Refine Search
Map
Sort by
Lot 7 Whispering Pines, Boothbay
$3,995,000
3 Beds ⋅ 4 Baths ⋅ 1671349 MLS
Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including a ground floor ensuite bedroom, and a spectacular primary bedroom suite upstairs with his & hers bathrooms, closets, and a study that could serve as an extra bedroom. The open concept kitchen and great room makes for satisfying everyday use, as does the abundanta outdoor living space, be it the screened porch, veranda, open deck, and granite patios. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that feature the 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other attributes make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

Lot 7 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

38 Higbee Ln, Boothbay
$3,495,000
6 Beds ⋅ 6 Baths ⋅ 1682380 MLS
Set on a private 5-acre peninsula with 740 feet of deepwater frontage on the Back River, this masterfully crafted coastal estate offers an exceptional Maine waterfront retreat. Substantially updated by the current owners, enhancements include a stunning new kitchen, updated bathrooms, new decking, fresh paint, refined flooring, and revitalized landscaping. Blending timeless post and beam craftsmanship with modern luxury, the residence offers 6 bedrooms, 5.5 bathrooms, and over 5,000 square feet of finished living space across three levels. From the moment you enter, the home captivates with soaring cathedral ceilings, exposed timbers, skylights, and walls of glass framing beautiful water views. The dramatic great room is anchored by a floor-to-ceiling fieldstone fireplace and custom wide-pine floors with an inlaid nautical compass rose. The newly renovated chef's kitchen features premium finishes, custom cabinetry, a center island, and an adjoining dining area. Multiple sets of French doors open to an expansive screened porch and open-air decks overlooking the river, ideal for morning coffee, summer dinners, or sunset cocktails. The main level features a private primary suite with its own fireplace, spa-like bath, and direct access to the screened porch. Upstairs, multiple guest bedrooms, a den, and an airy loft overlooking the great room provide flexible accommodations. The fully finished daylight walkout lower level adds an expansive family and game room, additional guest suites, and direct access to the outdoors. Outside, a private path leads to the deepwater dock, float, and two private moorings, providing direct boating access to the Sheepscot River and open ocean. Complete with an attached two-car garage, custom laundry room, whole-house automatic generator, and peaceful end-of-lane privacy, this turnkey coastal estate is just minutes from Boothbay Harbor and the renowned Country Club, and just over an hour from Portland International Jetport.

38 Higbee Ln, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

Lot 10 Whispering Pines, Boothbay
$2,995,000
2 Beds ⋅ 3 Baths ⋅ 1671348 MLS
Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including one-floor living with two ensuite bedrooms, an open concept kitchen & great room, and abundant outdoor living spaces. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that include the award-winning 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other features make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

Lot 10 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

29 & 39 Murray Hill Rd, Boothbay
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 1679354 MLS
Set in the historic village of East Boothbay, on the scenic and sought-after Murray Hill Road, this exceptional estate combines historic New England character, modern comfort, and remarkable versatility. At its heart is a beautifully restored 1769 Georgian residence, featuring five working fireplaces—including the original cooking fireplace with beehive oven—thoughtfully updated for contemporary living. Sun-filled rooms overlook Mill Pond, where the property enjoys its own private beach and opportunities for kayaking and swimming. A substantial multi-purpose barn offers three parking bays, including space capable of accommodating a 36-foot yacht for winter storage, plus a workshop, generous storage, and an artist's studio or private office. A nearby boat launch & pier, approximately 350-yards away, provides convenient access to Linekin Bay. The distinctive guest cottage provide exceptional accommodations. A charming two-story waterfront cottage on Mill Pond, it features a large waterside deck, kitchen, laundry, and private living quarters. The grounds are equally impressive, with fruit trees, gardens, and sweeping lawns. An idyllic setting for recreation, entertaining, and memorable gatherings. Offering privacy, history, water access, and guest accommodations, this is a rare opportunity to enjoy classic coastal Maine living in one of the Boothbay Region's most desirable settings. To enjoy a special, estate-like experience, additional acreage is available, including the 11+ acre conserved meadow, vegetable plot & blueberry patch, and Marsh pond with private island. To complete the package, the renovated, elegant 1-bedroom carriage house is also available--see MLS #1671005.

29 & 39 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

586 Back River Rd, Boothbay
$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. Conveniently located just 3 miles from the Boothbay Harbor Country Club and Coastal Maine Botanical Gardens.

586 Back River Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

749 Ocean Point Rd, Boothbay
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 1675402 MLS
Experience the beauty of waterfront living in this classic shingle-style home overlooking Linekin Bay. Spectacular westerly views provide unforgettable sunsets, while the changing tides reveal a pebble beach perfect for exploring and play. At high tide, the protected waters invite swimming just steps from your door. Inside, a dramatic wall of windows frames the ever-changing views, creating the feeling of living aboard a boat while filling the home with natural light. Custom high-paneled wainscoting and thoughtful architectural details add timeless elegance throughout. The home offers a first-floor primary suite with a private sunroom overlooking the bay, an updated kitchen that opens seamlessly to the living and dining areas, and two additional bedrooms with a full bath on the second floor. A separate family room, featuring a vaulted ceiling and a stone fireplace provides room for gathering with family and friends. Completing the property is a detached garage with a studio space, ideal for creative pursuits or a home office. Plus, a shared deepwater dock is just a short walk away. This exceptional waterfront property captures the very best of the Maine coast.

749 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

113 Shore Rd, Boothbay
$1,800,000
4 Beds ⋅ 2 Baths ⋅ 1672679 MLS
Winterized cottage with seasonal guest cottage is sited on the front of Ocean Point where Ocean Point got its name. Absolutely stunning views from this location of crashing surf, rolling waves lulling you to sleep at night, 4 lighthouses, lots of boating traffic to watch all day long and skies so clear at night you can see all the stars. The main cottage was originally built in 1878 and has had many updates over the years. This cottage consists of 4 bedrooms, 2 baths, living room/dining area, renovated kitchen, sunroom and a 2nd floor deck. The guest cottage is a studio with bathroom, small kitchen with enclosed porch and small deck. The guest cottage has a great rental history. Ocean Point is also known for its vibrant summer community, which includes a ''casino building'' that hosts a variety of activities for all ages throughout the summer months, a beach at Grimes Cove and dingy shares are available to buy if you want to have a boat on a mooring in Card Cove.

113 Shore Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

80 Stone Wharf Rd, Boothbay
$1,285,000
4 Beds ⋅ 3 Baths ⋅ 1685901 MLS
Welcome to 80 Stone Wharf Road, a quintessential coastal retreat commanding 113 feet of private saltwater frontage along the serene shores of the Back River in Boothbay. Pairing panoramic water views with coveted single-level living and extraordinary outbuilding capacity, this 2,750-square-foot residence offers a timeless setting for four-season waterfront entertaining. Thoughtfully oriented to capture the water from nearly every room, the main level welcomes you with an expansive living room anchored by warm hardwood floors, classic brick accents, and a sweeping wall of picture windows framing glistening river vistas. The sunny eat-in kitchen features stainless steel appliances, abundant cabinetry, and overhead skylights that bathe the space in natural light, seamlessly connecting to a formal dining room and a generous pergola-shaded entertainment deck overlooking the lush lawn and shoreline. Ideal for effortless single-floor living, the first floor also boasts a gracious primary bedroom suite with private deck access, a walk-in closet, and an en-suite bath, accompanied by a dedicated home office, powder room, and mainlevel laundry. Upstairs, three additional spacious bedrooms, a full bath, and an inviting family room provide abundant room for visiting guests and family. Outdoor living is second to none, featuring a gently sloping yard leading down to your private pier and dock, ready for boating, kayaking, or taking in breathtaking sunset hues over the water. Adding unmatched versatility is an impressive detached multi-bay carriage house and barn, complete with a soaring, floored second-story loft offering limitless potential for boat storage, car collectors, a workshop, or an artist's studio. Ideally situated just minutes from Boothbay Harbor, world-class golf, and the Coastal Maine Botanical Gardens, 80 Stone Wharf Road is a true coastal haven.

80 Stone Wharf Rd, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

32 Murray Hill Rd, Boothbay
$989,000
1 Beds ⋅ 1 Baths ⋅ 1671005 MLS
Imagine the charm of Old World with all the modern conveniences of today. This amazing Carriage House was totally renovated in 2021 without giving up its soul. Drenching light, from sunrise to sunset, through immense french doors with views of a five acre Marsh Pond and Island across ten acres of open meadow protected by a conservation trust. The open floor plan encompasses a custom kitchen, dining and living area before entering a stylish bedroom and master bath. What is presently a one car garage and storage area could be developed into an additional bedroom and a garage. Sited on nearly a half acre, it is just steps away from Linekin Bay and boat launch and looks across to Mill Pond which draws and releases water from the Damariscotta River. You are just minutes away from the beautiful village of Boothbay Harbor and the luxurious Boothbay Harbor Country Club voted the number one club and golf course in New England. As you awaken each day, the morning sun seems to push you towards the famed East Boothbay General Store at the end of the road where delightful coffees, breakfast foods and freshly baked delights welcome you each morning.

32 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

32 Hiawatha Trl, Boothbay
$945,000
3 Beds ⋅ 2 Baths ⋅ 1683866 MLS
Experience classic Maine waterfront living in this 2,300-square-foot, three-bedroom, two-bath post-and-beam home, privately set along a quiet side road in Little River. With 342 feet of peaceful shorefront on Glen Cove, the property invites you to kayak, swim, or simply unwind on the waterfront deck while taking in a landscape of calm tidal coves, or nearby rugged rocky shoreline, and open-water views. Membership provides access to the nearby community dock on Little River, offering convenient dinghy tie-up and a direct connection to the Damariscotta River and beyond. The home's wood-shingle exterior lends timeless New England character, while exposed beams and warm wood finishes create an inviting interior. Designed for comfortable main-level living, the open kitchen, dining, and living area flows into a cozy sunroom with southerly exposure. A home office with built-in bookcases and cathedral ceilings provides a quiet retreat, while two upstairs guest rooms and a full bath offer welcoming accommodations for family and friends. The spacious basement provides ample room for a workshop, storage, or other uses. Glen Cove Dam, Ocean Point, and East Boothbay Village are all nearby, with Boothbay Harbor just a few miles farther.

32 Hiawatha Trl, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

27 Stone Cove Rd, Boothbay
$925,000
3 Beds ⋅ 4 Baths ⋅ 1680262 MLS
Welcome to a beautifully constructed coastal retreat in the heart of East Boothbay, tucked into a private setting with peaceful water views and an inviting sense of Maine charm. Thoughtfully positioned to capture warm southerly light, this three-bedroom home features en suite accommodations throughout, including a spacious first-floor primary suite for easy living. Floor-to-ceiling windows, wood floors, and a dramatic cathedral ceiling create an airy, sun-filled gathering space anchored by a massive stone fireplace—perfect for cozy evenings after a day by the water. Offered furnished, the home is ready to enjoy from the moment you arrive. Located close to the local store and boat launch, and surrounded by an idyllic enclave of well-built homes, this is a special East Boothbay setting where comfort, craftsmanship, and coastal living come together beautifully.

27 Stone Cove Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

Poore Rd, Boothbay
$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
8 Country Club Rd, Boothbay
$865,000
7 Beds ⋅ 6 Baths ⋅ 1656924 MLS
Freshly updated multi-family, comprised of two 2-bedroom apartments and three efficiency units. Recent improvements include interior finishes, rock wool insulation, siding, roofing, and more. An income property, it has been popular for short-term rentals, but would also lend well to mixed use, employee housing, and/or owner occupancy with the ability to expand and contract space based on family need. Positioned opposite the Boothbay Harbor Country Club, the property is centrally located and benefits from municipal water and sewer services.

8 Country Club Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

8 Country Club Rd, Boothbay
$865,000
6 Baths ⋅ 1656929 MLS
Freshly updated multi-family, comprised of two 2-bedroom apartments and three efficiency units. Recent improvements include interior finishes, rock wool insulation, siding, roofing, and more. An income property, it has been popular for short-term rentals, but would also lend well to mixed use, employee housing, and/or owner occupancy with the ability to expand and contract space based on family need. Positioned opposite the Boothbay Harbor Country Club, the property is centrally located and benefits from municipal water and sewer services.

8 Country Club Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

210 Ocean Point Rd, Boothbay
$849,000
4 Beds ⋅ 3 Baths ⋅ 1684868 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.

29 Wiscasset Rd, Boothbay
$795,000
3 Beds ⋅ 2 Baths ⋅ 1679992 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.

353 East, Boothbay
$789,000
3 Beds ⋅ 2 Baths ⋅ 1682587 MLS
This post-and-beam, three-bedroom, two-bath home sits on 1.58 acres and offers southeasterly views of the Back River from nearly every room. Recent improvements include a full-bath and bedroom addition, two new interior staircases, a reconfigured deck and entry steps, extensive landscaping, a hillside fire-pit area, and significant woodland clearing. The full daylight basement is ideal for a workshop or future living space, with plumbing in place for future bathroom. All systems have been serviced for an easy, welcoming move-in. Freshly painted inside, the home features wood floors, a wood-burning fireplace with a stone hearth, and inviting spaces that showcase the expansive view. Relax on the deck and enjoy the waterfront and surrounding nature. Deeded right-of-way and easement provide water access and protects the beautiful water view. Barters Island offers a welcoming community 0.5 mile from Coastal Maine Botanical Gardens, public boat launch, Porters Preserve BRLT hiking trails, Trevett Store, and is just a short drive to Boothbay Harbor.

353 East, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

39 Shackletons Way, Boothbay
$750,000
5 Beds ⋅ 4 Baths ⋅ 1668144 MLS
Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

39 Shackletons Way, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

576 Back River Rd, Boothbay
$725,000
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.

114 Presley Dr, Boothbay
$697,000
3 Beds ⋅ 3 Baths ⋅ 1680721 MLS
Well maintained and in move into condition is this 3 bedroom plus, 2 1/2 bath home with extensive upgrades. Stroll down the hill to the Association waterfront for picnics or get to your own private boat. Short walk into East Boothbay village and the general store. Very conveniently located to town as well. And don't forget the outbuilding bunkhouse for the kids!

114 Presley Dr, Boothbay

Listing courtesy of Newcastle Realty. 207-633-4433
23 Sunny Acres Ln, Boothbay
$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.

82 Back Narrows Rd, Boothbay
$558,000
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 $558,000.

82 Back Narrows Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

12 Butler Rd, Boothbay
$549,000
3 Beds ⋅ 2 Baths ⋅ 1681321 MLS
A home that feels pleasantly removed from the hustle and bustle while keeping the villages, waterfront, recreation and attractions of the Boothbay region within easy reach. Surrounded by mature trees, established gardens and thoughtfully landscaped grounds, this solid and well-maintained Boothbay home gives a warm farmhouse feel in a peaceful setting close to everything the peninsula has to offer. A metal roof, classic shutters and warm wood accents add to the inviting exterior, while the outdoor spaces have been designed to make the most of Maine's natural beauty. Inside, the open kitchen, dining and living area forms the heart of the home. The kitchen features a butcher-block-topped island, stainless steel appliances, open shelving and farmhouse-inspired finishes, flowing easily into the dining and living spaces. A cozy stove, abundant natural light and comfortable bedrooms continue the home's relaxed character. Outdoor living is a highlight, with a screened porch and spacious deck overlooking the surrounding greenery, plus an above-ground pool, vegetable and perennial gardens, and a tucked-away fire pit area. A large workshop with additional covered storage provides excellent space for projects and equipment, while a dedicated RV parking pad with shore power adds even more versatility. The location makes it easy to enjoy everything the Boothbay region has to offer. Downtown Boothbay is just under three miles away, Boothbay Harbor Country Club is less than 10 minutes away, and downtown Boothbay Harbor is only a few minutes farther. Coastal Maine Botanical Gardens and the Maine State Aquarium nearby, while Saunders Preserve is within walking distance. Boothbay Region Land Trust preserves, trails and many of the peninsula's other attractions are also close by. Comfortable, inviting and clearly cared for, this property offers the space to garden, entertain, relax, work on projects and enjoy the outdoors. Recently appraised over asking price.

12 Butler Rd, Boothbay

Listing courtesy of RE/MAX Shoreline.

22 Triple Leaf Ln, Boothbay
$525,000
3 Beds ⋅ 2 Baths ⋅ 1680889 MLS

22 Triple Leaf Ln, Boothbay

Listing courtesy of Newcastle Realty. 207-633-4433
23 Nichols Rd, Boothbay
$445,000
2 Beds ⋅ 1 Baths ⋅ 1677242 MLS
Set in a quiet and private Boothbay neighborhood, 23 Nichols Road offers the simple pleasures of Maine living with an especially appealing natural setting. This inviting one-level home is tucked away on a private dead-end road and enjoys a wooded landscape, a level yard, and common access to the water. The home itself offers comfortable one-floor living with 2 bedrooms, and office/den, one full bath with laundry, a sunny living area, kitchen and dining space, and an attached one-car garage. Two decks and level yard provide an easy place to enjoy the outdoors, while the wooded surroundings create a peaceful sense of privacy. With close proximity to some of the Boothbay region's treasured conserved lands, the nearby Pine Tree Preserve of 144 acres of forest, provides access to trails for walking and exploring. The Linekin and Burley Preserves add another 138 acres of protected woodland and nearly three miles of trails, extending from Route 96 toward the Damariscotta River. Conveniently located for enjoying all that the Boothbay region has to offer, with downtown Boothbay Harbor, Ocean Point, golfing, boating, and coastal trails all within easy reach. A special opportunity to own a comfortable, turn-key home in a wonderful neighborhood.

23 Nichols Rd, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

934 Wiscasset Rd, Boothbay
$435,000
3 Beds ⋅ 3 Baths ⋅ 1660683 MLS
On 1.25-acres at the gateway to the Boothbay Region, this two-unit New Englander offers many possibilities in a mixed-use zoning district. Both units were recently updated, including the kitchens, bathrooms, flooring, and more. The first floor features a spacious 1-bedroom, 2-bath apartment, with vaulted ceilings and a propane heat stove in the living room, a cheerful kitchen with adjacent laundry, and an ensuite bedroom and bath. At the south end, there is a storage room that could be converted to a second bedroom. Upstairs, an open concept kitchen/living/dining includes cathedral ceilings and a propane heat stove, with two bedrooms and a bathroom beyond. Outside, the property includes a private back yard with storage shed, long front porch, and extensive road frontage. Served by public utilities and roads, this property is easy to manage and provides convenient access to major roads for commuters.

934 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

934 Wiscasset Rd, Boothbay
$435,000
3 Baths ⋅ 1660684 MLS
On 1.25-acres at the gateway to the Boothbay Region, this two-unit New Englander offers many possibilities in a mixed-use zoning district. Both units were recently updated, including the kitchens, bathrooms, flooring, and more. The first floor features a spacious 1-bedroom, 2-bath apartment, with vaulted ceilings and a propane heat stove in the living room, a cheerful kitchen with adjacent laundry, and an ensuite bedroom and bath. At the south end, there is a storage room that could be converted to a second bedroom. Upstairs, an open concept kitchen/living/dining includes cathedral ceilings and a propane heat stove, with two bedrooms and a bathroom beyond. Outside, the property includes a private back yard with storage shed, long front porch, and extensive road frontage. Served by public utilities and roads, this property is easy to manage and provides convenient access to major roads for commuters.

934 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

5 Hillside Pl Unit 2, Boothbay
$425,000
3 Beds ⋅ 3 Baths ⋅ 1652019 MLS
This two-level condominium offers a spacious and comfortable layout featuring three bedrooms and 2.5 bathrooms. The custom kitchen is appointed with cherry cabinetry, granite countertops, and a vaulted ceiling with skylights that provide abundant natural light. Adjacent to the kitchen is a welcoming dining area and a large living room that offers scenic views of Beaver Pond. The second floor includes a dedicated office space, ideal for working from home or creative use. The unit is well-lit throughout the day, benefiting from both morning and afternoon sun. For added convenience, the property includes a one-car garage with extra storage. Its central location also ensures an easy commute to Boothbay Harbor, Damariscotta and Wiscasset.

5 Hillside Pl Unit 2, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

494 Wiscasset Rd, Boothbay
$399,000
1682385 MLS
Exceptional mixed-use opportunity in a highly visible Route 27 location, offering commercial functionality, residential accommodations, established short-term rental use, and flexible owner-user or investment potential. Conveniently located just minutes from Boothbay Harbor's waterfront, marinas, restaurants, shopping, and year-round attractions, this property offers an opportunity to combine business, residential, and income-producing uses in one well-located property. The well-maintained residential component features 2 bedrooms, 1.5 baths, updated flooring, modern appliances, and a three-season sunroom. A separate spa/office suite with its own private entrance and half bath provides additional flexibility for professional office, wellness, retail, service-based, or other client-facing uses, subject to applicable zoning and municipal approvals. Additional versatility is provided by the heated garage/showroom space, previously utilized as a flooring showroom. The expansive area offers potential for display, storage, workshop, studio, or other business-related uses, subject to applicable zoning and approvals. A circular driveway and generous parking area provide convenient access for residents, customers, clients, or guests. The property is currently operated as a short-term rental and has an established rental history, with future reservations already scheduled. Rental history, reservation calendar, and additional operating information are available upon request. Any existing reservations, rental agreements, credits, or other obligations shall be subject to terms negotiated between the parties. Offering a rare combination of commercial visibility, residential functionality, flexible space, and established income-producing potential, 494 Wiscassett Road presents an opportunity for an owner-user, entrepreneur, or investor seeking flexibility in the Boothbay market. Prospective purchasers should independently verify zoning, permitted uses, licensing requirements

494 Wiscasset Rd, Boothbay

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

494 Wiscasset Rd, Boothbay
$399,000
2 Beds ⋅ 3 Baths ⋅ 1682301 MLS
This versatile property offers the rare combination of residential living, flexible additional spaces, and established income-producing potential in a highly visible Route 27 location. Conveniently located just minutes from the harbor waterfront, marinas, restaurants, shopping, and year-round attractions, this property provides both everyday convenience and the opportunity to enjoy the coastal lifestyle of the Boothbay Peninsula. The well-maintained residential component features 2 bedrooms, 1.5 baths, updated flooring, modern appliances, and a three-season sunroom. A separate spa/office suite with its own private entrance and half bath provides exceptional flexibility for a home office, wellness space, studio, guest area, or other permitted use while maintaining separation from the main living area. Additional space is available in the heated garage/showroom, previously used as a flooring showroom. The expansive area offers potential for storage, a workshop, studio space, or other permitted uses. A circular driveway and generous parking provide convenient access for residents, clients, or guests. Currently operated as a short-term rental, the property offers an established rental history with future reservations already scheduled. Rental history, reservation calendar, and additional operating information are available upon request. Any existing reservations, rental agreements, credits, or other obligations shall be subject to terms negotiated between the parties. Whether envisioned as a year-round home, a flexible live/work property, or an opportunity to generate rental income, 494 Wiscassett Road offers an uncommon combination of residential comfort, flexibility, visibility, and investment potential in the Boothbay market. Prospective purchasers should independently verify zoning, permitted uses, licensing requirements, rental regulations, and suitability for intended use with the Town of Boothbay and applicable authorities.

494 Wiscasset Rd, Boothbay

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

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.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.

How much is your home worth?

Get instant property value now!