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$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.

$1,700,000
4 Beds ⋅ 3 Baths ⋅ 1668772 MLS
Privately tucked away on one of Damariscotta's most sought-after village streets, this elegant residence offers a rare blend of historic charm, modern comfort, and captivating water views. Originally built in 1840, this beautifully maintained New England style home showcases timeless architectural detail alongside thoughtful updates, including rich Brazilian cherry floors, slate kitchen countertops, and recently renovated baths. Designed for both relaxation and entertaining, the home opens to an expansive deck overlooking the Damariscotta River, where you can take in sweeping sunset views and the picturesque Twin Villages of Damariscotta and Newcastle. The professionally landscaped grounds feature mature flowering shrubs, curated perennials, and a classic stone wall with steps leading toward the water's edge. Generous living spaces and ample guest accommodations that include a first floor bedroom option making hosting effortless. A two-car garage, connected by a welcoming breezeway, along with an additional third-bay garage at the street entrance, provide exceptional storage and flexibility. Enjoy the convenience of a short stroll to vibrant downtown Damariscotta and neighboring Newcastle, where you'll find an array of restaurants, cafés, retail shops, a theater, and a public library bringing together the very best of village living with the tranquility of a private setting.

19 Water St, Damariscotta

Listing courtesy of Legacy Properties Sotheby's International Realty.

$949,000
2 Beds ⋅ 2 Baths ⋅ 1668604 MLS
PRICE REDUCTION! Enjoy our own private nature preserve surrounded on 3 sides by the tidal Medomak River! Shore birds & marine life flourish in this pristine wildlife paradise. The meandering gravel driveway follows a meadow full of buttercups & lupines, an old stone wall and marsh grasses along the shore leading to the Homestead. Walking trails traverse nearly 14 acres of woods, salt marsh, apple trees and shoreline. In an effort to reduce the environmental footprint, a contemporary style of vertical-living was designed. In 2019, the home was masterfully renovated with high-end cabinetry, stunning tile & stone work, super-energy efficient details including windows & heating/cooling heat pump system. The contemporary design lends a feeling of space and communion with nature. Two decks facing the water are nestled near the surrounding trees; ideal for bird-watching & enjoying your morning coffee. The layout consists of 3 levels. On the 1st floor, you will find a 2 car garage, heated workshop & expansive entry foyer/mudroom. On the 2nd level, most of the living takes place, including a fabulous woodburning built-in stove with stunning granite hearth, red oak flooring & sliders to a large deck, a chef's kitchen with sturdy custom cabinetry, a bright dining room with water views & a charming 2nd bedroom with cedar closet & stylish tiled bath with radiant floor heat. The top floor features a sunny primary bedroom ensuite with mosaic tiled bath floor, heated tub & granite/pebble shower. A private deck with built-in seats, separate laundry room/dressing room, library/den & cozy studio/music room. At high tide, take a paddle-explore the Cove & beyond while seated in your kayak- it's an amazing experience! Waldoboro Village is just a 5 minutes' drive away for all conveniences. Enjoy nearby beaches, Camden Hills, Bath & Brunswick. Be part of the rich history of the Medomak River. Ease in working from home with whole house generator, underground power & Fiber Optics.

1004 Bremen Rd, Waldoboro

Listing courtesy of Drum & Drum Real Estate Inc..

$260,000
1668334 MLS
Breathtaking views from the home site a top one of the highest points in Edgecomb. Views of the Sheepscot River and the Western Mountains from the current tiny Maine Cabin site. Drilled well is already in place and site for a septic system was identified by a soils engineer but is outdated and design will need to be rewritten, The fields , old farm rocks, old growth trees and the quiet are just a few of the things to enjoy with this site, The granite blocks and wood for the cabin were harvested here and more is available. The Cabin is wired with 110 and 220 with all outlets , lights and switches installed. Water heater is wired in , generator hook up , pecs plumbing , 55 gallon storage tank for back up well water....Imagine the possibilities to explore and then enjoy once they reach fruition. Notice is needed , no drive-bys and an appointment is necessary.

306 Cross Point Rd Unit A-Rear Lot, Edgecomb

Listing courtesy of Cromwell Coastal Properties. (207)208-9311
$1,100,000
1668219 MLS
Rare opportunity to own two adjoining lots totaling approximately 1.10± acres in the heart of South Bristol's coveted Christmas Cove community. Perched above the shoreline, this property offers beautiful elevated water views and a recorded easement providing access to a possible shared dock on Christmas Cove. The lots are being offered together and provide an exceptional setting for a seasonal retreat or year-round coastal home. Enjoy boating, kayaking, fishing, and waterfront recreation without the expense of direct waterfront ownership. The recorded easement includes pedestrian access to the shore and a potential dock area for recreational use. Located just minutes from South Bristol village, Rutherford Island, The Gut, and the restaurants, galleries, and amenities of Damariscotta/Newcastle, this property offers a unique combination of privacy, water views, and coastal access in one of Midcoast Maine's most desirable waterfront neighborhoods.

Lots 8a & 8b French Lane, South Bristol

Listing courtesy of Keller Williams Realty.

$450,000
3 Beds ⋅ 3 Baths ⋅ 1668031 MLS
Attention Contractors/Investors! Exceptional opportunity to restore and add value in the highly desirable Clarks Point community on the Sheepscot River in Wiscasset, Maine. Located at 21 River Point Road, this 3-bedroom, 2-bath home offers tremendous potential for the right owqner willing to take on a renovation project. Shortly after construction, the home experienced water intrusion that resulted in mold and related damage. The property will require remediation and repairs prior to occupancy and is being sold as-is. The upside is the location and community amenities. Residents of Clarks Point enjoy access to tennis courts, a clubhouse, shared gathering spaces, shoreline access, and a deep-water dock on the Sheepscot River. Owners may also have a mooring, providing easy access for boating, kayaking, fishing, and exploring Maine's beautiful coastline. Whether you're an investor seeking your next value-add project or a contractor looking to create equity through improvements, this property presents a rare chance to purchase in a sought-after waterfront community at a price that reflects the work needed. Bring your vision and unlock the potential of this coastal Maine property.

21 River Point Rd, Wiscasset

Listing courtesy of Elevate Maine 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.

$1,395,000
1 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 a beautifully crafted carriage house with comfortable living quarters, kitchen, baths, and sleeping accommodations, along with a separate bunkhouse ideal for guests, recreation, studio space, or overflow use. 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
$475,000
3 Beds ⋅ 2 Baths ⋅ 1667709 MLS
Nestled in the heart of Wiscasset Village, this beautifully updated historic Cape offers the perfect blend of timeless character, modern comfort, and an unbeatable in-town location. Enjoy water views toward the Sheepscot River and Castle Tucker, while being just a short stroll from Red's Eats, Panacea Maine, Treats, local galleries, shops, the waterfront, and everything else that makes Wiscasset one of Maine's most beloved coastal villages. Inside, the home offers period details including wide plank floors, original fireplaces, built-ins, and sun-filled living spaces that honor its 1800s roots. Recent improvements include newly refinished floors, fresh interior paint throughout, and basement insulation, creating a move-in-ready home while preserving its historic charm. The kitchen and bathrooms have been thoughtfully updated, and the flexible floor plan offers the option for first-floor living with a main-level bedroom. Outside, enjoy a private courtyard, expansive front porch overlooking the water, and easy access to nearby parks, Pottle Cove, and the town boat landing. Whether you're looking for a full-time residence or a quintessential Midcoast retreat, 27 Pleasant Street offers a rare opportunity to own a piece of Wiscasset history in a location that truly allows you to enjoy the best of village life.

27 Pleasant St, Wiscasset

Listing courtesy of Portside Real Estate Group.

$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..

$795,000
4 Beds ⋅ 3 Baths ⋅ 1667442 MLS
Nestled away in a peaceful neighborhood with views of Pleasant Cove is this uniquely designed 3,200 sq. ft. home has 3 bedrooms plus a separate 800 sq.ft 1-bedroom in-law apartment, with both interior and exterior access. Designed and built by the owner over the last 20 years this is truly a one-of-a-kind labor of love. From the impressive stone fireplace to the handcrafted cabinetry and custom details, this could not be easily duplicated at this price point. Set on a beautifully landscaped one-acre lot, the property is adorned with fruit trees, flowering shrubs, and even a private vineyard, creating a picturesque setting in every season. Residents also enjoy access to a common pathway leading to Pleasant Cove, located at the end of Neighba Lane.

33 Neighba Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$2,750,000
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.

$1,675,000
3 Beds ⋅ 3 Baths ⋅ 1667233 MLS
Private Net-Zero Country Estate on the Sheepscot River. A rare opportunity to own an extraordinary private family compound set on 18 pristine acres with 950 feet of frontage along the historic Sheepscot River and the charming village of Sheepscot Village. Designed for both comfort and sustainability, the centerpiece of the property is a beautifully crafted 2,465-square-foot residence featuring authentic rough-hewn post-and-beam construction, soaring cathedral ceilings, exposed rafters, and a spacious 625-square-foot addition. A three season porch offers the perfect setting to relax and take in the surrounding landscape. Thoughtfully equipped with geothermal heating and cooling, a solar array, electric vehicle charging capability, and an attached two-car garage, the home delivers an exceptional net-zero lifestyle. Natural light fills every room, highlighting sweeping views of the river, open fields, and vibrant wildflower meadows. The property's remarkable setting can be appreciated from nearly every vantage point. Family and guests will enjoy a separate 1,000-square-foot farmhouse cottage featuring three bedrooms and comfortable private accommodations. Ideal for extended family, visitors, a caretaker, or potential rental income, the cottage adds both versatility and value. The grounds are equally captivating, offering wooded acreage with marked walking trails, expansive fields of lupines and seasonal wildflowers, a peony garden, and winding pathways that lead to the waterfront. At the river's edge, a private dock provides direct access for boating, kayaking, fishing, and enjoying the peaceful beauty of the Sheepscot. Conveniently located just minutes from local nature preserves and the vibrant downtown district of Damariscotta, with easy access to U.S. Route 1, this exceptional property offers a rare combination of privacy, sustainability, and waterfront living. A truly unique Maine retreat--crafted for today and designed to be cherished for generations.

26 Martin Rd, Alna

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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.

$224,000
1666290 MLS
Rare opportunity to own over 1.5 acres with frontage on the beautiful Damariscotta River! Conveniently located in Bristol, just minutes from downtown Damariscotta and all of its shops, restaurants, and amenities, this distinctive parcel offers the best of both worlds-easy access to town with the benefit of Bristol's lower property taxes. Stretching approximately 1,329 feet in length and 50 feet in width, this unique property provides a surprising sense of privacy and elevated views overlooking the river. The setting offers a wonderful opportunity to enjoy the beauty of the Midcoast while creating your own peaceful retreat. Discussions with town officials indicate the lot could be buildable, subject to an adequate soils test and compliance with applicable setback requirements so whether you're envisioning a year-round residence or a seasonal getaway, this uncommon waterfront parcel presents an exciting opportunity to create your own slice of Midcoast Maine. Buyers are encouraged to conduct their own due diligence and confirm all building possibilities with the Town of Bristol.

21-A Map 12, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003
$3,950,000
3 Beds ⋅ 3 Baths ⋅ 1666204 MLS
Available for the first time in a quarter century, this rare coastal retreat encompasses 51 private acres with nearly a mile of frontage along the Sheepscot River. Step back in time as the meandering dirt drive, lined with mature oak trees and vintage stone walls, draws you to the meadow's edge and sweeping views of the river. Over 40 acres of your own private, magical wooded trails wander down the peninsula to a rocky point where seals frolic offshore and bald eagles perch above the water. Heading toward the water, you will pass the writing cottage, saltwater pool, and pool house. Next is the 3-bedroom, 3-bath antique Cape house from the 1800s, thoughtfully updated to honor its heritage while providing modern amenities. Exercising judicious design restraint, the owners added a new kitchen, upgraded the pantry, and refreshed all three bathrooms. The new heated saltwater pool and its pine-scented pool house offer hours of entertainment for all ages. The second writing studio, designed by Snyder and Cheng, sits at the water's edge, offering a quiet space for music, writing, storage, or creative retreat. The deepwater dock, a coveted feature for boaters, offers 8 to 9 feet of depth at mean low water and will welcome most boats. Vessels requiring more depth can swing on the mooring at 28 feet. The protected waterfront also invites quieter days on the water, offering easy access for kayaking, canoeing, and exploring the Sheepscot River at your own pace. Boaters can enjoy a remarkable network of rivers, coves, and island passages, with easy access to open water and the sea beyond. A true legacy offering with thoughtful conservation easements to ensure its quality for generations. The current owners chose understated simplicity, allowing the natural setting to remain the defining luxury: woods, wildlife, salt air, and the ever changing tides of the saltwater river. This coastal sanctuary is just an hour from the Portland, Maine airport and 2.5 hours from B

45 Bradley Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$2,450,000
5 Beds ⋅ 4 Baths ⋅ 1666132 MLS
In Puffin Cove, a private enclave of fine homes, this exceptional waterfront estate offers a rare combination of privacy, acreage, and deep-water access on the beautiful Damariscotta River. Set on 5.58 acres encompassing three lots--one of which may be dividable--this expansive Cape is a treasure. With 5-6 bedrooms, 3 full baths and 1 half bath, the home offers remarkable flexibility for family and guests. Warm hardwood flooring, ceramic tile and two fireplaces create a welcoming atmosphere throughout. The kitchen features an oversized granite island, ideal for gathering and entertaining. New sliding glass doors from the kitchen and upstairs family room open directly onto the full-length rear deck, creating easy indoor-outdoor living while showcasing breathtaking westerly views of the Damariscotta River. The walkout lower level greatly expands the living space with a second family room featuring a fireplace and new sliding glass doors to the outside and a dedicated game room along with 1-2 additional bedrooms, a full bath, a large workshop and an abundance of storage space. On the third floor you'll find three bedrooms, all with water views, a full bath, and more storage. The attached three-car garage, plus separate tractor garage, and a large loft area above offers abundant space for vehicles, boats, equipment and toys. An automatic whole-house generator and an extensive list of recent improvements provide peace of mind. Outside, enjoy your own private dock and double float, including two moorings. A rare waterfront home offering acreage and privacy and direct access to one of Midcoast Maine's most treasured waterways, yet only five minutes to downtown Damariscotta, where you'll find fine restaurants, galleries, grocery shopping and more. In the other direction, drive 15 minutes and find yourself at one of the nicest beaches on the Midcoast, Pemaquid Lighthouse, the Rachel Carson Salt Pond Preserve and hiking preserves. Such a location!

43 Woodward Farm Rd, Bristol

Listing courtesy of Keller Williams 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
$199,000
1 Beds ⋅ 1 Baths ⋅ 1665775 MLS
Enjoy effortless waterfront living at Sheepscot Harbour Village & Resort. This inviting Inn Suite offers beautiful views of the Sheepscot River and Wiscasset Harbor from its private balcony, creating the perfect setting for morning coffee or evening sunsets. Tucked away from the main inn rooms, this well-appointed unit offers added privacy while providing easy access to all the amenities and attractions of Midcoast Maine. Owners enjoy rights to the community's deepwater dock and pier, with the opportunity to moor a boat and spend the day exploring Maine's scenic coastline and waterways. Whether you're seeking a personal getaway, a turnkey investment property, or a combination of both, this low-maintenance waterfront retreat offers exceptional flexibility and rental potential. Conveniently located near Wiscasset, Boothbay Harbor, Bath, and countless coastal destinations, this is your opportunity to enjoy the very best of Maine's waterfront lifestyle.

302 Eddy Rd Unit 312, Edgecomb

Listing courtesy of Vitalius Real Estate Group.

$570,000
2 Beds ⋅ 3 Baths ⋅ 1665519 MLS
Perched on a hillside overlooking the beautiful Sheepscot River, this well-maintained, fully furnished, 2-bedroom, 3-bath condo offers the perfect blend of comfort, convenience, and coastal living. Enjoy water views and spectacular sunsets from your front porch, while embracing a truly low-maintenance lifestyle with exterior upkeep handled for you. Located within Sheepscot Harbour Village & Resort, owners enjoy access to a deepwater dock--perfect for boating, kayaking, and exploring Maine's scenic waterways. The thoughtfully designed floor plan provides comfortable year-round living or an ideal vacation retreat, with spacious bedrooms, 2 full bathrooms, and inviting living spaces. The second floor suite can also be rented separately with it's own private entrance. Whether you're seeking a primary residence, seasonal getaway, or investment opportunity, this waterfront community offers exceptional flexibility. Relax and enjoy all that Midcoast Maine has to offer, with easy access to local restaurants, shops, boating, and nearby coastal attractions.

38 W Island Way Unit 605, Edgecomb

Listing courtesy of Vitalius Real Estate Group.

$695,000
3 Beds ⋅ 3 Baths ⋅ 1665487 MLS
Welcome to 320 East Pittston Road, a rare opportunity to own over 108 acres of fields, forest, and riverfront in the heart of Midcoast Maine. With approximately 2,200 feet of frontage along the scenic Eastern River, this exceptional property offers a level of privacy, natural beauty, and recreational potential seldom found on the market. At the center of the property sits a classic New England farmhouse offering over 2,000 square feet of living space, blending historic character with thoughtful updates. Warm and inviting living spaces, multiple fireplaces, wide-plank floors, and period details reflect the home's heritage, while updated baths and functional living areas provide everyday comfort. The surrounding landscape is truly remarkable. Rolling fields, mature trees, wildlife habitat, and extensive river frontage create endless possibilities for farming, recreation, conservation, hunting, fishing, kayaking, or simply enjoying a private retreat. Despite its peaceful setting, the property is conveniently located between Augusta, Wiscasset, and the Midcoast, providing easy access to everyday amenities while maintaining a sense of complete escape. Whether you're seeking a private homestead, recreational property, working farm, or long-term land investment, 320 East Pittston Road represents a rare chance to own one of the region's most distinctive riverfront holdings.

320 E Pittston Rd, Dresden

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,150,000
3 Beds ⋅ 3 Baths ⋅ 1665060 MLS
Impeccably built and immaculately maintained, this three bedroom, three bath home rests upon a stunning private perch above the confluence of the Kennebec and Eastern Rivers. From an impressive deck you will relish wine and sunset views over Merrymeeting Bay -- the second most critical migratory waterfowl habitat on the East Coast. You can only appreciate the magic of life along this riverside by witnessing firsthand the wonders of eagles, ducks, geese, salmon, striped bass, sturgeon, alewives, and countless other wildlife essentially as your closest neighbors. Crafted in 2022 by Leon Vaillancourt, this layout unfolds perfectly upon arrival. A first-floor primary en-suite stylishly features a luxurious walk-in closet, a double vanity with granite countertops, and an attractive tile and glass shower. The modified open concept of the common spaces allows the family chef to enjoy conversation in the living room while preparing fresh local meats and greens from the nearby Dresden farmlands. Delightful choices in cabinetry, granite counters, pantry design, and appliances make this spacious kitchen stand out from all the rest. Western views over the bay are impressive from nearly every room, including the guest bedroom and dining room. An extra bonus awaits in the lower-level garage, which offers endless heated storage and potential for multi-generational living, a music or art studio, entertainment, and more. No expense has been spared, featuring a paved drive and a metal roof. Reliable and efficient systems include a Viessmann boiler with a stainless hot water storage system, radiant wall panels, water filtration, an automatic generator, and a security system. Outside, a 36x48 Morton-built steel workshop with a 14x14 door offers endless possibilities for boats, RVs, and every hobby you can imagine! Everything sparkles here, from the floors to the waves lapping up along your shore-front. Discover Dresden!

787 River Rd, Dresden

Listing courtesy of Sharon Drake Real Estate, Inc.. 207-443-4444
$2,800,000
6 Beds ⋅ 4 Baths ⋅ 1664545 MLS
Damariscotta's most significant intown property is offered on the market for the first time in over 50 years. ''Oak Gables'' offers the peace and privacy of over 9 acres of lawn, fields and ancient apple trees on 1,200 feet of west facing Damariscotta River frontage. The circa 1840's estate home looks down over the property and features four separate bedrooms plus a lovely Primary Suite with breathtaking sunrise views over the''Johnny Orr Rapids''. On the lower level are office space and a completely separate apartment with its own kitchen and bath that enjoys similar views to the Primary. The Carriage House is a multi car space and what used to be the servants' quarters above is now a very nice apartment. Another attached, small studio apartment is located on the ground level. Both have amazing views. Set away from all of this is a three-bedroom cottage style home with a delightful screened porch overlooking the river. Also on the property is a functional riverfront boat house and a large in-ground swimming pool of some age. For the owner wishing to enjoy all the benefits of being in town and on the water but at the same time having complete privacy, this property will merit consideration.

36 Pleasant St, Damariscotta

Listing courtesy of Keller Williams Realty.

$399,999
1664403 MLS
A beautiful waterfront setting along the Sheepscot River in Midcoast Maine, with a distinct sense of privacy and natural beauty. This land is situated within Rum Cove on Westport Island. The property includes 3.3 acres with 300' of pristine river frontage. It captures expansive views over the Sheepscot River leading to Boothbay Harbor and the Atlantic Ocean. Bordering conservation land, it provides a quiet sense of escape, with native wildlife including eagles, osprey, and deer. Build your own private dock or owners enjoy access to a shared deepwater dock and float in Rum Cove, providing access to boating, kayaking, fishing, and exploration along the Sheepscot River. Well suited for a custom waterfront home or coastal retreat, this property balances seclusion and accessibility. Though peacefully tucked away, it is just minutes from the town of Wiscasset for groceries, dining, and everyday needs, with convenient access to Bath, Brunswick, Portland, Augusta, and the greater Midcoast region. A place where it's easy to imagine making this your own.

16 Otter Ln, Westport Island

Listing courtesy of LAER.

$1,695,000
3 Beds ⋅ 3 Baths ⋅ 1664366 MLS
With over 300' of west-facing, deep water frontage, this home is perfectly sited to capture prevailing sea breezes, abundant water views, and sunsets in a calm and private coastal setting. Boating adventures start here, with a deep water dock and a multitude of itineraries, or stay at home and enjoy the scenery from the expansive waterside screened porch and deck. Built for year-round living, the home is meticulously maintained and well suited for entertaining with its outdoor living spaces, front-to-back living room, formal dining, and cozy den with cathedral ceilings, fireplace, and built-ins. A turn-key package in a captivating setting!

564 West, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$759,000
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.

$980,100
3 Beds ⋅ 2 Baths ⋅ 1663950 MLS
Located in the National Register Historic district of Wiscasset village sits this circa 1780 architectural gem on a hill with partial Sheepscot River views. Altered circa 1880, it features Italianate Bay windows, intricate hand carved trim including corbels, stars, roping, etc. The home is surrounded by beautiful gardens, the town common, and historic homes. Renovated in 2020, it features a new roof (May 2026), new kitchen and baths, updated plumbing and wiring, custom cedar storm windows, custom Bali blinds, new hybrid water heater, and hybrid high efficiency furnace. It is expansive with eleven rooms and two full baths. There are three porches (one screened), a large lawn, and a lovely sitting area along the ell. A finished shop (formerly a garage) is attached with storage above. Period details include five fireplaces, crown moldings, wainscoting, tin and beamed ceilings, raised field paneling, all wood floors, murals, and exquisite trim. There are rock walls, brick walkways, granite steps, crushed granite driveway edged with cobblestones, a wrought iron fence, and bee pollinator gardens. The first-floor family room could serve as a master bedroom. The ell is comprised of the kitchen, workshop, screened porch, shop, bonus room, and large room now serving as a Pub entertaining area with porch. The new kitchen, a chef's dream, features recessed lighting, pumpkin pine floors, custom cabinets, black walnut and soapstone counters with undermount sink and swan neck faucet, eat-in area, pantry, VT Castings heat stove with brick hearth, gas programmable stove/oven, and GE Profile appliances. Character abounds in this home which is unparalleled in quality of construction by skilled artisans of yester year combined with thoughtful modern updates. Furnishings are negotiable. Formerly an antique shop with a prime location, it could also serve as a short-term rental.

228 Main St, Wiscasset

Listing courtesy of Sell Your Home Services. 888-219-3009

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