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$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.

$550,000
2 Beds ⋅ 2 Baths
Located in a convenient area of Edgecomb directly across the road from a land preserve which gives access to a vast amount of acreage in addition to the 5 pastural acres included. The land offers fields and woods not to mention the wildlife you may may to see. Stone fireplace , wood and tile floors , 2 bedrooms plus office and family room . Formerly used as a very well known canine boarding and daycare it offers the opportunity for another in-home business or bring the animal care back to fruition.

144 Middle Rd, Edgecomb

Listing courtesy of Cromwell Coastal Properties. (207)208-9311
$649,900
2 Beds ⋅ 2 Baths
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.

$1,275,000
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.

$899,000
4 Beds ⋅ 4 Baths
INSTANT EQUITY - PRICED WELL BELOW CURRENT APPRAISAL! This exceptional newly built home offers not only a luxurious lifestyle but also OUTSTANDING INCOME POTENTIAL. With 4-5 bedrooms, multiple gathering spaces, expansive decks, and access to the Damariscotta River only a mile away, it is ideally suited for weekly vacation rentals during Maine's highly sought-after summer season. Boaters, families, and visitors flock to the Midcoast each year, creating strong demand for large homes. Whether enjoyed as a private retreat or leveraged as an investment opportunity, this property has the potential to generate substantial seasonal rental income while continuing to appreciate in one of Maine's most desirable coastal locations. Set on a quiet dead-end road that offers privacy, minimal traffic, and a peaceful setting, this beautifully crafted home (including two ensuite bedrooms, one up, one down) offers luxury, comfort, and coastal charm. Designed with both everyday living and entertaining in mind, the home features a light-filled, open floor plan with a large living room complete with custom built-ins and a warm, inviting gas fireplace. The well-appointed kitchen is a standout, showcasing high-end appliances, quartz countertops, and ample space for gathering and meal preparation. The first-floor primary suite is a private retreat, offering a spacious bedroom, walk-in closet, and a spa-like bathroom with in-floor heat, a luxury shower and double vanity. Step outside to your own private deck--perfect for morning coffee or evening relaxation. Upstairs, you'll find 3 bedrooms that enjoy seasonal water views. A spectacular bonus room, connected by elegant French doors, offers endless possibilities--create a game room, home gym or media space. Within walking distance to downtown Damariscotta, 15 minutes to the beach and 1.5 hours to the Portland airport, this home has it all! OPEN HOUSE JUNE 27 11:00-12:30

29 Pleasant St, Newcastle

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.

$299,900
3 Beds ⋅ 1 Baths
Charming antique cape, 3 BR/1BA, in Waldoboro, set on 5.5 scenic acres, new septic installation 6/6/2026 with established perennial gardens. Features include an attached 2-car garage and a large barn with workshop-ideal for hobbies, storage, or small business use. Peaceful rural setting with convenient access to local amenities and just minutes from Moody's Diner. A great opportunity for those seeking space, charm, and versatility. Motivated seller!

1455 Washington Rd, Waldoboro

Listing courtesy of Realty of Maine.

$485,995
2 Beds ⋅ 3 Baths
Tucked at the end of a private dirt road, this 2022-built, nearly complete property offers privacy and upscale self-sufficiency. Dual-zoned (residential and commercial), it's ideal as a serene forever home, remote live/work compound, high-end workshop, or heavy-equipment storage solution. The upper-level residence boasts 1,440 sq ft with 2 generous bedrooms and 2 full bathrooms, featuring an open modern layout, abundant natural light, and spectacular sunset views. The matching 1,440 sq ft lower-level garage/shop is built with reinforced concrete engineered to handle commercial vehicles and heavy machinery. It includes 1 bathroom with plumbing for a shower for added convenience--perfect for contractors, hobbyists, or anyone needing a functional, durable workspace. With only minor work remaining, this is an exceptional opportunity to finish to your exact vision. Fully off-grid and independent- Powerful solar power system, efficient wood boiler for heat and hot water and propane backup for reliability. Easy access to the well-maintained snowmobile trails. This property offers sustainable luxury, privacy, and versatility. It's ready for your dream lifestyle, business headquarters, or income-generating retreat.

766 Atlantic Hwy, Waldoboro

Listing courtesy of RE/MAX JARET & COHN. waldoboro@jaretcohn.com
$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
$650,000
2 Beds ⋅ 1 Baths
**✨ PRICE IMPROVEMENT! Your Dream Hobby Farm Just Became Even More Affordable! ✨** Don't miss this incredible opportunity to own a picturesque country property just **11 miles from I-295 and 15 miles from the coast**! Nestled on **74 beautiful acres**, this remarkable property offers the perfect blend of rural living, recreation, and agricultural potential. Four expansive, tree-lined pastures, wood lots, and multiple barns are ideal for horses, cattle, hobby farming, or creating your own private nature retreat. The charming cedar log home welcomes you with warmth and character, featuring two first-floor bedrooms, a full bath, a fully applianced kitchen, and a spacious gathering room centered around a cozy Jøtul gas stove on a beautiful hearth that can be converted to wood-burning if desired. Above, a bright, open loft with soaring cathedral ceilings provides flexible living space. The full basement offers abundant room for projects, storage, or a workshop, while the impressive **2,400-square-foot pole barn** accommodates vehicles, tractors, boats, and farm equipment with ease. An additional **2,100 square feet of versatile outbuildings** provides even more space for farming operations, hobbies, or future possibilities. This property is ready to work from day one. Cattle grazed these fields as recently as last year, and the productive pastures yield approximately **2,000 square bales of hay annually**. For outdoor enthusiasts, the opportunities are exceptional. Enjoy hunting on your own land--you may even harvest your next trophy buck without ever leaving your property. Whether you're looking for a working farm, an equestrian property, a hobby farm, or a peaceful country retreat, this exceptional property offers endless possibilities. With its new price, there's never been a better time to make it yours!

33 Lawrence Rd, Dresden

Listing courtesy of Portside Real Estate Group.

$875,000
4 Beds ⋅ 3 Baths
Stately 1914 shipbuilder's home in the heart of East Boothbay Village. This 4-bedroom, 2.5-bath residence blends timeless craftsmanship with modern amenities. Step through the period vestibule into a grand entryway, where original woodwork showcases the home's architectural character. The custom kitchen—once featured on the cover of Old House Journal—honors the home's era while offering contemporary convenience. Formal dining and living rooms provide gracious spaces for entertaining. On the second floor, three bedrooms are complemented by a third-level primary suite with views of Mill Pond and the Damariscotta River. Rarely available, this property has only been on the market once previously since its construction. A two-car garage and walkable access to East Boothbay Village favorites—including the General Store, Murray Hill boat launch and public dock, and School Street boat launch—make this an exceptional offering.

210 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,100,000
3 Beds ⋅ 3 Baths
This historic property was formerly the Green Shutters Inn and now includes a completely renovated New England style home with 3 bedrooms and 2.5 baths. Additionally, there are 4 seasonal cabins that provide rental income or a fun spot for family or friends. The home was rebuilt in 2013 from the foundation up, keeping many old features like the classic wood shingled siding, a spacious south facing porch to enjoy all day long and an incredible screened porch for more privacy on the back- all with composite decking. Birch floors throughout with a great room with high ceilings and many windows with lots of light, is a perfect gathering place all year. Double glass doors lead to the outside to the cabins but you can create a patio area that is private and quiet. Private well and quasi public sewer. Located within walking distance to Boothbay Harbor and Barrett's Park this location is private but convenient. Sited on 1.25 acres with potential to divide or keep as is to enjoy the unique setting in Boothbay Harbor.

74 & 76 Bay St, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$875,000
3 Beds ⋅ 2 Baths
What a beautiful and unique home set right on the Kennebec River, offering lovely sunset views from nearly every room in the house. Originally built in 1861 as a one-room schoolhouse, this special property has since been thoughtfully transformed into a warm and inviting residence full of character and charm. Designed with entertaining in mind, the home features a custom kitchen with cherry cabinetry and granite countertops, a large traditional dining room with a cozy gas stove, and a spacious living room with a gas fireplace. A newer family room addition just off the kitchen provides additional living space and comfort. The layout offers flexibility with a convenient first-floor bedroom, while the second-floor primary suite includes a luxurious bathroom retreat. The finished walkout basement offers a large additional room perfect for guests, hobbies, a home office, or recreation space. Additional highlights include brilliant wood and tile floors, a beautifully manicured yard with direct water access, a two-car garage with storage and whole-house generator, plus a charming shed/bunkhouse with a small bath (not included in the home's bathroom count). This truly is a one-of-a-kind riverside property with so much to offer.

251 Cedar Grove Rd, Dresden

Listing courtesy of Rizzo Mattson. 207-622-9000
$225,000
Bring your vision to this unfinished commercial property in the heart of Wiscasset, Maine. Ideally located in one of Midcoast Maine's most recognizable business communities, this property presents an outstanding opportunity for an owner-occupied business, retail space, studio, office, or other entrepreneurial venture (subject to local approvals). The unfinished interior provides a blank canvas to design and build out the space to meet your specific needs while adding long-term value. Benefit from excellent visibility, convenient access, and proximity to Wiscasset's vibrant downtown, historic village, and steady year-round and seasonal traffic. Wiscasset continues to support business growth with a thriving downtown, active commercial corridors, and business-friendly resources, making it an attractive location to establish or expand your business. If you've been searching for a property where you can create a space uniquely suited to your vision, this is an opportunity not to be missed.

127 Gardiner Rd, Wiscasset

Listing courtesy of Blue Lobster Real Estate.

$1,395,000
3 Beds ⋅ 3 Baths
A rare offering on Damariscotta Lake: 5.4± acres, 400 feet of waterfront, a fully renovated contemporary chalet-style home, and exceptional potential for a private lakeside family compound. Overlooking a tranquil cove on one of Midcoast Maine's most desirable lakes, this thoughtfully reimagined property combines modern comfort with the space, privacy, and flexibility today's buyers seek. Whether enjoyed as a year-round residence, seasonal retreat, or multi-generational getaway, the possibilities are remarkable. Extensively renovated from the ground up, the home features a new septic system, upgraded foundation drainage, modern water systems, hardwood flooring, updated appliances, and quality finishes throughout. Clean contemporary design, abundant natural light, and beautiful lake views create an atmosphere that is both comfortable and inviting. The main level includes a sun-filled primary suite with direct deck access and a full bath with glass-enclosed shower. The walk-out lower level offers two additional rooms ideal for guests, family members, or home offices, along with a full bath, laundry area, family/game room, and mechanical room. A separate private road leads to the waterfront, where a custom-designed bunkhouse/shed provides flexible space for recreation, storage, hobbies, or future compound planning. A recently installed aluminum dock system provides immediate access to swimming, boating, fishing, and all that Damariscotta Lake has to offer. The property's 5.4 acres of open fields, woods, and stone walls provide exceptional privacy and room for future expansion, additional structures subject to approvals, gardens, and recreational amenities. Enjoy breathtaking sunsets from the expansive deck while surrounded by abundant wildlife and natural beauty. Properties offering this combination of waterfront, acreage, modern improvements, and family compound potential are increasingly difficult to find. Agent owned.

862 W Neck Rd, Nobleboro

Listing courtesy of Newcastle Realty. 207-563-1003
$635,000
3 Beds ⋅ 2 Baths
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
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.

$3,795,000
3 Beds ⋅ 3 Baths
Perched high above Southport Island's east shore with panoramic views of the Townsend Gut, Boothbay Harbor, and outer islands, this extraordinary 3,300+/- sq ft. Scandinavian-inspired retreat delivers a seamless blend of modern luxury and Maine's scenic beauty. Water views are ever-present, welcomed into living spaces by 9' windows & doors for truly breathtaking vantages. Designed to encourage gatherings, the home features open concept living, with a great room that includes 10' ceilings and a wood-burning fireplace, a woodsy screened porch above the waterfront, and a large waterfront lawn with 6' x 6' granite slab fire pit. Built for year-round use, the property includes advanced systems such as closed-cell insulation, Mitsubishi heating & cooling, public water supply, and a 42kW, whole-house generator. Set on 1.2-acres with 350' of deep-water ocean frontage, the property ensures an unparalleled waterfront lifestyle, with a private pier & oversized float, a multitude of outdoor living spaces, cooling sea breezes, and quick access to area amenities, by car or by boat.

6 Harbor Ledge Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$899,000
4 Beds ⋅ 3 Baths
Discover a rare opportunity to own the beautifully restored Kenniston Hill House, an iconic Boothbay property where historic New England character and modern comfort come together seamlessly. Originally dating to 1797, this remarkable home has now been thoughtfully completed with extensive renovations and a full restoration that preserves its extraordinary craftsmanship while delivering the style and functionality today's buyers desire. Inside, period details including the impressive six-flue central chimney, exposed beams, built-ins, and wide pine character blend effortlessly with updated systems and refined finishes throughout. The newly completed kitchen and dining area offer a fresh, inviting atmosphere designed for gathering, featuring modern appointments and views overlooking the newly landscaped and private backyard setting. Perfectly positioned in the heart of the Boothbay Peninsula, the property places the new owner within close reach of the very best Midcoast Maine has to offer. Enjoy nearby hiking trails, kayaking adventures, boating, and waterfront exploration, along with the vibrant cultural energy of Boothbay and Boothbay Harbor, known for their celebrated restaurants, galleries, festivals, and year-round calendar of local events. Coastal Maine Botanical Gardens is just moments away, while one of Maine's premier golf clubs sits within walking distance of the property. Rich in history yet fully renewed for modern living, the Kenniston Hill House offers a truly distinctive lifestyle opportunity in one of Maine's most treasured coastal communities.

978 Wiscasset Rd, Boothbay

Listing courtesy of Engel & Volkers Casco Bay.

$1,200,000
3 Beds ⋅ 4 Baths
A classic brick building offering 4 floors of versatile living, working, and income-producing options, overlooking the Medomak River. The lower level features a fully equipped wood-fired bakery and prep kitchen with a Pat Manley-built oven, circa 1980, and plenty of prep & proofing space. A large walk-in cooler, sinks, a range, refrigeration, and a loading dock make this a complete manufacturing space. Additionally, there's a stone hearth Blodgett double-decker oven, a reminder of Borealis Breads' tenure there. The street level and floor above it supported a 136-seat restaurant, bar, and catering company. The street-level space is now occupied by Laura Cabot Catering and is fully licensed, compliant, and operating. The second floor is a swing floor. When not occupied by short-term renters, it's a venue for rent or a gathering spot, with a stunning, unique parquet dance floor and electrical capacity for a band. There's an adjacent bar, lounge, restroom, and large Riverview deck. There's also a library and office space. Today, the top two floors are listed on multiple platforms as a short-term rental, sleeping up to six. This area could remain a two-story penthouse or be converted into two apartments. Additionally, it doubles as a wellness retreat with plenty of open yoga space, a cedar sauna, and a jacuzzi tub in the remodeled bathroom. This entire opportunity comes fully furnished and equipped, with minor exclusions. Truly turnkey! Recent improvements include a Carlisle Rubber Roofing system, new hatch and louver access to the roof, heat pumps on all floors, a new Jotul gas stove, newly painted inside and out, and new windows on the Friendship Road side, new siding at the rear of the building, a new compressor for the walk-in, new floors in the commercial areas and upgrades to sewer and Ansel systems. This is an exciting opportunity for a lifestyle change, a move to Maine, and the chance to catch the wave and explore Waldoboro's ongoing Renaissance!

13 Friendship Rd, Waldoboro

Listing courtesy of Camden Real Estate Company. info@camdenre.com
$849,000
9 Beds ⋅ 6 Baths
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
$1,799,000
4 Beds ⋅ 4 Baths
Custom-built and elegantly positioned on the coveted western shore of Damariscotta Lake in Jefferson's desirable Narrows, this exceptional lakefront residence features 4 bedrooms and 3.5 baths with refined indoor-outdoor living. A gracious front porch, expansive south-facing waterside deck, and waterside patio capture the property's stunning setting. The main level showcases an open-concept design, seamlessly blending a well-appointed kitchen, dining area, and living space, where a stone fireplace anchors the room and creates a warm focal point for everyday living and entertaining. The first floor also offers radiant floor heat for year-round comfort. The 1st floor primary bedroom suite enjoys tranquil water views, direct deck access, wood floors, a generous walk-in closet, and a private full bath. Upstairs, a spacious family room, large 2nd floor bedroom with walk-in closet and full bath are complemented by sweeping lake views, along with a large unfinished space ready for customization; the second floor is heated with HWBB. The lower level provides flexible guest accommodations with two bedrooms, a full bath, kitchenette, and a large living area with propane heat stove, well-suited for weekend guests or extended stays. A large laundry room provides ample storage and added convenience. The home is equipped with a backup generator for added peace of mind. Set on 1.85± landscaped acres, the property includes a dock system with ladder, attached two-car garage, and a detached two-car garage. Damariscotta Lake spans 14+/- miles w/ depths exceeding 100 feet, prized for clear water, recreation, and excellent fishing. The Narrows provides a quieter shoreline ideal for swimming, boating, and paddling, with abundant wildlife. A rare opportunity to experience classic Maine lakefront living at its finest.

299 Gates Rd, Jefferson

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$1,495,000
4 Beds ⋅ 2 Baths
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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