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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.

$1,100,000
2 Beds ⋅ 1 Baths ⋅ 1673955 MLS
Tucked into iconic South Bristol near the harbor and the Fishermen's Co-op where you can buy lobster and fish right off the boats, this charming seasonal cottage offers front-row views of the Damariscotta River. Two bedrooms, one bath, and an additional room for an office or even a smart spot for an extra bed. 1,200 square feet of cozy, well-loved living space make it the perfect coastal retreat. Step out onto the deck and take in sweeping water views -- this is riverfront living at its finest, with 157 feet of frontage on over half an acre. The location offers exceptional potential: possibilities include a deep-water mooring and the addition of a deep-water pier, opening the door for serious boating and waterfront access. Nearby Christmas Cove and the swing bridge add to the area's Maine charm while nearby Damariscotta and Boothbay Harbor round things out with restaurants, shops, galleries and summer events. This South Bristol gem combines classic Maine charm with rare deep-water potential just steps from the working harbor.

51 Roderick 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..

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 1655844 MLS
Perched dramatically above the bold Atlantic, this striking midcentury modern architect designed home commands breathtaking views over Johns Bay and the rugged Maine coastline. Offering 3 bedrooms and 2.5 baths, the residence is designed to capture its extraordinary setting at every turn; 367 feet of dramatic, rugged Maine coastline with views that stretch to the horizon!. A soaring great room anchors the home, featuring a floor-to-ceiling stone fireplace accented with rich copper paneling. The family room invites relaxation with expansive ocean views and a cozy wood stove for crisp coastal evenings. A separate living room with a wood-burning fireplace opens to a deck--perfect for morning coffee overlooking the crashing surf below. With two kitchens and multiple gathering spaces, this home is as functional as it is captivating. From its elevated vantage point, enjoy an ever-changing seascape that is nothing short of mesmerizing. A truly enchanting property--offering one of the finest views along the Maine coast. Additionally, there is a shed that also features great views and could easily be converted for a different use, possibly a writer's or artist's studio. This lovely property is just waiting to be reimagined by new owners who will make their own dreams come true in this spectacular setting.

137 Miles Rd, South Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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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