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$1,645,000
Breathtaking 97.7 +/- acres with approximately 2,500 feet of private pond frontage on the east side of Gardiner Pond. This expansive property offers privacy, natural beauty, and endless potential as a private estate, development, campground, family compound, or kingdom property. An old gravel road loops around the property, leading to your own peaceful clearing by the water, complete with a small beach, boat launch and float for swimming, paddling, boating, bass fishing or relaxing by a fire at sunset. Cross country ski for miles and never leave the property. When the ice is safe, skate to your heart's content. Room to roam. Just 7 minutes to downtown Wiscasset, 21 minutes to Bath, 27 minutes to Boothbay Harbor, 26 minutes to Augusta, and 53 minutes to Portland. See MLS listings 1655163 and 1655167 for additional purchase options.

Lot 15 Gibbs, Wiscasset

Listing courtesy of Keller Williams Realty. 2073194162

$649,000
3 Beds 3 Baths
This custom ranch offers refined one-floor living with three bedrooms and two and a half bathrooms, blending comfort, privacy, and understated elegance. Thoughtfully designed, the layout places the owners' suite on one end of the home, creating a peaceful retreat, while separate accommodations on the opposite side welcome family and guests with ease. Wood floors extend throughout, and a cathedral ceiling paired with an open-concept design fill the home with natural light and a wonderful sense of warmth and openness. Designed for effortless living, the property also features an attached two-car garage, a dedicated workshop in the basement, and a serene 1.19-acre setting that invites both relaxation and quiet enjoyment. Just minutes away, a public boat launch makes it easy to spend the day boating or kayaking, while the Trevett Store offers the simple pleasure of a classic coastal Maine lobster roll. With Coastal Maine Botanical Gardens and Boothbay Land Trust nearby, this home places you close to the natural beauty, charm, and coastal lifestyle that make the Boothbay Region so special.

23 Sunny Acres Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$849,900
2 Beds 2 Baths
Your private waterfront retreat awaits. Nestled on 14± acres with 513 feet of owned frontage on the Eastern River in the desirable town of Dresden, this rare property offers unmatched privacy and natural beauty. The home sits on a peninsula with breathtaking 180-degree views up and down the river. The land offers multiple potential building sites--ideal for a private compound or development--or simply enjoy it all to yourself as your own peaceful escape. Additional features include a farm pond, attached 2-car garage, separate barn, and a long driveway set nearly 1,000 feet off the road. Inside, you'll find a first-floor bedroom, soaring cathedral ceilings, and a second-floor bedroom with a private bath. Enjoy the outdoors from the gorgeous patio and hot tub and rest easy with the automatic generator. Potential for a deep-water dock adds even more value. A truly special property--schedule your showing today!

691 Middle Rd, Dresden

Listing courtesy of Rizzo Mattson. 207-622-9000

$3,495,000
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..

$564,999
3 Beds 2 Baths
Country privacy meets contemporary design on the Sheepscot River. This saltbox-style home is built into the hillside overlooking open fields and thick woods, positioned to maximize solar gain and pastoral views. The 4-season 12'x32' sunroom faces southwest and helps keep the home naturally warm throughout the winter months while taking in the ever-changing views of the landscape. The open-concept first floor has a large living room, an updated kitchen with new countertops, and direct entry from the 2-car attached garage. Upstairs, a primary bedroom with direct access into a full bath, along with two additional bedrooms down the hallway. The garage and workspace setup at this property is genuinely rare. The attached 2-car garage connects directly to the main level, while a backyard ramp provides drive-up access to a spacious second floor with barn door entry, purpose-built to accommodate tractors, ATVs, and heavy equipment alongside recreational gear and storage. The walkout basement below the home, accessed via a full-width garage door, serves as a serious year-round workshop space for hobbyists, woodworkers, or home-based tradespeople, and carries strong potential for conversion into additional finished living space. Outside, enjoy 343 feet of Sheepscot River frontage suited for fishing or a summer swim, plus a small pond in the field well suited for horses or other farm animals. The property also includes a woodshed and additional outbuilding. Recent updates make this home move-in ready: new upstairs flooring, remodeled bathroom, full interior paint, new countertops, stained exterior siding with freshly painted trim, new fence, LED lighting throughout, ceiling fans in the sunroom, and updated electrical outlets. New refrigerator, washer, and dryer added in 2025. New leach field installed and septic tank pumped. Conveniently located close to both Augusta and the Midcoast. VA loan may be assumable at a below-market interest rate. Contact office for details.

286 Wiscasset Rd, Whitefield

Listing courtesy of EXP Realty.

$290,000
An heirloom property on the market after nearly 50 years. Rare oceanfront property, deep water access on the Bristol peninsula. Watch the sunrise over Louds Island, Muscongus Bay and the Atlantic Ocean. Nestle into this well established, quiet, Round Pond neighborhood with easily accessible power on a dead-end road. This waterfront property slopes gently down to naturally terraced rocks at the shoreline and is an ideal location for your summer or year round home. With town approval, step onto your very own deep water dock and set sail to anywhere in the world. Only ten miles to picturesque Pemaquid Point Lighthouse or to downtown Damariscotta with fine-dining, artisan shops, galleries, the historic Lincoln Theater and a state of the art medical facility. Eight miles to Pemaquid Beach and colonial Fort William Henry and seven miles to the Wawenock Golf Club with a nine-hole course designed by architect Wayne Stiles. Nearby is the town of New Harbor with CE Reilly's iconic grocery store. Nature preserves abound with beaches, woods and trails to explore and observe seals, egrets, ospreys, herons, and eagles. The Rachel Carson Salt Pond Preserve is close-by, discover tiny crabs, periwinkles and delicate starfish in ocean tidal pools. Many local access points invite you to drop in your paddle board or kayak and weave the Maine waterways. Monhegan Island is a short boat-trip away. Seller is willing to consider all offers.

009 Reny Rd, Bristol

Listing courtesy of Balsam Realty.

$995,000
2 Beds 1 Baths
Henry David Thoreau viewed transcendence as... a lived, daily experience achieved by immersing oneself in nature, practicing deliberate living, and fostering solitary reflection to connect with a higher divine unity. Thoreau advocated for ''living awake'' by stripping away societal materialism to ''suck out all the marrow of life,'' finding spiritual significance in natural beauty. If this resonates with the way you would like to live, then you will fall in love with 59 Greenland Cove: set in a natural sanctuary dotted with the clarion call of birds, marine life and the deep tradition of Maine's lobster fishermen just feet from the ocean-facing deck. Like a bride on her wedding day, this property includes something old, something new, something borrowed and something blue... Traditional, old, and unspoiled Maine remains the focal point of this beautiful coastal Bremen home. Newly reimagined and rebuilt upon the borrowed (and rock-solid!) foundation of its original structure, now boasts of a beautifully designed and energy-efficient interior that thoughtfully incorporates natural building elements like wood, steel and stone throughout. Wide, sunny windows wrap around the home maximizing views of a vast blue Maine ocean and all the wildlife that abounds. Only the brilliant canopy of stars breaks the silence, their light like a quiet conversation. A residence defined by its gentle charm and complete seclusion; equal parts sweetness and solitude.

59 Greenland Cove Rd, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$895,000
3 Beds 3 Baths
Perched above the shores of iconic Linekin Bay, this three-season Maine-coast escape delivers stunning views of Fish Hawk island, refreshing sea breezes, and prime deepwater dockage for boaters. Ideal for entertaining, the house offers open concept living, high ceilings, big water views, and outdoor spaces that include a screened porch, decks & balcony, and a charming, waterside cabin. Bedrooms on the lower level are private and cool, including an ensuite primary bedroom overlooking the bay. The waterfront cabin is a dreamy work-from-home setting, with privacy, water & electric, and easy boating breaks to level the mind. The best of both worlds, the property's membership in the Appalachee community comes with access to a freshwater beach, in addition to its owned ocean frontage. Renowned for its boating appeal, and especially for sailors, Linekin Bay delivers steady breezes, excellent fishing, and some of the region's warmest waters for swimming. Tucked away on a private road, yet just one mile to Boothbay Harbor's footbridge and downtown amenities.

127 Appalachee Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$345,000
Your Maine Getaway Awaits - Two separate Waterfront Efficiencies at Sheepscot Harbour Village & Resort. Have you always dreamed of owning your own special place in Maine? These charming efficiency units at The Inn of the Sheepscot Harbour Village & Resort offer the perfect opportunity to enjoy year-round getaways right on the Sheepscot River. These furnished, turnkey units feature king-sized beds, private balconies with water views; tasteful recent updates including fresh paint and new furnishings. Enjoy shared access to the waterfront and dock, with potential for a mooring or a leased dock space- ideal for boating enthusiasts or those who simply want to relax by the water. Whether you're looking for a serene personal retreat or a smart investment property, these units deliver. Owners can take advantage of the on-site rental management or independently rent through other platforms. Located just across the bridge from downtown Wiscasset and only 15 minutes from Boothbay Harbor and Damariscotta, this property places you in the heart of Maine's coastal charm. - a unique chance to secure a slice of Maine's Mid Coast magic and start your rental portfolio.

306 Eddy Rd, Edgecomb

Listing courtesy of Keller Williams Realty.

$1,199,000
4 Beds 4 Baths
Tucked into idyllic Butter Point in Waldoboro, this waterfront retreat feels like a secret you've been let in on. The original 1997 cottage is all Maine charm - a stone fireplace, warm knotty pine, and cozy gathering spaces that frame the water just beyond the windows. In 2020, a thoughtful addition was crafted to mirror the classic lines of the original structure while quietly elevating everything with modern, luxury finishes. The result is a seamless blend of old and new: expansive glass that floods the home with natural light, elevated materials throughout, and sightlines that pull your eye straight out to the Medomak River where the Narrows open toward Broad Cove. Massive windows run the length of the waterside elevation, making the tide, sky, and ever-changing light part of the daily rhythm of the home. Whether you're curled up by the fire, gathered around the table, or stepping out with your morning coffee, the connection to the cove is constant and effortless. Outside, the property lives just as large. A substantial barn offers storage for up to four vehicles or boats, gear, and workshop space, which could also be converted to a large apartment for your Airbnb visions. The space is further complemented by ample parking below the house and an additional small garage tucked out back. It's the ideal setup for someone who wants a refined coastal home without sacrificing room for projects, toys, or hobbies. From the handcrafted feel of the original camp to the elevated comforts of the 2020 expansion, this Butter Point property is that rare combination of character, privacy, and truly unforgettable water views—ready to be enjoyed in every season.

101 Butter Pt, Waldoboro

Listing courtesy of Pooley Realty Group. jessicapooleyrealtor@gmail.com

$375,000
2 Beds 1 Baths
Discover this authentic two bedroom log cabin nestled on the pristine shores of Pemaquid Lake at Sawmill Point with access to both Biscay and McCurdy ponds right across the street. A stone fireplace is the centerpiece of the living room and the waterviews from the dining room table are charming and peaceful. Launch your kayak from the shore that is just steps away from your front door. There are plenty of places to launch your kayak, canoe or motor boat either from the landing near your cottage or at the shared dock less than 50' away from your door. After a day of exploring, the cozy interior and woodsy surroundings provide a peaceful atmosphere for unwinding. Enjoy the shared firepit and picnic tables with your neighbors and wait until dark for an outdoor movie. Best of all, you're close to the town of Damariscotta with its charming Main street of galleries, bookstores, shops and restaurants. See MLS# 1639620

515 Turner Rd Unit 4, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$175,000
1 Beds 1 Baths
Have you always wanted your own special getaway in Maine? Enjoy your Maine vacations year-round on the Sheepscot River in your own single unit efficiency located at The Inn of the Sheepscot Harbour Village & Resort; shared waterfront access and dock w/potential for a mooring and limited dock rental spaces. This unit has a balcony with water views and is privately situated from the rest of the units in the building. Recently painted with new furnishings. It has been used as an investment and income producing property (there is an onsite rental management service but owners are able to handle rentals on their own through any of the rental sites). SHVR is conveniently located just over the bridge from Wiscasset and 15 minutes to Boothbay Harbor and Damariscotta. The unit comes fully furnished and ready for immediate use. This is one of three units available and owned by the same owner who is relocating.

306 Eddy Rd Unit 307, Edgecomb

Listing courtesy of Keller Williams Realty.

$1,395,000
A rare opportunity to acquire a downtown Damariscotta commercial property combining Main Street visibility with approximately 150 feet of frontage on the Damariscotta River. Features an existing multi-level brick commercial building totaling approximately 4,658± square feet, together with a substantial rear parcel currently providing parking and future flexibility. Located in the C-1 Downtown Commercial District and offered vacant, the site presents exceptional optionality for continued commercial use, adaptive reuse, or redevelopment, subject to municipal approvals. Downtown properties offering river frontage, parking control, and this level of land depth are seldom available, making this a highly distinctive Main Street offering.

100 Main St, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

$2,250,000
4 Beds 4 Baths
Welcome to ''Osprey Lodge'', a peaceful island retreat on the shores of Boothbay's Cross River. This 3.8-acre parcel boasts a rare 800'+/- deepwater frontage, including ownership of the point at the north end of Barter's Island. The log home has been lovingly improved and maintained, offering open concept living, soaring ceilings, abundant natural light, a custom kitchen, and optional one-floor living. A gathering place, the home's great room with stone fireplace accommodates family reunions and dinner parties with ease. Serenity and natural wonder encourage relaxation here, with stunning sunset views, abundant wildlife, and cooling sea breezes. For boaters, the private dock with mooring is nicely protected, while offering immediate access to the Sheepscot River and a multitude of boating itineraries. Enjoy the rewards of daily life in the Boothbay Region, including the renowned Boothbay Harbor Country Club, Coastal Maine Botanical Gardens, and the vibrant coastal village of Boothbay Harbor. When it's time to unwind, return home to this tranquil setting in an area of large lots, where sightings of osprey, eagles, owls, and loons are common, and where the night sky is on full display.

44 Stone Point Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$375,000
2 Beds 1 Baths
Discover this authentic two bedroom log cabin nestled on the pristine shores of Pemaquid Lake at Sawmill Point with access to both Biscay and McCurdy ponds right across the street. A stone fireplace is the centerpiece of the living room and the waterviews from the dining room table are charming and peaceful. Launch your kayak from the shore that is just steps away from your front door. There are plenty of places to launch your kayak, canoe or motor boat either from the landing near your cottage or at the shared dock less than 50' away from your door. After a day of exploring, the cozy interior and woodsy surroundings provide a peaceful atmosphere for unwinding. Enjoy the shared firepit and picnic tables with your neighbors and wait until dark for an outdoor movie. Best of all, you're close to the town of Damariscotta with its charming Main street of galleries, bookstores, shops and restaurants. See MLS# 1639624

515 Turner Rd Unit 4, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$825,000
3 Beds 2 Baths
This is an exceptional opportunity in the sought-after Seawood Park community! This private neighborhood owns 1,000 feet of shared shorefront, with a sandy beach and oceanside walking path. Unwind as you take in sunsets over Johns Bay from the covered farmer's porch or the second-floor deck. Inside, you'll find generously sized bedrooms, a spacious family room, a finished third floor, and a back deck perfect for gatherings. Tucked away from the road, this property offers privacy while being ideally located near local attractions. Explore nearby boat launches, Pemaquid Beach (6 miles), Pemaquid Lighthouse (8 miles), and Wawenock Golf Club (9 miles). Enjoy vibrant downtown Damariscotta with its restaurants, shops, galleries, and theater, or head to New Harbor for ice cream and a visit to Reilley's Market. This home offers the best of coastal Maine living.

20 Ocean, Bristol

Listing courtesy of Keller Williams Realty.

$1,275,000
3 Beds 3 Baths
This well built home faces west (sunsets!) over the Damariscotta River and is located in one of the area's finest, quiet neighborhoods in the Walpole section of Bristol. Custom-built, the home is part Cape, part Contemporary and part Mid-Century Modern, featuring spacious rooms including a kitchen/family room combination with access to a screened-in porch overlooking the Damariscotta River. An elegant living room features built-ins and a woodburning fireplace and opens onto the expansive waterside deck. Additionally, there's a den with a woodstove hookup and water views which also opens onto the deck, plus a Primary Suite with views and deck access. There is also a separate private two-bedroom guest wing sharing a full bath. The detached garage has a workshop and plenty of storage space above. The rear entrance is a classic Maine ''mud room'' with a utility sink, large walk-in pantry with great storage. A full house generator provides a nice sense of comfort. Spending time outside is a pleasure, with an active babbling brook running alongside the house, emptying out into the river. A staircase winds down to the dock and float (which will require some updating). Just minutes from the village center and award winning local hospital in one direction and a fine golf course and beach, as well as the famed Pemaquid Point Lighthouse, in the other. This home is a real find! --

31 Woodward Farm Rd, Bristol

Listing courtesy of Keller Williams Realty.

$1,995,000
4 Beds 3 Baths
A rare chance to own a piece of waterfront on Southport's renowned Cape Newagen Harbor. This inviting cottage is all about the views, with windows lining the walls to bring the harbor, the Cuckolds Lighthouse, and open ocean right into your living space. The open floor plan makes it easy to relax with family or gather with friends. Upstairs, the bedrooms capture sweeping harbor views and beyond and each room opens onto their own outdoor spaces allowing for additional space to relax and take in the surrounding views. The detached garage includes a finished living space above—an ideal spot for guests, a quiet studio, or a cozy hideaway. Equipped with an additional full bathroom, use of this space is endless. Boating adventures are at your doorstep with a mooring in the harbor. The Southport town landing is just a short walk giving access to the protected mooring field in the harbor and boating access beyond. Blending charm, comfort, and a true sense of place, this waterfront retreat is ready to be your coastal escape.

22 Gray Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$3,150,000
After 30+ years Shaw's Wharf and Lobster is For Sale. This property boasts a fantastic location and excellent income producing restaurant that seats 300+ inside and outside with a fun and lively bar area, known for it's weekly bands. Included is a 13,000 sq ft (town records) Commercial Wharf that sells lobsters both to the public and wholesale. Shaw's Wharf leases space to a well known Tour Boat that does tours to Monhegan and other areas. This property also has two separate buildings that contain a lobster pound/bait shed and office. There is a year round house with views of the water, and potential of a replacement dock in front of the house. Two parking areas are also included, one of these parking areas generates great income. This is the location where part of the movie ''Message in a Bottle'' was filmed, Kevin Costner, Paul Newman, and Robin Wright and lots of locals were there. All photos were taken after the restaurant was closed. Financials will be provided to Qualified Buyers with signed Non-Disclosure Agreement. See MLS#1626100 for restaurant and wharf only for sale only

127,129,81 131,132 State Route 32, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,285,000
5 Beds 3 Baths
Located in the heart of Christmas Cove on Rutherford Island in South Bristol, 17 French Lane is a classic waterfront property with 1.14± acres, 170± feet of shorefront, and spectacular views over the Cove to the Damariscotta River. The year-round historic house is full of charm, thoughtfully updated, and exceptionally well maintained, with five comfortable bedrooms, bright and open living spaces, and lovely water views. The setting is both picturesque and inviting, with open lawn from which to enjoy activity in the harbor, mature trees that provide privacy, flowering shrubs, and stonework. A deep-water dock system and versatile outbuilding further enhance the property's appeal. Held by the same family for more than 60 years, the property represents a rare legacy offering with a combination of authentic coastal character and practical waterfront amenities in one of South Bristol's most coveted neighborhoods.

17 French Ln, South Bristol

Listing courtesy of LandVest, Inc..

$1,749,000
4 Beds 3 Baths
Perched high above the Damariscotta River with sweeping views of the village, harbor, and waterfront, this extraordinary newly constructed custom home offers luxury coastal living on 1.95± elevated acres with approximately 286 feet of privately owned waterfront. Offering 3,212± square feet, the thoughtfully designed residence features 4 bedrooms, 3 full baths, and walls of glass that capture breathtaking water views and natural light throughout. A welcoming farmer's porch leads to an open-concept living area where the great room and custom Shiloh kitchen create the perfect setting for entertaining. The kitchen is beautifully appointed with Taj Quartz countertops and backsplash, a custom hood vent, premium Thermador Professional wireless appliances, and custom cabinetry. Hardwood flooring extends throughout, complemented by central air conditioning for year-round comfort. The spacious junior suite enjoys tranquil river views, while the luxurious primary suite offers a private TimberTech balcony with glass railings overlooking the water. The spa-inspired primary bath features a soaking tub and elegant finishes designed for relaxation. Additional highlights include a custom laundry room with built-ins, expansive outdoor living spaces, an attached 24' x 28' garage, and a walk-out lower level with additional garage space ideal for kayaks, paddleboards, workshop space, or boat storage. Enjoy front-row views of Damariscotta's Fourth of July fireworks from the comfort of your own home. Ideally located just minutes from downtown Damariscotta's restaurants, shops, marinas, and LincolnHealth - Miles Campus, this home offers the perfect combination of privacy and convenience. Additional adjoining land with deep-water frontage is also available for purchase, creating a rare opportunity to expand the estate or establish a remarkable waterfront compound.

80 Riverview Lndg, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

$2,194,000
A truly rare offering--346 +/- acres spanning two towns, with approximately 5,500 feet of combined private pond frontage on the east, south, and west sides of Gardiner Pond. This expansive property offers privacy, natural beauty, and endless potential as a private estate, development, campground, family compound, or kingdom property. A gravel road loops around the surveyed east side of the property, leading to your own peaceful clearing by the water, complete with a small beach, boat launch and float for swimming, paddling, boating, bass fishing or relaxing by a fire at sunset. Cross country ski for miles and never leave the property. When the ice is safe, skate to your heart's content. The 248± acres on the westside of Gardiner Pond offers elevated land overlooking the pond along with approximately 3,000 feet of private frontage. The west side of the property is accessed via a Rangeway. See MLS listings 1655165 and 1655163 for additional purchase options.

Lot 15&40 Gibbs, Wiscasset

Listing courtesy of Keller Williams Realty. 2073194162

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