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$849,000
7 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
$895,000
3 Beds ⋅ 3 Baths
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.

$849,000
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

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