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$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.

$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.

$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.

$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.

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