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12 & 14 Maddocks Rd, Boothbay Harbor
$880,000
6 Beds ⋅ 6 Baths ⋅ 1666789 MLS
A great opportunity for rental income to help pay your mortgage. This combined waterfront property totals 3,384 sq. feet, with each unit offering 3 bedrooms and 2 ½ baths. The interior layout of each unit features an eat-in kitchen, a dining area that opens to the living room. From the living room, you can access a waterside deck and a primary bedroom with a bath. The second floor includes two bedrooms and a bath. For convenience, each unit also includes an attached 1-car garage. Situated on approximately .79 acres, the property features 89' of frontage on the eastern shore of West Harbor Pond. The westerly orientation is perfect for enjoying sunsets over the water from the large deck or private dock. West Harbor Pond offers abundant wildlife and seasonal activities including kayaking, canoeing, fishing, and swimming in the summer, as well as skating and skiing in the winter. This location is close to downtown Boothbay Harbor or a short walk to West Boothbay Harbor.

12 & 14 Maddocks Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

Selling Office: Engel & Volkers Casco Bay.

21 Union Ct, Boothbay Harbor
$850,000
3 Beds ⋅ 3 Baths ⋅ 1669601 MLS
Detached Garage is 26' x 26' with and 12' x 8' carport. The garage was built in 2016 and offers a large workshop area with an apartment on the 2nd floor. The first floor is heated by a Rinnai heater. There is year-round town water and sewer with a separate meter. The 2nd floor consists of an apartment with a 9'7'' x 8'11'' kitchen with painted cabinets over/under granite countertops, single stainless-steel sink, electric cooktop, built-in microwave, small refrigerator, and built-in dishwasher. The bathroom is 8'7'' x 6' with a fiberglass tub/shower, sink vanity, toilet and wood flooring. Living room is 16'6'' x 16'5'' with wood flooring and an 8'11'' x 7'10'' office area. The 2nd floor has a Rinnai heater and a heat pump. There is a whole house generator, new windows in the house (5 years), irrigation system, detached shed, Rinnai in lower-level living room/family room (not connected), recessed lighting, crown molding, ceiling fans, laminate flooring, patio doors to deck, built-in workbench with cabinets above and below in garage, and more!

21 Union Ct, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

Selling Office: Non MREIS Agency.

53 Commercial St, Boothbay Harbor
$840,000
1640411 MLS
Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments; a detached Carriage House adds ~1,000± SF with 2 bedrooms/1 bath, for ~4,400± SF total across both buildings. In 2025, three of the five VRBO-style guest spaces were operated as short-term rentals, producing ~$70,000 in rental income. Substantial improvements since the 2022 purchase position this as a flexible live-work or investment opportunity—owner-occupied lodging, boutique hospitality, or an expanded STR portfolio. Enjoy year-round harbor living steps to shops and dining, with captivating water views, versatile layouts, and valuable in-town parking.

53 Commercial St, Boothbay Harbor

Listing courtesy of Tim Dunham Realty. 207-729-7297

Selling Office: Tim Dunham Realty.

40 Atlantic Ave, Boothbay Harbor
$700,000
2 Baths ⋅ 1646632 MLS
Enjoy water views of Boothbay Harbor from this beautifully renovated duplex, ideally located just steps away from the historic footbridge and with easy reach of local shops, restaurants, yacht clubs and the country club. The first floor apartment, the only unit that has been used as a rental, has 2 bedrooms and a 1 bath, featuring comfortable living spaces and harbor views. The second unit spans two levels with 3 bedrooms and 1 bath and has been exclusively used for extended family but additional rental income or owner occupancy are great options for this large space. Thoughtfully updated over the past 10 years, this property blends modern conveniences with a classic coastal charm. Whether you are seeking an investment, a multigenerational living option, or a year round home in one of Maine's most beloved seaside communities, this is a great opportunity.

40 Atlantic Ave, Boothbay Harbor

Listing courtesy of Harbor Realty.

Selling Office: Hearth & Key Realty.

5 Village Ct Unit 5, Boothbay Harbor
$690,500
3 Beds ⋅ 3 Baths ⋅ 1654896 MLS
Welcome to your move-in-ready ocean-view condo in the highly desirable Mill Cove Condos- where coastal charm meets low-maintenance living. Step inside this beautifully maintained end-unit condo, filled with abundant natural light and designed for effortless living. The open-concept kitchen, dining, and living area creates a welcoming space perfect for entertaining or simply relaxing by the water. Enjoy breathtaking southwest-facing views of Mill Cove, where you can take in stunning sunsets and seasonal fireworks from your front deck. For quiet mornings, the private rear composite deck offers a peaceful retreat. Just a short distance to downtown, you'll enjoy access to charming shops, dining and year-round activities. Embrace a 'close up and go' lifestyle with low-maintenance living, perfect for seasonal or year round residents. Whether you're looking for a serene retreat or a vibrant coastal home base, this property offers the best of both worlds. Don't miss this rare opportunity to own in one of Boothbay Harbor's most sought-after ocean-view communities. Property Highlights: Being offered furnished, Pets allowed, End unit, 5 foot bay window, Open concept, Finished lower level with Kitchenette, Half Bath, Closet, Perfect for 4th bedroom, office, family room or craft space. Heated one car garage with workbench & storage cabinets. New paved complex in 2025. Parking space for 3 cars. WiFi-enabled thermostats on all 3 levels and the garage. Don't miss this rare opportunity to own in one of Boothbay Harbor's most sought-after ocean-view communities

5 Village Ct Unit 5, Boothbay Harbor

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Armentrout Select Realty of Maine.

17 W Harbor Pond Rd Unit 17B, Boothbay Harbor
$679,000
3 Beds ⋅ 3 Baths ⋅ 1675968 MLS
West Harbor Pond Condominium offers rare waterfront living on a quiet side road just minutes from Boothbay Harbor's dining, shopping, and vibrant harbor. This spacious 3-bedroom, 2.5-bath condo provides single-level living, generous storage, a one-car garage with additional overhead storage, and access to a shared dock--ideal for fishing, kayaking, swimming, or simply enjoying the peaceful setting. A large deck overlooks the water, creating an inviting space for outdoor living. Inside, vaulted ceilings, pond views, and a wood-burning fireplace make the living room warm and welcoming year-round. Recent updates include wood and slate style luxury vinyl flooring, bathroom vanities and fixtures, and upgraded lighting. A wonderful year-round or seasonal home in an ideal location.

17 W Harbor Pond Rd Unit 17B, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

Selling Office: Benchmark Real Estate.

27 Townsend Ave, Boothbay Harbor
$640,000
4 Beds ⋅ 4 Baths ⋅ 1620831 MLS
Back on market at no fault of owner. 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 immediate access to shopping, dining, and entertainment. Prime Storefront Location: Situated at street level in the bustling heart of Boothbay Harbor, this charming storefront is perfect for a boutique, gallery, café, or any business venture. With high foot traffic and excellent visibility, your business is poised for success. Spacious 4-Bedroom Apartment: Above the storefront lies a generous four-bedroom apartment, ideal for living or renting out long term or as AirBNB. This living space is a true gem, offering comfort and convenience with its well-designed layout and ample natural light. Enjoy the serene view of the harbor from the apartment and private back deck. Located in the heart of downtown Boothbay Harbor, you are just steps away from an array of charming shops, gourmet restaurants, and lively entertainment options. Experience the vibrant coastal lifestyle right at your doorstep. Whether you're an entrepreneur looking to open a business, an investor seeking a lucrative rental property, or someone desiring a live-work space, this property offers versatile possibilities to suit your needs. This property is a unique investment opportunity, combining the allure of coastal living with the excitement of a seasonal bustling downtown location. Whether you're looking to establish a thriving business, create a stylish residence, or generate rental income, this property offers endless possibilities. Don't miss the chance to become a part of Boothbay Harbor's charm and beauty. Schedule a viewing today and explore the potential of this exceptional prop

27 Townsend Ave, Boothbay Harbor

Listing courtesy of Breakwater Realty Group, LLC.

Selling Office: Breakwater Realty Group, LLC.

15 Village Ct Unit 5, Boothbay Harbor
$600,000
3 Beds ⋅ 2 Baths ⋅ 1659296 MLS
Perfect setting! Quiet, get away from it all! Walk 10 minutes to the harbor, shopping, restaurants, boat rides and more! Come back home to water views from almost every room! Pull in to your garage and directly enter the big finished open space that can be used in multiple ways. Need and office? Want a family room? How about extra space for guests? Ready for your choices. The unit is appointed with 3 good size bedrooms with oversized closets, 2 full baths , each with double sinks and linen storage. Open concept kitchen and living room allows great space for relaxing and more than enough room for entertaining! Updated kitchen with newer stainless appliances, granite counters, hardwood flooring . Newer slider to big back deck viewing peaceful rock garden area. Plenty of room for outside furniture and plantings. The kitchen center island is perfect for putting out treats, having a little lunch or a quiet cup of coffee. Dining area allows lots of room for oversized table and extra chairs. Large living room plus a newer bow window that looks out directly at Mill Cove waterfront. Step out to the front deck and enjoy private space with even deeper ocean views. Main bedroom with private access to full bath and large closet, is tucked away just steps from the kitchen. 2 additional large bedrooms with views and a second full bath on 3rd level complete this thoughtful floor plan. Good, solid Condo Association in place. New pavement in 2025. Annual fee 4000 per unit , per year. Come for a day - stay for a lifetime!

15 Village Ct Unit 5, Boothbay Harbor

Listing courtesy of Moore-Tuttle & Co. LLC.

Selling Office: Tindal & Callahan Real Estate.

21 Lobster Cove Rd, Boothbay Harbor
$595,000
3 Beds ⋅ 2 Baths ⋅ 1653426 MLS
Fantastic location on the east side of Boothbay Harbor. This inviting 3 bedroom, 2 bath home is just a short walk to Barrett's Park and the Footbridge, offering easy access to downtown Boothbay Harbor's shops, restaurants, and waterfront amenities. The original portion of the home was completely renovated in 2009, with a thoughtfully designed addition completed in 2012. Comfortable features include central air, central vacuum, a propane fireplace, and a charming sleeping loft. Take in views of the harbor from the deck or many rooms from within the home. Offered fully furnished, this home is well suited for year-round living, a coastal getaway, or a turnkey investment opportunity in one of Boothbay Harbor's most desirable locations. Home being sold furnished.

21 Lobster Cove Rd, Boothbay Harbor

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

Selling Office: Tim Dunham Realty.

33 Reed Rd, Boothbay Harbor
$570,000
4 Beds ⋅ 2 Baths ⋅ 1653989 MLS
Discover the perfect blend of privacy and coastal convenience at this charming shingled bungalow, nestled on a sprawling 1.4-acre lot. Tucked away in a serene setting, this 2,611 sq ft home offers a rare sense of seclusion while remaining just minutes from the vibrant heart of Boothbay Harbor. The interior features a thoughtful layout designed for comfortable living, including a spacious kitchen, formal dining room, and a cozy living area anchored by a classic fireplace. Enjoy the quintessentially Maine experience on the screened-in porch, perfect for quiet mornings or evening breezes. With a full walkout basement for ample storage and expansion potential, the home provides a practical foundation for any lifestyle. Outside, the expansive, wooded grounds offer plenty of room for gardening, recreation, or future expansion. Whether you're looking for a year-round residence or a peaceful getaway near the Botanical Gardens and local activities and dining, 33 Reed Road is a coastal gem with endless potential.

33 Reed Rd, Boothbay Harbor

Listing courtesy of www.HomeZu.com. 877-249-5478

Selling Office: Engel & Volkers Casco Bay.

133 Atlantic Ave Unit 81A, Boothbay Harbor
$525,000
2 Beds ⋅ 1 Baths ⋅ 1654890 MLS
Enjoy front-row views of Boothbay Harbor's vibrant waterfront from this partially furnished 2-bedroom condominium. Overlooking the harbor, this inviting coastal retreat offers a perfect vantage point to watch boating activity, stunning sunsets, seasonal fireworks, and the iconic Windjammers sailing into port under full sail. This 1,008± sq ft unit has been thoughtfully designed and features a beautiful kitchen with newer cabinetry, granite countertops, and stainless-steel appliances. The laminate wood flooring flows through much of the home, creating a bright easy to maintain and comfortable coastal living space. A covered carport with storage below provides convenient direct access to the unit, offering both protection from the elements and additional storage for seasonal gear. Located on the quieter east side of the harbor, the property offers both privacy and convenience. A nearby footbridge provides an easy walk to downtown Boothbay Harbor where you'll find waterfront restaurants, charming shops, galleries, marinas, and all the amenities of this beloved coastal village. Being sold partially furnished, this turn-key condo is ready for the next owners enjoyment as a seasonal getaway, year-round residence, or investment opportunity in one of Maine's most iconic harbor communities.

133 Atlantic Ave Unit 81A, Boothbay Harbor

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Newcastle Realty.

42 Wawenock Trl, Boothbay Harbor
$475,000
2 Beds ⋅ 1 Baths ⋅ 1656077 MLS
Coveted for its serenity and water recreation, 84-acre West Harbor Pond presents an unusual opportunity for lake living in the Boothbay Region. Featuring 100' of level frontage with a private dock, it's a breeze to swim, kayak, paddleboard, fish, sail, and more. The lake has a 9.9hp limit for boats, and most of the activity is motorless, contributing to the quiet, relaxing setting. The property's 2-bedroom cottage is located toward the end of a dead-end road, perfect for walking, and enjoys water views from most rooms, a kitchen that opens to the living and dining room, and sunset views from the waterside deck. A freshwater haven, less than two miles from downtown Boothbay Harbor!

42 Wawenock Trl, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

Selling Office: Landing Real Estate.

15 Lakeview Rd, Boothbay Harbor
$415,000
3 Beds ⋅ 2 Baths ⋅ 1667439 MLS
Located only a few hundred yards from the shore of Boothbay Harbor, and with beaming southerly orientation, this 0.93-acre property enjoys sunshine and cool ocean breezes. The early 1900s home has received significant improvements during current ownership, including a new roof & copper gutters, high-efficiency furnace & ductwork, hardwood floors, exterior curtain drains, and an 8' extension of the ell, where the ground-floor bedroom features a roughed-in area for an en-suite bathroom. On a quiet dead-end road, the neighborhood offers quiet walks along West Harbor Pond and a one-mile walk to village attractions. Fundamentally improved, this charming property is well-suited for seasonal or year-round use in a convenient location.

15 Lakeview Rd, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

Selling Office: Blue Lobster Real Estate.

14 Summit Rd, Boothbay Harbor
$390,000
4 Beds ⋅ 2 Baths ⋅ 1663348 MLS
Charming 4-bedroom, two-bath cottage ideally located just a four minute walk from the iconic Boothbay Harbor Footbridge. This inviting coastal home has plenty of character and comfortable living space, featuring a walk-around balcony, a cozy working fireplace and both upper and lower dining areas perfect for entertaining family and guests. Primary bedroom includes a working wood stove to take the chill off the cool Maine evenings, adding warmth and rustic charm. Outside a detached shed workshop provides excellent storage space for recreational gear and seasonal equipment. Included in the property is a small rowboat and other recreational equipment, making it easy to enjoy all that the harbor lifestyle. Conveniently located near downtown shops, restaurants and waterfront attractions, this property is an ideal seasonal residence, vacation getaway or investment opportunity.

14 Summit Rd, Boothbay Harbor

Listing courtesy of Harbor Realty.

Selling Office: Portside Real Estate Group.

15 Atlantic Ave Unit D, Boothbay Harbor
$339,000
1 Beds ⋅ 1 Baths ⋅ 1668506 MLS
This tasteful one-bedroom, one-bath condominium offers comfortable year-round living. Highlights include a beautifully renovated kitchen with granite countertops, wood floors throughout, a new hot water boiler, and town water and sewer. An additional overflow room is currently used as an office. Sold mostly furnished, the unit features patio doors that bring in abundant sunlight and harbor views. The seasonally awning-covered deck has southwest exposure, making it an inviting spot to relax and enjoy the scenery. This well-maintained six-unit complex also offers a shared waterfront tidal dock, ideal for kayaks or a dinghy, and is just a short walk from the footbridge, shops, and restaurants downtown.

15 Atlantic Ave Unit D, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

Selling Office: Tindal & Callahan Real Estate.

75 Reed Rd, Boothbay Harbor
$325,000
3 Beds ⋅ 2 Baths ⋅ 1661276 MLS
Beautifully maintained and thoughtfully updated, this three bedroom, two bath manufactured home with a two car garage offers comfortable living on a full acre of land in a highly desirable location. Situated within walking distance to downtown Boothbay Harbor, the Boothbay Harbor Yacht Club and just a few minute drive from the renowned Coastal Maine Botanical Garden, this property combines convenience with peaceful surroundings. Inside, the home has been meticulously cared for and features numerous recent improvements completed within the last five years. including new caapeting throughout much of the home, custom granite counter tops and an upgraded water system. The spacious layout provides comfortable everyday living, while the level backyard offers excellent space for gardening, outdoor enjoyment or future landscaping possibilities.

75 Reed Rd, Boothbay Harbor

Listing courtesy of Harbor Realty.

Selling Office: Tindal & Callahan Real Estate.

34 Hutchinson Dr, Boothbay Harbor
$315,000
3 Beds ⋅ 1 Baths ⋅ 1676439 MLS
A great opportunity for buyers seeking a solid year-round home at a reasonable price in desirable Boothbay Harbor. Located on a dead end lane in a quiet residential neighborhood off Middle Street, this 24' x 44' ranch offers a prime location just 5 minutes (1.5 miles) from Wharf Street and downtown Boothbay Harbor. The home sits on a generous lot with mature trees & private back yard. Built in 1974, the home benefits from more than $30,000 in improvements since 2016, including a new boiler for its baseboard heating system, new flooring throughout the main level, and upgrades to the kitchen and bath. The main level features two bedrooms, a full bath, large kitchen- dining room, and a living room anchored by a large woodstove. The partially finished basement offers potential for additional living space or a third bedroom, and the garage under the house provides direct entry. Successfully rented for the past two years. Bring your fresh ideas and energy to make this home shine.

34 Hutchinson Dr, Boothbay Harbor

Listing courtesy of Drum & Drum Real Estate Inc..

Selling Office: Tindal & Callahan Real Estate.

12 Linekin Rd, Boothbay Harbor
$300,000
1667990 MLS
Desirable 2.7 ACRE LOT located in Boothbay Harbor's Spruce Point Heights. Don't miss out on this rare opportunity to build your dream home in this coveted association, a highly sought-after neighborhood located 10 minutes from the Boothbay Harbor village, Boothbay Harbor Country Club , Coastal Maine Botanical Gardens, and endless local favorites. Looking for the best of both worlds? This property offers the tranquility of the Maine Woods, yet it is only a short walk to the beloved Spruce Point Inn Resort, a quintessential coastal retreat with unforgettable views of the rugged Maine Coast. The resort offers a myriad of recreational activities, a restaurant, full service spa, and a waterfront pool. As a member of the association, you will have the opportunity to join the Spruce Point Inn as a seasonal member allowing access to all of the resort amenities. Bring your vision to this beautiful community and start making memories for generations to come!

12 Linekin Rd, Boothbay Harbor

Listing courtesy of Town & Shore Real Estate.

Selling Office: Tindal & Callahan Real Estate.

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