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$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.

$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.

$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.

$1,299,000
2 Beds ⋅ 3 Baths
Waterfront property on Damariscotta Lake set on 2.19 private acres with 210 feet of deep-water frontage PLUS an additional buildable adjacent lot. This property enjoys unobstructed lake views and a premium dock system providing easy access for boating, swimming, and recreation. Included with this listing is a buildable lot with 150' of owned water frontage. The 1984 home offers a 3 season room with deck below to capture the beauty of the lake from multiple vantage points. A spacious 30' x 40' garage offers abundant storage for vehicles, boats, and lake toys. Whether you're seeking a year-round residence or a seasonal retreat, this property combines privacy, expansive waterfront, deep-water access, and stunning views in one of Midcoast Maine's most desirable lakefront settings. Flexibility abounds with the additional lot!

74 Lincoln Ln, Newcastle

Listing courtesy of Blue Lobster Real Estate.

$950,000
6 Baths
A great opportunity for rental income to help pay your mortgage. This combined waterfront property totals 3,384 sq. feet, with each unit offering 3 bedrooms and 2 ½ baths. The interior layout of each unit features an eat-in kitchen, a dining area that opens to the living room. From the living room, you can access a waterside deck and a primary bedroom with a bath. The second floor includes two bedrooms and a bath. For convenience, each unit also includes an attached 1-car garage. Situated on approximately .79 acres, the property features 89' of frontage on the eastern shore of West Harbor Pond. The westerly orientation is perfect for enjoying sunsets over the water from the large deck or private dock. West Harbor Pond offers abundant wildlife and seasonal activities including kayaking, canoeing, fishing, and swimming in the summer, as well as skating and skiing in the winter. This location is close to downtown Boothbay Harbor or a short walk to West Boothbay Harbor.

12 & 14 Maddocks Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$950,000
6 Beds ⋅ 6 Baths
A great opportunity for rental income to help pay your mortgage. This combined waterfront property totals 3,384 sq. feet, with each unit offering 3 bedrooms and 2 ½ baths. The interior layout of each unit features an eat-in kitchen, a dining area that opens to the living room. From the living room, you can access a waterside deck and a primary bedroom with a bath. The second floor includes two bedrooms and a bath. For convenience, each unit also includes an attached 1-car garage. Situated on approximately .79 acres, the property features 89' of frontage on the eastern shore of West Harbor Pond. The westerly orientation is perfect for enjoying sunsets over the water from the large deck or private dock. West Harbor Pond offers abundant wildlife and seasonal activities including kayaking, canoeing, fishing, and swimming in the summer, as well as skating and skiing in the winter. This location is close to downtown Boothbay Harbor or a short walk to West Boothbay Harbor.

12 & 14 Maddocks Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$995,000
2 Beds ⋅ 2 Baths
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$2,800,000
6 Beds ⋅ 4 Baths
Built in 1917 by John Aspinwall, this extraordinary retreat is among Mid-Coast Maine's most exceptional private island properties. Set on a secluded 95-acre peninsula with 3,809 feet of waterfront, the estate enjoys sweeping views of Flying Passage and Muscongus Bay, offering remarkable privacy, natural beauty, and maritime charm. A haven for boaters and sailors, the property features a deep-water dock, granite pier, and new mooring with outstanding access to surrounding waters and islands. Thoughtfully renovated, the historic main residence preserves its architectural character while incorporating modern comforts. At its heart is a magnificent living room with an oak-truss cathedral ceiling and a dramatic 12-foot stone fireplace. A glass-enclosed sun porch captures panoramic water views, while expansive decks overlook the private beach and rugged shoreline. The home offers four bedrooms, including a serene primary suite with a double-sided fireplace, sitting room, and spacious en-suite bath. A well-appointed country kitchen with a butler's pantry is ideal for both everyday living and entertaining. A substantial barn, built in 2007, includes a beautifully finished year-round guest apartment with private deck overlooking the cove. Two charming shorefront cottages nestled among the evergreens further enhance the compound - a cozy sleeping cottage with a stone fireplace, the other a game room with potential for additional guest accommodations. Exceptionally self-sufficient, the property is supported by an artesian well and professionally installed solar, electrical, and generator systems, providing the reliability of a mainland residence. Satellite television and internet service ensure modern connectivity. Offered fully furnished and equipped, including a 2019 18-foot Parker center console with a 115-hp Yamaha engine, Aspinwall presents a rare opportunity to own a legacy Maine island retreat designed for gathering, recreation, and generations of unforgettable summers.

16 Bremen Long Is, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

$105,000
This 2.68 acre parcel has 437' of waterfront on the Ice Pond in Boothbay. Great Blue Herons, deer, and lots of wildlife enjoy this pond making this a pretty spot to sit by the shore and watch nature. The building site is back from the pond offering a wooded location for privacy. Recently surveyed with the building envelope shown, soils tested, with power at the road, this lot is ready for construction.

105-26 Back Eighty Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,250,000
2 Beds ⋅ 2 Baths
This bright, contemporary home, newly built in 2022, puts you steps from Webber Pond, a pristine 219-acre lake in Bremen. Set on 3 private lakefront lots with 326 feet of waterfront, the well considered home sits elevated capturing western light and filtered water views through a canopy of trees. The main level features a living area that opens up onto a deck and screened porch. A first-floor bedroom and bathroom provide flexible living possibilities. Upstairs, the primary suite is generous and open and could be divided to create 2 bedrooms. The bathroom features spa like amenities including a Japanese toilet, a steam shower, and a lovely deep tub where you can enjoy the tree framed view. The lot itself is dotted with glacial till boulders, moss, and fern that follow the path from the home to the water's edge where you find sitting area and a long dock to swim or launch a boat. Webber Pond benefits from clean water, safe swimming, and great fishing year round with a limitation on outboard engine sizes, few houses, and no public access. Greenland Cove on Muscongus Bay is just over the road so on a morning walk you can enjoy coastal views. Damariscotta's shops and restaurants are a short 15 minute drive away, Portland is just over an hour south and Bremen is part of the AOS 93 school system but has the benefit of choice for high school students. This is a spectacular move in ready property for anyone looking to spend time on a peaceful private lakefront on the Pemaquid Peninsula.

72 Will Butler Ln, Bremen

Listing courtesy of Legacy Properties Sotheby's International Realty.

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

21-A Map 12, Bristol

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

45 Bradley Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$689,000
3 Beds ⋅ 2 Baths
Are you ready to enjoy the summer at the lake? Light, bright, spacious & updated ranch with dock on peaceful Dyer Long Pond, one of the best kept secrets in Lincoln County. With the acreage across the lake in conservation, the property will remain surrounded by beautiful unspoiled nature. Listen to the loons in the morning while you sip your morning coffee on the dock bench. Later, grab your suit and towel for a refreshing swim in the lake, or jump in your kayak or boat to explore the 3 mile long lake. Inside the house, the open plan kitchen & large island, dining area, and living room is the perfect spot for hosting friends and family. The wood burning stove makes it cozy on cool evenings. The primary bedroom has a large window looking out to the lake and an attached bathroom with shower and built ins. 2 other bedrooms share another bathroom with a tub/shower combo. Downstairs, a finished space could be a great family room, gym, or home office. There is also a 2 car detached garage with a built in workbench. Decks and porches on 3 sides of the house give lots of options for enjoying the natural surroundings. On Dyer Long Pond and close to Damariscotta Lake & Clary Lake, as well as shops & restaurants in Damariscotta & Newcastle, this property has everything needed to enjoy the scenic Mid-Coast area.

102 Trask Ln, Jefferson

Listing courtesy of Peninsula Properties.

$665,000
2 Beds ⋅ 1 Baths
Seize this rare opportunity to own a year-round retreat on the shores of highly sought-after Damariscotta Lake. Tucked away at the end of a private road, the year round two-bedroom cottage offers a peaceful sanctuary where you can relax to the gentle sounds of nature. This home features an open floor plan in the main living area, complemented by a functional mudroom, two bedrooms, and a full bathroom. You can enjoy direct lake views from the living room or step out onto the back deck, which runs the entire length of the cottage and offers an ideal spot for watching sunsets over the water. The property is well-equipped for waterfront living, featuring a private dock and a handy ''gear'' hut located right at the water's edge. For storage, an additional outbuilding is available for gardening supplies or other items. After spending a day on the lake, the lakeside firepit provides a perfect setting for relaxing during cool summer evenings. Enjoy complete structural peace of mind with extensive recent capital improvements, including a new roof (2017), a modern septic system (2023), a brand-new radon mitigation system (2026), and newly buried power lines (2026) that protect your utility access while preserving unobstructed natural views. While offering total privacy, this lakeside gem perfectly positions you to enjoy the very best of Mid-Coast Maine. You are just minutes from the historic twin villages of Damariscotta and Newcastle, renowned for their vibrant local shops, fresh oyster bars, and charming restaurants. Beyond the lake, you are a short drive from coastal harbors, scenic hiking trails, and the rugged Atlantic coastline, making this the ultimate basecamp for year-round Maine adventures.No DRIVE-BYS! Appointment only.

58 Roberts Rd, Nobleboro

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

43 Woodward Farm Rd, Bristol

Listing courtesy of Keller Williams Realty.

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

302 Eddy Rd Unit 312, Edgecomb

Listing courtesy of Vitalius Real Estate Group.

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

38 W Island Way Unit 605, Edgecomb

Listing courtesy of Vitalius Real Estate Group.

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

320 E Pittston Rd, Dresden

Listing courtesy of Legacy Properties Sotheby's International Realty.

$299,000
2 Beds ⋅ 2 Baths
Enjoy carefree coastal living from this unique first-floor end-unit condominium overlooking Linekin Bay in picturesque East Boothbay. Set within a beautiful waterfront community, the property offers access to a shared dock, storage racks for kayaks, canoes, and paddleboards, and the potential for a private mooring (subject to town approval), making it a wonderful base for enjoying all that Maine's boating lifestyle has to offer. Originally designed as two separate units, the condo has been thoughtfully combined into one versatile space featuring a spacious bedroom with a full bath, along with a separate kitchen/living area and a second full bath. The flexible floor plan still lends itself well to lockout-style use, providing options for guests, extended family, or rental income. A standout feature exclusive to this unit is the large screened porch, where you can unwind with your morning coffee, enjoy the salty sea air, and take in spectacular sunsets over Linekin Bay. As an end unit, it benefits from natural light and easy first-floor access. Outside, residents enjoy beautifully manicured lawns and inviting common areas that create a peaceful waterfront setting and foster a warm, welcoming community of owners. Whether launching a kayak for a morning paddle, relaxing by the water's edge, or playing lawn games, you'll appreciate the charm and camaraderie this special property offers. This seasonal condominium presents an exceptional opportunity as an investment property, vacation getaway, or your own personal coastal escape in one of the Boothbay region's most desirable waterfront locations.

7a Wave Crest Dr Unit 101, Boothbay

Listing courtesy of Newcastle Realty. 207-563-1003
$1,420,000
3 Beds ⋅ 4 Baths
Delightful end-of-the road privacy along the shores of Knubble Bay, mid-coast Maine's sought-after saltwater getaway, boasting protected deep water, unrivaled privacy, and mesmerizing sunsets. Enjoy your favorite drinks as the sun paints the sky each evening, the perfect backdrop to the boats that wait patiently on your moorings. A contemporary home anchors this legacy property from atop an island-like hilltop and boasts first floor primary suite, solarium, greenhouse, and a great room whose ceiling vaults up above a grand fireplace and soaring fenestration. Relax your gaze into the fireside after a voyage out to Damariscove Island and back. Experience the endless adventures of the Sheepscot, Kennebec, and Damariscotta rivers from this central boating outpost with numerous restaurants within a short boat ride! A proper pier and dock system provide an oversized, piling-protected float and three very stout moorings just serviced. Your solitude is assured with over 15 acres of forest, an undeveloped waterfront lot, nearby guest cottage, three-bay garage/workshop, and more. Buyer will need to install new septic field to replace the existing overboard discharge system. Call now for a private showing.

119 Knubble Bay Rd, Westport Island

Listing courtesy of Sharon Drake Real Estate, Inc.. 207-443-4444
$124,900
Discover the perfect blend of privacy, nature, and waterfront living with this exceptional 22± acre wooded parcel featuring 165 feet of frontage on Turner Pond. Tucked away on a private road, this property offers a rare opportunity to create your dream homestead, seasonal retreat, or recreational getaway. Surrounded by mature trees and abundant wildlife, the land provides a peaceful setting with plenty of room to explore, hike, hunt, garden, or simply enjoy the beauty of Maine's outdoors. The waterfront offers direct access to Turner Pond for fishing, kayaking, canoeing, and year-round enjoyment. Whether you're seeking complete seclusion, a future homesite, or an investment in a unique waterfront property, this expansive parcel offers endless possibilities. Experience the tranquility of country living while remaining within convenient reach of nearby amenities.

109 Colomy Ln, Somerville

Listing courtesy of Black Duck Realty.

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

787 River Rd, Dresden

Listing courtesy of Sharon Drake Real Estate, Inc.. 207-443-4444
$1,250,000
4 Beds ⋅ 3 Baths
Discover this exceptional waterfront home in Boothbay Harbor with its own private in-law apartment. Designed for effortless one-floor living, the main-level ranch features vaulted ceilings throughout, oversized windows and three sliding glass doors leading directly onto an expansive wraparound deck overlooking beautiful West Harbor Pond--the perfect setting for relaxing and entertaining with breathtaking views. Two bedrooms and two full bathrooms, including a primary suite, provide comfort and convenience. The recently renovated ensuite bathroom is a true retreat with a deep soaking tub and an elegant tiled surround shower. The lower level boasts a fully independent in-law apartment with its own full kitchen, 2 bedrooms, 1 bathroom and laundry. Tall 5-foot windows fill the space with abundant natural light, creating a warm and welcoming atmosphere for guests or extended family. Set on 3.65 private acres with 240 feet of direct waterfront, this property includes a dock and kayak launch for easy water access. Meticulously maintained and complete with central air, this home is truly move-in ready, offering the perfect blend of comfort, privacy, and coastal Maine lifestyle.

236 Lakeside Dr, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

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

36 Pleasant St, Damariscotta

Listing courtesy of Keller Williams Realty.

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

16 Otter Ln, Westport Island

Listing courtesy of LAER.

$2,900,000
4 Beds ⋅ 3 Baths
On Southport Island's western shore, this private, 2.79-acre property is beautifully oriented to the west/southwest, capturing afternoon light, prevailing sea breezes, and stunning sunsets over Sheepscot Bay. The oceanfront setting is absorbed from its bold rocky shoreline, stone firepit, open decks, balconies, and screened porch. Inside, the home features open concept living, a generous primary bedroom suite, and plenty of room for guests, an office, and hobby space. Architecturally harmonious with the coastal Maine aesthetic, this home looks the part and delivers unlimited potential for daily satisfaction, alone or gathered with loved ones.

26 Miradon Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

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

564 West, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

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