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$475,000
3 Beds 2 Baths 1664927 MLS
Beautiful new 3-bedroom, 2-bath ranch located in Butler Estates in Boothbay. Newly completed and never before lived in, the Hallmark Homes ''Middle Brook'' floor plan offers comfortable single-floor living with a bright, open layout. Designed with privacy in mind, the primary suite is situated on one end of the home while the two additional bedrooms and full bath are located on the opposite side. The spacious kitchen features a large center island, abundant cabinetry, and an exceptionally generous pantry area, flowing seamlessly into the main living spaces. A slider opens to the private backyard, creating an ideal setting for relaxing or entertaining. Convenient first-floor washer and dryer hookups add to the home's easy living design. The full basement offers excellent storage and expansion potential, while the 4-bedroom septic design provides flexibility for future growth. A great opportunity to enjoy a brand-new home in a desirable Boothbay neighborhood.

47 Evergreen Dr, Boothbay

Listing courtesy of Tim Dunham Realty. 207-882-5020

$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.

$949,000
3 Beds 2 Baths 1663665 MLS
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
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.

$450,000
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.

$450,000
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.

$225,000
1662781 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 3-C Midden Ridge, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$290,000
1662770 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 1-A 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.

$889,000
4 Beds 4 Baths 1628857 MLS
Stunningly Renovated Home in Charming East Boothbay. Welcome to this beautifully renovated 4 bedroom, 3.5 bath home in the heart of East Boothbay, where timeless character meets upscale craftsmanship. The main floor features a spacious primary bedroom with en-suite bath, convenient first-floor laundry, and direct access to the attached garage, perfect for easy, everyday living. Inside, you'll find elegant European White Oak flooring, custom interior wood trim, and the home's original entry door, lovingly restored to preserve its historic charm. The brand-new kitchen is a chef's dream, thoughtfully designed with high-end finishes and modern functionality. Enjoy relaxing or entertaining on the wraparound porch overlooking the backyard, or stay comfortable year-round with efficient heat pumps throughout the home. Every detail of this home has been carefully curated to allow both style and comfort in one of coastal Maine's most desirable locations.

239 Ocean Point Rd, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$330,000
1662785 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 4-D Midden Ridge, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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.

$385,000
1655347 MLS
A rare opportunity to acquire a 2.7-acre level lot in the renowned Ocean Point area. As one of the last remaining properties in the vicinity, this lot offers exceptional privacy, tranquility, and long-term investment security within a well-established neighborhood. Key features include: Prime Location, just six miles from Boothbay Harbor. Water Access: Potential access to a shared, protected community deep water dock. Quality Standards: Protective covenants ensure construction and community standards. Community Amenities: Membership available in the Ocean Point Colony Trust would provide access to tennis courts, a ball field and various social activities. The subdivision has been surveyed, and soil tests have been completed on this parcel. Seasonal water is adjacent to the site on Van Horn Road making it easy for you to build your dream home.

7 Flint Ln, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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.

$450,000
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.

$375,000
2 Beds 2 Baths 1614708 MLS
NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome condominiums developed by the Boothbay Regional Development Corporation make homeownership more attainable than ever. With down pymt assistance available to qualified buyers, this is a rare chance to own new construction in the heart of the Boothbay Peninsula. Each thoughtfully designed 2-bedroom, 1.5-bath home features an open-concept living, dining, and kitchen area, private outdoor space & easy access to surrounding natural areas, and parking in a shared lot. Built for energy efficiency and low maintenance, these move-in-ready homes are ideal for buyers seeking a starter home with comfort, quality, and long-term value. Priced on a sliding scale depending on income. Available to income-eligible buyers up to 120o|o of Area Median Income (106,680 for a household of three). Reduced price. Down pymt assistance available. Contact today for qualification details and to schedule a showing.

3 Cedar Bnd Unit 3, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

$299,500
2 Beds 2 Baths 1631415 MLS
NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome condominiums developed by the Boothbay Regional Development Corporation make homeownership more attainable than ever. With down pymt assistance available to qualified buyers, this is a rare chance to own new construction in the heart of the Boothbay Peninsula. Each thoughtfully designed 2-bedroom, 1.5-bath home features an open-concept living, dining, and kitchen area, private outdoor space & easy access to surrounding natural areas, and parking in a shared lot. Built for energy efficiency and low maintenance, these move-in-ready homes are ideal for buyers seeking a starter home with comfort, quality, and long-term value. Priced on a sliding scale depending on income. Available to income-eligible buyers up to 120o|o of Area Median Income (106,680 for a household of three). Reduced price. Down pymt assistance available. Contact today for qualification details and to schedule a showing.

17 Cedar Bend, Unit 17, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

$899,000
4 Beds 3 Baths 1659681 MLS
Discover a rare opportunity to own the beautifully restored Kenniston Hill House, an iconic Boothbay property where historic New England character and modern comfort come together seamlessly. Originally dating to 1797, this remarkable home has now been thoughtfully completed with extensive renovations and a full restoration that preserves its extraordinary craftsmanship while delivering the style and functionality today's buyers desire. Inside, period details including the impressive six-flue central chimney, exposed beams, built-ins, and wide pine character blend effortlessly with updated systems and refined finishes throughout. The newly completed kitchen and dining area offer a fresh, inviting atmosphere designed for gathering, featuring modern appointments and views overlooking the newly landscaped and private backyard setting. Perfectly positioned in the heart of the Boothbay Peninsula, the property places the new owner within close reach of the very best Midcoast Maine has to offer. Enjoy nearby hiking trails, kayaking adventures, boating, and waterfront exploration, along with the vibrant cultural energy of Boothbay and Boothbay Harbor, known for their celebrated restaurants, galleries, festivals, and year-round calendar of local events. Coastal Maine Botanical Gardens is just moments away, while one of Maine's premier golf clubs sits within walking distance of the property. Rich in history yet fully renewed for modern living, the Kenniston Hill House offers a truly distinctive lifestyle opportunity in one of Maine's most treasured coastal communities.

978 Wiscasset Rd, Boothbay

Listing courtesy of Engel & Volkers Casco Bay.

$1,495,000
4 Beds 2 Baths 1662531 MLS
This is a truly exceptional property in the highly sought-after Ocean Point community. This beautiful cottage-style home offers year-round living with breathtaking water views from every window. The meticulously maintained residence features four bedrooms and two bathrooms, providing ample space for comfortable living. The interior boasts charming cottage-style details and Douglas fir flooring. The inviting living room includes a cozy stone fireplace, perfect for cooler evenings, and the chef's kitchen is thoughtfully designed with an open layout that flows seamlessly into the dining area. Formal dining area with mural and wainscotting, first floor bedroom and lots of closet space off the kitchen. New septic system and fresh exterior paint. Outdoor living is equally appealing, with a delightful roofed porch to enjoy the sunsets, an open deck, a blue stone patio and a beautiful perennial garden offering perfect spots to enjoy the scenic surroundings. 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, lighthouses and crashing surf!

135 Shore Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

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