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$465,000
2 Beds ⋅ 1 Baths ⋅ 1677242 MLS
Set in a quiet and private Boothbay neighborhood, 23 Nichols Road offers the simple pleasures of Maine living with an especially appealing natural setting. This inviting one-level home is tucked away on a private dead-end road and enjoys a wooded landscape, a level yard, and common access to the water. The home itself offers comfortable one-floor living with 2 bedrooms, and office/den, one full bath with laundry, a sunny living area, kitchen and dining space, and an attached one-car garage. Two decks and level yard provide an easy place to enjoy the outdoors, while the wooded surroundings create a peaceful sense of privacy. With close proximity to some of the Boothbay region's treasured conserved lands, the nearby Pine Tree Preserve of 144 acres of forest, provides access to trails for walking and exploring. The Linekin and Burley Preserves add another 138 acres of protected woodland and nearly three miles of trails, extending from Route 96 toward the Damariscotta River. Conveniently located for enjoying all that the Boothbay region has to offer, with downtown Boothbay Harbor, Ocean Point, golfing, boating, and coastal trails all within easy reach. A special opportunity to own a comfortable, turn-key home in a wonderful neighborhood.

23 Nichols Rd, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

$469,000
2 Beds ⋅ 1 Baths ⋅ 1676349 MLS
Experience the simple pleasures of waterfront relaxation at this rustic camp perched right on the shores of Biscay Pond. This charming retreat offers a wonderful opportunity to enjoy swimming, boating, fishing, and peaceful days by the water. In the process of being updated with new plumbing, wiring, windows, insulation and structural improvements, the property combines classic camp character with important updates, including a Rennai water heater. PLUS, the lot goes all the way to Lessner Road to 3 additional acres of land. With town approval, build your new home, potentially with water views, and you'll already own your private camp on the water right there! A special and unique waterfront getaway ready for making lasting Maine memories.

38 Beach Ln, Damariscotta

Listing courtesy of Blue Lobster Real Estate.

$6,250,000
6 Beds ⋅ 6 Baths ⋅ 1676219 MLS
Highfields is an exceptional saltwater farm, offering an extraordinary sense of privacy and seclusion, with long views over rolling fields towards Parsons Creek, Back River, and the Sheepscot River. Set on 37.56± acres with 2,508± feet of varied shorefront, the property includes a Knickerbocker built Shingle-style main residence, a charming guest cabin, a detached bunkhouse, and a substantial barn/garage. Sited on a scenic knoll, the three-bedroom main house combines fine craftsmanship, antique architectural elements, maritime influences, comfortable living spaces, and top-quality systems. Inviting spaces open to waterside decks and a screened porch with a fieldstone fireplace. Located in a meadow with broad water views, the charming two-bedroom cabin includes an open living and kitchen area and a deck. Thoughtfully developed over several decades, the idyllic landscape features open lawn and fields, mature woodland, a pond, old stone walls, and maintained walking paths, with virtually no neighboring houses in sight. A private deep-water dock with a ramp and float provides protected access to the outstanding boating of Back River, the Sheepscot River, and beyond, while the shops, restaurants, and amenities of Wiscasset, Damariscotta, and Boothbay are easily reached by boat or car.

378 Mill Rd, Edgecomb

Listing courtesy of LandVest, Inc..

$1,850,000
3 Beds ⋅ 3 Baths ⋅ 1675402 MLS
Experience the beauty of waterfront living in this classic shingle-style home overlooking Linekin Bay. Spectacular westerly views provide unforgettable sunsets, while the changing tides reveal a pebble beach perfect for exploring and play. At high tide, the protected waters invite swimming just steps from your door. Inside, a dramatic wall of windows frames the ever-changing views, creating the feeling of living aboard a boat while filling the home with natural light. Custom high-paneled wainscoting and thoughtful architectural details add timeless elegance throughout. The home offers a first-floor primary suite with a private sunroom overlooking the bay, an updated kitchen that opens seamlessly to the living and dining areas, and two additional bedrooms with a full bath on the second floor. A separate family room, featuring a vaulted ceiling and a stone fireplace provides room for gathering with family and friends. Completing the property is a detached garage with a studio space, ideal for creative pursuits or a home office. Plus, a shared deepwater dock is just a short walk away. This exceptional waterfront property captures the very best of the Maine coast.

749 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$885,000
3 Beds ⋅ 2 Baths ⋅ 1675383 MLS
Perched high above the shores of Hockomock Bay, this 12-acre waterfront property captures the quiet beauty of Westport Island with its stunning westerly views and unforgettable sunsets. Offering approximately 550 feet of deep-water frontage on Back Door Passage, the setting is both peaceful and inspiring, with an expansive deck perfectly positioned to take in the ever-changing waterfront landscape. The log home features three bedrooms, one-and-a-half baths, and embraces the warmth and character of classic Maine craftsmanship. Ready for your thoughtful personal touches, the home's authentic rustic appeal provides an inviting canvas for creating a truly exceptional waterfront getaway or year-round residence. Surrounded by mature woods and offering privacy, the property is part of a welcoming island community and is close to acres of conserved lands, providing easy access to boating, kayaking, fishing, hiking, and the natural beauty that defines the coast of Maine. Whether you preserve its timeless log home character or thoughtfully update it for the next generation, properties with this combination of acreage, privacy, extensive deep-water frontage, and spectacular sunset views are increasingly rare, so don't let this opportunity pass you by. Schedule your private showing today!

39 Plummer Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group, LLC.

$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.

$895,000
2 Beds ⋅ 3 Baths ⋅ 1675220 MLS
Damariscotta Lake! Waterfront property on 1.2 acres with deep-water, clear frontage. This property enjoys unobstructed lake views and a premium dock system providing easy access for boating, swimming, and recreation. The 1984 home offers a 3 season room with deck below to capture the beauty of the lake from multiple vantage points. A spacious 30' x 40' garage offers abundant storage for vehicles, boats, and lake toys. Whether you're seeking a year-round residence or a seasonal retreat, this property combines privacy, expansive waterfront, deep-water access, and stunning views in one of Midcoast Maine's most desirable lakefront settings. Convenient to the Twin Villages of Damariscotta and Newcastle yet a world away when you're on ''Lake Time''. Shared access to the lake is right down the road as well.

74 Lincoln Ln, Newcastle

Listing courtesy of Blue Lobster Real Estate.

$549,000
3 Beds ⋅ 1 Baths ⋅ 1674951 MLS
Some places simply call for you to slow down, and this is one of them. Tucked away at the end of a long private driveway, this charming cottage takes you down memory lane to another era. Its sweet 1970s vintage character evokes memories of simpler times, inviting you to relax, unwind, and appreciate the peaceful beauty of life along the shores of Montsweag Bay. Step onto the spacious wraparound deck, where gentle breezes drift in from the water and the rhythm of the tides sets the pace of the day. A wall of glass welcomes you as you enter the home, filling the rooms with natural light and ever-changing views. Each evening, the western sky takes center stage. As the sun slowly sinks beyond the bay, the water becomes a canvas of colors, delivering a sunset performance you'll never tire of watching. Follow the meandering staircase to the riverside deck, where a dock once welcomed boats and kayaks. Today, it remains a magical place to cast a line, launch a kayak, sip your morning coffee, or simply watch osprey soar overhead as the river quietly flows by. Whether you envision restoring waterfront access or simply embracing the tranquil setting, this special spot provides options. Are you looking for a year-round residence or a waterfront getaway? This enchanting cottage is ready for its next chapter --with you!

81 Bay Shore Rd, Westport Island

Listing courtesy of Tim Dunham Realty. 207-882-5020
$1,425,000
5 Beds ⋅ 3 Baths ⋅ 1674842 MLS
The Chimes House, believed to be a design by Gustav Stickley during the American Arts and Crafts Movement, is a distinctive Staley year-round cottage that reflects the timeless appeal of early twentieth-century craftsmanship. One of the era's celebrated homes, it embodies Stickley's philosophy of simplicity, exceptional quality, and harmony with the natural surroundings. Designed with open floor plans and family-friendly living spaces, the home features original built-in benches, cabinetry, and bookcases. Many historic details remain intact, including the original light fixtures and hardwood floors that complement this four-bedroom, two-and-one- half-bath residence. The property enjoys stunning long-water views across Townsend Gut, with seasonal winter views extending farther up the Gut. Residents enjoy access to a deeded association dock, providing convenient boating access to Boothbay Harbor and beyond. Thoughtfully updated while preserving its historic character, the home was relocated to its present site and now rests on a new foundation with steel beams. Recent improvements include updated electrical systems, a new fire and security system, a new four-bedroom septic system, new roofs on both the house and garage, a new cedar fence, fourteen new windows, and a complete exterior repaint. Additional features include an oversized basement and garage, an expansive classic wraparound porch, and a massive entertainment deck adjoining the kitchen and dining areas. Located within the Chimes Association in the highly sought-after West Boothbay Harbor area, the property offers quick access by boat to Boothbay Harbor and all that Maine's coast has to offer during the summer season.

1 Chimes Ln, Boothbay Harbor

Listing courtesy of Benchmark Real Estate.

$368,000
1674032 MLS
Fantastic 3.27 acre lot off Back Narrows Road in the coveted River Bend and Bel Acres communities, with beautiful views of the Damariscotta River and 300+ feet of tidal & deep water on secluded Bottle Cove. With paved access through Bel Acres community to River Bend, a fern lined driveway leads to the secluded private lot with mature trees, birches, wild blueberries, and moss covered ledges, including a granite whale rock, and a level & cleared building site. The northerly property boundary is a ravine with an active stream for much of the year. Make a trail down to Bottle Cove and forage winkles for dinner, enjoy a dip in the clear clean Maine waters and top off your evening watching the ospreys with a Thirsty Botanist from the nearby Boothbay Craft Brewery & Tavern. Enjoy close proximity to Boothbay Harbor with grocery stores, shopping and dining, and only 10 minutes from the world-famous Coastal Maine Botanical Gardens and the best golf course in the State of Maine.

18 Birches Dr, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$2,995,000
3 Beds ⋅ 4 Baths ⋅ 1673667 MLS
Experience coastal Maine living at its best in this custom-built shingle-style home, set on 2.25 landscaped acres with 501' +/- of deep-water frontage and a protected private dock and sandy beach. Featuring sweeping southwesterly views to Sequin Island, this property perfectly balances luxury and comfort. The open-concept main floor centers on a chef's kitchen, a formal dining room, and a dramatic two-story living room with a propane fireplace. A sun-drenched, vaulted-ceiling sunroom, convenient mudroom, and a luxurious first-floor primary suite complete the main level. The second floor offers two ensuite guest bedrooms and a versatile family room. Designed with precision, the home includes radiant propane floor heat, a daylight walkout basement, an oversized heated two-car garage, and a whole-house generator. Being sold completely furnished. A rare find on the Maine coast.

75 Stowaway Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$705,000
3 Beds ⋅ 3 Baths ⋅ 1672872 MLS
Immaculate and well done are two ways to describe this beautiful home. This is one of the very few detached condominiums that directly overlook Wiscasset Harbor. A variety of quaint shops and restaurants are just across the river in Wiscasset and a market is nearby. Light and airy with a screened in porch and upper deck that both overlook the water. The seller has had some nice updates done. Radiant floor heating and high efficiency heat pumps keep the home comfortable year round. The three bedrooms and 2 1/2 baths are versatile with a potential lockout unit for rental income. For boaters there is a common dock and moorings may be applied for through the town. OPEN HOUSE on 8-16-26 is cancelled.

71 Village Way Unit 506, Edgecomb

Listing courtesy of NextHome Premier Realty.

$1,495,000
3 Baths ⋅ 1672860 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.

$169,000
1672822 MLS
Imagine building your dream coastal retreat overlooking the Damariscotta River. This exceptional 1.12-acre homesite is perched among the highest elevations in the highly desirable Meadow Cove Landing community, offering the opportunity for protected river views through a recorded view easement. The property is largely ready for construction, with a dramatic driveway entrance, a cleared site, and an ideal building envelope established. To make the process even easier, professionally drafted custom home plans, created specifically for this lot in collaboration with a local builder, will convey with an acceptable offer. Designed to complement the natural topography and maximize the river views, these thoughtfully crafted plans could save months of design time while providing an exceptional starting point for your vision. Meadow Cove Landing is a small, well-established waterfront neighborhood that offers the perfect balance of privacy, community, and coastal living. Residents enjoy shared access to the Damariscotta River, including a deep-water dock, kayak storage, and a swimming area, making it easy to enjoy boating, kayaking, paddleboarding, or simply relaxing by the water. Just minutes away, Boothbay Harbor offers award-winning restaurants, charming boutiques, art galleries, marinas, and more. Whether you're seeking a full-time residence or a seasonal getaway, this rare property offers the ideal combination of water views, thoughtfully prepared building opportunities, exceptional community amenities, and an unbeatable location.

41 Bens Landing Rd, Boothbay

Listing courtesy of Newcastle Realty. 207-633-4433
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 1672550 MLS
Charming Waterfront Home in Spectacular New Harbor, Maine! Welcome to your dream waterfront home Located on Picturesque New Harbor, Maine! Experience the enchanting lifestyle of harbor living in this delightful and well-maintained Cape-style residence, which boasts breathtaking views of the harbor, famed for scenes filmed in the movie *Message in a Bottle*. When you step into this 3-bedroom 2 Bath home, with a 2-car garage you will be greeted by an abundance of space that creates a warm and inviting ambiance throughout. This lovely home features 3 generous bedrooms with the Main Bedroom located on the first floor. The second floor has two bedrooms with a shared bath. LARGE FINISHED WALKOUT basement that could be converted (with proper permits) into a gorgeous separate suite offering comfort and convenience for families and guests alike with its own one-of-a-kind view. The layout provides the option of first floor living, with rooms that flow beautifully into one another, enhancing the sense of spaciousness while maintaining a charming coziness. Step outside onto the deck to savor stunning views of the working harbor, where the daily activities of lobstermen loading bait and returning with their catch continue the storied traditions of New Harbor, a community renowned for its tight-knit and neighborly spirit. Nestled on the picturesque Southside Road, this fabulous home is conveniently located near the Town Landing. This property is ready and waiting for you to design and redesign, bringing your own personal style and taste if you choose. A dock could be added with proper permits then all you will need is a boat to explore the incredible mid-coast waterfront. Your new home is surrounded by rich recreational opportunities and local charm. Explore breathtaking Pemaquid Point with its iconic lighthouse, relax at Pemaquid Beach, visit Fort William Henry and a best kept secret Back Cove with its footbridge and charm.

82 Southside Rd, Bristol

Listing courtesy of Reilly Real Estate.

$295,000
1672479 MLS
A rare opportunity to create your own private coastal retreat on 4± acres on beautiful Westport Island. An open parcel, it feels dramatic with large old growth trees and some water views toward the cove. A short walk brings you to the picturesque common area with a large dock on the Sheepscot River. Cool ocean breezes and salty air await at the common area and use of the dock offers deepwater for any boating style. Not far from Derecktor Robinhood Marina for dinner by the water. Or run across to Boothbay Harbor, 15 minutes by boat! The charming off-the-grid cabin, (designed in Norway) provides a comfortable place to escape today while you plan and build your home. Whether you dream of a year-round residence or a seasonal getaway, this property offers the rare combination of substantial acreage, deepwater access, and existing accommodations. Experience the tranquility of island living in the heart of MidCoast Maine.

65 Sortwell Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$144,900
2 Beds ⋅ 1 Baths ⋅ 1672323 MLS
Looking for the peace and privacy of country living without giving up convenience? This contemporary modified Saltbox offers the best of both worlds, with an easy commute to nearby coastal communities such as, Bath, Brunswick, Boothbay, Wiscasset, and nearby cities of Gardiner, and Augusta. Set in a tranquil rural setting, this home provides plenty of space to garden, relax, and enjoy the outdoors. Designed with passive solar efficiency in mind, it offers multiple heating options--including wood, propane, and pellet--providing economical, dependable comfort throughout Maine's seasons. Inside, the open and inviting first-floor layout is perfect for entertaining, everyday living, or simply spreading out. A spacious first-floor bedroom and full bathroom offer the convenience of single-level living, while the second floor features an additional bedroom and a versatile loft overlooking the living space below--ideal as a home office, family room, or guest retreat. Whether you're ready to move right in or excited to add your own personal touches, this affordable home is full of potential and ready to become the country retreat you've been looking for.

14 Dodge Rd, Dresden

Listing courtesy of Rizzo Mattson. 207-622-9000
$7,850,000
5 Beds ⋅ 7 Baths ⋅ 1671763 MLS
Sited on the coveted waters of Linekin Bay, Three Flags is an exceptional property comprised of 3.85± acres, 225'± of waterfront, private deepwater dock, boat mooring, and a custom-built 5,100± square foot residence. Thoughtfully designed for comfort and gathering, the residence features five bedrooms, six baths, and an open-concept floor plan that flows effortlessly from one space to the next. Expansive porches, well-appointed exterior doors, and large windows blur the line between indoors and out, creating outstanding spaces for entertaining, relaxing, and simply enjoying Maine summers. With soaring ceilings and abundant natural light, the great room opens through oversized doors to a spectacular 100-foot porch, while a pass-through kitchen window serves the screened dining porch, complete with a wood-burning fireplace, infrared heaters, and motorized weather screens for extended seasonal enjoyment. Behind the home's understated elegance lies extraordinary craftsmanship and attention to detail. A sculptural staircase with continuous helical white oak handrails serves as a striking architectural centerpiece, while the luxurious primary bath features a custom precast concrete soaking tub supported by specially engineered structural framing. The waterside primary suite opens through a folding NanaWall to a private screened porch with gas fireplace, overlooking an expansive green roof. This peaceful retreat is an exceptional setting and creates the feeling of being immersed in nature while capturing sweeping views to the sea. With architecture and construction by Knickerbocker Group, the home showcases a refined palette of natural materials and handcrafted details, including custom walnut cabinetry by local artisan Greg Zoulamis, wide-plank oak floors, and integrated steel and concrete accents. Curated by Annie K Designs, the home's sophisticated yet inviting atmosphere allows the surrounding landscape and ocean views to remain a defining feature.

30 Edgewater Way, Boothbay

Listing courtesy of LandVest, Inc..

$399,000
1669397 MLS
This 3.47 acre waterfront building lot offers a rare opportunity at the end of Steves Road in the desirable Blue Hill Shores Association. Elevated and private, the lot enjoys easterly views over the Damariscotta River with 301 feet of waterfront. Choose your own builder to create your Maine coast retreat and take advantage of the potential for your own dock or enjoy the nearby association dock. Just minutes from all the shopping, dining, galleries, and year round attractions of Boothbay Harbor, this exceptional property offers the perfect balance of privacy, waterfront living, and convenience.

205 Steves Rd, Boothbay

Listing courtesy of Keller Williams Realty.

$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
$3,395,000
4 Beds ⋅ 5 Baths ⋅ 1669184 MLS
In the midst of grand renovation, this custom waterfront home will transfer with a ground-floor primary suite, premium kitchen with walk-in pantry, an expansive Red Balau and cable rail deck, and a multitude of other updates and improvements. Enjoy end of the road privacy on this 1.95-acre waterfront lot in the small and well-kept Western Ledge subdivision. Comprising a peninsula, the property features 900'+ of protected frontage with a deep water dock and outstanding Damariscotta River views. Satisfying everyday living awaits new owners, with three guest bedrooms, each with its own bathroom. A short drive to downtown Boothbay Harbor, the Boothbay Harbor Country Club, and other area attractions.

83 Western Ledge Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$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..

$2,450,000
5 Beds ⋅ 5 Baths ⋅ 1667341 MLS
On the western shore of Southport Island, this 2.6-acre waterfront property features a 5,000+sf home with water views, a sandy beach, abundant sunshine & sea breezes, and plenty of space for friends and family to gather and recreate. The main house's open concept living encourages entertaining, with a chef's kitchen, large dining room, a living room with gas fireplace, and a long waterside deck. Recently renovated, the property is turn-key and ready for immediate enjoyment, with upgrades to the kitchen, bathrooms, fundamental systems, and the addition of a 5-car garage. Above the garage is a lovely two-bedroom, two-bathroom guest apartment, affording gracious independence for visiting family and friends. Near the mouth of the Sheepscot River, this location is known for being refreshingly cool, with breath-taking ocean and sunset views. The renowned Southport community offers a multitude of nearby amenities, including restaurants, Hendrick's Head Beach, a library, boat landings, and the Southport General Store.

825 Hendricks Hill Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$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.

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