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$1,895,000
4 Beds 5 Baths 1675946 MLS
Situated on over 9 acres of mature pastoral grounds with more than 400 feet of tidal water frontage on the Back River, this estate offers endless possibilities. The property features a beautifully renovated late-1700s original cape seamlessly integrated with well-designed high end quality finished additions, totaling over 4,000 square feet of living space. Key features of the home include: 4 to 5 updated bedrooms and 4.5 updated bathrooms, a dedicated in-law/guest wing, a modern kitchen with cathedral beamed ceilings, Bosch appliances, and a tiled backsplash, multiple living areas and dedicated office spaces, stunning west-facing water views and an original two-story barn, perfect for a workshop, studio, or hobbies.

586 Back River Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$368,000
1674032 MLS
Fantastic 3.27 acre lot off Back Narrows Road in the coveted River Bend and Bel Acres communities, with beautiful views of the Damariscotta River and 300+ feet of tidal & deep water on secluded Bottle Cove. With paved access through Bel Acres community to River Bend, a fern lined driveway leads to the secluded private lot with mature trees, birches, wild blueberries, and moss covered ledges, including a granite whale rock, and a level & cleared building site. The northerly property boundary is a ravine with an active stream for much of the year. Make a trail down to Bottle Cove and forage winkles for dinner, enjoy a dip in the clear clean Maine waters and top off your evening watching the ospreys with a Thirsty Botanist from the nearby Boothbay Craft Brewery & Tavern. Enjoy close proximity to Boothbay Harbor with grocery stores, shopping and dining, and only 10 minutes from the world-famous Coastal Maine Botanical Gardens and the best golf course in the State of Maine.

18 Birches Dr, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$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

$565,000
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 $565,000.

82 Back Narrows Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$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 2323 sq. ft. home has 3 bedrooms plus a separate 900 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.

$695,000
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.

$1,395,000
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 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.

$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.

$875,000
4 Beds 3 Baths 1641417 MLS
Stately 1914 coastal estate built by master shipbuilders in the heart of East Boothbay Village, blending timeless craftsmanship with 3,172 square feet of modern living space. Step through the period vestibule into a grand entryway, where original woodwork and pristine wood moldings showcase the historic architectural character that remains preserved throughout the residence. The formal living room is anchored by a stunning Rumford fireplace surrounded by authentic, historic tiles sourced from Boston, while 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 spaces provide gracious rooms for entertaining, while the second floor offers three bedrooms complemented by a third-level primary suite with views of Mill Pond and the Damariscotta River. Uniquely versatile, the property features flexible zoning that allows for commercial use, offering an incredible live-work opportunity for an art gallery, professional office, or boutique business. Rarely available and on the market only once previously since its construction, this exceptional offering is complete with a two-car garage and walkable access to East Boothbay Village favorites, including the General Store, Murray Hill boat launch and public dock, and the School Street boat launch.

210 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

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