My Office's Listings

Some or all of the listings below are provided by the The Masiello Group office.
$475,000 (USD)
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Cutler Area Single Family Home

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198 Destiny Bay Road Cutler, ME 04626

1 Bed
1 Baths
1007 sqft
MLS# 1645782
Virtual Tour
This charming, seasonal cottage has been in the same family for nearly a hundred years. It was the summer retreat for artist Hazel Brill Jackson, rock climber, poet, defender of wild animals and internationally acclaimed sculptress. She created bronze statues of wild animals, inspired by local wildlife , content in the peaceful atmosphere of Cutler, her studio/retreat is an ideal summer place for nature/outdoor enthusiasts and an excellent potential as a B&B with a unique history. From the wrap-around deck are views of Cutler across the Harbor, and out to Little River Island and Grand Manaan. Eagles and osprey drift by on sea breezes. On the hottest days of summer, cool fog tempers the air so there's no need for AC. A kitchen wood stove and living room Franklin fireplace add warmth and coziness in the shoulder seasons. First floor has a bathroom with shower and sink and outside near the house is an outhouse. The whole second floor is open with a bedroom on each side. There are three single beds and one double bed. From the windows you will hear thrushes sing in the pre-dawn and dusk. Glorious sunrises bloom over the hills above town and eastern Head. One of the many rugged and rocky Bold Coast trails, Western Head, begins a quarter mile from the doorstep. Many other trails and public beaches are minutes away by vehicle. Deer and bird habitat abounds, sweetgrass and balsam poplar leaves scent the air. The shoreline is good for digging your own clams as well as beach-coming. And for boat lovers, the far end of the shore is accessible for deep water anchorage. Little River (Cutler Harbor) is famous for its depth and length and as such provides safe shelter for fishermen's boats, yachts, and recreational kayakers and paddle boarders. This property is one of the rarest places of its kind left along the Maine Coast. A perfect place to begin a generational tradition. MOTIVATED SELLER
Listing Courtesy of MAINE LISTINGS - IDX
$435,000 (USD)
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Machias Area Single Family Home

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59 Elm Street Machias, ME 04654

6 Bed
2 Baths
2752 sqft
MLS# 1671800
Virtual Tour
Rare opportunity to own one of Machias' historic homes, this stately residence built in 1913 by the prominent Bailey family, owners of the well-known downtown hardware store. Rich in character and timeless elegance, home showcases exceptional craftsmanship, quality materials, and architectural details rarely found today. Thoughtful updates have preserved original charm while adding the comfort and modern efficiency. Situated on an exceptionally large in-town lot, the property features beautiful grounds, a spacious patio, mature trees, and plenty of room for entertaining, gardening, or relaxing. A paved driveway, restored garage, updated roof, chimneys, exterior doors, and numerous structural improvements provide lasting peace of mind.
Inside, refinished hardwood floors, updated bathrooms and kitchen, restored woodwork, basement laundry, heat pumps, a fireplace, and upgraded electrical systems. A complete list of improvements is available. Two minutes from downtown, makes convenient access to shopping, restaurants, schools, healthcare, and the University of Maine at Machias. Nearby attractions: Bad Little Falls Park, the rails to trails, Machias River, the annual Blueberry Festival, beaches, and the stunning Bold Coast. Beautifully maintained and rich in history, this remarkable property offers the perfect blend of historic elegance, modern updates, and the best of Downeast Maine living.
Listing Courtesy of MAINE LISTINGS - IDX
$395,000 (USD)
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Machias Area Single Family Home

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4 Elliot Street Machias, ME 04654

4 Bed
3 Baths
3530 sqft
MLS# 1662991
Virtual Tour
This striking historic home features panoramic views of the Machias River and the town of Machias with direct river access. With every season comes a different view and experience!
Filled with natural light, this home offers exceptional flexibility for entertaining, guests or multi-generational living. There are many distinct spaces for gathering, relaxing, or working from home.
The second level primary suite features a bedroom and sitting room with a wood burning fireplace, and an adjacent walk-in dressing room. The third level office, media room, or library offers a spectacular elevated view of the river and town, with a private half bath. This 3,530 square foot home boasts a spacious kitchen and breakfast room with an island and multiple sinks/cooking stations. There are 4 dedicated bedroom spaces, multiple fireplaces, a wood burning stove, as well as a full basement with work spaces and central heating system. The detatched 2 car garage features a full second level with much potential.

This unique property was procured in 1902 by Samuel M. Holway from Sarah Palmer, who had owned it since 1864. The current home was built by Samuel in 1903. At this time in history, Machias boasted a healthy economy and maritime trade fueled by wood products, ship building, and wild blueberry harvesting.

Samuel was the son of William Crocker Holway, who along with his brother, Ladwick Holway were prominent local merchants.

William and Ladwick Holway owned a center of coastal maritime trade, Holway Wharf, the remains of which are visible today along the riverside by this property. The Holway Wharf accommodated schooners and cargo ships essential to the area's lumber trade. The floating timber from the upper saw mills (upper Bad Little Falls) was then loaded at the wharf to be shipped along the Atlantic Coast.

This is a rare opportunity to own a substantial riverfront property deeply rooted in our Machias history. Make this your home today!
Listing Courtesy of MAINE LISTINGS - IDX / Listed By: Karen Eldridge, Better Homes & Gardens Real Estate/The Masiello Group
$395,000 (USD)
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Cherryfield Area Single Family Home

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8 Paddy Lane Cherryfield, ME 04622

3 Bed
2 Baths
1800 sqft
MLS# 1666461
Tucked away in the peaceful beauty of Downeast Maine, this stunning property offers the perfect balance of privacy, craftsmanship, and modern comfort. Overlooking the river with breathtaking natural scenery, you can spend your mornings enjoying coffee on the patio while watching bald eagles glide overhead and fish along the shoreline. The setting is beautiful, relaxing, and surrounded by the kind of beauty that makes Maine living so special.

Completely refinished from the studs up, the home was thoughtfully rebuilt to preserve its old charm while adding the reliability and efficiency of modern construction. Handcrafted wood details bring warmth and character throughout the home, creating a cozy yet timeless feel. Built with upgraded 2x6 construction and energy-efficient improvements, foam insulation, the property was designed for comfortable year-round living.

The home features 3 bedrooms and 2 full bathrooms with a bright, welcoming layout that feels both functional and inviting. Major improvements include a new slab foundation, new septic system, new roof, new siding, new electrical, and much more, giving peace of mind for years to come.

Outside, the beautiful lot offers room to relax, entertain, and enjoy nature. Whether you are looking for a forever home, seasonal getaway, or investment opportunity, this property has incredible Airbnb potential thanks to its scenic location and access to Maine's outdoor lifestyle. An additional area already includes electricity, well, and sewer hookups, offering excellent possibilities for an Airbnb space, camper setup, guest cottage, or future expansion.

Conveniently located just about 40 minutes from Ellsworth, the property is also close to the Sunrise Trail as well as nearby lakes and ponds for fishing, boating, kayaking, and exploring everything Downeast Maine has to see.
Listing Courtesy of MAINE LISTINGS - IDX