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$895,000
1669352 MLS
Discover an exceptional opportunity to own 2.6 acres of pristine deep-water frontage on the beautiful Little River. Boasting approximately 110 feet of waterfront with direct access to the Damariscotta River and the Atlantic Ocean, this remarkable property offers the perfect setting for your dream coastal retreat. Positioned to maximize its natural beauty, the property's highest elevation provides an outstanding building site where a future home could enjoy spectacular panoramic water views. Towering spruce trees, abundant wildlife, and the peaceful waterfront create a private and picturesque setting unlike any other. Whether you're seeking a year-round residence, seasonal getaway, or investment in Maine's coveted Midcoast region, this rare waterfront parcel offers endless possibilities. Enjoy boating, kayaking, fishing, and exploring miles of scenic waterways right from your own shoreline. Build your dream home and experience the beauty, tranquility, and unmatched lifestyle that deep-water frontage on Little River has to offer.

Poore Rd, Boothbay

Listing courtesy of Rizzo Mattson. 207-622-9000
$1,900,000
2 Beds ⋅ 2 Baths ⋅ 1668214 MLS
Stunning ocean front property! Watch fishing boats work and enjoy views out to Monhegan Island. At night you'll see lighthouses in the distance and stars in the sky over the ocean. This beautiful summer cottage is at the end of a peaceful road on ''the jagged edge of America''. Included is deeded access to a deep water dock in protected Back Cove and a quarter interest in Little Island just off shore. Completely updated and refurbished in 2014, the interior has been simply and tastefully decorated and is designed to accomadate gatherings but at the same time comfortable for when you don't have company. The Primary Suite has ocean views to wake up to as does the open concept Living/Dining Room and Kitchen. The second bedroom and office are at the back of the cottage. There is a large garage for cars or boat storage and a delightful outdoor shower. Although the property shares a driveway with a neighboring cottage, privacy is almost complete. Very well maintained and ready for you to enjoy this season.

66 Dans Cottage Rd, Bristol

Listing courtesy of Keller Williams Realty.

$1,495,000
6 Beds ⋅ 3 Baths ⋅ 1667936 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$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..

$4,250,000
4 Beds ⋅ 3 Baths ⋅ 1667251 MLS
Located on the coveted Ocean Point peninsula in Boothbay, Edgewater is a remarkable waterfront estate with sweeping southern & western views across Linekin Bay & out to the Gulf of Maine. Encompassing 3.52 acres with deepwater frontage, the property is approached by an 800'±- private, winding drive through a beautiful grove of mature trees. The striking contemporary residence was designed to capture water views from nearly every room in the house. At the heart of the residence is a vibrant, impeccably maintained kitchen & a living room anchored by a fireplace & framed by captivating views of the bay. Expansive windows throughout create a seamless connection to the surrounding landscape & waterfront scenery. A beautiful primary suite with sweeping views across the bay & an adjacent office creates a private retreat. The second level features two bedrooms, while a guest bedroom on the main level provides comfort & privacy for visitors. Two additional rooms provide generous space for offices, studios, or creative pursuits. Outside, the property features a two-car garage & beautifully landscaped grounds. Exceptional amenities include an oversized two car garage, a deepwater dock, pier & float system, and two private moorings, providing direct access to some of Maine's most celebrated waters. Whether exploring nearby islands, fishing areas, or enjoying an afternoon on the bay, Edgewater provides an unparalleled waterfront lifestyle. Boothbay retains all the charm & maritime heritage of a classic New England coastal village, with art galleries, specialty shops, boatyards, and marinas. Nearby Boothbay Harbor is home to the largest fleet of excursion vessels in Maine providing trips to view islands, lighthouses, seals, whales, puffins, and spectacular foliage. The region is home to the acclaimed Coastal Maine Botanical Gardens & the Boothbay Harbor Country Club, further enhancing the area's appeal as one of Maine's premier coastal destinations

637 Ocean Point Rd, Boothbay

Listing courtesy of LandVest, Inc..

$995,000
1666729 MLS
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor and features a freshly rebuilt pier and ramp. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
2 Beds ⋅ 2 Baths ⋅ 1666726 MLS
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor and features a freshly rebuilt pier and ramp. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$645,000
3 Beds ⋅ 2 Baths ⋅ 1666060 MLS
Tastefully renovated and meticulously maintained, this three bedroom, two bath home. This home offers a Serene view of Linekin Bay. The home offfers an attached garage is ideally located in the heart of Linekin Neck in East Boothbay , just minutes from Ocean Point and Grimes Cove. Thoughtfully updated throughout, the home features custom cabinetry, beautiful soapstone countertops, and numerous high quality finishes that blend comfort and coastal charm. Enjoy year round views of Linekin Bay from this inviting property. where mornings are accompanied by the familiar sounds of local lobsterman hauling their traps. The home's thoughtful improvements provide modern convenience while preserving the relaxed character of Maine's waterfront communities. Additional features include a Kohler whole-house standby generator, offering piece of mind and reliable comfort for every season. This exceptional property offers and ideal combination of location, craftsmanship, and scenic beauty.

538 Ocean Point Rd, Boothbay

Listing courtesy of Harbor Realty.

$425,000
1665804 MLS
Rarely does an opportunity arise to own nearly an acre of land on legendary Monhegan Island--one of Maine's most treasured and iconic island communities. This 0.97-acre parcel, located approximately 12 miles off the coast of Maine, offers a unique opportunity to create your own island retreat surrounded by rugged coastal beauty, tranquility, and the timeless character that has drawn artists, writers, and nature lovers for generations. Set in a peaceful setting with a sense of privacy that is increasingly difficult to find, the property provides an ideal canvas for a seasonal or year round getaway, artist's haven, or future investment. Monhegan is renowned for its dramatic ocean scenery, scenic hiking trails, working fishing village, and vibrant arts community, offering a lifestyle unlike anywhere else in New England. Adding to the appeal, certain commercial uses may be permissible on the property, creating intriguing possibilities for entrepreneurs and visionaries seeking to establish a presence within this unique island community. Buyers are encouraged to perform their own due diligence and consult directly with the State of Maine regarding zoning, permitted uses, and development requirements. Land includes an 8 x 12 Shed, Outhouse/Privy with a 1000 gallon septic tank, and a 16 x 16 insulated camp/building/studio with a propane hookup. Whether you're seeking a private escape, a creative sanctuary, or a property with future potential, this exceptional parcel offers a rare chance to own a piece of Maine island paradise. More pictures and video coming soon.

143 Blackhead Trl, Monhegan Island Plt

Listing courtesy of Tim Dunham Realty. 207-729-7297
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 1664387 MLS
On Southport Island's western shore, this private, 2.79-acre property is beautifully oriented to the west/southwest, capturing afternoon light, prevailing sea breezes, and stunning sunsets over Sheepscot Bay. The oceanfront setting is absorbed from its bold rocky shoreline, stone firepit, open decks, balconies, and screened porch. Inside, the home features open concept living, a generous primary bedroom suite, and plenty of room for guests, an office, and hobby space. Architecturally harmonious with the coastal Maine aesthetic, this home looks the part and delivers unlimited potential for daily satisfaction, alone or gathered with loved ones.

26 Miradon Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$695,000
2 Beds ⋅ 2 Baths ⋅ 1664222 MLS
Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a timeless 1860s New England Cape offering warmth, character, and waterfront living on The Back River. Whether you're seeking a summer retreat or a year-round coastal home, this beautifully maintained property captures the essence of Maine living. Enter through the gate into a welcoming mudroom-style entryway featuring original brick flooring and classic built-ins. Beyond, the heart of the home opens into a warm dining and kitchen area centered around a cozy woodstove, with peaceful views stretching toward the cove and your waterfront frontage on The Back River. Rich in old-style charm and thoughtfully designed living space, the home offers two bedrooms and two baths, including a first-floor primary bedroom suite and laundry room for convenient one-level living. Upstairs provides additional privacy with flexible space ideal for guests, a sewing room, studio, or home office. The inviting living room and den feature built-in bookcases and a beautiful fireplace -- perfect for gathering with friends or simply taking the chill off a cool coastal evening. Every room reflects the care and personality of its current owners, blending comfort, craftsmanship, and timeless New England character. Outside, the property continues to impress. Set back from the road, the home enjoys a fenced yard with mature fruit and maple trees, sitting areas, a greenhouse, and a charming potter's shed. A lovely screened front porch offers the perfect place to relax and enjoy water views after a day exploring the Maine coast. The two-story barn, built in 1999 by a local craftsman along with the kitchen addition, provides exceptional versatility with garage space for vehicles or boats, a workshop, and an attached separate work area ideal for hobbies, storage, or a home-based business. This special waterfront property offers comfort, privacy, and authentic coastal charm in one of Maine's island communities.

367 East, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$918,000
3 Beds ⋅ 2 Baths ⋅ 1664144 MLS
Coastal Maine Retreat Near Pemaquid Point Lighthouse. Experience the beauty of Maine's coast from this charming 3-bedroom, 1.5-bath home with ocean views and exceptional outdoor living. Nestled on a beautifully landscaped lot within walking distance to the iconic Pemaquid Lighthouse, this property offers the perfect blend of privacy, comfort, and coastal charm. The home features a spacious and inviting layout filled with natural light and scenic views of the Atlantic. Outside, enjoy mature gardens, lush lawns, and peaceful sitting areas designed to capture the sea breeze and stunning surroundings. Property highlights include: 3 bedrooms and 1.5 baths, ocean views, beautifully landscaped grounds, detached two-car garage with loft space above, additional storage shed/outbuilding, walking distance to Pemaquid Point Lighthouse, ideal year-round residence or seasonal getaway. Located in the highly sought-after Pemaquid peninsula area, this property places you close to the beach. There is an adjacent buildable lot with unlimited potential.

23 Massasoit Dr, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,150,000
7 Beds ⋅ 3 Baths ⋅ 1663898 MLS
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests. The primary living space - perfect as the main residence - is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck. The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income. The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light. The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door. The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.

5 Wharf Hill Rd, Monhegan Island Plt

Listing courtesy of LandVest, Inc..

$1,150,000
1663900 MLS
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests. The primary living space - perfect as the main residence - is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck. The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income. The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light. The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door. The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.

5 Wharf Hill Rd, Monhegan Island Plt

Listing courtesy of LandVest, Inc..

$2,450,000
3 Beds ⋅ 3 Baths ⋅ 1663865 MLS
Set between the timeless coastal communities of Waldoboro and Bremen, this remarkable 167-acre saltwater farm offers a rare and enduring connection to Maine's unspoiled past. Held and thoughtfully cared for by the one family for more than half a century, the land reflects a legacy of stewardship, enriched through traditional oxen-powered farming. At its center stands a classic antique Cape Cod farmhouse, rich in character and authenticity, featuring three bedrooms, three baths, a formal dining room, and multiple working fireplaces that evoke the warmth and simplicity of an earlier era. Supporting structures include a garage, a charming carriage house, and a substantial pole barn, offering flexibility for agricultural pursuits, livestock, or inspired new uses. The landscape is both diverse and harmonious, unfolding across open organic fields, a serene stretch of old-growth forest alive with wildlife, and a private peninsula extending into the waters of Broad Cove. Here, sweeping views, tidal access, and exceptional privacy create a setting that is breathtaking. Whether envisioned as a working farm, a private coastal retreat, or a legacy family compound, 275 Harriman represents a truly rare opportunity to own a meaningful piece of Maine's coastal heritage.

275 Harriman Rd, Waldoboro

Listing courtesy of L&S Realty.

$950,000
2 Beds ⋅ 2 Baths ⋅ 1663839 MLS
Classic Maine waterfront cottage with breathtaking sunsets and sparkling ocean views. This beautiful setting offers 2 cottages on the water! The main cottage is bright and airy with a great room and master bedroom. The guest house is perched at the edge of the pier and offers sleeping for four more guests. Both have exceptional views for the quintessential Maine waterfront getaway! This retreat features an expansive south-facing deck perched directly over the water, offering front-row seats to passing tall ships and ever-changing harbor scenery. Launch from your private dock and explore the harbor, cruise through Townsend Gut, or venture onto the Sheepscot River and beyond. Thoughtfully renovated in 2021, this turnkey property is being offered fully furnished, providing an effortless opportunity to enjoy the very best of Maine waterfront living. Come stand on the deck, soak in the salt air and the view, you won't want to leave!!

78 West St, Boothbay Harbor

Listing courtesy of Vitalius Real Estate Group.

$950,000
2 Beds ⋅ 2 Baths ⋅ 1663769 MLS
Experience the charm of a classic Maine waterfront cottage, where breathtaking sunsets and shimmering coastal views create an unforgettable setting. This beautifully updated two-bedroom retreat features an expansive south-facing deck perched directly over the water, offering front-row seats to passing tall ships and ever-changing harbor scenery. Launch from your private dock and explore the harbor, cruise through Townsend Gut, or venture onto the Sheepscot River and beyond. Nestled within a protected cove, enhanced by lush landscaping, vibrant gardens, and a secluded private beach that create your own peaceful coastal oasis. Thoughtfully renovated in 2021, this turnkey property is being offered fully furnished, providing an effortless opportunity to enjoy the very best of Maine waterfront living.

76 West St, Boothbay Harbor

Listing courtesy of Vitalius Real Estate Group.

$349,000
1658768 MLS
Here is an opportunity to own the last building lot on Yellow Head in beautiful New Harbor. The lot has a drilled well and a septic plan. Located at the end of a private road along with other improvements the driveway is in place and electricity is at the street. There is an acre of land that has been cleared for a home site. Bring your house plans and enjoy living in a beautiful coastal community.

37 Yellow Head Rd, Bristol

Listing courtesy of Drum & Drum Real Estate Inc..

$115,000
1657602 MLS

265 Friendship Rd, Waldoboro

Listing courtesy of Beacon Realty.

$265,000
1659679 MLS
Secluded Building Site on Highly Desirable Westport Island with Barn & Infrastructure Already in Place! Tucked away in the peaceful natural setting of Westport Island, this exceptional parcel offers a rare opportunity to create your ideal private retreat while already benefiting from valuable improvements. The property features a substantial existing barn, perfect for storage, workshop space, or future conversion possibilities. Whether you're envisioning a homestead, seasonal getaway, or custom-built residence, this structure provides immediate utility and long-term flexibility. A standout feature of the land is its well-developed roadway system and expansive parking area, allowing easy access throughout the property and simplifying the building process. Much of the groundwork has already been completed--saving time, expense, and effort as you bring your vision to life. A small brook, Squam Creek cuts through the middle of the property and provides a a soothing element to the whole property. Surrounded by nature, the setting offers privacy and seclusion, yet remains conveniently located just minutes from the charming coastal village of Wiscasset and within easy reach of the vibrant amenities, dining, and shopping in Brunswick and Damariscotta. If you've been searching for a ready-to-build site with character, infrastructure, and a peaceful Maine setting, this property delivers a unique and compelling opportunity. Call today for a private showing. This wonderful parcel wont last!

150 Post Office Rd, Westport Island

Listing courtesy of Keller Williams Realty.

$164,900
1660553 MLS
MOTIVATED SELLER is looking for your offers! This secluded lot on a quiet back road on the coast of Maine has been improved with a foundation, driveway, well, and power right at the street. A great start to your new home. Check out the building plans or customize it! Nicely wooded with mature trees, it blends will with the established neighborhood. Enjoy the tennis/pickleball court as part of the amenities that this lot offers. The lot has the ''best well in the neighborhood'' according the original developers at 20 gallons per minute. And there is reportedly an elevated ledge that looks over the pond on the association lot. So much to love! And with the foundation, house plan, well, and driveway already in place, you are on your way to beautiful home in a a wonderful little neighborhood. Septic design is also available. Close to everything our great peninsula has to offer: Wawenock Golf Course, Pemaquid Harbor, Beach, and Lighthouse, so much to do and see in the area, with the quaint restaurants and gift shops of Damariscotta less than 15 minutes away. Please inquire about a showing, we're happy to meet you on-site. **Keeping it real! There are no AI modifications or fishbowl or drone photos. What you see in the pictures is exactly what you will see in person!**

34 Bunchberry Ln, Bristol

Listing courtesy of Bay Watch Realty, LLC.

$1,590,000
2 Beds ⋅ 3 Baths ⋅ 1655796 MLS
NEW PRICE - Round Pond Waterfront Retreat Significant price reduction on this exceptional Midcoast Maine waterfront property. Located on a quiet dead-end road in the charming village of Round Pond, this custom-designed, move-in-ready home offers privacy, quality craftsmanship, and breathtaking ocean views. Built with Maine's four seasons in mind, the home features durable 2x6 construction and convenient single-level living throughout. Set on 3 private acres with 184' of deep-water frontage, the property enjoys sweeping easterly views of Muscongus Bay and the Atlantic Ocean, delivering spectacular sunrises year-round. Filled with natural light this thoughtfully designed home offers 2+ bedrooms, 3 full baths, spacious living areas, and room for future expansion. The welcoming living room features a striking stone fireplace and panoramic water views, while new carpeting adds a fresh touch throughout. The finished walkout lower level provides additional living space ideal for guests, entertaining, or multi-generational living. Complete with a full bath, patio access, and ample storage, it offers exceptional flexibility. An expansive wraparound deck, accessible from multiple rooms and featuring a ramped entry, creates seamless indoor-outdoor living. The gently sloping, manicured grounds lead to a private rocky shoreline, perfect for enjoying Maine's coastal beauty in every season. Additional amenities include an attached two-car garage with direct entry, whole-home generator, and a detached workshop/shed with power. Conveniently located near Pemaquid Point Lighthouse, local beaches, scenic trails, and the shops, dining, and cultural attractions of Damariscotta, this property offers the best of Midcoast living. Whether you're seeking a year-round residence, seasonal escape, or legacy waterfront property, this rare coastal sanctuary is not to be missed.

153 Back Shore Rd, Bristol

Listing courtesy of Keller Williams Realty.

$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
$2,545,000
4 Beds ⋅ 4 Baths ⋅ 1662528 MLS
Set on Maine's bold coast, this four-bedroom, three-and-a-half-bath colonial offers sweeping ocean views with Monhegan Island on the horizon. Surrounded by tall pines, manicured gardens, and the sound of crashing surf, the property provides a private, front-row seat to Maine's dramatic shoreline. The first floor is arranged for gracious living and comfort. A vaulted living room anchored by a ceiling-height fieldstone fireplace creates a striking central gathering space. The large kitchen, with a sunny breakfast nook, opens to an inviting family room with a wood stove and wet bar. Doors from both the living room and family room lead directly to the ocean-facing deck and screened porch, creating a seamless indoor-outdoor flow. Two first-floor bedrooms, each with an en suite full bath, allow for true single-level living. The ocean-facing primary suite includes a generous walk-in closet with thoughtful built-in storage. A formal dining room, powder room, and laundry room complete the main level. An open staircase leads to the second-floor balcony overlooking the living room. The upper level includes a spacious office area with a built-in desk and shelving, two additional bedrooms, and a full bath. Outdoors, stone steps built into the ledge lead to an upper garden framed by dry-laid stone walls and mature plantings. The property has an immaculately clean, dry basement space with double-door exterior access and abundant storage, along with a three-car garage and a whole-house generator. Set on 3.6 acres, the grounds are beautifully maintained and offer privacy and sweeping coastal light. This is a rare opportunity to own an oceanfront home on Maine's bold coast.

28 Yellow Head Rd, Bristol

Listing courtesy of Drum & Drum Real Estate Inc..

$1,200,000
3 Beds ⋅ 2 Baths ⋅ 1662201 MLS
Rare opportunity to own a waterfront home on coveted Fish Point Road in New Harbor, where properties seldom come to market. Lovingly maintained by the same family for generations, this charming 3-bedroom, 1.5-bath Cape offers stunning frontage on John's Bay and sweeping water views from many of the home's primary living spaces. The spacious kitchen features abundant cabinetry and flows into an eat-in dining area perfectly positioned to take in the breathtaking scenery. A bright and inviting living room also captures the panoramic bay views, while the small covered porch provides the ideal spot to enjoy morning coffee, sea breezes, and peaceful sunrises. An attached two-car garage adds convenience and additional storage. Ideally located within easy walking distance to Little Beach, Pemaquid Beach, Fort William Henry, and Colonial Pemaquid, this special property places you in the heart of one of Maine's most beloved coastal communities. Enjoy nearby restaurants, scenic harbors, and the iconic Pemaquid Point Lighthouse just minutes away. Whether you are searching for a year-round residence or a treasured seasonal retreat, this waterfront gem offers a rare chance to create lasting memories for generations to come. Be sure to watch the video so you can fully appreciate the gorgeous surroundings and setting of this wonderful property.

1 Fish Point Rd, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 1639704 MLS
''Eagle's Nest''. Nestled on its ideally elevated perch above the Sheepscot, with sweeping views of the sea life, this classic 3-Bedroom, 2 1/2-Bath Coastal Home offers breathtaking elevated views, deep- water frontage, and the peaceful rhythm of the tides. Situated on a private road in historic Squam Heights, on the northern tip of Westport Island, this property delivers unmatched serenity with panoramic water vistas from nearly every room. Designed to showcase its stunning waterfront setting, the home features a bright, open layout ideal for entertaining or quiet reflection. The spectacular Great Room -- with vaulted ceilings, a custom fireplace, and expansive windows -- opens directly onto a spacious waterside deck, perfect for viewing boats sailing past or dining under the stars. Enjoy the ease of optional single-floor living, an attached garage, and meticulous upkeep throughout. With its elevated position above the shoreline, this unique property also offers rare potential for a deep-water dock--an exceptional opportunity for boating enthusiasts. While blissfully secluded, you are just a few minutes to Wiscasset or Bath and the many attractions of Midcoast Maine. On-island adventures include kayaking, hiking, yoga, and visits to a local farm, organic brewery with outdoor summer events, a historic inn, and a vibrant community association. Furnishings are negotiable, making this a perfect turn-key coastal escape or year-round residence. Residents also benefit from School Choice and Westport Island's low property tax rate. Don't miss your chance to own a slice of classic Maine waterfront living on sought-after Westport Island. Come for a Visit, Stay for a Lifetime...

3 Rocky Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$495,000
1662023 MLS
This uniquely elevated property is an ideal setting for boaters of all types, featuring a newly installed dock with a 40-foot float for immediate waterfront enjoyment. This lot offers dramatic easterly views of the Sheepscot River, a short drive from the village of Wiscasset and its charming downtown shops and restaurants - south of the bridge for an easy commute. Extensive clearing and site work have already been completed, creating a ready canvas. Nestled in the established neighborhood of Cushman Point, this property offers a tidal retreat to the west with deep water opportunities to the east. Midcoast Maine living at it's best!

Cushman Point Rd, Wiscasset

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,999,000
13 Beds ⋅ 14 Baths ⋅ 1630109 MLS
The Gosnold Arms is a classic Maine inn on New Harbor with a total of 5.56± acres, 218± feet of frontage on the harbor, and very good views of New Harbor and out to Muscongus Bay. The property includes the historic inn with ten private guest rooms, a three-bedroom owner's suite, charming public spaces, and potential restaurant space. There are a number of additional multi-unit guest cottages; two cottages (5 units) are located at the water's edge, the others are tucked into the hillside behind the inn in a semi-private wooded setting. The entire property would be suitable for continued commercial use, or it could be converted back to a single-family residence or family compound. The property also has a substantial pier with a ramp and float on New Harbor, a delightful summer community close to a number of desirable attractions, restaurants, and amenities.

146 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$2,995,000
5 Beds ⋅ 3 Baths ⋅ 1635433 MLS
Built on the Southport's rugged rocky shoreline, this 1920s cottage is loaded with charm and delivers breath-taking ocean views. Updated and well-maintained, the home offers a ground-floor primary bedroom, custom kitchen, an enormous deck, and abundant bedroom and gathering spaces--ideal for hosting friends and family in this quintessential coastal Maine setting. On over an acre of land, the property spans both sides of Bayberry Lane, and includes bold ocean frontage, established gardens, and a garage outbuilding. This opportunity marries classic charm with modern updates in a top tier waterfront setting--a must-see!

7 Bayberry Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$329,000
3 Beds ⋅ 1 Baths ⋅ 1650674 MLS
Experience the quintessential Maine lifestyle in this beautifully renovated ranch, perfectly positioned on a spacious two-acre lot on Westport Island. This single-floor home features an expansive open-concept layout where the sun-filled living room flows seamlessly into a large dining area and kitchen, creating an ideal environment for entertaining and daily living. With three comfortable bedrooms and a full bathroom, the interior feels fresh and modern following a complete top-to-bottom renovation. Peace of mind comes standard with recent upgrades including a brand-new metal roof designed for longevity and low maintenance. Outside, the property offers two level acres with ample room for gardening, outdoor recreation, or simply enjoying the coastal air. Located just a few hundred yards from the Back River, this home provides easy access to the water for kayaking, beachcombing, and sunset strolls. Whether you are looking for a year-round residence or a peaceful island retreat, this property combines modern comfort with the natural beauty of the Midcoast region.

575 Main Rd, Westport Island

Listing courtesy of Coldwell Banker Realty.

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