Southport, ME Homes for Sale

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  /52

  $639,000

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  41 Hutchinson Dr, Boothbay Harbor, ME 04538

  This unique property offers the convenience of single-floor living in a secluded setting, while still being conveniently located within a mile of downtown Boothbay Harbor and its amenities. The main floor features an open-plan living, dining, and kitchen area with impressive 10' ceilings, along with a comfortable bedroom and a bathroom. This home is well insulated and creates a pleasant

  Mary Ripley Tindal & Callahan Real Estate

  

  41 Hutchinson Dr, Boothbay Harbor, ME 04538
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  /39

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 5,081 Sq Ft

  825 Hendricks Hill Rd, Newagen, ME 04576

  Tucked away on Southport's Turtle Cove is a coastal retreat. An elegant private home combining Maine charm with contemporary conveniences set on 2.6 acres with broad, westerly views across Sheepscot River. 825 Hendricks Hill Road is a gracious four-bedroom, four-and-a-half-bath home encompassing approximately 5,000 square feet of living space, designed with both comfort and entertaining in mind.

  Dennis Gleason Legacy Properties Sotheby's International Realty

  

  825 Hendricks Hill Rd, Newagen, ME 04576
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  $5,450,000

  • 5 Beds
  • 4.5 Baths
  • 5,640 Sq Ft

  32 Town Landing Rd, Southport, ME 04576

  This extraordinary property captures the essence of the Maine coast, with its dramatic rocky shoreline, iconic lighthouse and island views, and sweeping vistas across the Atlantic—all set on a meticulously maintained, level two-acre parcel at the southern tip of Southport Island. The classic Cape-style home offers approximately 5,600 square feet and the separate guest cottage has 1,400 square

  Jana Caldwell Tindal & Callahan Real Estate

  

  32 Town Landing Rd, Southport, ME 04576
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  $869,000

  • 3 Beds
  • 0.5 Baths
  • 3,245 Sq Ft

  34 Townsend Ave, Boothbay Harbor, ME 04538

  One of Boothbay Harbor's most iconic commercial spaces is available for the first time since the 1950s. At 34 Townsend Avenue, the property formerly housed the stalwart ''Village Store'' retail business, which attracted walk-in and local patronage in the heart of downtown Boothbay Harbor. With classic style, an attractive 0.35-acre lot, and abundant pedestrian traffic, this property makes a great

  Jonathan Tindal Tindal & Callahan Real Estate

  

  34 Townsend Ave, Boothbay Harbor, ME 04538
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  $1,795,000

  • 3 Beds
  • 3 Baths
  • 3,188 Sq Ft

  70 Presley Dr, East Boothbay, ME 04544

  Your Dream Waterfront Home on Linekin BayWelcome to 70 Presley Drive, a stunning 3-bedroom, 3-bath home that checks all the boxes and more! This beautiful property offers 250'+/- of your very own waterfront on the highly sought-after Linekin Bay, complete with a private dock. Plus, it sits next to 100'+/- of shared waterfront, meaning you'll enjoy sweeping water views from nearly every room in

  Tyler Tibbetts Engel & Volkers Casco Bay

  

  70 Presley Dr, East Boothbay, ME 04544
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  /57

  $995,000

  • 5 Beds
  • 5.5 Baths
  • 2,317 Sq Ft

  38 Atlantic Ave, Boothbay Harbor, ME 04538

  This home with quintessential New England architecture was gutted and has been finished from top to bottom with the latest in cosmetic and fundamental improvements. On Boothbay Harbor's east side, the property captures prevailing southwest sea breezes and is positioned a hop, skip, and a jump from the iconic Footbridge and downtown activities. Offering privacy for family or groups, every bedroom

  Jonathan Tindal Tindal & Callahan Real Estate

  

  38 Atlantic Ave, Boothbay Harbor, ME 04538
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  /50

  $1,177,000

  • 2 Beds
  • 1.5 Baths
  • 1,543 Sq Ft

  31 Knubble Rd, Georgetown, ME 04548

  Once upon a time, a weathered seaside cottage was reimagined by an avid gardener, artist, and heart-shaped rock collector, alongside a mindful woodworker who also loves fine paper and printing. Together, they set out to bring new life to a small home on a quiet lane in Georgetown. What began as a simple renovation evolved into a shared labor of love, blending high-efficiency systems with salvaged

  Anna Charlotte Legacy Properties Sotheby's International Realty

  

  31 Knubble Rd, Georgetown, ME 04548
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  /43

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,442 Sq Ft

  20 Campbell Rd, Southport, ME 04576

  Experience the best of Maine's coast from this stunning home perched on the shores of Christmas Cove, one of the most sought-after waterfront locations in the Midcoast. 20 Campbell Road is a recently built (2019) well designed home offering both classic Maine charm and the ease of contemporary living. The house was purposefully sited on a hill facing the south west and overlooking Christmas Cove

  Constance Moss Legacy Properties Sotheby's International Realty

  

  20 Campbell Rd, Southport, ME 04576
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  /116

  $1,650,000

  • 5 Beds
  • 3.5 Baths
  • 3,208 Sq Ft

  1 Mouse Island, Southport, ME 04576

  Discover a rare opportunity to own a piece of coastal Maine's heritage. This enchanting summer cottage is located on Mouse Island just off the shores of Boothbay Harbor. This serene retreat is where time slows down and simple pleasures take center stage. Mouse Island consists of 16 acres of common land shared with two other island cottages. Island amenities include a south-facing beach, a tennis

  Karen Roberts Tindal & Callahan Real Estate

  

  1 Mouse Island, Southport, ME 04576
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  /62

  $1,779,000

  • 5 Beds
  • 3 Baths
  • 2,338 Sq Ft

  21 Linekin Rd, Boothbay Harbor, ME 04538

  Nestled in the pines of the coveted Spruce Point neighborhood, this year-round cottage sits on the shores of Linekin Bay, with breathtaking ocean views and access to a newly renovated private shared dock. Fully furnished and rental-ready, this home has a strong rental history and includes all essentials—furnishings, linens, kitchenware, kayaks, and paddleboards. Spend your days enjoying picnics,

  Jennifer Wais Keller Williams Realty

  

  21 Linekin Rd, Boothbay Harbor, ME 04538
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  /69

  $849,900

  • 4 Beds
  • 4 Baths
  • 4,778 Sq Ft

  27 Townsend Ave, Boothbay Harbor, ME 04538

  Super Motivated Seller! Welcome to an exceptional opportunity in the heart of picturesque Boothbay Harbor, Maine. This unique property offers two prime storefront locations with a spacious four-bedroom apartment above. A rare blend of commercial and residential potential. Nestled in the vibrant downtown area, this property promises the best of coastal living with stunning water views and

  Matthew Freedman Breakwater Realty Group, LLC

  

  27 Townsend Ave, Boothbay Harbor, ME 04538
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  /49

  $860,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,449 Sq Ft

  24 Blowhorn Rd, Boothbay Harbor, ME 04538

  This new 3 bedroom, 2.5 bath home offers a blend of contemporary and traditional style with a cabin feeling but all the comforts of year round home. Walk to the Sprucewold Beach in minutes as this home offers beach shares that are exclusive to beach share owners with a private parcel of waterfront with a swimming area, kayak racks, and a deep water dingy dock. Tucked on a side road in Sprucewold,

  Jana Caldwell Tindal & Callahan Real Estate

  

  24 Blowhorn Rd, Boothbay Harbor, ME 04538
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  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,384 Sq Ft

  26 Sea St, Boothbay Harbor, ME 04538

  Beautiful, three bedroom, two and a half bath home located in downtown Boothbay Harbor, tastefully renovated with hardwood, white pine floors, working fireplace and just a five minute walk to the center of Boothbay Harbor.

  Larry Colcord Harbor Realty

  

  26 Sea St, Boothbay Harbor, ME 04538
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  $4,900,000

  • 1 Bed
  • 2.5 Baths
  • 2,540 Sq Ft

  65 Tavenner Rd, Boothbay, ME 04537

  Once in a lifetime opportunity to own an 13.25 +/- acre oasis with over 2,000 feet of prime waterfront. Private deepwater dock offers a calm place to have your boat and water toys. 180 degree westerly views across the Sheepscot River to enjoy the breath taking sunsets. Fields galore offering a serene area for star gazing. Meander down your private drive to a one level center chimney cape. The

  Kim Hodgdon Tindal & Callahan Real Estate

  

  65 Tavenner Rd, Boothbay, ME 04537
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  /20

  $412,500

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  33 Mountain View Rd, Boothbay Harbor, ME 04538

  Escape the hustle and bustle of downtown and discover this mint-condition log cabin nestled in nature, just steps from the tranquil waters of West Harbor Pond where you will find a swimming dock for use of the 7 cottages of the Harbor Farm. This seasonal cottage has a first floor bedroom and full bath with laundry, a loft bedroom with half bath, living area with cathedral ceiling, dining area and

  Karen Roberts Tindal & Callahan Real Estate

  

  33 Mountain View Rd, Boothbay Harbor, ME 04538
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  /19

  $2,850,000

  • 4 Beds
  • 3 Baths
  • 1,811 Sq Ft

  122 & 123 Isle of Springs Rd, Boothbay, ME 04537

  Set at the end of a quiet, dead-end road on Sawyer's Island in Boothbay, this rare waterfront offering presents 1.75± acres of unspoiled coastal Maine beauty. Surrounded on three sides by the Sheepscot River, the peninsula shaped lot boasts over 1,100 feet of varying shoreline, featuring rocky outcrops, tidal coves, and sweeping southerly views that capture sunlight from dawn to dusk.The

  John Scribner LandVest, Inc.

  

  122 & 123 Isle of Springs Rd, Boothbay, ME 04537
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  /35

  $417,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  665 Hendricks Hill Rd, Southport, ME 04576

  Come enjoy the relaxed lifestyle of Southport Island in this cozy three-bedroom, two-bath home—just a short drive from all the fun and charm of Boothbay Harbor. Over the past five years, this home has seen some great updates, including a spacious living room addition in 2023. In 2022, the roof was re-shingled, a brand-new private wastewater system was installed, and the heating and cooling got a

  Tyler Tibbetts Engel & Volkers Casco Bay

  

  665 Hendricks Hill Rd, Southport, ME 04576
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  /16

  $665,000

  • Land
  • 2.00 Acres
  • $332,500 per Acre

  Lot 45-B Cove Rd, Georgetown, ME 04548

  Opportunity to build your dream home and create a private waterfront retreat surrounded by 150 acres of conservation land with stone walls and tall pines. Escape to the simple life in small town Maine where every day is greeted with nature's beauty and outdoor adventures. This home site is protected by ROBINHOOD Cove with coveted elevation and pebble beach. Western facing views provide for

  Lois Lengyel Legacy Properties Sotheby's International Realty

  

  Lot 45-B Cove Rd, Georgetown, ME 04548
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  /50

  $595,000

  • 4 Beds
  • 2 Baths
  • 1,981 Sq Ft

  14 Fullerton St, Boothbay Harbor, ME 04538

  Enjoy walking distance to downtown Boothbay Harbor from this classic turn of the century 4 bedroom, 2 bath home. With a totally renovated kitchen, formal dining room, living room, rocking chair porch across front and small open deck in the rear, this home offers plenty of room for family and friends. Current owners have made many improvements, including exterior house painting, new first floor

  Karen Perkins Tindal & Callahan Real Estate

  

  14 Fullerton St, Boothbay Harbor, ME 04538
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  /39

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 1,517 Sq Ft

  228 Atlantic Ave, Boothbay Harbor, ME 04538

  Nestled in the heart of Boothbay Harbor, this delightful 3-bedroom, 1.5-bath home is bursting with charm and character. Just a short stroll to the shops, restaurants, and waterfront of downtown, it offers the perfect blend of convenience and tranquility. A nature lover's dream, the home overlooks a serene pond—ideal for birdwatching from the comfort of your back deck. The cozy interior boasts

  Kathryn Treem Keller Williams Realty

  

  228 Atlantic Ave, Boothbay Harbor, ME 04538
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  $779,999

  • 4.5 Baths
  • 2,288 Sq Ft

  23 Western Ave, Boothbay Harbor, ME 04538

  Welcome to 23 Western Avenue, Boothbay Harbor, MEVictorian Multi-Unit | Waterfront | Dock | Investment Potential | Built in 1700Charming Victorian 4-unit located in the heart of downtown Boothbay Harbor with 145 feet of owned Mill Cove frontage and private dock access. Built in 1700, this rare waterfront offering includes three 1BR units and one 2BR unit, each with panoramic views of Mill Cove.

  Zachariah Oja Keller Williams Realty

  

  23 Western Ave, Boothbay Harbor, ME 04538
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  /55

  $664,900

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft

  6 Abenaki Rd, Boothbay Harbor, ME 04538

  Boothbay Harbor - This well-cared-for Gambrel-style home in Lobster Cove, Boothbay Harbor, was built by a local boat builder and craftsman, showcasing exceptional wood detailing throughout. Featuring three spacious bedrooms and 2.5 baths, the home is filled with natural light and charm. The open floor plan offers a welcoming eat-in kitchen that flows seamlessly into a large deck with hot tub,

  Jessica Fike Brookewood Realty

  

  6 Abenaki Rd, Boothbay Harbor, ME 04538
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  /10

  $795,000

  • Land
  • 2.10 Acres
  • $378,571 per Acre

  Lot 3 Osprey Landing Dr, Southport, ME 04576

  This Southport Island building lot offers a building site close to the shore, with leisurely access to its 150' (tie) deep water frontage. Views will include all of Boothbay Harbor's boating activity, plus that of a small, nearby marina. An excellent location for boaters, and/or those seeking Southport's renowned community, coastal charm, and low property taxes.

  Jonathan Tindal Tindal & Callahan Real Estate

  

  Lot 3 Osprey Landing Dr, Southport, ME 04576
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  /10

  $795,000

  • Land
  • 2.27 Acres
  • $350,220 per Acre

  Lot 2 Osprey Landing Dr, Southport, ME 04576

  This Southport Island building lot offers commanding views of Boothbay Harbor's boating activity and islands, with a long and elevated perspective. At the shore, its 150' (tie) deep water frontage encourages convenient and protected water access for boaters. Less than a mile from the bridge to Boothbay Harbor, this location delivers the charm of Southport living with quick access to all of the

  Jonathan Tindal Tindal & Callahan Real Estate

  

  Lot 2 Osprey Landing Dr, Southport, ME 04576
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  /85

  $1,150,000

  • 6.5 Baths
  • 3,545 Sq Ft

  41 Hendricks Hill Rd, Southport, ME 04576

  Welcome to Coveside - a classic New England-style multi-unit property on beautiful Southport Island. This versatile property offers a unique opportunity for investment or owner-occupied living with the added benefit of rental income. Enjoy deeded waterfront access directly across the street on Decker Cove, complete with a dock and float providing direct access to Townsend Gut—perfect for boating

  Emilie Hawke Tindal & Callahan Real Estate

  

  41 Hendricks Hill Rd, Southport, ME 04576
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  /20

  $435,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  12 Spruce Gum Ln, Georgetown, ME 04548

  Charming Year-Round Coastal Home with Ocean AccessNestled in the heart of Midcoast Maine, this inviting home offers 1,200 sq ft of comfortable living space and the rare benefit of a deeded right of way to picturesque Harmon's Harbor—perfect for launching a kayak or enjoying the coastal breeze.Lovingly maintained and fully livable year-round, the home blends coastal character with practical

  Ken Lewis Fabrick Keller Williams Realty

  

  12 Spruce Gum Ln, Georgetown, ME 04548
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  /47

  $599,000

  • 4 Beds
  • 1.5 Baths
  • 1,785 Sq Ft

  14 Williams St, Boothbay Harbor, ME 04538

  Nestled on a quiet side street just a short stroll from the vibrant downtown of Boothbay Harbor, this classic New England-style home offers the perfect blend of timeless charm and modern comfort. Featuring 4 bedrooms and 1.5 beautifully updated bathrooms, the home showcases gleaming wood floors throughout, creating a warm and inviting atmosphere. The cozy living room is a true haven, complete

  Emilie Hawke Tindal & Callahan Real Estate

  

  14 Williams St, Boothbay Harbor, ME 04538
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  $3,499,000

  • 3 Beds
  • 2.5 Baths
  • 3,305 Sq Ft

  92 Brooks Cove Rd, Westport, ME 04578

  Move quickly to see this luxury home with over a half-mile of waterfront enjoying protected deep water and stunning sunsets. A wonderland of luxurious privacy and immense opportunity awaits you at this peninsula estate overlooking Robinhood Cove, Knubble Bay, Goose Rock Passage, and the Little Sheepscot River. Boasting over 20 acres of prime west-facing waterfront, this property can easily

  S. Curtis Fish Sharon Drake Real Estate, Inc.

  

  92 Brooks Cove Rd, Westport, ME 04578
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  /102

  $1,750,000

  • 2 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  21 White Rd, Georgetown, ME 04548

  Simply Exquisite! Built in 1999, this home has been extensively renovated and redecorated since the current owners purchased it in 2016. Experience the ''beyond gorgeous'' open ocean panoramic easterly views, the serenity and privacy inherent in this property, and the meticulous attention to detail and discriminating taste incorporated in every aspect of this home. In addition to the 3 levels

  Sue Spann RE/MAX Riverside

  

  21 White Rd, Georgetown, ME 04548
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  /11

  $195,000

  • Land
  • 0.90 Acre
  • $216,667 per Acre

  P/O 4-1 Camerons Point Rd, Southport, ME 04576

  This Southport land is in a desirable location on Cameron Point Road. Just under an acre with a gentle slope with a wooded mixture of trees. The building site is off the road for privacy and a possible seasonal water view towards Moffat Cove. Enjoy Southport's low tax base and wonderful community. This lot has been surveyed and soils tested and with covenants to protect your investment.

  Jana Caldwell Tindal & Callahan Real Estate

  

  P/O 4-1 Camerons Point Rd, Southport, ME 04576
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  /36

  $300,000

  • 2 Beds
  • 512 Sq Ft

  15 Blueberry Hill Rd, Georgetown, ME 04548

  Discover the rare opportunity to own a classic seasonal cottage in the heart of the highly sought-after Five Islands community, where breathtaking views of Sheepscot Bay meet timeless Maine coastal charm. Just steps from iconic local landmarks like Five Islands Lobster, Ledgemere Beach, and the scenic Ledgemere Preserve, this location is a dream for anyone seeking an authentic Vacationland

  Kathy Gallant Gallant Real Estate

  

  15 Blueberry Hill Rd, Georgetown, ME 04548
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  /37

  $679,000

  • 3 Beds
  • 3 Baths
  • 2,510 Sq Ft

  9 Hoffman's Way, Georgetown, ME 04548

  An absolute MUST SEE quality built home perched aloft Georgetown's sought-after Indian Point Road. Enjoy both sunrises and sunsets from this 3Br/3Ba home while listening to the ocean waves crashing on the nearby beach at Reid State Park. Sip morning coffee on your deck or just relax in the sunroom. Come winter you will appreciate the hot water baseboard heating complimented with the warmth and

  Christopher Warner Sharon Drake Real Estate, Inc.

  

  9 Hoffman's Way, Georgetown, ME 04548
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  /47

  $695,900

  • 4 Beds
  • 3 Baths
  • 2,156 Sq Ft

  58 Hendricks Hill Rd, Southport, ME 04576

  On Southport Island, this turn-key property features many recent improvements in a convenient location. The 4-bedroom, 3-bathroom home includes optional one-floor living, Vermont Castings wood stove, covered porch & open deck, granite kitchen, etc.. Fundamental improvements include connection to town water, a 2020 septic, 2021 roof, 2021 automatic generator, paved driveway, gardens & hardscape,

  Jonathan Tindal Tindal & Callahan Real Estate

  

  58 Hendricks Hill Rd, Southport, ME 04576
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  /64

  $625,000

  • 5 Beds
  • 3 Baths
  • 2,198 Sq Ft

  9 School St, Boothbay Harbor, ME 04538

  On a quiet, one-way street at the head of Boothbay Harbor, this three unit property is tucked away, yet close to all of the action of this quintessential coastal Maine town. Built around 1830, it has charming character and style, and offers many possibilities for future use, including short-term and year-round rentals, owner occupancy with rental income, staff housing, and more. Unit A enjoys

  Jonathan Tindal Tindal & Callahan Real Estate

  

  9 School St, Boothbay Harbor, ME 04538
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  /36

  $549,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  39 Union St Unit 2, Boothbay Harbor, ME 04538

  All the amenities of Boothbay Harbor are at your doorstep of this two-bedroom condo located at the water's edge of the inner part of Boothbay Harbor. There are two decks off the living and bedroom levels to take in the views of sunsets, fireworks, and the famous Footbridge crossing the Harbor from east to west. Most furnishings convey

  Karen Roberts Tindal & Callahan Real Estate

  

  39 Union St Unit 2, Boothbay Harbor, ME 04538
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  /51

  $589,000

  • 2 Beds
  • 1 Bath
  • 1,072 Sq Ft

  133 Atlantic Ave Unit 71B, Boothbay Harbor, ME 04538

  Located in the established Carousel Condominium complex, this desirable 2 bedroom, 1 bath condominium is furnished and ready for occupancy. Enjoy the westerly views with sunsets, boating activity and beautiful scenery all year long. Each day paints a new picture of the harbor and the seasons. Walk to the nearby marina and restaurant or go a bit further to the famed footbridge connecting the east

  Jana Caldwell Tindal & Callahan Real Estate

  

  133 Atlantic Ave Unit 71B, Boothbay Harbor, ME 04538
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  /51

  $489,000

  • 3 Baths
  • 1,858 Sq Ft

  934 Wiscasset Rd, Boothbay, ME 04537

  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

  Jonathan Tindal Tindal & Callahan Real Estate

  

  934 Wiscasset Rd, Boothbay, ME 04537
• 

  

  /51

  $489,000

  • 3 Beds
  • 3 Baths
  • 1,858 Sq Ft

  934 Wiscasset Rd, Boothbay, ME 04537

  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

  Jonathan Tindal Tindal & Callahan Real Estate

  

  934 Wiscasset Rd, Boothbay, ME 04537
• 

  

  /19

  $175,000

  • Land
  • 3.50 Acres
  • $50,000 per Acre

  10-1 Hendricks Hill Rd, Southport, ME 04576

  Bring your vision to life on this remarkable 3.5+/-acre parcel nestled on the highly sought-after Southport Island. Fully surveyed and with a septic design completed in 2021 for a 3-bedroom home, this property is ready for your building plans and site developer to get started. Southport Island offers an idyllic coastal lifestyle, complete with a public beach, scenic hiking trail, and vibrant

  Meriwether Gill Better Homes & Gardens Real Estate/The Masiello Group

  

  10-1 Hendricks Hill Rd, Southport, ME 04576
• 

  

  /51

  $1,645,000

  • 4 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  37 Townsend Ave, Boothbay Harbor, ME 04538

  This unique property is being offered for sale to the public for the first time in 100 years.The first floor of this prime commercial location has housed a successful retail craft store for 50 years. The space is fully equipped with hardwood and glass display units. And it has storage, receiving and packaging areas. It offers a great opportunity. The second and top floor have been completely

  Larry Colcord Harbor Realty

  

  37 Townsend Ave, Boothbay Harbor, ME 04538

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