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There are places where the Maine coast makes itself felt in every moment. Above the rugged shoreline of South Bristol this distinctive contemporary cottage offers a front-row seat to the raw beauty of the Atlantic, where waves crash against the rocks below and the ocean stretches toward the horizon. With 367 feet of dramatic coastline, the setting is extraordinary, and the views are never far away even from the comfort of your own living room. This is the Maine coast in its most compelling form, with a home ready for someone to imagine its future. Architectural character and inviting gathering spaces make the most of this remarkable vantage point. A vaulted great room showcases a floor-to-ceiling stone fireplace with rich copper accents, while a family room with a wood stove offers a cozy setting after a day along the coast. Another living room, complete with a wood-burning fireplace and access to a deck, invites slow mornings and evenings spent taking in the ever-changing seascape. Three bedrooms, 2.5 baths, two kitchens and multiple living areas offer flexibility for guests, and opportunities to rethink the space. Along a private road, this is a setting that feels wonderfully removed from the everyday, yet connected to the best of the Midcoast. The charming village of Damariscotta, with its local shops, restaurants, and waterfront character, is a short drive away, as are the iconic Pemaquid Point Lighthouse and the scenic beaches and working harbors of the Pemaquid Peninsula. Here, the beauty of the Maine coast isn't simply something to visit; it's part of everyday life. This property offers the chance to make that life your own by creating a deeply personal waterfront home along an extraordinary stretch of Maine shoreline.

3 Beds ⋅ 3 Baths

There are places where the Maine coast makes itself felt in every moment. Above the rugged shoreline of South Bristol this distinctive contemporary cottage offers a front-row seat to the raw beauty of the Atlantic, where waves crash against the rocks below and the ocean stretches toward the horizon. With 367 feet of dramatic coastline, the setting is extraordinary, and the views are never far away even from the comfort of your own living room. This is the Maine coast in its most compelling form, with a home ready for someone to imagine its future. Architectural character and inviting gathering spaces make the most of this remarkable vantage point. A vaulted great room showcases a floor-to-ceiling stone fireplace with rich copper accents, while a family room with a wood stove offers a cozy setting after a day along the coast. Another living room, complete with a wood-burning fireplace and access to a deck, invites slow mornings and evenings spent taking in the ever-changing seascape. Three bedrooms, 2.5 baths, two kitchens and multiple living areas offer flexibility for guests, and opportunities to rethink the space. Along a private road, this is a setting that feels wonderfully removed from the everyday, yet connected to the best of the Midcoast. The charming village of Damariscotta, with its local shops, restaurants, and waterfront character, is a short drive away, as are the iconic Pemaquid Point Lighthouse and the scenic beaches and working harbors of the Pemaquid Peninsula. Here, the beauty of the Maine coast isn't simply something to visit; it's part of everyday life. This property offers the chance to make that life your own by creating a deeply personal waterfront home along an extraordinary stretch of Maine shoreline.

137 Miles Rd, South Bristol

Listing courtesy of RE/MAX By The Bay.

$2,500,000

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.

3 Beds ⋅ 5 Baths

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.

$379,900

This property is now active in an online auction. All offers must be submitted through the property's listing page on auction. The sale will be subject to a 5% buyer's premium pursuant to the Auction Terms and Conditions (minimums may apply). All auction bids will be processed subject to seller approval. Bring your vision and creativity to this distinctive property offering exceptional space, flexibility, and opportunity on 8.9± acres in Walpole. If you've been searching for a property with room to create something truly special, this could be the one you've been waiting for. The main Colonial-style residence features four bedrooms, multiple levels of living space, an attached two-car garage, and bathrooms conveniently located on every floor. Connected by the garage is a second three-story building that may offer the potential for additional living space, guest accommodations, or an in-home business. Buyers are encouraged to verify permitted uses with the town. An attic on the third floor connects both buildings, creating a unique layout rarely found in today's market. Outside, the expansive lot provides privacy and room to enjoy the outdoors, with a pond, an in-ground pool that is not currently operational, and plenty of open space to make your own. Conveniently located near the local country club while still offering a peaceful setting, this property combines acreage, versatility, and character. The home does require updates and improvements, but for buyers willing to invest some work, the possibilities are remarkable. Whether you're dreaming of restoring a grand residence, creating flexible living arrangements, or designing a property that reflects your own style, this is an opportunity to unlock the potential of a truly one-of-a-kind property.

9 Beds ⋅ 6 Baths

This property is now active in an online auction. All offers must be submitted through the property's listing page on auction. The sale will be subject to a 5% buyer's premium pursuant to the Auction Terms and Conditions (minimums may apply). All auction bids will be processed subject to seller approval. Bring your vision and creativity to this distinctive property offering exceptional space, flexibility, and opportunity on 8.9± acres in Walpole. If you've been searching for a property with room to create something truly special, this could be the one you've been waiting for. The main Colonial-style residence features four bedrooms, multiple levels of living space, an attached two-car garage, and bathrooms conveniently located on every floor. Connected by the garage is a second three-story building that may offer the potential for additional living space, guest accommodations, or an in-home business. Buyers are encouraged to verify permitted uses with the town. An attic on the third floor connects both buildings, creating a unique layout rarely found in today's market. Outside, the expansive lot provides privacy and room to enjoy the outdoors, with a pond, an in-ground pool that is not currently operational, and plenty of open space to make your own. Conveniently located near the local country club while still offering a peaceful setting, this property combines acreage, versatility, and character. The home does require updates and improvements, but for buyers willing to invest some work, the possibilities are remarkable. Whether you're dreaming of restoring a grand residence, creating flexible living arrangements, or designing a property that reflects your own style, this is an opportunity to unlock the potential of a truly one-of-a-kind property.

103 Sproul Rd, South Bristol

Listing courtesy of Fontaine Family-The Real Estate Leader.

$1,295,000

Situated on the Damariscotta River in Walpole, this exceptional waterfront property offers a rare combination of privacy, flexibility, and future potential. Set on approximately 1.21Â± 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.

2 Beds ⋅ 2 Baths

Situated on the Damariscotta River in Walpole, this exceptional waterfront property offers a rare combination of privacy, flexibility, and future potential. Set on approximately 1.21Â± 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

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.

3 Beds ⋅ 3 Baths

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

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.

4 Beds ⋅ 4 Baths

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

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