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$360,000
1661377 MLS
When deep water, privacy and nature call this property answers! McCarty Cove is a magical place to wander around with friendly neighbors, an association that cares and wildlife that abounds. This lovely 10-acre parcel has many amazing attributes so let's name a few. Well, 10 acres to start with. You have two options to build on because the land is divided (don't let that turn you off) by the road with ample space for driveways to be added. The back lot is approximately 7 acres with mature trees, nature trails that meander between flat areas and ledge while leading you to a babbling brook. As we walked through the land, I noticed the fiddleheads were popping up and the blueberry plants were reaching for the sunlight as we moved through the quiet stopping to notice the breeze with not a sound on it that wasn't made by nature. Many opportunities to create a magical oasis presented themselves depending on your desires. The waterfront side draws you in but not necessarily like you would think. It starts with the realization that the light shining through the trees makes you stop every so often to marvel at how it plays on the trees. There is an openness to the land that allows you to ponder where the best site would be. Beautiful ledges offer wonderful options for landscaping, creating areas of solitude while wildlife watching or peaking at the twinkling of the water calling you in for a closer view. As you get closer to the water the land starts to drop down. At first, I was just focused on the terrain in front of me but turning around to see what I just walked down gave me even more ideas of landscaping and quiet areas. This property has a small cove to investigate potential for mooring, dock and float (check with town), peaceful nature walks, marine wildlife, a beautiful common area (see pictures) and plenty of options for your dream home. Oh, and deep water. Come take a look! What's your dream for this magical land? **Do NOT walk on old staircase**

Lot# 14-12 Lot# 14-12 Cv, Westport Island

Listing courtesy of Hills & Harbors Real Estate.

$849,000
1640411 MLS
Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements since the 2022 purchase position this as a flexible live-work or investment opportunity—owner-occupied lodging, boutique hospitality, or an expanded STR portfolio. Enjoy year-round harbor living steps to shops and dining, with captivating water views, versatile layouts, and valuable in-town parking.

53 Commercial St, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297

$849,000
7 Baths 1640416 MLS
Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements since the 2022 purchase position this as a flexible live-work or investment opportunity—owner-occupied lodging, boutique hospitality, or an expanded STR portfolio. Enjoy year-round harbor living steps to shops and dining, with captivating water views, versatile layouts, and valuable in-town parking.

53 Commercial St, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297

$3,495,000
1630131 MLS
The Gosnold Arms is a classic Maine inn on New Harbor with a total of 5.56± acres, 218± feet of frontage on the harbor, and very good views of New Harbor and out to Muscongus Bay. The property includes the historic inn with ten private guest rooms, a three-bedroom owner's suite, charming public spaces, and potential restaurant space. There are a number of additional multi-unit guest cottages; two cottages (5 units) are located at the water's edge, the others are tucked into the hillside behind the inn in a semi-private wooded setting. The entire property would be suitable for continued commercial use, or it could be converted back to a single-family residence or family compound. The property also has a substantial pier with a ramp and float on New Harbor, a delightful summer community close to a number of desirable attractions, restaurants, and amenities.

146 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$290,000
1651014 MLS
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 1655570 MLS
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 1661609 MLS
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.

$385,000
1655347 MLS
A rare opportunity to acquire a 2.7-acre level lot in the renowned Ocean Point area. As one of the last remaining properties in the vicinity, this lot offers exceptional privacy, tranquility, and long-term investment security within a well-established neighborhood. Key features include: Prime Location, just six miles from Boothbay Harbor. Water Access: Potential access to a shared, protected community deep water dock. Quality Standards: Protective covenants ensure construction and community standards. Community Amenities: Membership available in the Ocean Point Colony Trust would provide access to tennis courts, a ball field and various social activities. The subdivision has been surveyed, and soil tests have been completed on this parcel. Seasonal water is adjacent to the site on Van Horn Road making it easy for you to build your dream home.

7 Flint Ln, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$649,000
4 Beds 2 Baths 1660315 MLS
Set in the idyllic coastal village of Pemaquid Beach, this restored 1850 Victorian farmhouse sits on three private acres, blending historic character with thoughtful modern updates. This four-bedroom, two-bath home features a stained-glass entry door, warm paint tones, new painted pine floors, refinished moldings, antique radiators, and updated electrical, lighting, heating, and plumbing systems. At the heart of the home, the renovated kitchen features custom maple cabinets, slate countertops, a farmhouse sink, dual dishwashers, tile flooring, and a new wood stove. The open kitchen and dining lead onto a new, spacious, south-facing deck overlooking two acres of private backyard with highbush blueberry, and raspberry bushes,. An ideal setting for gatherings, gardening, and evenings under the stars. A freestanding shed adds convenient outdoor storage. Upstairs, you'll find three cozy bedrooms, an office space and an updated bath with travertine tile. Drift off to sleep to the sound of the ocean waves from your bedroom window, and enjoy seasonal glimpses of the water. The attached all-season barn adds versatility, with a finished utility room with built-in cabinets on the first floor and a spacious multi-purpose space above with a cathedral ceiling and separate stair access. Savor the slow pace, neighborhood feel of historic Pemaquid Harbor, relaxing with a book on the classic farmer's porch watching the sun set, or take a short walk to Fort William Henry State Park, Pemaquid Beach, Little Beach, and the public boat launch for kayaking, swimming, and boating. Explore Pemaquid Point Lighthouse, Hardy Boat Cruises, waterfront restaurants, lobster co-op, galleries, ice cream stand, and shop at the local grocery store, a few miles away. Conveniently located 12 miles from the vibrant shops, restaurants, library, local theater, and amenities of downtown Damariscotta.

178 Huddle Rd, Bristol

Listing courtesy of Keller Williams Realty.

$825,000
3 Beds 2 Baths 1623199 MLS
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.

$649,900
2 Beds 2 Baths 1655558 MLS
Known as The Carina House, this charming seasonal cottage offers a rare opportunity to own a piece of island history in the heart of the village on Monhegan Island. With ocean views in one direction and sweeping meadow and lighthouse views in the other, the setting captures the timeless character that has drawn artists and visitors here for generations. The 1st floor is a bright, open space filled w/natural light - equally suited for a gallery, studio, shop, or relaxed living area. A galley kitchen, laundry, and bath complete the level. Upstairs, 3 rooms and an add'l bath provide flexible space for bedrooms, creative work, or a quiet retreat. From this upper level, enjoy elevated views of the ocean, meadow, and the iconic Monhegan Island Light. Positioned along the village's main road, The Carina House benefits from steady seasonal foot traffic, making it an ideal setting for a small business or gallery, while still offering the feel of a private island escape. The property sits on a simple, easy-to maintain parcel with a small garden space - perfect for embracing uncomplicated island living. Just a short walk from the ferry landing, the location offers convenient access to all that Monhegan has to offer. Located approximately 12 miles off the coast of Port Clyde, the island is reached by passenger ferry. Known for its vibrant artist community, welcoming village, and miles of protected trails maintained by Monhegan Associates, the island also features some of the highest ocean cliffs on the East Coast - providing dramatic scenery and recently a seasonal property with shared well and unforgettable coastal walks. Currently a seasonal property with shared well and septic via deeded easements, The Carina House conveys furnished-as is customary for island homes-making it ready to enjoy from day 1. Whether envisioned as an artist's retreat, island getaway, or small gallery or shop, The Carina House offers a chance to become part of the enduring story of Monhegan Isla

131 Main St, Monhegan Island Plt

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,995,000
4 Beds 3 Baths 1642147 MLS
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
1610820 MLS
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 1656626 MLS
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..

$99,000
1661560 MLS
Location. Location. Location. *Corner Lot *Dead-end Street *Private from neighbors *Sounds of the Ocean *Terrific ''commuting'' views of the bold ocean! This wooded lot was cleared of underbrush years ago and mowed paths are maintained throughout the lot taking you to many sunny spots to walk, build, or just enjoy the smell of salt air and fir trees. Different from the other lots in the neighborhood with it's years of attention to create a truly magical space. It also has a pull off to park your car and power right out front. You'll also enjoy breathtaking views each and every time you leave home. Chamberlain's Long Cove and Salt Pond Preserve are just a few minutes away. Pemaquid Point & Beach within 5 minutes. Golf, many restaurants, art galleries, hiking trails, and several working fishing harbors are just a few amenities that this area offers. **Keeping it real! There are no drone photos, no 'fishbowl' lens, no AI. What you see in the pictures is exactly what you'll see in person.**

92l Russell Rd, Bristol

Listing courtesy of Bay Watch Realty, LLC.

$635,000
3 Beds 2 Baths 1657082 MLS
PRICE REDUCTION!!! Come hear the crashing surf at Pemaquid Point on John Bay from the front porch of this wonderful year-round cottage. Join generations of folks who call this slice of paradise, their summer home. Access to John's Bay is at the old Steamship Landing, now a walking right-of-way for association members to enjoy swimming & kayaking in the calm waters of the Bay. The well-maintained path, a ROW crossing private property, is a healthy stroll down from the cottage. The simple 1980s cottage sports a large common room with cathedral ceiling that includes living room with wood-burning fireplace, dining area and kitchen. With 3 bedrooms and 2 full baths, this home can comfortably accommodate 6 people. The large rocking-chair front porch is an ideal spot for reading, enjoying the afternoon sea breeze and sunset cocktails. The Lot can easily accommodate a garage or expansion of the home's footprint with town approval. There's a solid 3 season rental history that could easily be expanded upon. Walkers enjoy both morning & evening strolls around the Pemaquid Loop Road with friends, family and dogs...of course. Just 10 minutes to Pemaquid Beach, Reilly's Market & Harbor Ice Cream in the village of New Harbor and 25 minutes to downtown Damariscotta for a plethora of shops, restaurants, theaters, grocery stores and artisan galleries. If you have always dreamed of living year-round or just summering at Pemaquid Point, this is an affordable option that is not to be missed!

9 Blinn Rd, Bristol

Listing courtesy of Drum & Drum Real Estate Inc..

$1,997,000
3 Beds 4 Baths 1651579 MLS
Experience unparalleled coastal luxury on 3.7 private acres overlooking Muscongus Sound. This exceptional 5,203 sq. ft. estate combines sweeping ocean views toward Loud's Island with 180 feet of prime deep-water frontage, featuring a private dock and float, perfect for effortless boating and kayaking right from your backyard. The shifting moods of the ocean are a daily delight in this exceptional home. Thoughtfully engineered for comfort, this home features a 3-story elevator servicing all levels, wide doorways, and radiant floor heat on the first two floors. The main level offers a magnificent living room with cathedral ceilings and a towering wall of windows capturing breathtaking sunrises. A chef's kitchen with custom cherry cabinetry flows seamlessly to a bright solarium and an open deck with a retractable awning. A primary suite located on the main level, serves as a waterside sanctuary with its own gas fireplace, reading nook, walk-in closet, and a spa-like soaking tub. The second story offers two guest rooms, a full bath, and a versatile bonus room over the heated, oversized garage. The lower level offers a comfortable lounge-living area looking out over the water, a split bath, laundry room, and storage area offering many possibilities for a kitchenette or a workshop. Tucked away for complete privacy, you are just minutes from the harbor village of Round Pond, local dining and coffee shop, art galleries and the historic Granite Hall Store. Enjoy easy access to the twin villages of Damariscotta and Newcastle with retail shops, restaurants, library, theater and Miles Hospital campus. A short scenic drive down the peninsula to iconic Pemaquid Point Lighthouse and access to Pemaquid Beach.

5 Southern Point Rd, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$849,000
9 Beds 6 Baths 1640418 MLS
Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements since the 2022 purchase position this as a flexible live-work or investment opportunity—owner-occupied lodging, boutique hospitality, or an expanded STR portfolio. Enjoy year-round harbor living steps to shops and dining, with captivating water views, versatile layouts, and valuable in-town parking.

53 Commercial St, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297

$1,495,000
4 Beds 2 Baths 1662531 MLS
This is a truly exceptional property in the highly sought-after Ocean Point community. This beautiful cottage-style home offers year-round living with breathtaking water views from every window. The meticulously maintained residence features four bedrooms and two bathrooms, providing ample space for comfortable living. The interior boasts charming cottage-style details and Douglas fir flooring. The inviting living room includes a cozy stone fireplace, perfect for cooler evenings, and the chef's kitchen is thoughtfully designed with an open layout that flows seamlessly into the dining area. Formal dining area with mural and wainscotting, first floor bedroom and lots of closet space off the kitchen. New septic system and fresh exterior paint. Outdoor living is equally appealing, with a delightful roofed porch to enjoy the sunsets, an open deck, a blue stone patio and a beautiful perennial garden offering perfect spots to enjoy the scenic surroundings. Ocean Point is also known for its vibrant summer community, which includes a ''casino building'' that hosts a variety of activities for all ages throughout the summer months, a beach at Grimes Cove, lighthouses and crashing surf!

135 Shore Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

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