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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
$99,500
1672207 MLS
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.

$885,000
4 Baths ⋅ 1671148 MLS
Two homes, one extraordinary setting on a quiet island pass road just past the Coastal Maine Botanical Gardens. And the sellers are open to conveying it furnished -- walk in, drop your bags, and start living. The 2,600 sq ft main residence is open-concept coastal living done right: three bedrooms, two full baths, vaulted ceilings, and a modern linear electric fireplace anchoring the living room. Acacia hardwoods run wall-to-wall. The kitchen is the moment -- white shaker cabinets, quartz counters, white subway tile, gas range, and a peninsula wrapped in striking blue tile. But the real luxury is the view: a cove view straight out the kitchen window above the sink. The kind of morning view people build entire houses around. The primary suite is its own retreat. A wall of windows overlooks the cove, with a built-in window seat that runs nearly the full length of the room -- the perfect place to read, work, or watch the tide turn. The dressing room is more closet than most closets dream of being: pine elevated ceiling, custom built-in drawers, hanging space for days. The spa-style en-suite features a soaking tub, walk-in tile shower, and plenty of storage. The detached guest cottage is the rarest piece of this listing - open-concept living under cathedral pine ceilings and exposed beams, with custom pine built-ins throughout (window seat, dresser, storage). Full kitchenette, full bath, private deck with its own water view. As a rental, with Coastal Maine Botanical Gardens and Boothbay traffic - this guesthouse will drive a strong summer demand. Whole-house generator. Alarm system. Minutes to boat launch, kayaking, and beach. Tastefully renovated. Turnkey. Furnished if you want it. Income-ready. Coastal Maine, fully loaded. This is the Boothbay you came for.

7 Hodgdon Ln, Boothbay

Listing courtesy of Dream Home Realty LLC.

$79,900
1670389 MLS
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.

$579,000
3 Beds ⋅ 4 Baths ⋅ 1670367 MLS
Discover the perfect blend of privacy, comfort, and creativity on 6.48 picturesque acres. This charming three-bedroom, log-sided home offers plenty of room to gather with family and friends, pursue your favorite hobbies, or simply enjoy the beauty of the outdoors with gardens, open space, and peaceful surroundings. Take in distant views of the Damariscotta River, especially from the second-floor office--a serene setting for working from home. The welcoming kitchen is designed for everyday living, featuring a center island with breakfast seating, a spacious pantry, and a sunny box bay window above the sink that's perfect for growing fresh herbs year-round. The walkout lower level includes a versatile room with its own private deck. Formerly a pottery studio, it's ready to become your art studio, workshop, home office, fitness room, or whatever inspires you. Outside, you'll find a detached garage/workshop with storage above, a garden shed, and endless opportunities to enjoy the expansive property. If you've been looking for a home that offers space, character, and room to create the lifestyle you've always wanted, this is one you won't want to miss--all for $579,000.

82 Back Narrows Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$885,000
4 Beds ⋅ 3 Baths ⋅ 1670114 MLS
This is the Boothbay you came for. Two homes, one extraordinary setting on a quiet island pass road just past the Coastal Maine Botanical Gardens. And the sellers are open to conveying it furnished -- walk in, drop your bags, and start living. The 2,600 sq ft main residence is open-concept coastal living done right: three bedrooms, two full baths, vaulted ceilings, and a modern linear electric fireplace anchoring the living room. Acacia hardwoods run wall-to-wall. The kitchen is the moment -- white shaker cabinets, quartz counters, white subway tile, gas range, and a peninsula wrapped in striking blue tile. But the real luxury is the view: a cove view straight out the kitchen window above the sink. The kind of morning view people build entire houses around. The primary suite is its own retreat. A wall of windows overlooks the cove, with a built-in window seat that runs nearly the full length of the room -- the perfect place to read, work, or watch the tide turn. The dressing room is more closet than most closets dream of being: pine elevated ceiling, custom built-in drawers, hanging space for days. The spa-style en-suite features a soaking tub, walk-in tile shower, and plenty of storage. The detached guest cottage is the rarest piece of this listing - open-concept living under cathedral pine ceilings and exposed beams, with custom pine built-ins throughout (window seat, dresser, storage). Full kitchenette, full bath, private deck with its own water view. As a rental, with Coastal Maine Botanical Gardens and Boothbay traffic - this guesthouse will drive a strong summer demand. Whole-house generator. Alarm system. Minutes to boat launch, kayaking, and beach. Tastefully renovated. Turnkey. Furnished if you want it. Income-ready. Coastal Maine, fully loaded.

7 Hodgdon Ln, Boothbay

Listing courtesy of Dream Home Realty LLC.

$399,000
1669397 MLS
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
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
$3,395,000
4 Beds ⋅ 5 Baths ⋅ 1669184 MLS
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.

$795,000
4 Beds ⋅ 3 Baths ⋅ 1667442 MLS
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.

$1,695,000
3 Beds ⋅ 3 Baths ⋅ 1664366 MLS
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 ⋅ 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.

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 1661987 MLS
In one of the Boothbay Region's premier neighborhoods, this Sawyer's Island home features stunning west/southwest water views, protected deepwater 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 ⋅ 1656687 MLS
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 ⋅ 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.

$835,000
3 Beds ⋅ 2 Baths ⋅ 1653699 MLS
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 ⋅ 1657947 MLS
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.

$875,000
4 Beds ⋅ 3 Baths ⋅ 1641417 MLS
Stately 1914 shipbuilder's home in the heart of East Boothbay Village. This 4-bedroom, 2.5-bath residence blends timeless craftsmanship with modern amenities. Step through the period vestibule into a grand entryway, where original woodwork showcases the home's architectural character. The custom kitchen—once featured on the cover of Old House Journal—honors the home's era while offering contemporary convenience. Formal dining and living rooms provide gracious spaces for entertaining. On the second floor, three bedrooms are complemented by a third-level primary suite with views of Mill Pond and the Damariscotta River. Rarely available, this property has only been on the market once previously since its construction. A two-car garage and walkable access to East Boothbay Village favorites—including the General Store, Murray Hill boat launch and public dock, and School Street boat launch—make this an exceptional offering.

210 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,200,000
1656958 MLS
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.

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