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$1,200,000
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.

$3,645,000
5 Beds ⋅ 8 Baths ⋅ 1669415 MLS
In a peaceful setting on the Damariscotta River in South Bristol, this exceptional waterfront property offers 5.7± acres, 422± feet of shorefront, and broad river views. Designed to be cherished for generations, the expansive custom-built residence is exceptionally well constructed, with fine finishes, elaborate woodwork and paneling, luxurious materials, and top-of-the-line systems throughout. Thoughtfully conceived and carefully built in collaboration with the owners and the area's top professionals, the house combines high-end craftsmanship with distinctive details, including five wood-burning fireplaces and a gourmet kitchen with butler's pantry. The versatile layout features three levels of living space, five bedrooms, six full baths, and two half baths, with elegant spaces designed for comfortable year-round use, from winter meals beside a roaring fire to summer evenings on the screened porch overlooking the pool. A bright, open main living room offers generous space for casual dining and two seating areas, along with two fireplaces, a wet bar, curved windows overlooking the property and water, and doors to the wraparound deck. The property also includes a two-car garage, professionally landscaped grounds with established gardens, stone paths, a heated swimming pool, and a dock with a ramp and float providing access to the protected waters of the Damariscotta River. The town of Damariscotta, with its broader amenities, is just a short drive away.

397 State Route 129, South Bristol

Listing courtesy of LandVest, Inc..

$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
$2,495,000
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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