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$669,000
4 Beds 3 Baths 1673803 MLS
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.

$169,000
1672822 MLS
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

$7,850,000
5 Beds 7 Baths 1671763 MLS
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..

$895,000
1669352 MLS
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

$1,487,000
3 Beds 3 Baths 1667488 MLS
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.

$759,000
2 Beds 2 Baths 1664222 MLS
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.

$310,000
1662777 MLS
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.

$649,000
3 Beds 3 Baths 1662713 MLS
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.

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