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$669,000
4 Beds ⋅ 3 Baths
Welcome to this immaculate, meticulously maintained home offering the perfect blend of comfort, privacy, and coastal Maine living. Set on an expansive 9.37-acre private lot, this spacious four-bedroom, three-bath residence provides room to relax, entertain, and enjoy the peaceful surroundings. Designed with convenience in mind, the home features a generous first-floor primary suite complete with a private bath, as well as a second first-floor bedroom with its own bath--ideal for guests, multigenerational living, or a home office. The thoughtfully designed layout offers comfortable living spaces filled with natural light, while the beautifully updated kitchen boasts brand-new appliances ready for your next gathering. Enjoy peace of mind year-round with a whole-house generator and the exceptional care this home has received over the years. Outside, the private acreage offers endless opportunities for recreation, gardening, or simply enjoying the beauty of nature. As an added bonus, residents enjoy access to a common deep-water dock, making it easy to spend your days boating, kayaking, or exploring the spectacular Maine coastline. Conveniently located just minutes from the shops, restaurants, marinas, and attractions of Boothbay Harbor, this exceptional property offers the perfect combination of privacy, modern comfort, and coastal lifestyle. Whether you're searching for a full-time residence or a family retreat, this beautiful home is ready to welcome you.

53 Annable Rd, Boothbay

Listing courtesy of Rob Williams Real Estate Brokers.

$1,395,000
2 Beds ⋅ 2 Baths
Located on a quiet dead-end street, this community offers access to a nearby town dock and a boat launching ramp to Linekin Bay. It is a well-protected location that enjoys easterly and southerly views of both working waterfront activities and pleasure boating. A custom-built and architecturally designed cottage features 2 bedrooms and 2 baths, offering incredible views of Murray Hill and Linekin Bay to the south. The first-floor interior has cherry flooring, a bedroom and bathroom, large living/dining room with a propane stove, and a door that opens to a roofed porch. The kitchen is equipped with brand-new appliances and has great views while you are cooking. The second-floor features hard pine flooring, a primary bedroom with a large walk-in closet, a study, and a full bathroom. Most rooms in the house provide excellent water views. Beautifully landscaped gardens are easy to maintain on .10 acre with 72' +/- of waterfront. Many custom features make this cottage charming and has been immaculately maintained since it was built in 2005. Move right in as most of the furnishings are included.

100 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$169,000
Imagine building your dream coastal retreat overlooking the Damariscotta River. This exceptional 1.12-acre homesite is perched among the highest elevations in the highly desirable Meadow Cove Landing community, offering the opportunity for protected river views through a recorded view easement. The property is largely ready for construction, with a dramatic driveway entrance, a cleared site, and an ideal building envelope established. To make the process even easier, professionally drafted custom home plans, created specifically for this lot in collaboration with a local builder, will convey with an acceptable offer. Designed to complement the natural topography and maximize the river views, these thoughtfully crafted plans could save months of design time while providing an exceptional starting point for your vision. Meadow Cove Landing is a small, well-established waterfront neighborhood that offers the perfect balance of privacy, community, and coastal living. Residents enjoy shared access to the Damariscotta River, including a deep-water dock, kayak storage, and a swimming area, making it easy to enjoy boating, kayaking, paddleboarding, or simply relaxing by the water. Just minutes away, Boothbay Harbor offers award-winning restaurants, charming boutiques, art galleries, marinas, and more. Whether you're seeking a full-time residence or a seasonal getaway, this rare property offers the ideal combination of water views, thoughtfully prepared building opportunities, exceptional community amenities, and an unbeatable location.

41 Bens Landing Rd, Boothbay

Listing courtesy of Newcastle Realty. 207-633-4433
$99,500
This 1.72-acre lot is located centrally to Boothbay Harbor and Wiscasset but is tucked away in the woods on a dead end road. The Cross River Land Trust abuts the lot and offers walking trails to the Cross River. Highfields owners have access to the common waterfront lot which is great for relaxing, a picnic or catching the tides just right for a kayak or swim.

00 Pine Tree Ln, Boothbay

Listing courtesy of Harbor Realty.

$7,850,000
5 Beds ⋅ 7 Baths
Sited on the coveted waters of Linekin Bay, Three Flags is an exceptional property comprised of 3.85± acres, 225'± of waterfront, private deepwater dock, boat mooring, and a custom-built 5,100± square foot residence. Thoughtfully designed for comfort and gathering, the residence features five bedrooms, six baths, and an open-concept floor plan that flows effortlessly from one space to the next. Expansive porches, well-appointed exterior doors, and large windows blur the line between indoors and out, creating outstanding spaces for entertaining, relaxing, and simply enjoying Maine summers. With soaring ceilings and abundant natural light, the great room opens through oversized doors to a spectacular 100-foot porch, while a pass-through kitchen window serves the screened dining porch, complete with a wood-burning fireplace, infrared heaters, and motorized weather screens for extended seasonal enjoyment. Behind the home's understated elegance lies extraordinary craftsmanship and attention to detail. A sculptural staircase with continuous helical white oak handrails serves as a striking architectural centerpiece, while the luxurious primary bath features a custom precast concrete soaking tub supported by specially engineered structural framing. The waterside primary suite opens through a folding NanaWall to a private screened porch with gas fireplace, overlooking an expansive green roof. This peaceful retreat is an exceptional setting and creates the feeling of being immersed in nature while capturing sweeping views to the sea. With architecture and construction by Knickerbocker Group, the home showcases a refined palette of natural materials and handcrafted details, including custom walnut cabinetry by local artisan Greg Zoulamis, wide-plank oak floors, and integrated steel and concrete accents. Curated by Annie K Designs, the home's sophisticated yet inviting atmosphere allows the surrounding landscape and ocean views to remain a defining feature.

30 Edgewater Way, Boothbay

Listing courtesy of LandVest, Inc..

$79,900
This 1.38-acre Boothbay lot is ready to build. The land has been surveyed, a recent four-bedroom septic design is available, plus a walking right of way to Pleasant Cove, making this an ideal spot for your new home.

63-2 Ardan Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$399,000
This 3.47 acre waterfront building lot offers a rare opportunity at the end of Steves Road in the desirable Blue Hill Shores Association. Elevated and private, the lot enjoys easterly views over the Damariscotta River with 301 feet of waterfront. Choose your own builder to create your Maine coast retreat and take advantage of the potential for your own dock or enjoy the nearby association dock. Just minutes from all the shopping, dining, galleries, and year round attractions of Boothbay Harbor, this exceptional property offers the perfect balance of privacy, waterfront living, and convenience.

205 Steves Rd, Boothbay

Listing courtesy of Keller Williams Realty.

$895,000
Discover an exceptional opportunity to own 2.6 acres of pristine deep-water frontage on the beautiful Little River. Boasting approximately 110 feet of waterfront with direct access to the Damariscotta River and the Atlantic Ocean, this remarkable property offers the perfect setting for your dream coastal retreat. Positioned to maximize its natural beauty, the property's highest elevation provides an outstanding building site where a future home could enjoy spectacular panoramic water views. Towering spruce trees, abundant wildlife, and the peaceful waterfront create a private and picturesque setting unlike any other. Whether you're seeking a year-round residence, seasonal getaway, or investment in Maine's coveted Midcoast region, this rare waterfront parcel offers endless possibilities. Enjoy boating, kayaking, fishing, and exploring miles of scenic waterways right from your own shoreline. Build your dream home and experience the beauty, tranquility, and unmatched lifestyle that deep-water frontage on Little River has to offer.

Poore Rd, Boothbay

Listing courtesy of Rizzo Mattson. 207-622-9000
$3,395,000
4 Beds ⋅ 5 Baths
In the midst of grand renovation, this custom waterfront home will transfer with a ground-floor primary suite, premium kitchen with walk-in pantry, an expansive Red Balau and cable rail deck, and a multitude of other updates and improvements. Enjoy end of the road privacy on this 1.95-acre waterfront lot in the small and well-kept Western Ledge subdivision. Comprising a peninsula, the property features 900'+ of protected frontage with a deep water dock and outstanding Damariscotta River views. Satisfying everyday living awaits new owners, with three guest bedrooms, each with its own bathroom. A short drive to downtown Boothbay Harbor, the Boothbay Harbor Country Club, and other area attractions.

83 Western Ledge Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$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.

$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.

$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.

$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..

$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.

$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
$1,695,000
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.

$759,000
2 Beds ⋅ 2 Baths
Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a timeless 1860s New England Cape offering warmth, character, and waterfront living on The Back River. Whether you're seeking a summer retreat or a year-round coastal home, this beautifully maintained property captures the essence of Maine living. Enter through the gate into a welcoming mudroom-style entryway featuring original brick flooring and classic built-ins. Beyond, the heart of the home opens into a warm dining and kitchen area centered around a cozy woodstove, with peaceful views stretching toward the cove and your waterfront frontage on The Back River. Rich in old-style charm and thoughtfully designed living space, the home offers two bedrooms and two baths, including a first-floor primary bedroom suite and laundry room for convenient one-level living. Upstairs provides additional privacy with flexible space ideal for guests, a sewing room, studio, or home office. The inviting living room and den feature built-in bookcases and a beautiful fireplace -- perfect for gathering with friends or simply taking the chill off a cool coastal evening. Every room reflects the care and personality of its current owners, blending comfort, craftsmanship, and timeless New England character. Outside, the property continues to impress. Set back from the road, the home enjoys a fenced yard with mature fruit and maple trees, sitting areas, a greenhouse, and a charming potter's shed. A lovely screened front porch offers the perfect place to relax and enjoy water views after a day exploring the Maine coast. The two-story barn, built in 1999 by a local craftsman along with the kitchen addition, provides exceptional versatility with garage space for vehicles or boats, a workshop, and an attached separate work area ideal for hobbies, storage, or a home-based business. This special waterfront property offers comfort, privacy, and authentic coastal charm in one of Maine's island communities.

367 East, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$949,000
3 Beds ⋅ 2 Baths
Charming New England style home built in 1869 that has been lovingly restored by the current owners. Located on 1.96 acres, the property features a yard that gently slopes to 75′ +/- of waterfront on the Mill Pond with southerly views out to Linekin Bay. The home includes 3+ bedrooms, 2 bathrooms, a first-floor primary bedroom, a large living room with a propane fireplace, formal dining room, and an eat-in kitchen. The second floor offers two bedrooms, a den, and an office. An attached barn provides garage space, storage, and potential for a home business with town approval. The grounds are beautifully landscaped with perennials, ornamental pear trees, apple trees and a fenced area for pets. Whole house generator. For those who enjoy the coastal lifestyle, East Boothbay Village is within walking distance to a general store, marina, antique store and public boat launches at Shipbuilder's Park and Murray Hill. Downtown Boothbay Harbor is a short drive.

165 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$310,000
Tucked away in the natural beauty of the Boothbay Region, this new subdivision offers a rare opportunity to own one of four thoughtfully positioned wooded homesites, each designed for those who value privacy, space, and refined coastal living. Set among mature trees and gently rolling terrain, these expansive lots provide the perfect canvas for a custom-built residence. Each parcel offers generous acreage, allowing for secluded home placement, curated landscaping, and the freedom to create a truly personal retreat. Whether you envision a modern architectural statement or a timeless Maine cottage, the setting supports both elegance and tranquility. Located a short drive from Boothbay Harbor's restaurants and shopping, yet removed enough to ensure peace and quiet, this enclave strikes a balance between accessibility and retreat. A part of the sought after Bel Acres neighborhood off Annable Road, along with the formation of the Midden Ridge homeowner's association. A beautiful private road and underground utilities to each carefully planned lot preserve the natural surroundings while offering building convenience. Soil testing has been completed at each site.

Lot 2-B Midden Ridge, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,495,000
3 Beds ⋅ 3 Baths
In one of the Boothbay Region's premier neighborhoods, this Sawyer's Island home features stunning west/southwest water views, protected dock access with mooring, and one-floor living. Sited on a 0.85-acre lot with 157'+ frontage at the north end of Ebenecook Bay, the house benefits from a grandfathered location near the shore, and is elevated outside the flood zone. A truly magnificent perspective, views reach as far as Seguin Island and open ocean, but also include the Isle of Springs summer community, other islands, and the fish, seal & avian activity in this protected cove. The neighborhood is friendly and social, with an extensive network of scenic roads for walking and nearby land trust preserves. With abundant sunshine and prevailing summertime sea breezes, this location is certain to reward owners and guests, day after day.

23 Indian Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$895,000
3 Beds ⋅ 2 Baths
This classic farmhouse is sited on an exceptional 8 acre parcel with approximately 400' of tidal waterfront on Back River. This sizeable parcel is rare and lends itself to a private estate or future division. The farmhouse is solid and has classic lines and although it was cared for, it awaits updates. 3 bedrooms and 1.5 baths, an attached barn and a 2 car garage are intriguing to any old house enthusiast. The land allows for a gentle walk to the shore through a beautiful forest of mostly hardwoods and rolling terrain. This unique parcel has ample opportunities and is truly a quintessential Maine property.

576 Back River Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

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

23 Sunny Acres Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$835,000
3 Beds ⋅ 2 Baths
Situated on a private 2.65 acre lot, with 417' of tidal frontage on Sherman Cove, this 3 bedroom, 2 bath Cape has many amenities to offer. Natural light floods the house, with many large windows and doors; open living/dining/kitchen with hardwood flooring, woodstove and access to a full length waterside deck; the front to back family room has a gorgeous stone fireplace, cathedral ceiling and access to the deck and gardens; the full daylight basement provides garage space for 3+ cars and plenty of storage. The property is beautifully landscaped and is located halfway between Boothbay Harbor and Route 1, providing easy access into town or off the peninsula.

29 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

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

44 Stone Point Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,200,000
9.54± acre waterfront site along the Sheepscot River Operational saltwater lobster pound with 120,000lb capacity 300± foot weir and dockage 800± SF storage building with a studio apartment Well-located in an active Boothbay market

37 Knickerkane Rd, Boothbay

Listing courtesy of The Boulos Company.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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