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$279,000
4 Beds ⋅ 1 Baths ⋅ 1680276 MLS
Find your foothold in Boothbay Harbor with this affordable three-bedroom, one-bath home, conveniently located a few miles from shopping and dining. Nearby East Boothbay Marina, Murray Hill, and Shipbuilders Park provide easy boating access, making the property well suited for seasonal or year-round living. Set on 0.32 acre, the home features a new forced-air furnace, recent vinyl siding and gutters, a recent roof, and year-round public water. The interior is ready for updates, with wood floors throughout that could be beautifully refinished. This 960-square-foot home offers excellent potential.

247 Ocean Point Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 1677407 MLS
Contemporary five-bedroom, 3 ½-bath waterfront home located in Boothbay Harbor. This exceptional property offers stunning views of Linekin Bay and is within walking distance of the East Side of the Harbor, Barrett's Park, and downtown via the footbridge. The home features a private dock and access to the Sprucewold Beach Club. The main level includes a spacious living room with cathedral ceilings, a fireplace, and four skylights, as well as an open dining area perfect for entertaining. This level also houses three bedrooms, 2 ½ baths, and a versatile loft area. The finished lower level offers a large family room, access to a large deck from the sliding glass doors, a game room, two additional bedrooms, and a full bath with laundry. Modern amenities include a propane hot water baseboard heating, two mini-splits, municipal sewer, and a drilled well. This property also maintains a strong rental history, making it an excellent investment opportunity. Please no drive-bys, tenants in residence.

18 Crest Ave, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$698,000
3 Beds ⋅ 5 Baths ⋅ 1677038 MLS

37 Mckown St, Boothbay Harbor

Listing courtesy of Newcastle Realty. 207-633-4433
$895,000
3 Beds ⋅ 4 Baths ⋅ 1676894 MLS
This home is immaculately maintained and thoughtfully designed for comfortable, easy living. This three bedroom and three and a half bath home is situated on 1.82 private acres overlooking Hodgdon Cove on Townsend Gut in Boothbay Harbor with shared frontage on West Harbor Pond. The updated eat-in kitchen serves as the heart of the home and opens to a bright and adjoining sunroom filled with natural light. Just off the kitchen, is a spacious pantry and a convenient 1st floor laundry room. The adjacent dining room provides ample space for entertaining family and friends. The inviting living room features a recently installed gas fireplace and connects to a 1st floor office that could easily be converted into a primary bedroom, offering additional flexibility for one level living. Additional highlights include a jetted jacuzzii in a 2nd floor bathroom, 2-car drive in garage, a spacious walkout basement , three recently installed heat pumps that provide efficient heating and air conditioning and a home generator for added peace of mind. Perched atop a knoll, the property offers beautiful views of Hodgdon Cove, and enjoys the shared access to West Harbor Pond, where you can boat, swim and enjoy the water from your shared dock. This exceptional property combines comfort, convenience and access to some of the Boothbay Regions desirable waterfront amenities.

336 Lakeside Dr, Boothbay Harbor

Listing courtesy of Harbor Realty.

$499,000
3 Beds ⋅ 2 Baths ⋅ 1676438 MLS
Tucked into a beautifully established setting in Boothbay Harbor, this charming 3 bedroom, 2 bath home offers a wonderful blend of classic and comfortable living. Mature apple trees, perennial gardens and winding pathways create a peaceful setting; all while being close to downtown Boothbay Harbor. You can smell the salt air and hear the fog horn blast from the sun filled deck. It's the kind of home that feels timeless from the moment you arrive.

234 Atlantic Ave, Boothbay Harbor

Listing courtesy of Newcastle Realty. 207-633-4433
$920,000
6 Beds ⋅ 5 Baths ⋅ 1675802 MLS
OPEN HOUSE SATURDAY SEPTEMBER 12TH FROM 11AM-2PM. Overlooking scenic Mill Cove and Boothbay Harbor, 69 Western Ave offers a unique opportunity to own a beautifully situated single family home coupled with a proven income-generating guest cottage above an oversized garage.. The main home offers 3BR and 1.5BA with both bathrooms completely updated in 2026. The kitchen has also undergone a significant upgrade (cabinets and countertop) in 2026 as well. Current owners have made significant heating/cooling improvements with floor to ceiling blown-in fiberglass insulation and a 50KBTU heat pump system, including a new 18000BTU heat pump that serves the front sunroom area. The cottage offers 3 BR, one full bath and 2 half baths. Possessing a beautifully appointed kitchen, pellet stove, and h/w floors, this additional property provides incredibly comfortable accommodations for either guests or Airbnb tenants. Just steps to Boothbay Harbor Yacht Club and minutes to downtown Boothbay Harbor. AN ABSOLUTE MUST SEE!

69 Western Ave, Boothbay Harbor

Listing courtesy of Portside Real Estate Group.

$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.

$1,800,000
6 Beds ⋅ 6 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.

$880,000
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.

$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
$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.

$439,000
3 Beds ⋅ 2 Baths ⋅ 1668435 MLS
This charming 1830's Cape features a delightful family room with a vaulted ceiling and plenty of windows letting in light, perfect for relaxing or entertaining. The cozy kitchen accesses the south facing deck overlooking the backyard. The remainder of the first floor includes a formal dining room, a primary bedroom and a bathroom. The second floor consists of two bedrooms and a bathroom, plus a den or office space with a back stairway leading to the kitchen. Property includes a spacious 2-car detached garage. Located close to town, it is perfect for year round living or a seasonal coastal retreat.

261 Ocean Point Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$950,000
6 Beds ⋅ 6 Baths ⋅ 1666789 MLS
A great opportunity for rental income to help pay your mortgage. This combined waterfront property totals 3,384 sq. feet, with each unit offering 3 bedrooms and 2 ½ baths. The interior layout of each unit features an eat-in kitchen, a dining area that opens to the living room. From the living room, you can access a waterside deck and a primary bedroom with a bath. The second floor includes two bedrooms and a bath. For convenience, each unit also includes an attached 1-car garage. Situated on approximately .79 acres, the property features 89' of frontage on the eastern shore of West Harbor Pond. The westerly orientation is perfect for enjoying sunsets over the water from the large deck or private dock. West Harbor Pond offers abundant wildlife and seasonal activities including kayaking, canoeing, fishing, and swimming in the summer, as well as skating and skiing in the winter. This location is close to downtown Boothbay Harbor or a short walk to West Boothbay Harbor.

12 & 14 Maddocks Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$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.

$950,000
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.

$695,000
3 Beds ⋅ 1 Baths ⋅ 1644034 MLS
One of Boothbay Harbor's most iconic commercial spaces is available for the first time since the 1950s. At 34 Townsend Avenue, the property formerly housed the stalwart ''Village Store'' retail business, which attracted walk-in and local patronage in the heart of downtown Boothbay Harbor. With classic style, an attractive 0.35-acre lot, and abundant pedestrian traffic, this property makes a great foundation for one of the many allowed uses in the Downtown Business district.

34 Townsend Ave, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$365,000
2 Beds ⋅ 1 Baths ⋅ 1657839 MLS
Charming intown log home set on a level half acre lot. This home features two comfortable bedrooms and a full bath which offers a cozy yet functional layout. A bright sunroom provides the perfect spot to relax and enjoy natural light year-round. With its rustic character and convenient location close to downtown Boothbay Harbor, this home is an ideal blend of charm and accessibility.

11 Warren Ln, Boothbay Harbor

Listing courtesy of Harbor Realty.

$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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