond Rd Unit 17B, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$1,425,000
5 Beds ⋅ 3 Baths ⋅ 1674842 MLS
The Chimes House, believed to be a design by Gustav Stickley during the American Arts and Crafts Movement, is a distinctive Staley year-round cottage that reflects the timeless appeal of early twentieth-century craftsmanship. One of the era's celebrated homes, it embodies Stickley's philosophy of simplicity, exceptional quality, and harmony with the natural surroundings. Designed with open floor plans and family-friendly living spaces, the home features original built-in benches, cabinetry, and bookcases. Many historic details remain intact, including the original light fixtures and hardwood floors that complement this four-bedroom, two-and-one- half-bath residence. The property enjoys stunning long-water views across Townsend Gut, with seasonal winter views extending farther up the Gut. Residents enjoy access to a deeded association dock, providing convenient boating access to Boothbay Harbor and beyond. Thoughtfully updated while preserving its historic character, the home was relocated to its present site and now rests on a new foundation with steel beams. Recent improvements include updated electrical systems, a new fire and security system, a new four-bedroom septic system, new roofs on both the house and garage, a new cedar fence, fourteen new windows, and a complete exterior repaint. Additional features include an oversized basement and garage, an expansive classic wraparound porch, and a massive entertainment deck adjoining the kitchen and dining areas. Located within the Chimes Association in the highly sought-after West Boothbay Harbor area, the property offers quick access by boat to Boothbay Harbor and all that Maine's coast has to offer during the summer season.

1 Chimes Ln, Boothbay Harbor

Listing courtesy of Benchmark Real Estate.

$595,000
3 Beds ⋅ 3 Baths ⋅ 1672198 MLS
Nestled in the desirable Lobster Cove neighborhood of Boothbay Harbor, this beautifully maintained Gambrel-style home was thoughtfully crafted by a local boat builder, showcasing exceptional quality and timeless craftsmanship. Rich wood trim, exposed beams, and custom wood detailing throughout create a warm, inviting atmosphere. Filled with natural light, the home features an open-concept layout designed for comfortable everyday living and entertaining. The spacious eat-in kitchen flows effortlessly to a large deck complete with a hot tub, providing the perfect space to relax or host family and friends while enjoying the peaceful surroundings. Combining quality construction, coastal charm, and modern comfort, this exceptional home offers a rare opportunity to enjoy the best of Boothbay Harbor living.

6 Abenaki Rd, Boothbay Harbor

Listing courtesy of Brookewood Realty.

$775,000
5 Beds ⋅ 3 Baths ⋅ 1672089 MLS
Step into the best of coastal New England living in this beautifully updated, iconic in-town Boothbay Harbor home. Set on a tree-lined residential street, this 2,480-square-foot, 5-6 bedroom, 3-bath property offers a highly desirable walkable lifestyle, just a short stroll to the harbor, shops, restaurants, and town amenities. Filled with natural light, the home blends timeless character with modern convenience, featuring rich woodwork, stunning hardwood floors, extensive updates, and a cozy Jotul wood stove. At the heart of the home is the spacious chef's kitchen, completely redesigned and expanded in 2026. Highlights include white cabinetry, extra-wide quartz countertops, a six-burner Thor gas range, farmhouse sink, LG Energy Star appliances, walk-in pantry, and bar counter opening to the family room. A first-floor full bath offers flexibility for guests or one-level living, while the oversized mudroom with laundry provides excellent storage and everyday functionality. Major improvements include a complete roof replacement with new plywood sheathing and ridge caps, restored front porch, freshly painted exterior, window upgrades, and extensive interior renovations. Public water and sewer add convenience. The bright third-floor attic, featuring oversized dormer windows and four solar-powered skylights, offers exciting potential for a future primary suite, office, studio, or bonus space. A detached shed provides additional storage. With a proven Airbnb history and consistent five-star guest reviews, this move-in-ready property is equally appealing as a year-round home, vacation retreat, or income-producing investment--all while preserving the historic character that makes Boothbay Harbor living so special.

16 Eastern Ave, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 1664620 MLS
This exceptional waterfront estate in Boothbay Harbor pairs classic coastal Maine living with lucrative rental income potential or flexible multi-generational living. The property features a main residence designed for effortless, one-floor living with two bedrooms and two full bathrooms, including a newly renovated primary ensuite with a deep soaking tub. Directly below, a bright and fully independent lower-level suite equipped with a full kitchen, two additional bedrooms, and one bathroom presents an incredible opportunity to offset your mortgage or generate seasonal revenue right away. Rest easy knowing that all systems and infrastructure throughout the home have been recently updated, ensuring ultimate reliability and efficiency. The main living space is highlighted by vaulted ceilings and a massive, low-maintenance Trex wraparound deck that offers stunning water views without the hassle of annual upkeep. Set on 3.65 highly private acres boasting 240 feet of direct shoreline on West Harbor Pond, this turnkey home comes complete with central air, its own private dock, and a kayak launch--allowing you to live the ultimate coastal dream while letting your real estate asset work for you.

236 Lakeside Dr, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$550,000
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.

$769,000
3 Beds ⋅ 3 Baths ⋅ 1651209 MLS
Supremely private three-bedroom, three-bathroom home in the Mill Cove area of Boothbay Harbor, between downtown attractions and the Boothbay Harbor Yacht Club. The 2,380 sq ft house features a bedroom and bathroom on each floor, open concept living, and central air conditioning for the top two floors. A bonus room can be used as a library, art studio, media room, office, and more. Many fine finishes, including main level wood flooring, custom crown molding, Hunter Douglas window treatments, and plantation shutters by Norman. Other amenities include a direct-entry garage, extensive closet space, recent stainless appliances, and a 24kW Generac whole-house generator. The home has a beautiful gas fireplace in the living room with decorative molding. The oversized L-shaped deck is perfectly positioned to capture prevailing sea breezes, and it overlooks gardens and the marsh at Penny Lake, ensuring privacy behind you on conserved lands. A low quarterly HOA fee covers mowing, snow removal, road & common ground maintenance, a reserve fund, and more. For boaters, this house is minutes, by foot or car, to several marinas. Within a well-kept community, this is a spacious and private retreat for the summer season, holidays, or all year round! Furnishings negotiable.

30 Village Court, Unit 36, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$1,375,000
4 Beds ⋅ 3 Baths ⋅ 1610687 MLS
This unique property is being offered for sale to the public for the first time in 100 years. The first floor of this prime commercial location has housed a successful retail craft store for 50 years. The space is fully equipped with hardwood and glass display units. And it has storage, receiving and packaging areas. It offers a great opportunity. The second and top floor have been completely renovated to create a home with 4 bedrooms, 2 full baths and a laundry room. Or two, 2 level apartments. All levels of this in town building have spectacular panoramic water views of Boothbay Harbor, the inner harbor and out to the ocean and Cuckold's Light.

37 Townsend Ave, Boothbay Harbor

Listing courtesy of Harbor Realty.

$995,000
3 Beds ⋅ 3 Baths ⋅ 1654210 MLS
This historic property was formerly the Green Shutters Inn and now includes a completely renovated New England style home with 3 bedrooms and 2.5 baths. Additionally, there are 4 seasonal cabins that provide rental income or a fun spot for family or friends. The home was rebuilt in 2013 from the foundation up, keeping many old features like the classic wood shingled siding, a spacious south facing porch to enjoy all day long and an incredible screened porch for more privacy on the back- all with composite decking. Birch floors throughout with a great room with high ceilings and many windows with lots of light, is a perfect gathering place all year. Double glass doors lead to the outside to the cabins but you can create a patio area that is private and quiet. Private well and quasi public sewer. Located within walking distance to Boothbay Harbor and Barrett's Park this location is private but convenient. Sited on 0.75 acres with potential to divide or keep as is to enjoy the unique setting in Boothbay Harbor.

74 & 76 Bay St, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

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