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$2,100,000
2 Beds ⋅ 2 Baths
Stunning ocean front property! Watch fishing boats work and enjoy views out to Monhegan Island. At night you'll see lighthouses in the distance and stars in the sky over the ocean. This beautiful summer cottage is at the end of a peaceful road on ''the jagged edge of America''. Included is deeded access to a deep water dock in protected Back Cove and a quarter interest in Little Island just off shore. Completely updated and refurbished in 2014, the interior has been simply and tastefully decorated and is designed to accomadate gatherings but at the same time comfortable for when you don't have company. The Primary Suite has ocean views to wake up to as does the open concept Living/Dining Room and Kitchen. The second bedroom and office are at the back of the cottage. There is a large garage for cars or boat storage and a delightful outdoor shower. Although the property shares a driveway with a neighboring cottage, privacy is almost complete. Very well maintained and ready for you to enjoy this season.

66 Dans Cottage Rd, Bristol

Listing courtesy of Keller Williams Realty.

$789,000
5 Beds ⋅ 4 Baths
Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

39 Shackletons Way, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$475,000
4 Beds ⋅ 2 Baths
Offered for the first time in more than 60 years, this enchanting antique home presents a rare opportunity to own a timeless piece of history. Filled with warmth, character, and vintage charm, it evokes the comforting feeling of visiting Grandma's house--a place where memories were made and traditions began. Relax with your morning coffee or unwind in the evening on the welcoming farmer's porch as you take in the sights of this charming neighborhood. Inside, beautiful original wood floors are waiting to shine and, with a little polishing, could become a stunning centerpiece of the home once again. The lovely gardens enhance the property's storybook appeal, while the walkable location places you just steps from the village's library, waterfront, restaurants, galleries, boutiques, and other local amenities. Whether you're looking to restore a treasured antique or simply appreciate the craftsmanship and character of a bygone era, this special home offers space, history, and the opportunity to embrace the slower pace of life in Maine's 'Prettiest Village.'

84 Federal St, Wiscasset

Listing courtesy of Tim Dunham Realty. 207-882-5020
$849,000
3 Beds ⋅ 2 Baths
Nestled on 8.5 private acres in the desirable coastal community of Round Pond, this versatile property offers a blend of rural tranquility and income-producing potential. The 3-bedroom home features an open-concept floor plan with spacious living, dining, and kitchen areas designed for comfortable everyday living, relaxation or entertaining. Large windows bring in natural light and showcase the surrounding natural beauty. The detached 2-car garage building provides ample storage and workspace, while the well-appointed 2-bedroom apartment above offers excellent opportunities for guest accommodations, multigenerational living, rental income, or a home office retreat. Or, if you prefer, it's the perfect spot for a family compound. The expansive acreage provides room for gardens, recreation, and enjoying the peaceful Maine countryside, all while being just minutes from Round Pond Harbor, local restaurants, and the area's renowned waterfront attractions. A special opportunity to own a flexible property in one of Midcoast Maine's most sought-after locations.

417 Lower Round Pond Rd, Bristol

Listing courtesy of Blue Lobster Real Estate.

$450,000
3 Beds ⋅ 3 Baths
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.

$350,000
Desirable 2.7 ACRE LOT located in Boothbay Harbor's Spruce Point Heights. Don't miss out on this rare opportunity to build your dream home in this coveted association, a highly sought-after neighborhood located 10 minutes from the Boothbay Harbor village, Boothbay Harbor Country Club , Coastal Maine Botanical Gardens, and endless local favorites. Looking for the best of both worlds? This property offers the tranquility of the Maine Woods, yet it is only a short walk to the beloved Spruce Point Inn Resort, a quintessential coastal retreat with unforgettable views of the rugged Maine Coast. The resort offers a myriad of recreational activities, a restaurant, full service spa, and a waterfront pool. As a member of the association, you will have the opportunity to join the Spruce Point Inn as a seasonal member allowing access to all of the resort amenities. Bring your vision to this beautiful community and start making memories for generations to come!

12 Linekin Rd, Boothbay Harbor

Listing courtesy of Town & Shore Real Estate.

$310,000
3 Beds ⋅ 2 Baths
If you've been looking for privacy, space, and a true Maine setting, this property is for you. Situated on 2.7 acres in Alna, this home offers a peaceful country feel while being less than 30 minutes from Boothbay Harbor and just moments from both Damariscotta and Wiscasset. With approximately 2,158 square feet of living space, there's plenty of room to spread out. The home features 3 bedrooms, 2 full bathrooms, an attached 2-car garage, and multiple flexible spaces to fit your needs. Inside, you'll find a comfortable layout with character throughout, including a beautiful stone hearth, built-ins, and generous storage space. The lot provides a great balance of open yard space and wooded privacy, making it easy to enjoy everything from gardening and outdoor activities to walking in the woods or simply relaxing and taking in the quiet surroundings. Whether you're looking for a year-round home or a place to escape the hustle and bustle, this property offers the space, setting, and location for you.

1306 Alna Rd, Alna

Listing courtesy of Real Broker.

$1,495,000
6 Beds ⋅ 3 Baths
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
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
$450,000
2 Beds ⋅ 2 Baths
Just minutes from Round Pond Harbor, Pemaquid Beach, and the iconic Pemaquid Point Lighthouse, this custom-built log home offers the privacy of the woods with the best of the Maine coast just moments away. Enjoy boating, sandy beaches, fresh seafood, and breathtaking ocean views before returning home to your own peaceful 1-acre retreat. Surrounded by mature trees and classic Maine stone walls, this warm and inviting home blends timeless log cabin charm with thoughtful modern updates. A newly refinished exterior, brand-new roof, and beautiful butcher block countertops provide peace of mind while enhancing the home's rustic character. Inside, you'll find two spacious bedrooms, two full bathrooms, and a flexible bonus room that's perfect for a home office, guest room, or potential third bedroom. The open living space is anchored by a cozy wood stove, creating the perfect gathering place after a day exploring the coast or enjoying the outdoors. Step outside onto the expansive deck, where morning coffee, summer barbecues, and quiet evenings surrounded by nature become part of everyday life. The partially finished daylight basement offers valuable additional living space with endless possibilities for a family room, fitness area, workshop, hobby space, or extra storage. Move-in ready, beautifully updated, and perfectly situated--this is your opportunity to own a piece of coastal Maine.

12 Nonesuch Ln, Bristol

Listing courtesy of NextHome Northern Lights Realty. Office@NextHomeNLR.com
$849,000
3 Beds ⋅ 2 Baths
On the coveted, seaside Murray Hill Road, this 2.27-acre waterfront lot is one of the Boothbay Region's most scenic, with level grounds and 833' frontage on the historic Mill Pond. Enjoy privacy and outdoor recreation in a ''cottage community'' neighborhood, a short walk to the East Boothbay General Store and the public boat ramp and pier on Linekin Bay. The three-bedroom, two-bath bungalow features one-floor living, including a private primary bedroom suite, two guest rooms with shared bath, a light-filled sunroom with water views, and cozy spaces for dining, living, and office use. The property has received recent improvements to its roofing and heating system, and is a quintessential Maine coast retreat in any season.

49 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$475,000
3 Beds ⋅ 2 Baths
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
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..

$119,000
Discover the perfect blend of open space and natural beauty on this picturesque 12-acre parcel. Featuring a mix of open fields and mature woods, this property offers endless opportunities for your dream home, hobby farm, recreational retreat, or private getaway. Located on a quiet country road, you'll enjoy peace, privacy, and abundant wildlife while still being within convenient reach of local amenities. The open fields provide excellent building sites with plenty of room for gardens, animals, or outdoor activities, while the wooded acreage offers shade, privacy, and opportunities for hiking and exploring. Whether you're looking to build now or invest for the future, this beautiful parcel is ready for your vision. Come experience the tranquility and charm of country living at its best.

Jones Rd, Somerville

Listing courtesy of Black Duck Realty.

$699,000
3 Beds ⋅ 2 Baths
10 Private Acres with Panoramic Damariscotta Lake Views Escape to your own wooded sanctuary overlooking one of Maine's most pristine lakes. This private retreat includes a 2,599-square-foot home with 3 bedrooms, two baths and a large two-car garage, surrounded by 10 acres of mature woodlands with private hiking trails. A rare combination of seclusion, natural beauty and elevated lake views that few properties can match. Floor-to-ceiling windows frame panoramic west-facing views across Damariscotta Lake, flooding the interior with afternoon light and positioning every room for unforgettable sunsets. The primary suite opens to a private deck with a stairway connecting to a large deck below with a hot tub. Soak under the stars with only forest and lake views in every direction. The open floor plan brings the outdoors in, with sightlines designed around the landscape rather than imposed upon it. This is not a waterfront property. It's something harder to find: genuine privacy with commanding views. The 10 acres create a buffer that lakefront properties rarely provide: no visible neighbors, no shared shoreline, and no sound but wind through the trees. Squiers Alley is a private drive shared by two homes. Fifteen minutes to Damariscotta's restaurants and shops, 35 minutes to Rockland and approximately an hour to Portland. A world away from everything else.

26 Squiers Aly, Nobleboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$39,900
Build your Maine getaway on this surveyed lot featuring an existing septic system and deeded right-of-way access to Long Pond. Whether you're planning a seasonal retreat or year-round home, this property offers a great opportunity to enjoy the beauty and recreation of the area. Conveniently located with easy access to boating, fishing, swimming, and all that Long Pond has to offer, this lot is ready for your vision.

91 Frye Rd, Somerville

Listing courtesy of Maine Country and Coast Real Estate.

$1,487,000
3 Beds ⋅ 3 Baths
This one-of-a-kind home encompasses 35 total acres, combining 6.75 acres of land with 800 feet of waterfront on a pristine 28-acre pond. Newly renovated with low maintenance and efficiency in mind, high end elements are showcased in this warm, light filled residence. Vaulted ceilings with exposed beams frame the open living space, while the chef's kitchen welcomes gatherings. The 3-bedroom, 2.5-bath layout includes an office that could easily serve as a first-floor bedroom. Step outside and discover a true four-season paradise. The timber frame porch is a sanctuary that includes an outside kitchen, living space including a porch swing, and a dining area that overlooks a rich wildlife meadow leading to the pond. The impressive two-story garage measures 50' x 30' and has all the elements in place for a guest house, workshop or climate-controlled storage. Spend summer days paddling, casting a fishing line from shore, or sharing a sunset on the platform next to the firepit. Come winter, the frozen pond invites snowshoeing, skating, and more fireside evenings. Private yet just minutes to Boothbay Harbor's waterfront, dining, shops, marinas, and golf--this is a rare opportunity to own a Maine retreat that blends modern comfort with timeless natural beauty. Dock access is available by association membership.

98 Meadow Cove Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$998,000
3 Beds ⋅ 2 Baths
Historic home with Barn + Garage + Pond+ 9 acres of Privacy without Isolation. Set on 9 pastoral acres overlooking a swimmable spring fed pond, this beautifully restored 18th century homestead blends historic character with the comfort and reliability of modern systems. The home offers fine craftsmanship throughout, reflecting the Seller's background as a woodworker with Thos. Moser Furniture & Hodgdon Yachts. The large sunlit rooms, wide pine floors, and period details create a warm, timeless aesthetic. The residence features updated mechanicals, newer windows, refreshed interiors, and renovated bathrooms and kitchen. Outbuildings include a 40' x 45' post and beam barn with hay lofts and heated workshop. Ample space for woodworking, studio, horses or hobby farm. There is a detached garage/potting shed, attached woodshed, enclosed porch, and multiple storage sheds. Central coast location is 10-15 minutes from Boothbay Harbor, Wiscasset, and Damariscotta. With 1,065± feet of road frontage, and acres of open fields bordered by woods, the property is exceptionally private without feeling isolated. A rare opportunity to own a move in ready classic homestead on the coast of Maine.

29 Town Hall Rd, Edgecomb

Listing courtesy of Drum & Drum Real Estate Inc..

$395,000
2 Beds ⋅ 2 Baths
Open House July 18th from 10:30am-12pm, Whether you're searching for a year-round home, a seasonal getaway, or the perfect Maine camp retreat, 16 Shady Lane offers a lifestyle that's hard to match. Located steps from the tranquil waters of Dyer Long Pond, this beautifully maintained 2 bedroom, 2 bath property combines comfort, privacy, and recreation with over 80,000 dollars in improvements. Enjoy easy access to the pond through a deeded right-of-way, perfect for kayaking, paddleboarding, fishing, swimming, or simply soaking in the peaceful surroundings. In the winter, enjoy ice fishing, snow-covered scenery, and the beauty that Maine's seasons have to offer. Across the private road, approximately 40 acres of protected conservation land provide a serene backdrop and privacy. Inside, you'll find a warm and welcoming interior with fresh paint throughout, knotty pine flooring upstairs, and a versatile loft space ideal for guests, a home office, or a cozy reading nook. Numerous updates have already been completed, including a whole-home Generac automatic generator, three Mitsubishi Electric heat pumps for efficient heating and cooling, a remodeled first-floor shower, newer roof and insulation, new Maytag washer and dryer, and a composite deck designed for outdoor enjoyment. The beautifully landscaped yard comes alive with seasonal blooms, creating a peaceful setting to relax and unwind. An oversized detached 2 car garage provides room for vehicles, equipment, tools, and storage. Whether you're looking for a primary residence, a second home, or a year-round camp where you can escape and enjoy the outdoors, 16 Shady Lane delivers the perfect balance of comfort, convenience, and Maine waterfront living. Located just a short drive from not only Augusta's shopping, dining, and everyday amenities but also the beautiful oceanside Damariscotta presents, this property offers the best of both worlds, peaceful pondside living with modern conveniences and ocean life close by

16 Shady Ln, Jefferson

Listing courtesy of Fontaine Family-The Real Estate Leader.

$795,000
4 Beds ⋅ 3 Baths
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.

$428,000
3 Beds ⋅ 2 Baths
Located only a few hundred yards from the shore of Boothbay Harbor, and with beaming southerly orientation, this 0.93-acre property enjoys sunshine and cool ocean breezes. The early 1900s home has received significant improvements during current ownership, including a new roof & copper gutters, high-efficiency furnace & ductwork, hardwood floors, exterior curtain drains, and an 8' extension of the ell, where the ground-floor bedroom features a roughed-in area for an en-suite bathroom. On a quiet dead-end road, the neighborhood offers quiet walks along West Harbor Pond and a one-mile walk to village attractions. Fundamentally improved, this charming property is well-suited for seasonal or year-round use in a convenient location.

15 Lakeview Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$435,000
3 Beds ⋅ 1 Baths
First time ever offered for sale, this lovingly maintained 3-bedroom, 1-bath Cape is nestled on 6.5 picturesque acres in Newcastle and offers the perfect blend of privacy and convenience, just ten minutes from town. Evidencing the care this home has received over the years, it features a recently replaced boiler, boilermate and oil tank, a durable metal roof, and sits on a full basement that provides excellent storage and future possibilities. A detached shed offers additional space for tools and outdoor equipment. The beautiful grounds are dotted with mature apple trees, wild blueberries, and stately maple trees, creating a peaceful setting to enjoy throughout the seasons. Adding to the property's appeal is a separate drilled well from the original homestead and the potential, with town approval, to split off a second building lot. Whether you're looking for a year-round residence, a country retreat, or a property with future possibilities, this charming property offers a rare opportunity to own a special piece of Maine.

128 Ridge Rd, Newcastle

Listing courtesy of Newcastle Realty. 207-563-1003
$2,750,000
5 Beds ⋅ 5 Baths
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.

$429,000
2 Beds ⋅ 1 Baths
Custom-built in 2019, this 2-bedroom contemporary cottage is sure to impress. From the inviting open-concept floor plan with soaring cathedral ceilings to the well landscaped, sun-filled 5.34 acre lot, this property offers the perfect blend of comfort, style, and privacy. Enjoy the ease of one-floor living with a primary bedroom on the main level and a loft-style second bedroom above. The spacious kitchen is designed for gathering and entertaining, featuring a gas range, large center island, and abundant workspace. Additional amenities include a high-efficiency propane heating system, heat pumps for cooling, and a convenient mudroom entrance from the attached two-car garage. Outside, you'll appreciate the private setting with expansive lawn areas, attractive gardens, a deck with a firepit, two storage sheds, underground power, and an automatic standby generator for added peace of mind. Conveniently located near Route 1 in Waldoboro, this well-maintained home provides easy access to Portland, Augusta, and Maine's scenic Midcoast region. Move-in ready and thoughtfully designed, this property is a must-see.

371 Union Rd, Waldoboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$210,000
3 Beds ⋅ 2 Baths
AS-IS opportunity in Waldoboro. This 1850 Cape sits on approximately 3 acres to be conveyed from a larger parcel and offers a rural setting with room to restore, renovate, or reimagine. The home features classic Cape character, wood floors, a functional kitchen, wood stove, and flexible living space. Detached garage/barn space and outbuildings add value for storage, workshop use, or future projects. Public record notes drilled well, private septic, and rural zoning. Property needs work and is best suited for cash, rehab, or portfolio financing. Bring your vision and make this property your next project.

67 Ralph Wink Rd, Waldoboro

Listing courtesy of Coldwell Banker Realty. 207-282-5988
$975,000
3 Beds ⋅ 2 Baths
An extraordinary private compound on Boyd Pond in Bristol, where 15 of 18.5 acres are held in permanent conservation easement--ensuring this sanctuary remains protected in perpetuity. Over 800 feet of undisturbed shoreline. Two thoughtfully designed buildings. Complete privacy. This is legacy real estate. The main residence contemporary design is oriented to maximize pond views and natural light. The first-floor primary suite features a private ensuite bath, walk-in closet, and adjoining wellness room with a resistance swimming pool. Two additional bedrooms on the upper level share a full bath. Open-concept kitchen, dining, and living space flows onto a screened porch overlooking Boyd Pond. Lower-level family room with kitchenette offers flexible space for guests or extended family. Two-car attached garage with direct entry to mudroom and laundry. ''Tree Top'' is a detached two-story structure with first-floor office and two rooms and full bath on the second floor. A second-floor deck overlooks the surrounding forest. Ground-level single-car garage accommodates kayaks, canoes, and outdoor equipment. Ideal as guest quarters, creative studio, or private home office. Bristol offers quintessential midcoast Maine: working harbors, conservation lands, and a tight-knit community without tourist congestion. Pemaquid Point, Colonial Pemaquid, and the Damariscotta River are minutes away. Portland International Jetport is approximately one hour. This property represents an increasingly rare opportunity: significant private acreage with water frontage and permanent conservation protection. For buyers seeking a retreat that will endure unchanged, this Boyd Pond sanctuary delivers.

227 Quail Run Rd, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$4,250,000
4 Beds ⋅ 3 Baths
Located on the coveted Ocean Point peninsula in Boothbay, Edgewater is a remarkable waterfront estate with sweeping southern & western views across Linekin Bay & out to the Gulf of Maine. Encompassing 3.52 acres with deepwater frontage, the property is approached by an 800'±- private, winding drive through a beautiful grove of mature trees. The striking contemporary residence was designed to capture water views from nearly every room in the house. At the heart of the residence is a vibrant, impeccably maintained kitchen & a living room anchored by a fireplace & framed by captivating views of the bay. Expansive windows throughout create a seamless connection to the surrounding landscape & waterfront scenery. A beautiful primary suite with sweeping views across the bay & an adjacent office creates a private retreat. The second level features two bedrooms, while a guest bedroom on the main level provides comfort & privacy for visitors. Two additional rooms provide generous space for offices, studios, or creative pursuits. Outside, the property features a two-car garage & beautifully landscaped grounds. Exceptional amenities include an oversized two car garage, a deepwater dock, pier & float system, and two private moorings, providing direct access to some of Maine's most celebrated waters. Whether exploring nearby islands, fishing areas, or enjoying an afternoon on the bay, Edgewater provides an unparalleled waterfront lifestyle. Boothbay retains all the charm & maritime heritage of a classic New England coastal village, with art galleries, specialty shops, boatyards, and marinas. Nearby Boothbay Harbor is home to the largest fleet of excursion vessels in Maine providing trips to view islands, lighthouses, seals, whales, puffins, and spectacular foliage. The region is home to the acclaimed Coastal Maine Botanical Gardens & the Boothbay Harbor Country Club, further enhancing the area's appeal as one of Maine's premier coastal destinations

637 Ocean Point Rd, Boothbay

Listing courtesy of LandVest, Inc..

$1,675,000
3 Beds ⋅ 3 Baths
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.

$49,000
14.15± acres in Waldoboro offering the privacy and natural setting many buyers hope to find when searching for land in MidCoast Maine. Accessed by a deeded 615± foot right-of-way, the property sits beyond the road frontage and provides a setting where mature woods, wildlife habitat, and potential build opportunities come together. The right-of-way crosses an open field before following a historic stone wall to the property. The corridor is wide enough to meet town standards and provides year-round access from a paved public road. Once on the property, the landscape transitions into a mature forest consisting primarily of oak, beech, spruce, hemlock, and cedar. The timber has not been recently harvested, creating a wooded setting that feels established and natural. Terrain is mostly level throughout the upland portions of the property, making it easy to explore and potentially well suited for a home or seasonal retreat. While no soil testing has been completed, the property appears to offer locations that could support a future homesite, subject to buyer due diligence and municipal requirements. Power is available at a neighboring property, helping simplify future planning. Approximately four acres of wetlands are located toward the rear of the parcel. Rather than dominating the landscape, these wetlands create habitat diversity that supports wildlife while leaving substantial upland acreage available for enjoyment and potential development. Deer and turkey sign are abundant throughout the property, making it attractive for those who appreciate wildlife or recreational use. One of the property's strengths is its flexibility. The setting is private enough for a camp or seasonal getaway while offering the characteristics many buyers seek for a year-round residence. Mature trees, level ground, wildlife habitat, and a convenient location create a combination that is becoming increasingly difficult to find. Located approximately 15 minutes

103 Ledges Cir, Waldoboro

Listing courtesy of Whitetail Property Real Estate, LLC.

$229,000
3 Beds ⋅ 2 Baths
Move-in ready and refreshed throughout, this 3-bedroom, 2-bath double-wide offers comfortable living in a peaceful setting. Recent improvements include new skirting, fresh interior paint, new carpeting, and the home's major systems are in proper working order. The functional layout provides ample living space, while outside you'll find raised flower beds, a deck just off the kitchen, perfect for grilling, relaxing, or entertaining and an oversized garage with dedicated workshop space. Set in a secluded location, this property offers an appealing balance of privacy, practicality, and convenience, all within easy reach of local amenities.

353 Controversy Ln, Waldoboro

Listing courtesy of Lash Realty Group.

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