Tindal & Callahan Real Estate

09/17/2026

NEW LISTING! 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.

Residential - Single Family Residence

09/16/2026

NEW! Discover peaceful coastal living at Captain’s Way, an established 55+ community on Southport Island. This thoughtfully designed, and recently built in 2020, the residence offers convenient single-level living with two bedrooms, two baths, and easy access to Boothbay Harbor’s shops and amenities. The scenic drive home winds past boatyards, fishing and boating activity, and striking water views. The neighborhood features town water, paved roads, and underground power. Inside, an open floor plan fills the home with natural light, while the fully finished upper level provides two versatile bonus rooms for guests, hobbies, a home office, or additional living space. Highlights include a spacious primary suite with a private bath and walk-in closet, a separate laundry room, and an oversized attached one-car garage with direct entry. Low-maintenance exterior materials offer practicality and style, and a whole-house generator adds dependable peace of mind. Enjoy Southport’s low taxes, idyllic setting, and welcoming community-within-a-community lifestyle.

Residential - Single Family Residence

09/15/2026

Are you ready to build? 1.2-acre lot on Samoset Trail, East Boothbay. Most recently it has been used as a campsite on Hipcamp. Dock access, with optional membership to the nearby Boothbay Shores Association. Fantastic spot to enjoy the Maine coast and all that the Boothbay Region offers. Offered at $189, 000.

Land -

09/15/2026

NEW LISTING! Located on desirable Southport Island, this three bedroom, three bath year round home is filled with natural light and has stunning views of all the boating traffic on Townsend Gut. Many improvements have been made within the last five years, including a totally renovated kitchen with new granite countertops and stainless appliances; new windows, sliding glass doors, and solar-powered remote skylights; a whole-house automatic generator; three renovated bathrooms and much more! A separate one-bedroom, 1 bath guest cottage, which comes completely furnished, has a great rental history. Located on a dead-end street, there is also a 10′ walking ROW to water. Beautiful Boothbay Harbor and all of its amenities are less than 10 minutes away.

Residential - Single Family Residence

09/13/2026

NEW! This five-bedroom, two-and-a-half-bathroom home is available for year-round living and features numerous recent updates, including a rebuilt double-sided fireplace, modern appliances, a new furnace, two mini-split units, updated flooring, a whole-house generator, and updated windows. The main level includes a large kitchen with a dining area and fireplace, as well as an adjacent office or sewing room, and a spacious living room with a fireplace. The second floor features three bedrooms, while the third floor offers two additional bedrooms and a family room, providing ample space for family or guests. The property is situated on approximately 0.27 acres with town water and sewer service. It is located in close proximity to Barrett's Park, East Side amenities, and the footbridge.

Residential - Single Family Residence

09/12/2026

NEW LISTING! Delightful 2BR/1BA bungalow on 0.8 acres on Southport Island! The perfect blend of coastal charm & everyday convenience, just moments from the historic Southport General Store, Hendricks Head Beach, and other local amenities. Perfect for first-time buyers or a summer getaway. Recent updates include fresh exterior paint (this year), a newer roof on both the house and the detached 2-car garage, refinished hardwood floors throughout, and a thoughtfully laid-out kitchen. The 2-car garage provides excellent storage for vehicles, beach gear, or a workshop. While major mechanicals are complete, a few final finishing touches allow you to personalize the space. Enjoy easy island living. Move right in and join the wonderful coastal community on Southport Island!

Residential - Single Family Residence

09/11/2026

NEW! Located at Murray Hill in East Boothbay. This classic, well-restored 1890s cottage, perched on a forested hillside offers a fantastic opportunity to spend your summer overlooking Linekin Bay. It comes with convenient access to a town dock and a boat launching ramp, perfect for enjoying the water. One of the highlights of this property is its large wraparound porch, a perfect spot to relax and take in the beautiful sights of the bay. The cottage features three bedrooms, one bathroom, and a living room with a cozy fireplace. New 3-bdroom septic system has been installed as well as a new parking area. Additionally, you’ll be able to enjoy a short walk to the East Boothbay General Store for your morning coffee.

Residential - Single Family Residence

09/10/2026

NEW LISTING! 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.

Residential - Single Family Residence

09/03/2026

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. See more at tindalandcallahan.com.

09/03/2026

NEW! An opportunity to fix this 2 bedroom, 1 bath ranch into a sweet home or summer getaway. Ready for a fresh start to make this home what you want. A detached garage and an 18′ x 18′ building that is waiting to be studio, workshop or playhouse! Situated on 1 +/- acre of land in a desirable neighborhood.

Residential - Single Family Residence