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$2,500,000
3 Beds ⋅ 5 Baths ⋅ 1675222 MLS
Experience authentic coastal Maine living with this remarkable waterfront home overlooking ''The Gut'' of South Bristol. This property offers a front-row seat to a vibrant working waterfront and immediate open-water access, making it the perfect spot for anyone who loves spending time on the water and on their boat. The house provides an extraordinary backdrop for entertaining family and friends on the deck or the dock while watching brilliant sunsets over the Damariscotta River and enjoying afternoon breezes over the water. The redesigned interior by the Knickerbocker Group beautifully updates the interior and seamlessly blends coastal charm with generous space to accommodate lots of guests in comfort. Frame your summer evenings amidst lush gardens, an oceanside firepit and lovely landscaping, all while enjoying peace of mind and practicality from extensive quality upgrades, including a whole-home generator, updated systems, heat pumps, fiber internet and a refreshed first floor primary suite. This turn-key sanctuary offers the perfect blend of active harbor views, effortless entertaining, and timeless coastal living.

64 John Gay Rd, South Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 1667914 MLS
Situated on the Damariscotta River in Walpole, this exceptional waterfront property offers a rare combination of privacy, flexibility, and future potential. Set on approximately 1.21± acres with river frontage, the property includes a deep-water dock and two heavy moorings that can accommodate up to 50' vessels. Convenient access to the river for boating, kayaking, fishing and waterfront enjoyment. The property features two distinct sleeping accommodations: an inviting one-bedroom carriage house and a separate, beautifully appointed bunkhouse with it's own kitchenette, living area and sleeping loft. Thoughtfully developed and carefully maintained, the property provides immediate enjoyment while offering opportunities for future enhancement. An existing four bedroom septic on site. Seller will convey plans prepared for future expansion of the property's residential improvements, allowing a new owner to explore ways to further develop the site consistent with applicable approvals and restrictions. The setting is quintessential Midcoast Maine, with elevated river views, thoughtful landscaping, and a peaceful sense of privacy while remaining conveniently located to Damariscotta, Newcastle, Bristol, and the surrounding peninsula communities. Whether enjoyed as a private retreat, seasonal getaway, or family compound, this property offers a unique opportunity to own a special stretch of Maine waterfront. The existing improvements provide comfortable accommodations today while leaving room for a future owner to pursue their own vision for the property. A rare offering in one of Midcoast Maine's most desirable coastal locations.

170 Fox Hill Rd, South Bristol

Listing courtesy of Newcastle Realty. 207-563-1003
$2,245,000
3 Beds ⋅ 3 Baths ⋅ 1667622 MLS
7 Loon Lane is a classic waterfront property in a peaceful wooded setting, with broad westerly views over the upper branch of the Damariscotta River and south towards the open ocean. Located in a desirable neighborhood enclave in South Bristol, the property includes 4.4± acres, a charming and versatile three-bedroom house, a rustic water's-edge cabin, a one-car garage, and 276± feet of shorefront with a deep-water dock, ramp, and float. The property also offers the potential to add one additional building, such as a guest house or barn, providing flexibility for future use or to create a family compound. The main house is designed for comfortable year-round use, with open living and dining spaces, a stone fireplace, built-ins, sliding glass doors, and a wraparound deck oriented toward the view. A main-floor primary suite with an adjoining office offers flexibility, while the lower level includes two additional bedrooms, a full bath, and a family room. The wooded landscape features lawn and garden areas, mature flowering shrubs, a natural sense of privacy, and a wooden walkway leading to attractive ledge shorefront where there is a rustic water's-edge cabin ready for improvement. With excellent access to the protected harbors, coves, and sailing waters of the Damariscotta River and Midcoast Maine, the property offers a rare combination of privacy, acreage, shorefront, and deep-water access in one of South Bristol's most sought-after neighborhoods.

7 Loon Ln, South Bristol

Listing courtesy of LandVest, Inc..

$4,895,000
4 Beds ⋅ 4 Baths ⋅ 1660620 MLS
Glidden Ledge - an outstanding 13.35± acre waterfront property with panoramic views over Fitch Cove, the Damariscotta River, and out to Glidden Ledge. This landholding includes a beautifully designed main residence, three-car garage, guest cottage, and a charming shed. The four-bedroom home features a refined yet comfortable layout with high-end materials and systems, centered around a dramatic timber-frame great room with a coffered ceiling and two-story stone fireplace. Additional highlights include a main-floor primary suite and a spacious screened porch with its own stone fireplace. A winding drive leads through thoughtfully cultivated grounds with over a mile of walking paths, mature gardens, and scenic outdoor spaces, including a unique point of land with a small private island as part of this estate. The property offers 2,716± feet of varied shoreline, a dock with three floats, and a mooring. Wildlife is abundant, from bald eagles to daily seal visits on the western ledges, and the fishing is excellent. This is remarkably an entire non-public peninsula with unparalleled beauty, peace and quiet spaciousness. Private yet convenient, the property is near Wawenock Golf Club, Pemaquid Beach, and Pemaquid Point Lighthouse, with the coffee shops, dining, stores and culture of Damariscotta and Newcastle just six miles up the road.

16 Glidden Ledge Rd, South Bristol

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com
$2,995,000
5 Beds ⋅ 3 Baths ⋅ 1656626 MLS
Located in the heart of Christmas Cove on Rutherford Island in South Bristol, 17 French Lane is a classic waterfront property with 1.14± acres, 170± feet of shorefront, and spectacular views over the Cove to the Damariscotta River. The year-round historic house is full of charm, thoughtfully updated, and exceptionally well maintained, with five comfortable bedrooms, bright and open living spaces, and lovely water views. The setting is both picturesque and inviting, with open lawn from which to enjoy activity in the harbor, mature trees that provide privacy, flowering shrubs, and stonework. A deep-water dock system and versatile outbuilding further enhance the property's appeal. Held by the same family for more than 60 years, the property represents a rare legacy offering with a combination of authentic coastal character and practical waterfront amenities in one of South Bristol's most coveted neighborhoods.

17 French Ln, South Bristol

Listing courtesy of LandVest, Inc..

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